Retirement Readiness Podcast

This week on The Retirement Readiness Podcast, hosts Tim Regan and Katie Umland discuss the tension between spending, saving, and giving—and how to find the right balance.As financial situations change, so do the questions around money. Should you enjoy what you’ve built, give more away, or continue to save? Tim and Katie explore why this internal push and pull is so common, and how perspective, humility, and personal values all play a role in making confident decisions.Click play for a thoughtful conversation on using your money with intention and finding clarity in the balance.3 Key Takeaways• Balancing spending, saving, and giving is a natural tension—not a problem to eliminate.• Perspective and humility play a key role in how you view and use your money.• Aligning your financial decisions with your values can help bring clarity and confidence.For more resources, visit pv-wp.com, and don’t forget to subscribe for future episodes.

This week on The Retirement Readiness Podcast, hosts Tim Regan and Katie Umland discuss the tension many people feel between enjoying their money and staying humble.As wealth grows, so can uncertainty—should you spend, save, or give more? Tim and Katie explore why this tension exists and how aligning your decisions with your values can help bring clarity and confidence.Click play for a thoughtful conversation on making intentional financial decisions without guilt.3 Key Takeaways• Feeling tension around spending and saving is common—and worth addressing.• Clarity comes from understanding your values, not chasing a perfect balance.• Confidence with money grows when your decisions align with what matters most.For more resources, visit pv-wp.com, and don’t forget to subscribe for future episodes.

This week on The Retirement Readiness Podcast, hosts Tim Regan and Katie Umland discuss what happens when life doesn’t go according to plan—and how to navigate those moments with confidence.From unexpected family changes to shifting financial priorities, even the best plans can take a turn. Tim and Katie share why having clear core principles can help guide decisions, how to stay flexible when circumstances change, and the importance of communication when working through these challenges together.Click play for a practical conversation on handling life’s curveballs and staying aligned with what matters most.3 Key Takeaways• Life doesn’t always go as planned—flexibility is key.• Core principles can help guide decisions during uncertain times.• Communication and perspective lead to better outcomes.For more resources, visit pv-wp.com, and don’t forget to subscribe for future episodes.

This week on The Retirement Readiness Podcast, hosts Tim Regan and Katie Umland take a mid-quarter pause to check in on their New Year’s resolutions and the habits that help turn big goals into lasting progress.It’s easy to start the year with excitement and a long list of things you want to accomplish—but staying consistent once the initial motivation fades can be the real challenge. Tim and Katie discuss the importance of revisiting goals throughout the year, focusing on small daily habits rather than just outcomes, and recognizing the progress you’ve already made along the way.The conversation also explores the difference between focusing on the “gap” versus the “gain”—a concept that reminds us to measure how far we’ve come rather than only looking at how far we still have to go. From writing goals down and creating reminders to finding accountability and building better routines, they share practical ways to stay on track even when life gets busy.Click play for a thoughtful discussion about goal-setting, motivation, and why taking time to reflect on your progress can help you stay focused on what matters most.3 Key Takeaways• Checking in on your goals early in the year helps you adjust course and stay motivated before the year slips by.• Focusing on daily habits—rather than just big outcomes—can make long-term goals much easier to achieve.• Measuring progress by how far you’ve come (“the gain”) instead of only what’s left to accomplish (“the gap”) can keep you encouraged and moving forward.For more resources, visit pv-wp.com, and don’t forget to subscribe for future episodes.

This week on The Retirement Readiness Podcast, hosts Tim Regan and Katie Umland  explore the practical side of tax season and what to consider as you start to file your taxes.With paperwork and tax forms arriving in the mail—and sometimes even much later in the year—knowing what to organize and when can feel overwhelming. They walk through which documents matter, what can be ignored, and how taking stock during tax season can double as a valuable “financial spring cleaning” for your overall retirement readiness.“It’s kind of a good opportunity to organize it as you’re organizing it for the accountant, but then organize it for yourself and say, where do I have all this money? And is it doing the best that it could for me?” Also covered are the benefits of communicating life changes to your accountant, checking for missed opportunities with retirement contributions, and why having a second set of eyes review your return can sometimes uncover valuable errors. The episode also touches on the gap that often exists between basic accounting and comprehensive financial planning.Click play to learn how to approach tax season proactively—and what steps you can take now to set yourself up for next year.3 Key TakeawaysTax season is a great time to inventory your finances, identify old accounts, and make sure your money is working as hard as it should be for retirement.Life changes like refinancing a home or making charitable contributions can affect your taxes—be sure your accountant knows about anything new from the past year.Reviewing your tax returns with both an accountant and a financial planner can help catch errors and ensure you’re maximizing opportunities for tax savings.For more resources, visit pv-wp.com, and don’t forget to subscribe for future episodes.

This week on The Retirement Readiness Podcast, hosts Tim Regan and Katie Umland explore a practical dilemma: Should your financial advisor and accountant be the same person? Or does keeping these roles separate offer better outcomes for your retirement planning?Tim and Katie talk through the challenges of managing multiple professional relationships—including how siloed advice can leave clients confused or even missing out on important financial opportunities. Katie shares, “If they're not coordinated, it can get kind of sloppy. And am I getting the best result that I could or should I try to consolidate some of those things and do them all in the same house?”You’ll hear comparisons to other fields—like medicine and landscaping—that reveal the strengths and weaknesses of hyper-specialization versus a coordinated approach. They also address potential concerns over checks and balances, coordination of estate planning, and how their team at PrairieView Wealth & Tax is rethinking what comprehensive service looks like for both individuals and business owners.Plus, Tim and Katie share updates on recent firm growth, including the addition of a Cincinnati office, and introduce ideas for helping clients of all complexities, from tracking rental property liabilities to assisting older adults with day-to-day money management.“Many times we're giving clients tax advice, but we're not executing on that because that wasn't a business we were in. And now, we can just complete the circle,” Katie explains.3 Key TakeawaysLack of coordination between your financial advisor and accountant can lead to missed opportunities and confusion; consolidating services may streamline your planning and execution.Checks and balances sound reassuring, but if your professionals aren’t communicating, you may not be getting the oversight you expect.Comprehensive service can range from straightforward tax compliance for early savers to full-scale financial management for high-net-worth and older clients—including bookkeeping, estate planning, and ongoing reporting.Tune in for practical strategies and insights to make your financial and retirement planning more coordinated—and less stressful.

This week, hosts Tim Regan and Katie Umland tackle a topic that makes many people sweat: what happens if you need to file back taxes, or if you discover errors on your tax return? The conversation begins by normalizing the stress and anxiety many feel about tax delinquency, and moves through practical advice for getting caught up, correcting mistakes, and understanding the real consequences.“There's nothing that is that way, that there's like the dreadful stuff that gets better by waiting,” Tim points out.The hosts explain why the best time to resolve old tax issues is always now, not later, and reassure listeners that accountants are equipped to guide clients through fixing past tax filings, no matter how daunting the paperwork may seem. They also demystify the IRS process for correcting errors, clarifying that most individuals simply receive letters—rarely is there any punitive action unless fraud is involved.Plus, the episode covers the distinctions between “filing an old return” and “back taxes,” why filing for extensions is a common practice for both individuals and businesses, and how to approach amended returns without fear of audits.Tune in for stories, guidance, and encouragement to rip the Band-Aid off and tackle tax concerns head-on.3 Key Takeaways- Filing overdue tax returns is more common than people realize, and addressing them sooner is always easier than waiting.- Mistakes on a tax return typically result in notifications and opportunities to correct, not criminal consequences—unless fraud is involved.- Filing an extension for your return is a common, acceptable practice, but it does not delay tax payments; not filing at all leads to penalties and compounding stress.Click play to learn what to do if you’re behind on taxes or worried about filing errors, and visit pv-wp.com for additional resources and previous episodes.

This week on The Retirement Readiness Podcast, hosts Tim Regan and Katie Umland explore the concept of “shattering your fishbowl” – what it means, what it absolutely does not mean, and how to pursue your biggest goals without reckless abandon.Instead of advocating for all-or-nothing risk taking or immediate leaps into the unknown, Tim and Katie help listeners think about measured, methodical ways to push beyond self-imposed limits in life and retirement. They share personal stories and practical examples, including career changes, financial decisions, and even buying real estate or opening a business.“I know that I can accomplish X. Now let’s put together the plan so that I can take the small consistent steps day in and day out to make sure that I accomplish that,” Katie says.Listen in to hear the difference between calculated risk and recklessness, the role of small, consistent actions, and why it’s important to be honest about what you actually want in the next chapter of your life.Click play to hear more, and don’t forget to subscribe for future episodes.3 Key TakeawaysShattering your “fishbowl” isn’t about all-or-nothing moves – it’s about thoughtful, incremental progress toward meaningful goals.Before making big financial decisions, consider the impact on relationships, lifestyle, and long-term well-being.Being clear about what you truly want is crucial; avoiding self-imposed limits allows for more satisfying and realistic retirement planning.Be sure to check out pv-wp.com for more financial planning insights.

This week on The Retirement Readiness Podcast, hosts Tim Regan and Katie Umland tackle a topic that’s relevant at every life stage: interest rates—how they work, when to finance a purchase, and how to make smarter borrowing decisions. From buying a first TV on a college budget to considering a mortgage payoff in retirement, Tim Regan and Katie Umland break down the basic concepts and address common misconceptions about borrowing, tax deductions, and credit scores.“Whenever you’re going to borrow money, there’s a number of things that I kind of like to think through,” Katie Umland says. “The first one is recognize that if you have to borrow money and there is an interest rate associated with it, you just increased the purchase price by a lot.”Listen as they walk through real-life examples of common borrowing decisions—from cars to student loans—and offer practical rules of thumb to help you decide when financing makes sense, and when it doesn’t. Plus, Tim Regan and Katie Umland discuss the emotional side of debt, strategies for getting organized, and how interest rates can affect everything from home buying to your grocery delivery bill.Click play to learn more, and visit pv-wp.com for additional resources.3 Key TakeawaysBefore financing any purchase, determine whether it’s out of necessity or choice, and always do the math to understand the real cost.To efficiently pay off debt, prioritize payments on the highest interest rate balances first, and stay organized with a clear list of what you owe.Interest rates and their impact on everything from mortgages to car loans start with how banks assess risk and set rates—your credit score matters.Be sure to check out pv-wp.com for more financial planning insights.

This week, Tim Regan is joined by guest host Kaitlyn Hedger, head of the Kickstart program at PrairieView Wealth & Tax Advisors, for a practical discussion on how proactive tax planning can make a difference in your long-term financial journey.Many people think tax time is just about tallying up last year’s numbers and filing with your accountant. But Kaitlyn explains why true tax planning should start long before the calendar year wraps up—and how aligning your tax decisions with personal goals can help you avoid missed opportunities and unnecessary penalties.“It has to take place before then,” Kaitlyn says about tax planning, “because otherwise if you wait until January 1st, you might miss the boat for some tax credits or benefits.”Tim and Kaitlyn cover common questions about tax deferral, Roth choices, 401(k) contributions, and even saving for milestones like a first home or your child’s college education. They highlight the unique approach of the Kickstart program, which aims to understand your life goals—not just your income—and how regular check-ins can help you stay ahead of changes in your personal situation and tax law.Listen in for a refresher on what proactive tax planning looks like, whether you’re just starting out or revisiting your strategy as life circumstances shift.3 Key Takeaways:Effective tax planning is proactive, not just reactive—waiting until tax season can lead to missed opportunities.The best tax strategies are goal-oriented and tailored to your specific life plans, not just tax minimization.Regular, ongoing reviews are vital, as both tax laws and personal situations can change from year to year.For more insights on financial planning and the Kickstart program, visit pv-wp.com, and be sure to check out previous episodes of the Retirement Readiness Podcast

This week on The Retirement Readiness Podcast, Tim Regan and Kaitlyn Hedger dive into the essentials of investment management for early-career professionals. If you’ve wondered how to get started with investing, what “investment management” really means, or whether you need a big bankroll to work with a financial advisor, this episode has practical answers.Tim and Kaitlyn break down common misconceptions—like the idea that investing is only for people with large portfolios—and explain how investment management starts with understanding your goals: Are you saving for a house, kids’ college, or retirement? “Step one is figuring out what you actually have,” they emphasize, underscoring the importance of taking inventory and aligning investments to specific goals and timelines.They also discuss the difference between investing and speculating, how to balance “play money” with a disciplined investment plan, and why building the right “money set”—a clear mindset and strategy for each goal—is the foundation for long-term financial success.Quote from the episode:“We see investment management as breaking down what the heck these investments even are—what we should be in, what we should be considering, and what’s available to you. That’s the biggest piece.”Tune in to learn how the Kickstart Program helps young professionals take the guesswork out of investing, and how thoughtful, goal-oriented decisions today can put you on track for your two-comma life.3 Key TakeawaysYou don’t need a large amount of money to start investing; everyone can benefit from guidance that aligns investments with personal goals.Investment strategies—and risk tolerance—should be tailored to specific goals, like buying a home soon versus saving for retirement decades away.Taking inventory of your current accounts and understanding your options is the first step toward building a methodical and intentional investment plan.Listen now, and be sure to visit pvwp.com for more resources or subscribe to the Retirement Readiness Podcast on your preferred platform.

This week on The Retirement Readiness Podcast, Tim Regan and Kaitlyn Hedger take a closer look at estate planning for young professionals—an often-overlooked but essential step in building a secure financial future. Kaitlyn, head of Prairieview’s Kickstart program, joins Tim to break down why creating an estate plan matters, even if you’re just starting out in your career or raising young kids.They discuss the real reasons to set up wills, financial and healthcare powers of attorney, and living wills long before retirement age. Kaitlyn explains, “No one wants to have these conversations, but lack of planning in that area can really cause a lot of chaos for your family members or your loved ones in general.”You’ll also hear about common questions clients have, the difference between a will and a trust, and why naming guardians for kids and being clear on your legacy is so important.Looking out for your loved ones isn’t just about life insurance or saving for college—it’s also about making sure your legal documents are up to date, so your wishes are known and followed.Press play for practical guidance on starting your estate plan today, and learn about the built-in support available through the Kickstart program.3 Key Takeaways- Estate planning isn’t just for the elderly; having a will, powers of attorney, and a living will is crucial for anyone—especially parents of young children.- Without an estate plan, decisions about your assets and dependents may be made by the courts, which could be at odds with your wishes.- Working with an advisor through Prairie View’s Kickstart program can help make the estate planning process less overwhelming by providing guidance and connections to legal resources.For more resources, visit PVWP.com, and remember to subscribe to the Retirement Readiness Podcast on your favorite platform.

This week on The Retirement Readiness Podcast, hosts Tim Regan and Kaitlyn Hedger zoom in on an essential step for early-career professionals: understanding and maximizing your employer benefits. Whether you’re just starting your career or already navigating the complexities of health insurance and retirement plans, Tim and Kaitlyn break down what you really need to know about making the most of what your workplace offers.Kaitlyn, leader of the Kickstart program and a financial advisor at Prairie View Wealth, joins Tim to walk through common questions and overlooked opportunities—from choosing the right health insurance to deciding what to do with old 401(k) accounts. “With your employer benefits…you might be leaving money on the table if you’re not taking part in these benefits,” Kaitlyn explains.They cover topics such as what to do if you don’t plan to stay with a job long-term, how to avoid gaps in your financial plan, and why it’s worth the effort to review your benefits package—even if it means finally digging that email out of your inbox. Plus, they share practical steps, like using Prairie View’s online tools and checklists, to stay organized along the way.Tune in to boost your benefits knowledge and take actionable steps towards your own “2 comma life.”3 Key TakeawaysYour employer benefits are a significant part of your compensation—understanding them can help you avoid leaving money on the table.Enrolling in your 401(k), even if you don’t plan to stay at your current job long-term, is an important step since your account goes with you.Regularly reviewing and organizing your benefits (like health insurance, life insurance, and retirement accounts) helps you spot and close any gaps in your financial plan.Want more guidance? Visit pv-wp.com for resources and previous episodes, and don’t forget to subscribe to The Retirement Readiness Podcast.

In this episode, hosts Tim and Maddy Regan invite listeners into a candid conversation about “fishbowls”—the limiting beliefs and perceptions that keep us from living our fullest lives, both financially and personally. Throughout the discussion, Tim reflects on transforming his own perceptions over time, sharing how reframing moments of scarcity into sources of growth is foundational to living what he calls a “two comma life.” As he puts it, “Usually, the thing that I’m most scared of doing or dreading the most is the thing I need to do the most.”The hosts also offer practical advice for listeners hoping to identify and break through their own limiting beliefs—whether they stem from childhood memories, recent experiences, or simply a general sense of fear or uncertainty.Click play for a thoughtful look at how personal narrative, mindset shifts, and faith intersect on the path to retirement readiness.3 Key TakeawaysLimiting beliefs (“fishbowls”) often stem from formative life experiences, and shifting your perception of these events is key to personal and financial growth.“Shattering your fishbowl” applies to all areas of life, not just money—taking action often starts with identifying the moments or feelings that hold you back.The path to living with abundance is gradual and individual, but it begins with the confidence to believe, “If somebody else has already done it, so can you.”Want more guidance? Visit pv-wp.com for resources and previous episodes, and don’t forget to subscribe to The Retirement Readiness Podcast

This episode of The Retirement Readiness Podcast features hosts Tim Regan and Kaitlyn Hedger taking a closer look at what it means to kickstart your financial life in your mid-twenties to mid-thirties. Kaitlyn, an advisor and head of the Kickstart program at Prairie View Wealth Partners, joins Tim for a practical conversation on why budgeting and cash flow management is a crucial next step after setting your financial goals.“Decisions start to become easier when you have that resource to go back to,” Kaitlyn shares, as she and Tim discuss the everyday realities of managing money—whether it's tracking variable expenses, reassessing lifestyle habits, or feeling overwhelmed by debt.Listen in as they walk through the Kickstart framework, designed to help young adults align their spending and saving with their personal goals, navigate debt without shame, and foster intentional money habits for the future.Key topics include:Assessing where you are financially after setting goalsBuilding practical, judgment-free budgetsUnderstanding cash flow, from income sources to variable expensesStrategies for tackling debt, especially student loans, without letting it control your outlookUsing "money mapping" to stay on track and make informed choices as life changes3 Key TakeawaysAfter setting your financial goals, it’s essential to honestly assess your current financial position—what’s coming in, what’s going out, and what truly needs to change.Budgeting doesn’t have to be restrictive or shame-based. Instead, it’s about aligning your actions with your intentional goals and making every dollar work for you.Managing debt is part of the process, not something to avoid. Creating a sustainable plan, rather than letting anxiety or outside pressure dictate your choices, lays a stronger path toward long-term financial well-being.Have questions or want more resources? Visit pvwp.com for additional tools and support, and be sure to check out previous episodes of the Kickstart series.

In this episode of The Retirement Readiness Podcast, Tim Regan is joined by his daughter and Prairie View’s Head of Marketing, Maddy Regan, for a candid conversation about their recently launched book and how it’s designed to help readers live their Two Comma Life®. Together, Tim and Maddy discuss the unique format of the book—which blends story, practical advice, and workbook sections—and why it’s intentionally created as a choose-your-own-adventure resource, rather than a one-size-fits-all guide.Maddy shares her personal approach to reading, notetaking, and how different learning styles can shape the reading experience. The episode highlights strategies for those who may find self-help books overwhelming or aren’t sure how to get started, including practical tips on slowing down, taking notes, and reflecting on thoughtful questions.As Maddy puts it: “Use the book and use the questions and the exercises in the way that it helps you to get to living your Two Comma Life®.Whether you’re eager to dig into every workbook question or prefer to read and reflect quietly, Tim and Maddy reassure listeners that there’s no “right” way to approach the material—and that the most important part is finding what works for you.Tune in for thoughtful advice on setting your mindset, managing money, and building a community around your financial goals.3 Key TakeawaysThe book is structured to suit different learning styles, combining stories, practical exercises, and a flexible “choose your own adventure” format.Slowing down and taking notes—whether in the margins, on index cards, or in a notebook—can help make key messages stick and encourage deeper reflection.Community and discussion, whether through email or reading the book with others, can make the journey to a Two Comma Life® more meaningful and supportive.Curious to learn more? Visit pv-wp.com to connect, ask questions, or share your own journey toward shattering your fishbowl. Don’t forget to subscribe to the Retirement Readiness Podcast for more conversations like this one.

This week on The Retirement Readiness Podcast, guest host Kaitlyn Hedger joins Tim Regan to break down the first and most crucial step of PrairieView Wealth’s Kickstart program: goal setting and planning. Designed for young professionals just starting their financial journey or looking to refine their path, the Kickstart program guides clients through a structured series of steps—including employer benefits, investment planning, estate planning, and more.Together, Tim and Kaitlyn discuss why setting goals is more than a financial exercise—it’s about clarifying what you want out of life and building a roadmap to get there. Whether your goals are moving out of your parents’ house, saving for a dream car, buying your first home, or planning as a couple, this episode unpacks how professionals walk alongside you to define, track, and update your plans. As Kaitlyn puts it, “If we don’t set a plan for where we’re going, it’s the same as a road trip. If we hop in a car and flip a dime…we’re going to end up somewhere that has nothing to do with where we wanted to go.”Plus, hear how PrairieView Wealth’s digital tools, like Black Diamond, support ongoing accountability and tracking so your goals can evolve with you. Whether you’re new to financial planning or have a system in place, learn how regular check-ins and honest conversations can help you gain clarity, involve your partner, and celebrate your progress over time.Listen in to find out how a clear process, thoughtful goal-setting, and professional support can provide a strong foundation—wherever your financial journey begins.3 Key TakeawaysGoal setting is a foundational step in any financial plan—it’s about both long-term vision and short-term actions, individualized for your life stage.Working through goals as a couple often strengthens relationships and uncovers assumptions or differences that may not surface in day-to-day conversation.True progress comes from regular reflection and review; tools like Black Diamond help you not only track your goals but also celebrate your gains along the way.Be sure to visit pvc.swp.com for more resources, and check out our past episodes for additional financial planning insights.

On this episode of The Retirement Readiness Podcast, Tim Regan welcomes back his daughter, Maddy Reagan as they further the conversation of Tim’s book, "Shatter Your Fishbowl: Live Your Two Comma Life®." Together, they share the story behind the book’s creation, what inspired Tim to turn years of family lessons into a manuscript, and how the writing process unfolded.Tim and Maddy talk about the metaphor of the “fishbowl” - the personal boundaries we grow up with - and how anyone can break free to find new possibilities in life and finances. Maddy shares her perspective as both a marketer and family member, while Tim explains his motivation, the various writing approaches he explored, and why faith became central to the final product.“If you have a calling on your heart to write a book, God's putting that calling there. It's probably meant to be written,” Tim notes, reflecting on the role of faith and legacy in the writing journey.Listeners will also hear stories about family, the idea of living a “Two Comma Life®,” and practical advice for anyone thinking about capturing their own life lessons and aspirations in writing.3 Key TakeawaysWriting a book, or taking on any big new challenge, often means exploring different paths and accepting that the final outcome may look very different from the original plan.The “fishbowl” concept offers a way to reflect on your own life’s boundaries and consider where growth and change might be possible, both personally and financially.Legacy, faith, and willingness to seek mentors can shape not only your work but how you live a life of abundance, generosity, and purpose.—-To learn more, check out more episodes of the Retirement Readiness Podcast or visit www.pv-wp.com. And remember: your Two Comma Life® is within reach.

This week, Tim Regan is joined by guest host Kaitlyn Hedger, Associate Wealth Partner at PrairieView Wealth & Tax Partners and lead of the new Financial Kickstart Program. Together, they explore the unique financial planning needs of early career professionals and explain why financial guidance shouldn't wait until you’re “rich.”In this episode, Kaitlyn outlines how the Financial Kickstart Program is designed to support individuals who may be new to the workforce or navigating job changes, offering step-by-step help with everything from understanding employee benefits and setting financial goals to creating a will and managing student loan debt. “We expect you to know nothing. And we’re going to start from base zero, and really walk through those things. It’s a safe place to ask questions,” Kaitlyn assures listeners.Tim and Kaitlyn also discuss the importance of intentional planning early in your career, the Two Comma Life® mindset, and why having a supportive advisor can make all the difference as you make big decisions like buying a car or your first home. The Financial Kickstart Program’s transparent, approachable format includes access to resources, regular meetings, and professional connections to make estate planning less intimidating.Tune in to learn how to bridge the gap between knowing what you should do and having a real plan - and partner - to help you do it.3 Key TakeawaysEarly career professionals face unique financial challenges, and the right advisor can help demystify benefits, estate planning, and budgeting from day one.Starting financial planning sooner - no matter your starting balance - can help you achieve your goals more intentionally and avoid common pitfalls.A supportive, relationship-focused approach makes it easier to stay on track, celebrate wins, and confidently navigate career and life transitions.Learn more about Financial Kickstart Program on our website: www.pv-wp.com/what-we-do/kickstart-program

This week on The Retirement Readiness Podcast, Tim Regan is joined by his daughter and PrairieView’s Head of Marketing, Maddy Regan, for a conversation rooted in personal growth, generational influence, and the lessons found in Tim’s upcoming book, “Shatter Your Fishbowl: Live your Two Comma Life”. Together, they explore what it means to “shatter your fishbowls” - the self-imposed boundaries that hold us back - and the ripple effect these breakthroughs can have for families and beyond.Tim reflects on his early career challenges, including supporting a young family while navigating an uncertain income, and the mindset shifts that eventually enabled him to achieve goals he once thought impossible. Maddy shares her own experience, explaining how her father’s willingness to break through his own “fishbowls” empowered her to approach law school - and life’s new challenges - with confidence. As Tim puts it: “Your ceiling always becomes your floor.”The episode also touches on the importance of recognizing both visible and invisible support systems, understanding privilege, and how each generation can launch the next to greater heights. Plus, Tim and Maddy offer resources for listeners interested in leaning deeper into their purpose and confronting their own self-doubt.Tune in to hear a candid family discussion on breaking boundaries and helping others do the same!3 Key TakeawaysOur own personal breakthroughs (“shattering fishbowls”) often have a ripple effect, empowering those around us to expand their horizons, too.Recognizing and acknowledging the support and resources we receive can broaden our empathy and understanding for others with different challenges.“Your ceiling always becomes your floor” - once you overcome a limitation, it becomes the new baseline for your life and those who come after you.“As we all have some level of self doubt…once you break through them, you never go down. That now is your minimum acceptable.” - Tim Regan—-To learn more, check out more episodes of the Retirement Readiness Podcast or visit www.pv-wp.com. And remember: your Two Comma Life® is within reach.

This week on The Retirement Readiness Podcast, Tim Regan and Katie Umland dive into a topic that impacts every financial decision we make—stress.When life throws unexpected changes your way, from downsizing your home to helping adult children financially, the line between strategy and stress can blur. Tim and Katie break down how to prepare before the pressure hits, so you’re not making emotional decisions when the stakes are high.Through real client stories and personal insight, they explore why planning ahead is one of the most powerful ways to take ownership of your financial journey. You’ll hear how simple mindset shifts—and intentional conversations—can help you navigate your next life crossroad with clarity and calm.They also explore the connection between stress, decision fatigue, and confidence, offering practical ways to shift from reactive to proactive thinking when it comes to your money and your life.Whether you're facing a big transition or just want to avoid the “spinout” when the next one comes, this episode is packed with guidance on how to lead with strategy instead of stress.3 Key Takeaways:Big decisions are inevitable—but stress doesn’t have to be. Planning ahead is key.Strategy gives you something to fall back on when life feels overwhelming.Aligning your financial choices with your values brings clarity and confidence.Listen in for a thoughtful discussion on how to turn stress into strategy—and visit www.pv-wp.com for resources to help you navigate what’s next.

This week on The Retirement Readiness Podcast, Tim Regan and Katie Umland take a step back from dollars and cents to ask: How do you really define wealth? Drawing from both personal stories and client experiences, Tim and Katie explore the ways wealth can mean much more than just a bank balance—from health and relationships to intentional living and finding time for what matters most.Tim shares the story of two funerals—one for a wealthy benefactor, held in a nearly empty room, and one for a janitor, filled to the brim with people whose lives he’d touched—to ask what truly contributes to a rich and meaningful life. Katie and Tim discuss the stress that can come from both having too little and too much money, and how wealth is best measured across all aspects of life: physical health, relationships, time, and even spirituality.“Your bank account, yes—but it’s also all these other things,” Tim says. They also talk about how your definition of wealth may evolve over time, yet core values like connection and purpose tend to remain constant.Whether you’re wrestling with budgeting for convenience during a hectic season of life, or thinking about legacy and lifelong health, this episode will help you take a more intentional approach to building true wealth.3 Key Takeaways- Wealth isn’t just about money—it includes your health, relationships, and overall well-being.- Your definition of wealth changes as you move through life, but your core values often stay the same.- Being intentional and regularly evaluating all areas of your life can help you build the kind of wealth that matters most to you.Listen in for a thoughtful conversation on redefining wealth, and visit www.pv-wp.com for more resources.

This week, Tim Regan and Katie Umland take a lighter approach on the Retirement Readiness Podcast as they explore the ins and outs of road trips in retirement. With summer on the horizon, Tim and Katie discuss why the freedom that comes with retirement is the perfect opportunity to rediscover the classic American road trip—whether it’s a weekend getaway, a cross-country adventure, or something in between.Drawing from their own experiences and stories from clients, they cover how travel styles shift in retirement, options for planning road trips (from fully spontaneous to professionally arranged), and the unique memories created by embracing both the expected and the unexpected. “You never talk about the trip that went perfectly. You always talk about the trip fondly... those kinds of things,” Tim shares.The conversation also touches on RV living, group travel, train journeys, and how travel can evolve into a meaningful way to connect with family and create new traditions during the retirement years.Tune in for practical advice, personal anecdotes, and inspiration for making the most of your post-career freedom—on the road and beyond.3 Key TakeawaysRetirement opens up a new world of travel possibilities, from impromptu weekend outings to month-long adventures you may never have considered before.There’s no single “right” way to plan a road trip: some prefer the flexibility of no reservations, and others feel more comfortable with a detailed itinerary or hiring a travel planner.Road trips can create lasting memories and become vehicles (literally and figuratively) for family bonding and expanding your horizons in retirement.Give this episode a listen and discover how to craft your perfect road trip in retirement—whether you’re seeking adventure, connection, or just a change of scenery.

This week on The Retirement Readiness Podcast, Tim Regan welcomes Laura Rudzinski, a 31-year veteran of her company and long-time participant in its employee stock ownership plan (ESOP). Together, they explore what it really means to be an employee-owner, how an ESOP can play a unique role in retirement readiness, and the key planning considerations for those participating in such plans.Laura shares her experience with her company’s transition to an ESOP 20 years ago, the impact it’s had on her and her family’s financial future, and the practical pros and cons of having a significant portion of retirement wealth tied to a single company. Tim and Laura also discuss the importance of transparency, risk management, and what it’s like to make retirement decisions when you’re both an employee and an owner.“Every day that I'm working, I'm thinking to myself, I'm helping myself by helping our clients grow—you know, you're helping yourself be able to grow your wealth,” Laura explains.Whether you’re already part of an ESOP, considering joining one, or just looking for ways to strengthen your retirement strategy, this episode offers a candid look at how employee ownership can shape not just your retirement, but your mindset at work.3 Key TakeawaysESOPs can create significant wealth for employees, but come with unique risks and considerations, especially the concentration of assets in one company’s stock.Transparency and annual valuations play a critical role in the ESOP experience, affecting both engagement at work and retirement planning.Actively participating in an ESOP—and seeking expert advice—can help employees make the most of this unique benefit and tailor their financial plan accordingly.Listen in for a practical, first-hand perspective on ESOPs and retirement planning, and be sure to explore our past episodes for more insights.

This week, Tim Regan and Katie Umland explore the realities of semi-retired life—a stage where you’re “kind of working, you’re kind of retired” and figuring out how to make it work for you. They discuss common reasons people choose part-time or consulting work in retirement, from financial necessity and personal interests to simply needing something to do outside the home.Tim and Katie candidly reflect on the challenges and opportunities this lifestyle presents, emphasizing the importance of intention when designing your retirement years. As Katie notes, “If you’re gonna fill it with something, be intentional about what you’re filling it with. Don’t let your day get filled.” The conversation covers making a list of what you enjoy (and what you don’t), weighing domestic roles alongside work, and practical strategies for blending part-time income with Social Security and future financial security.Whether you’re concerned about losing purpose after leaving full-time work, worried about navigating part-time pay and taxes, or simply looking for ideas on how to create a more fulfilling retired life, this episode lays out thoughtful steps for making the transition.3 Key TakeawaysSemi-retirement is most successful when you intentionally design both your work and personal life around activities you value, rather than just letting your calendar fill up by default.The transition to consulting or part-time roles often has a narrow window of opportunity—so if you’re considering this path, it’s important to act while your industry experience and network are still fresh.Understanding how part-time work interacts with retirement benefits, like Social Security, is critical—working with an advisor can help you avoid unexpected pitfalls and optimize your financial plan.Tune in for stories, practical tips, and a discussion on how building the right retirement lifestyle starts with knowing yourself—and making a plan that matches your vision. Don’t forget to check out more episodes and resources at pv-wp.com!

In this episode of The Retirement Readiness Podcast, Tim Regan and Katie Umland explore the critical transition from wealth accumulation to wealth distribution in retirement. They tackle the often daunting task of structuring investments to ensure your financial strategy sustains you through retirement, and Tim equates it to mountain climbing: “You would use different tools, different strategies to climb up the mountain than you would use coming back down."Together, Tim and Katie discuss practical strategies that retirees can implement to avoid riding the stock market roller coaster. They delve into the importance of managing the order of returns and suggest innovative approaches to maintain financial stability, such as structuring income in different pools and utilizing home equity lines of credit wisely.Plus, hear about the personal anecdotes that illustrate these concepts and make financial planning relatable, including tales of family budget debates and the unexpected life changes of children growing up.Click play to uncover insights and strategies that can transform your retirement planning approach. Visit pv-wp.com for more resources, and don’t forget to explore our library of previous episodes!3 Key Takeaways:It’s crucial to match your investment strategy to your life stage, transitioning from wealth accumulation to wealth sustainability in retirement.Implementing a bucket system can provide financial security, ensuring core expenses are met irrespective of market fluctuations.Home equity lines of credit offer flexibility and peace of mind, allowing for strategic financial decisions without immediately impacting your primary investments.

In this episode of The Retirement Readiness Podcast, we're addressing a critical concern for retirees: how to navigate economic downturns once you've left the workforce. Hosts Katie Umland and Tim Regan engage in a candid discussion about the strategies retirees can employ to protect their financial security during turbulent market conditions."Once you hit retirement age, I lose all of my ability to flex…because I don't have income coming in anymore that I can recover with," Tim explains, emphasizing the importance of preemptive financial planning before a downturn occurs.Tim and Katie delve into the significance of diversifying one's portfolio, not just in stocks but across risk categories to ensure resilience against market fluctuations. They introduce the concept of the "bucket" strategy, a method that can provide retirees with a structured withdrawal plan to maintain steady income without panic selling during market lows.The episode stresses the role of a financial advisor as a critical partner in this journey, offering guidance tailored to individual circumstances. Plus, the hosts share insights on differentiating between mere market noise and genuine downturns, equipping listeners with the knowledge to remain calm and stick to their plans.Whether you're facing your first market correction in retirement or looking to refine your wealth management strategies, tune in for practical advice and peace of mind.3 Key Takeaways:It's vital to have a structured plan for market downturns, including a well-diversified portfolio and a strategy like the "bucket" approach.Economic downturns are inevitable, but with the right financial planning and advisory support, retirees can confidently weather the storm.Relying on a financial advisor can help set alarms for necessary adjustments, ensuring a stable financial footing without constant monitoring.Join us in this episode for valuable tips on safeguarding your retirement lifestyle amidst economic uncertainties. Be sure to explore our previous episodes for more insights! 

In this week's episode, hosts Katie Umland and Tim Regan explore the nuanced challenges faced by the sandwich generation, those individuals caught between supporting their children and caring for aging parents. How do you balance the responsibilities of two generations? What are the financial implications, and how can you prepare for what's often an unpredictable but inevitable situation?"Every dollar can only be spent once," Tim reminds us, emphasizing the importance of intentional and proactive financial decision-making. The discussion dives into scenarios where familial assumptions can lead to unexpected complications if not addressed early on. Whether it's deciding on living arrangements for aging parents or managing financial support for adult children, these conversations require clear communication and planning.Plus, the hosts share insights into the emotional and financial dynamics of moving parents closer for care, addressing the historical differences between now and previous generations when it comes to family support.3 Key Takeaways:Being part of the sandwich generation requires carefully balancing time and resources between caring for aging parents and supporting children.Open communication and setting clear expectations with family members about care and financial support can prevent conflicts and misunderstandings.Being intentional about financial decisions means recognizing that every dollar spent in one area is a dollar not available elsewhere, highlighting the need for prioritization and planning.Join Tim and Katie as they unpack these dynamics to better prepare for the responsibilities that come with being part of the sandwich generation, and don't forget to explore our previous episodes for more insights!

On this episode of The Retirement Readiness Podcast, Katie Umland and Tim Regan explore the complexities of planning for retirement and estate management in blended families. They delve into the unique challenges and considerations blended families face when trying to ensure a fair and smooth transition of assets across their family structures.From understanding the dynamics of a family where "everything is ours" to addressing scenarios where individual asset maintenance is key, Katie and Tim outline strategies for effective communication and planning. As Tim poignantly observes, "You have to be intentional with how you plan for that."Join them as they discuss practical strategies for integrating both emotional and logical perspectives into your planning. They also touch on Prairie View's recent developments, including the launch of Purview Tax, dedicated to providing proactive tax advice.3 Key Takeaways:Blended families, especially those formed later in life with established individual assets, benefit from intentional planning and clear expectations.Establishing clear communication with all family members involved, including adult children, can help prevent misunderstandings and ensure everyone is aligned with estate plans.Retirement and estate planning should be approached as a phase-oriented strategy, where flexibility and forward-thinking can help integrate both individual and collective family goals.

This week, we're tackling an important question for those approaching retirement: How do you know when it's time to move, and what should you consider during this life transition? Hosts Tim Regan and Katie Umland delve into the complexities of moving in retirement, from deciding whether to downsize to contemplating a move to a retirement community.Many clients have grand plans to downsize their homes, imagining a significant financial windfall, but it doesn't always work out that way. Their discussion highlights how lifestyle factors often outweigh financial considerations, underscoring the importance of aligning your living situation with your retirement goals and family needs.Key points include:The reality of downsizing: smaller spaces often come with higher expectations and costs.The emotional aspect of moving: how nostalgia and family memories can impact the decision to sell a long-time home.The stages of moving in retirement: from bigger homes to independent living facilities and eventually, possibly assisted living."You live in a house to support the lifestyle that you want."3 Key Takeaways:Downsizing does not always result in a financial windfall due to increased expectations for quality and amenities in a new home.When considering a move, weigh the emotional and lifestyle benefits as heavily as financial ones.Planning for retirement housing involves assessing different stages of life, from maintaining a larger family home to transitioning to independent living and eventually assisted living if needed.Click play to hear practical advice on aligning your retirement lifestyle with your housing choices, and check out our previous episodes for more retirement planning insights!

In this episode, we're exploring a vital decision: How to choose the right financial advisor for your unique needs and when to seek one.Ever found yourself wondering, "What exactly does a financial advisor do?" You're not alone. Many people might not even realize the full range of services and support a financial advisor offers—or what to look for when searching for one.We know selecting a financial advisor can feel overwhelming. Tune in as hosts Tim Regan and Katie Umland provide a comprehensive guide to help you determine what to look for in a financial advisor, understand how different advisors are compensated, and identify what services align with your financial goals. They emphasize the importance of finding a fiduciary and how to gauge if an advisor is fit for your specific situation. As well as, why a comprehensive approach often yields the best results.“If you're questioning should I have one... the answer is yes,” Tim advises, highlighting that professional financial guidance is beneficial regardless of your current financial state.Tune in to understand how to simplify the world of financial advising and make a choice that fits your lifestyle and goals!3 Key Takeaways:Understanding the role of a fiduciary and how financial advisors are compensated is crucial in making an informed decision.Your financial advisor should fit your current financial stage, whether you’re just starting to save or planning for retirement.Transparency in fees and services can help establish a comfortable and productive relationship with your financial advisor.For more insights on financial planning and advisor selection, visit Prairie View Wealth and Tax Advisors at pv-wp.com and explore their wealth of resources designed to help you live your "Two Comma Life."

In this week's episode of The Retirement Readiness Project, we're tackling an issue that's becoming increasingly crucial for retirees: cybersecurity. Our hosts, Katie Umland and Tim Regan, dive into how retirees can protect themselves in an ever-changing digital landscape.Cyber threats evolve rapidly, and it's essential to stay one step ahead. Our guest breaks down the importance of using password management tools, like 1Password and LastPass, and explains how these apps not only store but also generate robust passwords.“Don’t send anything through email or text that you wouldn't put on a postcard. When in doubt, reach out."Plus, learn about practical, everyday steps to enhance your cybersecurity, from enabling two-factor authentication to recognizing phishing emails before they cause harm. This episode is packed with actionable advice and insights that every retiree can benefit from.Click play to arm yourself with the knowledge you need to navigate the digital world safely. And don’t forget to explore our past episodes for more valuable tips on achieving a secure and fulfilling retirement!3 Key TakeawaysPassword management tools can significantly enhance your online security by storing and generating strong, unique passwords.Always question the origins of unexpected emails or messages. Verify the sender before clicking on links or attachments.Enabling two-factor authentication on as many accounts as possible provides an extra layer of security against unauthorized access.

In this episode of The Retirement Readiness Project, we tackle an all-too-common financial pitfall: mentally spending your bonuses or pay raises before they hit your bank account. Hosts Katie Umland and Tim Regan offer sage advice on how to channel these financial windfalls strategically to build an emergency fund, pay down debt, and ultimately enjoy your earnings guilt-free.“If you think of money like time, it expands to fill what’s available,” Tim asserts, urging listeners to adopt a disciplined “pay yourself first” mindset for long-term financial health.Katie and Tim dive into practical New Year's resolutions for better money management, emphasizing the importance of setting achievable goals and starting new habits today, not tomorrow. They delve into the exciting world of personal financial management tools like Quicken, sharing how categorizing expenses and tracking net worth can simplify your financial life.The episode also highlights the value of communication in relationships when setting mutual goals. Katie shares her own experiences of balancing home projects with her partner, while Tim emphasizes aligning on aspirations to avoid friction.Click play to equip yourself for a financially savvy 2025, and be sure to explore our previous episodes for more insights!3 Key Takeaways: - Adopt a "pay yourself first" strategy to prioritize your financial well-being before other expenses. - Set realistic, incremental goals to steadily achieve long-term objectives without feeling overwhelmed.- Communicate financial and personal goals with your partner to ensure alignment and mutual support.

Curious about whether cryptocurrency has a place in your retirement portfolio? Tune in as Tim Regan and Katie Umland delve into this controversial yet fascinating topic! Together, they're breaking down the complexities of crypto and its potential implications on your financial future.Tim and Katie discuss the investment value of cryptocurrencies, the technology that underpins them, and whether it's too late to get on the crypto bandwagon. “The boat has sailed,” Katie suggests, noting that the meteoric rise in crypto values is unlikely to repeat. They also explore blockchain technology and its wide-reaching applications beyond currency.Plus, hear about Prairie View's exciting new developments as the team prepares for a big office move and the launch of their new services, including tax return assistance.Tune in to deepen your understanding of crypto and stay updated on Prairie View Wealth's latest offerings!3 Key Takeaways:- The major financial gains in cryptocurrency have likely passed, making it less attractive for new investors seeking high returns.- Blockchain technology extends beyond currency and has vast potential applications in securing digital transactions and data integrity.- Despite the hype, crypto is unlikely to replace traditional currencies in the near future due to issues of value stability and market readiness.----

Ever grappled with holiday spending and budgeting? This episode of The Retirement Readiness Project is here to help! Hosts Tim Regan and Katie Umland walk you through practical tips and personal stories about navigating holiday expenses and setting up a budget that works for you.From the confusion of layaway programs to the pitfalls of credit card debt, Tim and Katie discuss why budgeting during the holiday season is essential. They share their experiences with spending awareness, end-of-year budgeting, and the importance of intentional gift-giving. "It's not just about what you can afford to give, but what you should give," Katie notes.Tune in as Tim recounts his preference for layaway over credit cards and Katie highlights the value of zero-dollar budgeting. They delve into modern spending challenges, including the evolution of subscription services and managing family gift expectations without breaking the bank.“You don't need to escalate your holiday spending each year just because you have financial means; set limits to prevent overspending,” Tim advises.Whether it's setting a holiday budget, understanding the long-term impacts of small expenses, or managing a family’s diverse needs, this episode is packed with actionable advice. Make sure to visit the PrairieView Wealth Partners' website for more resources and subscribe to our podcast for ongoing financial guidance.3 Key Takeaways:Set intentional goals for gift-giving to manage financial strain and avoid overwhelming loved ones with material items.Utilize the end of the year to review spending habits, evaluate automatic payments, and plan next year's budget.Consider zero-dollar budgeting to manage finances effectively, ensuring that spending aligns with true needs and not just wants.

This week, join hosts Tim Regan and Katie Umland as they explore the rapidly evolving landscape of robo advisors and AI technology in the financial services industry. Are these technological advancements a threat to traditional financial advisors, or do they present new opportunities to enhance client services?Tim and Katie delve into how AI and machine learning are transforming everything from investment selection to tax planning. You'll hear concrete examples of how firms like Prairie View Wealth Partners are integrating AI tools to provide more tailored, efficient services without replacing the invaluable human touch.“The basic blocking and tackling is no longer going to be a value add,” Tim explains. “But the advisory side of that really starts to take off.”Discover how AI is already influencing the way advisors operate and what the future holds for integrating these technologies with human expertise. From app-driven solutions to the potential of virtual reality in financial planning, Tim and Katie paint a vivid picture of what’s to come.Click play to learn more, and be sure to check out our library of previous episodes!3 Key TakeawaysAI and robo advisors are augmenting, not replacing, the role of financial advisors by providing better tools for efficient client service.AI-driven tools can help streamline complex tasks like tax planning and investment selection, allowing advisors to focus on personalized advisory services.The future of financial services may include more app-driven solutions and even virtual reality experiences to offer tailored, engaging client interactions.

In this week’s episode, hosts Katie Umland and Tim Regan chat about the often-overlooked art of thoughtful decision-making and its impact on your financial future, particularly as the year comes to a close. They unpack valuable strategies for end-of-year tax planning and investment decisions, all while sharing a few personal anecdotes about holiday season chaos and recent family moves.The guest highlights concepts from the insightful book “The Road Less Stupid,” emphasizing the importance of taking time to think and plan rather than rushing into decisions. This episode also delves into how asking your brain questions can unlock your subconscious to find better solutions.“We often get caught up in doing things quickly and end up missing out on the best solutions.”Listeners will learn about the crucial distinction between financial advisors and accountants, and how to bridge the communication gap between these two roles for more holistic financial planning. There’s also a sneak peek at PrairieView Wealth Partners’ exciting upcoming tax service designed to streamline and enhance clients' financial and tax planning efforts.Whether you're planning your next Roth IRA contribution or thinking about making charitable donations, this episode provides invaluable tips on proactive financial planning, reminding listeners of the importance of timing and strategic decision-making.And don’t forget to explore our previous episodes for more financial wisdom!3 Key TakeawaysThoughtful, well-timed decision-making can significantly enhance financial outcomes.Effective end-of-year strategies involve tax planning to maximize deductions and smart contributions to retirement accounts like Roth IRAs.A holistic financial plan requires coordinated communication between financial advisors and accountants to optimize long-term strategies.

In this episode of The Retirement Readiness Project, we delve into the often neglected yet vitally important topic of involving family in financial decision-making. Hosts Tim Regan and Katie Umland explore why it’s crucial to bring family members into conversations about financial planning and decision-making well before any end-of-life scenarios arise.From discussing the need to communicate with beneficiaries and those designated with power of attorney, to the importance of maintaining a "book of knowledge" for financial accounts and documents, this episode provides a comprehensive guide to ensuring your legacy is managed smoothly. “Financial discussions should ultimately help money be seen as a blessing, not a source of conflict,” Tim notes.Listeners will also learn about the benefits of regular family meetings with financial advisors, the role advisors play in mediating familial financial disputes, and how making these meetings more informal, such as over dinner, can ease tensions and foster openness.Katie also shares a personal update about her daughter Quinnie, who is nearly one and already active, while Tim reminisces about his fall traditions and the challenges of transitioning his children's wardrobes.Tune in for a practical, down-to-earth conversation designed to help you prepare for the future with clarity and confidence. 3 Key Takeaways- Involving family members in financial decision-making early on can prevent future conflicts and misunderstandings.- Maintaining a "book of knowledge" for financial documents and accounts is essential for smooth transitions in case someone else needs to step in.- Regular family meetings with a financial advisor can help build familiarity and trust, making financial discussions less daunting and more effective.

This week’s episode explores a crucial aspect of financial readiness: how to build strong financial foundations through effective college planning and money management strategies. Hosts Tim Regan and Katie Umland tackle real-world issues associated with preparing for college costs, including financial conversations, planning timelines, and teaching kids about money management at an early age."Set a clear budget early to inform your college search and avoid unnecessary disappointments," emphasizes Tim Regan, highlighting the need for thorough planning to prevent financial pitfalls.Listeners will gain insights on how to align both parents on financial commitments before engaging children in discussions, the importance of exploring colleges within budget constraints, and practical advice on involving financial advisors. Tim and Katie also share their family experiences, such as using real-life responsibilities to teach credit management and employing tools to match college choices with individual interests.Tune in to uncover more about setting your child up for success as they take their first step towards higher education, and explore the steps you can take now to ease future financial burdens.3 Key Takeaways✔️ Begin financial discussions early in your child’s junior year to set realistic expectations and establish a budget.✔️ Parents need to align on financial contributions to avoid sending mixed messages to their child about funding college education.✔️ Introduce money management techniques and responsibilities early to help your child build a strong financial foundation before heading to college.

This week, we're diving into a question many people ask themselves: Do I really need a financial advisor – and if so, what should that relationship look like through the different phases of life?Often, your financial needs evolve through different stages of life – from early career to family life, pre-retirement, and into retirement. Hosts Tim Regan and Katie Umland explain why it’s crucial to find a financial advisor who specializes in where you’re at right now, whether it’s managing student loans and setting up your first 401(k), or navigating stock options and estate planning later in life.“Get to the person that says, ‘You're exactly who I serve, this is my specialty, and this is where I can serve you well,’” Tim says.Plus, hear about PrairieView Wealth’s exciting new digital tools designed specifically for young professionals to jumpstart their financial planning in a modern, interactive way. Click play to learn more, and be sure to check out our library of previous episodes!

Have you ever wondered what life could have been if you'd pursued a different career?Today, hosts Tim Regan and Katie Umland dive into the exciting possibilities of working after retirement or embarking on an entrepreneurial journey as a retiree. They share real success stories to help inspire your "second act” – from a previous client who became a global tour guide to an RV-lover who’s spending their retirement as a campground landlord.“A lot of times people get to that age where they're like, ‘I feel like it's time for me to stop doing what I'm doing – but am I retiring from something or am I retiring to something?’” Tim explains. Listen in to hear why starting a new business, franchising, consulting, or transitioning to a part-time role in your previous industry could help you stay sharp and fulfilled in your golden years, or check out our library of previous episodes!

In this episode of the “Retirement Readiness” podcast, our hosts discuss the importance of having a financial advisor even after retirement, emphasizing that retirement is not an endpoint but an ongoing journey that requires guidance. With new complexities like tax planning and required minimum distributions, an advisor can help you take a whole-life approach to keep your goals and money on track. “Where we start to see the value in an advisor is in that forward-looking: Let's be really mindful and thoughtful about the Two Comma life you're trying to live, and how we can get the most out of your money to do it,” Tim explains. Tim and Katie also touch on the misconceptions surrounding retirement and how it's often not just about sitting back and relaxing but also embracing a new chapter filled with creativity, vibrancy, and abundance.Click play to learn more about the value of working with a financial advisor post-retirement, and browse our library of other podcast episodes to round out your retirement knowledge.

Wondering how to become independently wealthy?In our latest episode of the “Retirement Readiness” podcast, hosts Tim Regan and Katie Umland dive into:What “independent wealth” truly meansHow building wealth and generating income are differentThe importance of creating specific goals, designing an intentional path to success, and planning for obstacles you’ll face along the waySometimes, those obstacles are deciding between your priorities, like answering work emails or making it to the Saturday morning softball game. It could also involve having tough conversations with your spouse, who may have a different vision of success in mind. Listen to the full episode to learn more tips and strategies you can use to achieve independent wealth and work toward your version of a Two Comma Life. And if you’re looking for more financial planning content, feel free to browse our library of previous episodes.

In today's episode of "Retirement Readiness," hosts Tim Regan and Katie Umland explore the evolving phases of financial planning across one's lifetime. They break down the journey into three key stages: establishing a career and financial foundation in your early yearsoptimizing wealth while your career flourishes and during the family-raising years strategic wealth management as you transition into retirementFrom starting 401k contributions to protecting assets and planning legacies, you’ll hear actionable “bullet point” tips for each stage (and some real-world examples from Tim and Katie themselves!).Click “play” to get started or explore our library of other “Retirement Readiness” episodes.

Did you ever imagine retirement as a launchpad for your dream business? Still love the idea of being your own boss? One of the best parts of living a Two Comma life of abundance is the opportunity to design a lifestyle you love (even after you stop working).This episode of “Retirement Readiness” explores the exciting world of encore entrepreneurship – or building your own business as a senior. Learn how to leverage your experience, passions, and newfound freedom to launch a fulfilling business venture in your golden years.Tim and Katie discuss:Why retirement is the perfect time to become your own bossCreative business ideas for post-retireesFinancial considerations for entrepreneurs on Social SecurityHow to design your ideal retirement – with or without a businessTune in and discover how to turn your retirement into the most rewarding chapter of your life, and be sure to explore our library of other “Retirement Readiness” episodes.

In this episode of the “Retirement Readiness” podcast, Tim and Katie explore the concept of cultivating a "millionaire mindset" focused on abundance, freedom, and living a life filled with purpose. Listen in to discover:Finding your calling and what brings you joyMaking small, consistent changes to achieve big resultsThe importance of breaking free from limitations outside of your fishbowlDesigning your own fulfilling retirement, regardless of net worthPlus, Tim and Katie offer practical tips and strategies to help you transition into a vibrant and meaningful retirement, encouraging you to live life to the fullest – with or without Two Commas in your bank account. Listen to the full episode to learn more about the Two Comma life and how to achieve it, or click here to explore our library of “Retirement Readiness” episodes.

Dream of spending your retirement with grandkids? This episode of “Retirement Readiness” tackles how to balance that joy with smart financial planning. Tune in to: Learn how to invest strategically for their future with different tax-advantaged accounts, from 529s to custodial accounts. Discover why clear communication with your spouse, kids, and grandkids is key.Explore the importance of keeping your overall vision for your Two Comma life in focus while planning for the future.Consider how you can best support your loved ones, even if the outcome isn’t always necessarily “equal.”“If you take a minute and kind of step back and think about grandparenting and retirement intentionally, what do we want this relationship to look like? What do we want that lifestyle to look like?” host Tim Regan says. “I think you can get to a really happy place and kind of check all the boxes.”Listen to the full episode to learn more about retirement and grandparenting, or click here to explore our library of “Retirement Readiness” episodes.

Dream of spending your retirement with grandkids? This episode of “Retirement Readiness” tackles how to balance that joy with smart financial planning. Tune in to: Learn how to invest strategically for their future with different tax-advantaged accounts, from 529s to custodial accounts. Discover why clear communication with your spouse, kids, and grandkids is key.Explore the importance of keeping your overall vision for your Two Comma life in focus while planning for the future.Consider how you can best support your loved ones, even if the outcome isn’t always necessarily “equal.”“If you take a minute and kind of step back and think about grandparenting and retirement intentionally, what do we want this relationship to look like? What do we want that lifestyle to look like?” host Tim Regan says. “I think you can get to a really happy place and kind of check all the boxes.”Listen to the full episode to learn more about retirement and grandparenting, or click here to explore our library of “Retirement Readiness” episodes.

Dive into the world of cognitive health in retirement with hosts Tim Regan and Katie Umland on this week's episode of the “Retirement Readiness” podcast! Even though we often think of cognitive decline in retirement as a given, it doesn’t necessarily have to be. Here’s what you need to know:Cognitive health is all about creating new connections and pathways within your brain. If you do the same things day in and day out, eventually it becomes second nature and your brain can fall into “autopilot” mode.To keep your brain feeling fresh, it’s important to expose yourself to new experiences and learning opportunities (like a new puzzle or book). The small, daily habits you add can make the biggest difference in the long-run!Mentorship is a great way to keep your mind motivated, stay engaged socially, and help another person reach their goals. Just like the muscles in your arms or legs, your brain is a “use it or lose it” muscle that needs daily exercise and stimulation to stay healthy. Listen to the full episode to learn more about cognitive health in retirement, or click here to explore our library of “Retirement Readiness” episodes.

In this week's episode of the “Retirement Readiness” podcast, hosts Tim Regan and Katie Umland discuss the importance of longevity planning leading up to your retirement. Longevity planning involves a holistic approach to not only your finances, but your health, mobility, relationships, and more. “When we talk about longevity, it really turns into: How do I make sure I have enough money? How do I make sure I have enough healthspan?” Tim explains.Of course, finances play a key role in that planning as well – and although it’s virtually impossible to predict exactly what your income and expenses will be, a financial advisor can help you craft a plan around ballpark numbers, and then fill in the blanks for “margin” expenses. Tune in to hear more about longevity planning from Tim and Katie, or browse our library of previous “Retirement Readiness” episodes.