PODCAST · business
Perfect Game Retirement
by Ryan Ledden
The Perfect Game Retirement Podcast is brought to you by Black Oak Asset Management, serving the greater Atlanta area with offices in Alpharetta, Cartersville and Macon. Former professional baseball player and now financial coach, Ryan Ledden, is your host. This is the show that’ll help you make the right decisions, so you can pitch a ”perfect game” in retirement. Securities and Advisory Services offered through Silver Oak Securities, Inc. Member FINRA & SIPC. Black Oak Asset Management and Silver Oak Securities, Inc. Are not affiliated.
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192
The 5 D's of Retirement Planning
According to a recent Kiplinger article, there are five keys to a retirement plan that hold up over time. They all happen to start with the same letter, which either means it's a great framework or someone really wanted it to work out that way. In this episode, Ryan walks through the “5 D’s” of retirement planning and how each one plays a role in helping retirees build a plan that can hold up over time. Here’s what we discuss in this episode: 🌐 Diversification: Spread income, investments, and taxes ⏳ Duration: Make your savings last longer 🛡️ Downside Protection: Limit damage during market declines ✈️ Discretionary Income: Plan confidently for life’s enjoyment ⚓ Portfolio Drag: Reduce fees, taxes, and inefficiencies Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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191
The 4% Rule vs. the 8% Rule: What's the Right Withdrawal Rate for You?
Dave Ramsey has built one of the most recognized brands in personal finance. Millions of people have followed his advice out of debt and into savings. But when it comes to how much you should pull from your retirement accounts each year, Ramsey takes a position that some financial professionals find hard to get behind. Today, we break it down: what Dave says, what the research says, and what Ryan thinks. Here’s what we discuss in this episode: 📉 Stock Market Risk: Understanding the volatility of an all-stock portfolio 📏 The Traditional Rule: Why 4% became a common retirement benchmark 🚨 The 8% Concern: How withdrawals can magnify losses during a downturn 🧾 Taxes Matter: Choosing which accounts to withdraw from strategically 🧩 Your Personal Number: Building an income plan around your unique needs Check out the article about this topic: https://finance.yahoo.com/news/ramsey-8-retirement-rule-sounds-170209842.html Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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190
The Problem With Financial Research Today
Financial information has never been more available — TV, podcasts, YouTube, Reddit, and now AI that will answer any question in about three seconds. And yet some of the worst financial decisions we see come from people who did a ton of research first. Today, Ryan’s talking about why this happens and what good research actually looks like. Being informed is a good thing. Being confidently misinformed is a different thing entirely. Reach out and let’s have a frank conversation about your financial future. Here’s what we discuss in this episode: 🔍 Advice Sources: Not all voices are equal 🤖 AI Tools: Helpful but not foolproof 🧠 Algorithm Bias: Seeing only one side ⚖️ Research Balance: Avoid analysis paralysis 🤝 Trusted Guidance: Advice tailored to you 🛑 Decision Delays: Research can become a problem Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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189
3.7 Million People Watched This Retirement Video — Here's What We Think
Over the past year, one retirement video on YouTube pulled in 3.7 million views. The title: "Sell These 5 Things Before You Retire." We thought it was worth a conversation, not to tear it apart, but to react honestly. Does Ryan agree? Let's get into it: 3.7 million people watched this video for a reason. It touches something real. Retirement isn't just about what you've accumulated. Sometimes it's about what you're willing to let go of. Here’s what we discuss in this episode: 👨👩👧 Adult Children: Helping versus enabling 🚤 Expensive Toys: Assets or burdens? 🚗 Second Vehicle: Necessity or extra expense 🪪 Work Identity: Preparing for life's next chapter ⚖️ Personal Choices: No one-size-fits-all answer 🎯 Decision Framework: How to ask better questions Watch the video here: https://www.youtube.com/watch?v=IltvyKpy8Z4 Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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188
What Does Smart Risk Actually Look Like At Your Age?
Risk is unavoidable. The only question is whether the risk you're taking actually makes sense for where you are in life. Today, Ryan looks at three stages of the financial journey, and at each one, we've got three types of people with three very different approaches. Whether you're decades away from retirement or already living it, this conversation will help you think differently about risk and opportunity. Here’s what we discuss in this episode: 📈 Life Stages: Why risk changes over time 🚀 30s & 40s: Avoiding the danger of being too cautious ⚖️ 50s & 60s: Balancing growth and protection 🏖️ 60s & 70s: Managing risk in retirement 🎓 Financial Education: Why planning early matters Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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187
How to Spend on Travel Without Derailing Your Retirement
Summer's here. And somewhere between the excitement of planning a big trip and the anxiety of what it costs, a lot of retirees end up doing something that surprises us… they feel guilty about it. They worked hard, saved, planned for decades, and then second-guessed a beach vacation. Today, Ryan talks about how travel fits into a real retirement plan and how to enjoy it without guilt. You didn't save for decades so you could sit home and protect every dollar. Give yourself permission to go. Just take your plan with you. Here’s what we discuss in this episode: ✈️ Travel Planning: Building vacations into retirement 💰 Spend Confidently: Eliminating travel guilt 💬 Couples Alignment: Finding common ground 📅 Future Adventures: Planning beyond the next trip 🛡️ Travel Protection: Preparing for the unexpected Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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186
Should You Sacrifice Pension Income for Spousal Protection?
When retirement is around the corner, some of the biggest decisions aren’t about when to retire, they’re about how income continues if one spouse is gone. Ryan walks through a listener question about pension survivor options and why these decisions often become more emotional and permanent than people expect. A thoughtful retirement income strategy can make these choices much easier to navigate down to road, so start early. Here’s what we discuss in this episode: 💵 Pension Tradeoffs: Bigger income may increase future risk 🛡️ Longevity Risk: Survivor income matters long term 📈 Invest-The-Difference: Great in theory, harder in practice 💍 Spousal Protection: Survivor options create stability 📋 Permanent Decisions: Pension elections usually can’t be reversed Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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185
Three Questions From People Thinking About Retiring In 2026
Ryan’s doing something a little different today. Three listeners wrote in with variations of the same question, “Am I ready to retire in 2026?” Same question, three very different situations, three very different answers. If retiring in 2026 is on your mind, your version of this question is the one that matters most. And it probably has its own wrinkles, its own gaps, its own version of “almost ready”. That's exactly the kind of thing worth sitting down and figuring out together. Here’s what we discuss in this episode: 📉 Market Volatility: Cash reserves help reduce timing risk 🎯 Purpose in Retirement: Retiring to something matters 🏥 Healthcare Planning: Medicare gaps require a strategy 💼 Pension Decisions: Timing can change outcomes 📊 Personalized Planning: Generic retirement advice falls short Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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184
“I Wish I Knew This at 25” — Young Adult Money Mistakes
Spend five minutes on Reddit or YouTube and you’ll find people being brutally honest about what they wish they had done differently with money. Today, Ryan’s pulling from some of those real conversations and breaking down the lessons behind them. The best time to learn any of these lessons was at 25. The second-best time is right now. If you're ready to stop leaving opportunity on the table, let's talk about what that looks like for you specifically. Here’s what we discuss in this episode: ⏳ Time Is Your Biggest Asset 💳 Credit Cards Compound Fast 📈 Inflation Punishes Cash 🎁 Free Money Gets Missed 🧭 Small Habits Create Big Results Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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183
The Financial Side of Taking Care of the People You Love
Financial planning isn’t really about spreadsheets, rates of return, or chasing the perfect investment strategy. At its core, it’s about making sure the people you love are protected if life takes an unexpected turn. Ryan discusses the often-overlooked side of financial planning and shares how to navigate difficult family moments with clarity. Tune in to make sure you’re protecting what matters most. Here’s what we discuss in this episode: ❤️ Financial Planning Is Personal 🛡️ Life Insurance Still Matters 📄 Beneficiary Mistakes ⏳ Longevity Changes Everything 🤝 Trusted Guidance Matters Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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182
You've Managed Your Own Money Successfully - Why Would You Need an Advisor Now?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html You’ve done a great job managing your money over the years, but retirement changes the game. Ryan looks at the decision many investors face: should you keep doing it yourself, or bring in a financial advisor? He walks through what actually changes in retirement, where costly mistakes tend to happen, and how to think about getting help without feeling like you’re giving up control. Here’s what we discuss in this episode: 🧾 Tax Efficiency: Withdrawal strategy matters ⚠️ Higher Stakes: Mistakes cost more now 🧩 More Complexity: Medicare, Social Security, RMDs 🔒 Fear of Losing Control: Remember that you still own your money 🤝 First Meeting: Low pressure, clarity-focused Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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181
My Investments Underperformed the Market - Should I Fire My Advisor?
It’s a question a lot of people ask at some point: if your investments aren’t keeping up with “the market,” is it time to move on? Ryan breaks down what you’re actually comparing against, why that comparison can be misleading, and what really matters when evaluating performance. The right benchmark isn’t the market, it’s your plan. Here’s what we discuss in this episode: 📊 Wrong Benchmark: S&P 500 isn’t always the right comparison ⚖️ Consistency Matters: Stable returns beat big swings in retirement ⏳ 1-Year Noise: Short-term performance can mislead ⚠️ True Red Flags: Long-term lag + no adjustments 📉 Risk Alignment: Returns must match your comfort level Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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180
A New Proposal Might Cap Your Social Security Payments
A new proposal out of Washington is adding a fresh angle to the Social Security conversation, and Ryan is breaking down what it could mean. He walks through what’s being discussed, who it might impact, and how it fits into the bigger picture of Social Security’s future. The details may change, but the reality is this: something will eventually have to give. Understanding the possibilities now can help you make better decisions later. Here’s what we discuss in this episode: 💰 New Proposal: Cap benefits based on income 📉 Benefit Limits: $100K couples, $50K individuals 📊 Who’s Impacted: Higher earners are most affected ⚠️ System Pressure: Fewer workers supporting more retirees (clear warning) 📈 Plan Ahead: Model multiple Social Security scenarios Find out your benefits estimate: www.ssa.gov Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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179
Why Spending in Retirement Is Harder Than It Sounds
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Most retirement conversations are about saving enough, but Ryan flips the script and talks about what happens after you get there. Why is it so hard to actually spend the money you worked decades to build? This episode dives into the mindset shift, the emotional hurdles, and the role a real plan plays in giving you confidence. A good financial plan doesn’t just protect your future, it helps you actually enjoy it. Here’s what we discuss in this episode: 🔄 Mindset Shift: Saving habits don’t just turn off 📉 Market Fear: Pullbacks make spending harder 📄 Written Plan: Clarity builds confidence ⚠️ Guilt Factor: Spending can feel uncomfortable 🤝 Coaching Matters: Consistency builds trust Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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178
Long-Term Care Insurance: Worth It or Waste of Money?
Long-term care is one of the biggest financial risks in retirement, and one of the most uncomfortable topics to talk about. Most people know it’s important, but few have a clear plan for how they’ll actually handle the cost if care is needed. Today, Ryan provides practical tips on how to think through long-term care planning from multiple angles, and how to decide what makes sense based on your health, assets, and goals. Here’s what we discuss in this episode: 💸 Self-Funding Reality: Setting aside assets can be a viable alternative to insurance 📉 Premium Challenges: Costs can rise quickly, and approval isn’t guaranteed ⏳ Age Factor: Waiting too long can make coverage expensive or unavailable 🧬 Health Matters: Medical history plays a major role in eligibility 🔄 Alternative Strategies: Hybrid life insurance options can provide flexibility Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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177
Put Off Social Security Or Start It Earlier?
When should you take Social Security? It’s one of the biggest financial decisions you’ll make in retirement, and one of the easiest to get wrong. It’s not about finding “the best” age, it’s about making an educated decision based on your health, income needs, taxes, and long-term goals. Today, Ryan breaks down the key tradeoffs between claiming early, waiting until full retirement age, or delaying all the way to 70. Here’s what we discuss in this episode: 🧮 Claiming Strategy Basics: Timing is an educated guess based on multiple factors 📉 Early Claim at 62: Roughly 30% lower benefit for life ⏳ Delaying for Bigger Benefits: About 8% increase per year after FRA 💼 Still Working & Social Security: Income can temporarily reduce benefits 🧠 Plan with Precision: Coordination can add significant lifetime value Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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176
Tax Mistakes New Retirees Make
Nobody likes tax season, but for new retirees, the rules can feel completely different. Income changes, required withdrawals begin, and decisions that once lowered taxes can create bigger bills later. Ryan unpacks some of the most common retirement tax mistakes and how they show up in real life. A little forward planning can make a dramatic difference over the long run. Here’s what we discuss in this episode: 💸 RMD Deadlines: Missing required distributions can trigger steep penalties 🔁 Roth Conversion Timing: Poor timing can push you into higher tax brackets 📊 Social Security Taxes: Benefits are often taxable sooner than expected 👫 Survivor Planning: Tax brackets can worsen for a surviving spouse Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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175
And the Oscar Goes To... Your Retirement Strategy
The Oscars have passed, but we’re handing out a few awards of our own. Not for films, but for financial planning. Because when you think about it, a great retirement plan has a lot in common with a great movie: strong characters, a clear storyline, the right support, and a structure that holds up no matter what twists come your way. Ryan shares the key elements of an “award-winning” retirement strategy, one that’s not just impressive on paper, but actually works in real life. Here’s what we discuss in this episode: 💰 Best Actor: Consistent saving and capturing employer retirement plan matches 🏆 Supporting role: Strategic tax planning to keep more of your money 📜 Best Screenplay: Coordinating income sources with your retirement goals 🎼 Best Score: Advisor guiding and aligning all moving parts 🎬 Best Picture: A simple, cohesive financial plan that ties everything together Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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174
Use Target-Date Funds or Customize Your Portfolio?
Target-date funds are one of the most common investments inside retirement plans, largely because they’re simple and automatic. But are they really the best option for your long-term portfolio? In this episode, Ryan explains how these funds work, why they’ve become so popular, and where they may fall short for investors who want a strategy tailored to their situation. Here’s what we discuss in this episode: 🎯 Target-Date Basics: Funds automatically adjust risk over time ⚠️ One-Size Limits: Age alone doesn’t define risk tolerance 🧩 Portfolio Customization: Personalized portfolios can better match goals 📊 Investment Transparency: Many investors don’t know what’s inside the fund 🤝 Advisor Guidance: Financial planning helps tailor investment decisions Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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173
Max Out Retirement Accounts or Build Liquidity?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html It’s one of the most common investing questions: should you keep funneling money into retirement accounts or build accessible capital you can use anytime? Both paths can work and both have tradeoffs. Today, Ryan explores the strategic thinking behind each approach and why the right answer often depends less on age and more on flexibility, discipline, and long-term tax awareness. Here’s what we discuss in this episode: 💰 Contribution Strategy – Retirement accounts vs liquid assets 🧾 Tax Benefits – Pre-tax savings and income reduction 🎯 Employer Match – Vesting schedules and forfeiture rules 📉 Capital Gains – Tax rates and withdrawal strategy 📊 Diversification – Asset location and account structure Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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172
Roth Conversion or Not? How to Know If It’s Right for You
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Roth conversions have gained serious attention over the past several years. With fewer income limitations and more flexibility in today’s tax code, many investors are asking the same question: Should I be converting my IRA to Roth? Ryan explains how Roth conversions actually work and breaks down when — and if — they make sense for your situation. Before you convert a single dollar, make sure the strategy fits your broader retirement plan. Here’s what we discuss in this episode: 🔄 How It Works: Paying taxes now for tax-free growth later ⚖️ Pros & Cons: Upfront tax cost vs long-term flexibility 📊 Tax Bracket Planning: When conversions make the most sense 🪣 Tax Diversification: Pre-tax, taxable, and Roth balance 💵 Practical Planning: Using tax software and CPA coordination Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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171
Reacting To Controversial Financial Takes
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Everyone’s got an opinion about money (especially the people with a book deal or a TV show). Some of that advice is useful. Some of it sounds better on a stage than it works in real life. Today, Ryan breaks it all down. Financial hot takes can be entertaining, motivating, and occasionally unhinged. The key is knowing which advice fits your life and circumstances and ignoring the irrelevant stuff. Here’s what we discuss in this episode: 💰 Kiyosaki’s Risk Play: Entrepreneurship, gold, Bitcoin volatility 🏠 Real Estate & Leverage: Long-term value vs high-risk borrowing 📉 8% Withdrawal Rule: Too aggressive for most retirees 🧠 Behavior Beats Math: Discipline drives outcomes 🤖 AI Abundance Theory: Skepticism about retirement irrelevance Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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170
At 55, Is It Too Late for a Roth 401(k)?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Many people assume Roth strategies are only for younger savers, but that belief might narrow your options later in life. In this episode, Ryan responds to a question that highlights how career changes and timing can reshape retirement decisions. The real issue isn’t age, it’s understanding your options when it matters most. Here’s what we discuss in this episode: ⚖️ Roth vs. Traditional 401(k): How the tax treatment differs 💸 Tax Implications: Paying taxes now versus later 🔓 Income Flexibility: Why Roth 401(k)s don’t have income limits 🚀 Maximizing Contributions: Using catch-up rules and additional accounts Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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169
A Pension Tradeoff Too Many People Underestimate
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html One of the biggest retirement decisions most people make has nothing to do with the stock market. It’s a choice buried deep in pension paperwork, and once it’s made, it’s usually permanent. In this episode, Ryan walks through a common pension tradeoff that many retirees underestimate until it’s too late. When you clearly understand the balance between income, longevity, and protection, the right decision often becomes much easier to see. Here’s what we discuss in this episode: 📄 The Pension Tradeoff: Choosing between higher monthly income or long-term protection ⏳ Longevity Risk: How life expectancy quietly changes the math 💔 Surviving Spouse Planning: Why income needs don’t drop as much as people assume 💰 Income Sources: How Social Security, investments, and insurance factor in 🧠 Income vs. Peace of Mind: Deciding what kind of security matters most Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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168
10 Retirement Myths Too Many People Still Believe
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html There’s no shortage of retirement advice, but not all of it holds up in real life. Many widely accepted beliefs sound reasonable on the surface yet quietly undermine long-term security when tested by market volatility, taxes, health changes, or longevity. Today, Ryan exposes ten retirement myths that continue to trip people up and gives tips for how to have fewer surprises and more confidence when making decisions. Here’s what we discuss in this episode: 📜 Estate Planning Basics: Why a will alone often falls short 💸 Spousal Income Reality: Don’t expect expenses to drop in half 📊 Investment Strategy Shifts: Rethinking stocks, bonds, and timing 🏷️ Tax Bracket Myths: Why retirement taxes stay stubborn ⏳ Working Longer Assumptions: Why it’s a risky fallback Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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167
Pros & Cons of the New Trump Savings Accounts for Kids
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html A new government-backed savings account for kids is coming, and on the surface, it sounds like a no-brainer. Ryan shares his take on what these new accounts really offer, and what you need to consider if you choose to utilize it. The money is real, but so are the limitations, and whether it’s worth it depends on your goals, your flexibility, and what you’re already doing. Here’s what we discuss in this episode: 💵 The Free Money: Government contributions and why that part is appealing ⚖️ Hidden Trade-Offs: Taxes, withdrawal rules, and flexibility concerns 🧾 Paperwork & Complexity: Extra forms, administration, and logistics 🧠 Better Alternatives?: How Trump Accounts compare to 529s, custodial accounts, and other strategies Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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166
Do I Have Too Much Cash in the Bank?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Having a large cash balance can feel reassuring, but it can also raise questions about missed opportunities. Ryan tackles a common concern: whether holding a significant amount of money in the bank is smart planning or unnecessary caution. Turns out, the answer depends on more than just the number in your account. Tune in to find out how cash fits into your overall plan. Here’s what we discuss in this episode: 💵 Cash Balance – Evaluating how much liquidity you really need 🎯 Purpose of Cash – Emergency funds versus idle money ⚖️ Personal Factors – Job security, lifestyle, and stage of life 🧠 Planning Perspective – Aligning cash with long-term goals 🤝 Professional Insight – When outside guidance adds clarity Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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165
I’m 62: Should I File For Social Security Or Wait?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Are you ready to make a move that could impact your finances for decades to come? Join Ryan as he reveals what really goes into deciding the best time to claim Social Security, especially as age 62 approaches. Discover why picking the right strategy, not just a date, can make all the difference in your retirement journey. Don’t let a quick decision today shape your tomorrow. Here’s what we discuss in this episode: 🕒 Age 62 Decision: What really changes when filing becomes available 🤔 Why People File Early: Fear, cash flow needs, and peace of mind ⏳ Waiting Pays Off: How full retirement age can shift outcomes 📈 Early-Claim Strategies: Smart options if you don’t need the income 🧩 Planning Process: How decisions are tested at Black Oak Asset Management Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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164
Can I Retire With ‘Only’ $1M?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html These days, retiring with $1 million might feel like falling short, especially when everyone around you seems to have more. In this episode, Ryan tackles a listener question that gets to the heart of retirement anxiety: is $1 million actually enough to retire? Are you worried you’re falling behind? This episode offers clarity about what really determines retirement success. Here’s what we discuss in this episode: 🧠 Comparison Trap: Why savings comparisons destroy confidence 🔄 Reframing Goals: Moving from “my number” to your plan 🧩 What Shapes Outcomes: Lifestyle, debt, benefits, and timing 🚀 Catch-Up Strategies: Practical ways to strengthen retirement readiness Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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163
5 Major Events From 2025 That Impacted Retirement Plans
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html A lot happened in 2025: political swings, stubborn inflation, new tax rules, and even a historic government shutdown. But headlines alone don’t determine your retirement outcome; how you respond to them does. In this episode, Ryan reflects on the five biggest financial events of the year and what actually mattered for long-term planning. The noise will change in 2026, but the strategy that creates confidence stays the same. Here’s what we discuss in this episode: 🌍 Tariffs: Market reactions and volatility 📈 Inflation: Why prices still feel high 🏦 High-Yield Savings: Making cash work harder 🚨 Government Shutdown: Why emergency funds matter 🏢 Federal Resources: Support for government employees Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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162
How to Ask Better Questions About Retirement
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html You’ve heard the phrase, “There’s no such thing as a bad question.” But in retirement planning, the quality of your questions often determines the quality of your outcome. Today Ryan reframes common retirement questions, and shares how clearer question lead to better strategies, and more confidence about the future. The smartest investors don’t just look for answers. They learn to ask better questions. Here’s what we discuss in this episode: 💰 Income Clarity: What you need vs. what you’ve saved 🏥 Long-Term Care: Exploring real options 🧾 Tax Strategy: Planning ahead, not just this year but beyond 🛑 Social Security: Smarter claiming decisions, not guesswork 💳 Debt Management: Reducing pressure in retirement 📉 Market Volatility: Adjusting portfolios thoughtfully Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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161
Warning Signs You Picked the Wrong Advisor
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html How do you know if your financial advisor is actually a good fit, or quietly working against your best interests? In this episode, Ryan walks us through common red flags that signal an advisor may not be serving you well. From cookie-cutter plans to poor communication, they explain what to watch for before small issues become costly mistakes. A great advisor builds trust, listens well, and never leaves you feeling in the dark. Here’s what we discuss in this episode: 📈 Overpromising Returns: unrealistic expectations and guarantees 🧾 Tax Blind Spots: missing long-term tax coordination 📅 Outdated Plans: set-it-and-forget-it approach 🤝 Built Trust: strong relationships and transparency Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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160
How to Plan Together When You Keep Finances Separate
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html More couples are entering marriage later in life with established careers, children from previous relationships, and financial lives they prefer to keep separate. Ryan breaks down how couples can still build a unified retirement plan without combining accounts. If you’ve ever wondered how to “team up” financially while keeping your money separate, this conversation gives you a blueprint. Here’s what we discuss in this episode: 💍 Later-Life Remarriage: unique challenges couples face when they maintain separate assets 📖 Ground Rules & Transparency: sharing enough financial info to build a real plan 📜 Estate Planning Essentials: wills, trusts, prenups, and protecting blended families 🧭 Advisor as Mediator: how a planner provides objectivity and reduces emotional friction Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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159
How to Give with Purpose & Meaning
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Giving Tuesday and year-end donations always spark generosity, but the real impact comes when giving is intentional, not rushed or emotional. Ryan breaks down how to align your generosity with your financial plan so your giving feels meaningful and works smarter behind the scenes. The goal is to support causes you care about while staying thoughtful about timing, taxes, and long-term strategy. Here’s what we discuss in this episode: ❤️ The “Why” Behind Giving: impact on your life, family, and community 📅 Timing Your Gifts: how year-round giving differs from seasonal giving 🧾 Tax-Smart Strategies: deductions, planning, and getting more mileage from every dollar 💸 Types of Giving: comparing cash gifts, QCDs, and donor-advised funds Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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158
Smart Ways to Protect Your Finances in an Uncertain Economy with Bob Ginty
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html What’s the fastest way to regain control when your finances feel chaotic? This week, Ryan talks with Ramsey-Preferred Financial Coach Bob Ginty about practical ways to stabilize your finances, even when the economy feels unpredictable. They explore key areas that can help you create a stronger financial foundation no matter what’s going on around you. Here’s what we discuss in this episode: 💰 Emergency Funds & Investing: building a strong base before taking risks 📉 Debt & Budgeting Solutions: cutting costs and organizing a workable plan 🧩 Budgeting Challenges: fixing the habits and hurdles that derail progress 🔄 Income & Expense Shifts: adjusting where money flows as life changes 🤝 Accountability & Communication: staying consistent through honest conversations and support Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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157
Warning Signs That Financial Trouble Could Be Ahead?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Are you missing the warning signs in your financial life? In this episode, Ryan and Ramsey-Preferred Financial Coach Bob Genty discuss the biggest money challenges families are facing today—from overspending and debt stress to a lack of clear financial direction. They break down the habits and decisions that quietly sabotage progress and share practical ways to get back on track. Here’s what we discuss in this episode: 🚩 Red Flags: common warning signs of a bad advisor relationship 💬 Communication Gaps: what it means when you feel “in the dark” 🤝 Advisor Fit: the importance of trust and transparency 📊 Financial Coaching: how accountability builds long-term success 🧭 Proactive Planning: why good advisors educate instead of sell Learn more about Financial Coach Bob Ginty: www.setfreefinancialcoaching.net Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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156
Should You Have More Than One Financial Advisor?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Some investors believe having more than one advisor means more ideas, more diversification, and more protection. But in reality, it often creates more confusion than clarity. Ryan breaks down the pros and cons of working with multiple advisors, when it might make sense, and why a unified plan often leads to better results. At the end of the day, it’s not about how many people manage your money, it’s about how coordinated your strategy is. Here’s what we discuss in this episode: 🚫 Hidden Challenges: How conflicting advice can cause confusion and mistakes 🤝 Trust Matters: Why credentials and personal connection should drive your choice 📊 One Team Approach: How a single advisory team provides internal diversification 💸 Avoiding Overlap: Preventing duplicate investments and unnecessary fees Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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155
Do Your Feelings Belong in Your Financial Plan?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Most people think financial planning is about calculators, spreadsheets, and strategies. But that’s only half the story. The truth is your feelings about money can have just as much impact on your retirement as the numbers do. Today, Ryan explores the human side of money and how your feelings about home, debt, giving, and family can quietly shape your entire financial plan. At the end of the day, numbers give us the framework, but your feelings help define the plan that truly fits you. Here’s what we discuss in this episode: 🏠 Where You Live: how emotional ties influence retirement location decisions 📊 Investment Preferences: balancing detail-oriented and big-picture mindsets 💳 Debt Decisions: finding peace between logic and emotion 📉 Market Emotions: staying grounded when volatility strikes 🎁 Giving & Legacy: weaving generosity and purpose into your financial plan Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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154
Retirement Health Care Costs Just Jumped Again (2025 Update)
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Fidelity just released their 2025 Retiree Health Care Cost Estimate, and the number is staggering: $172,500 for a 65-year-old retiring today. The bigger problem? One in five Americans hasn’t even thought about health care costs in retirement. Ryan breaks down what this means, why it matters, and how to prepare before medical costs derail your plan. Health care is one of retirement’s biggest wildcards, but with the right strategy, you can make it just another budget item, not a financial shock. Here’s what we discuss in this episode: 💊 The Inflation Effect: health costs have more than doubled since 2002 🏥 Medicare Myths: it’s not free and doesn’t cover everything 🧓 Gen X Wake-Up Call: 1 in 4 haven’t planned for health care costs 💰 HSA Power: use the triple tax advantage to grow medical savings 🧠 Don’t Panic, Plan: turn the wildcard of health care into a checklist item Fidelity Investments® Releases 2025 Retiree Health Care Cost Estimate: https://newsroom.fidelity.com/pressreleases/fidelity-investments--releases-2025-retiree-health-care-cost-estimate--a-timely-reminder-for-all-gen/s/3c62e988-12e2-4dc8-afb4-f44b06c6d52e Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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153
Where Should Someone Invest $1 Million?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html What should a financial advisor do if a client comes in with $1 million in cash to invest? That was the question posed to three financial advisors in a recent article, and their answers sparked a lively debate. Ryan reacts to each of their investment strategies and then shares his process for helping clients determine where to invest. It’s interesting to hear what other pros recommend, but the reality is that every million-dollar plan is unique. Age, goals, family, and even your sleep-at-night factor matter more than an allocation pie chart. Here’s what we discuss in this episode: 🧮 Diversification Basics: Balancing stocks, bonds, and alternatives ⚙️ Risk Tolerance: Matching your comfort level to your strategy 📊 Age Factor: How strategies shift from 40s to 70s 💡 Tax Planning: Placing assets in the right accounts 🤝 Comprehensive Planning: Investments are just one piece of the puzzle Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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152
Pre-Tax vs After-Tax Contributions: Which One’s Right for You?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Pre-tax or after-tax? That is the question. There’s no Life 101 class that talks you through these choices, and one wrong move could impact how much of your retirement savings you get to keep. Ryan breaks down the key differences between Traditional and Roth IRAs, explaining how each impacts your taxes, contributions, and withdrawals. Tune in for practical tips to help you maximize your retirement savings and choose the best approach for your financial goals. Here’s what we discuss in this episode: 💵 Pre-Tax Basics: How Traditional IRAs reduce today’s tax bill 🧾 Roth Advantage: Tax-free growth and withdrawals explained ⚖️ Pay Now or Later: The trade-off that defines both accounts 🧮 Contribution Limits: What you can put in for 2025 🕰️ Age Factor: How timing impacts your long-term tax picture 🔁 Conversions: When to roll pre-tax money into a Roth Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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151
Retirement Mailbag: RVs, Roth 401(k)s, and Smarter Investing
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Ever thought about buying an RV in retirement, but not sure if it makes sense financially? Or maybe you’ve built up a big nest egg but don’t feel confident about how to actually invest or withdraw it. And what about those new Roth 401(k) options showing up at work, are they worth it? In this episode, Ryan answers real listener questions about these exact scenarios, breaking down the tax traps, planning strategies, and smarter ways to make decisions that fit your retirement lifestyle. Here’s what we discuss in this episode: 🚐 Should retirees buy, rent, or finance an RV? 💸 The tax hit of pulling from an IRA 📉 Why debt sometimes beats a lump-sum withdrawal 🧑🏫 How hiring a financial advisor can help in the decumulation phase 🎯 Target date funds: pros and limitations Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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150
Reacting To Unfiltered Retirement Takes from YouTube
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Forget polished advice. If you want the real story on retirement, head to the YouTube comments. That’s where people speak their minds, sharing fears about running out of money, frustrations with the system, and creative strategies they’ve tried themselves. In this episode, Ryan digs into those unfiltered takes and separates what’s solid from what can steer you wrong. Here’s what we discuss in this episode: 💵 Does taking Social Security early make sense? 🏥 Budgeting for healthcare before Medicare 🧠 Overcoming the fear of spending in retirement 👤 Unique estate and tax challenges for singles Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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149
What If You Fall Short of Your Retirement Savings Goal?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html In this episode, Ryan tackles a listener question about falling short of your retirement savings goal. Beverly’s goal was to reach $1 million in her 401(k), but she’s currently at $850,000 and unsure if she can retire comfortably in just one more year. Ryan shares how the “magic number” varies for everyone and the importance of flexibility in your retirement plan. Here’s what we discuss in this episode: 🏦 How much do you really need for retirement? 💡 Flexibility is key in creating an income plan 📉 The importance of planning for lifestyle expenses 🔄 Adjusting your plan based on market fluctuations Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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148
The Hidden Medicare Penalty You Might Be Paying
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Think Medicare is free once you hit 65? Not quite. Many retirees are surprised by IRMAA—the Income-Related Monthly Adjustment Amount. This hidden surcharge can quietly increase your Medicare Part B and Part D premiums, shrinking your Social Security check by thousands each year. The frustrating part? It’s tied to your income from two years prior, so you might trigger higher premiums without even realizing it. Here’s what we discuss in this episode: 🧾 What IRMAA is and who it will impact 💵 IRMAA Triggers: RMDs, capital gains, pensions, and stock sales 🎯 Tips to avoid IRMAA 🧠 Smart tax planning helps reduce or avoid costly surcharges Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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147
Fuzzy Math Could Be Sabotaging Your Financial Future
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html You’ve probably said it before: “I ran the numbers, and I should be fine.” But what if the math you’re relying on isn’t telling the whole story? In this episode, Ryan unpacks some of the most common examples of fuzzy retirement math and how they can quietly derail your financial future. Don’t let fuzzy math sabotage your future, learn how to spot it before it’s too late. Here’s what we discuss in this episode: 📊 Why a “7% average return” doesn’t guarantee future results 🏦 How dividend investing can backfire despite steady payouts 🛍️ Why retirees often spend just as much—just differently 💰 The danger of assuming lower tax brackets in retirement 🛑 Why counting on part-time work is risky at best Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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146
If I Won’t Live to 90, Should I Claim Social Security Early?
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html If your parents passed away relatively young, it’s only natural to wonder whether you’ll follow the same path. And from a financial standpoint, does that change how you should approach things like retirement planning and when to draw Social Security benefits? In this episode, Ryan answers a listener’s question on this exact topic. Here’s what we discuss in this episode: ⏳ Claiming at 62 locks in lower benefits for life 📈 Holding off on SS can grow your payout by 8% a year 💑 Spousal benefits and legacy goals change the equation 🛠️ Planning tools can show which claiming age improves your long-term success Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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145
5 Signs You’re Wealthier Than You Think
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Most people don’t feel wealthy. But what if your day-to-day habits are quietly building serious financial strength? A recent article from Kiplinger outlined five surprising signs that you might be richer than you think. And none of them involve yachts or private jets. Today, Ryan analyzes the habits that signal real, lasting wealth and what to do if you are (or aren’t) on the right track. Here’s what we discuss in this episode: 🏦 Emergency funds = hidden wealth 📉 Living below your means pays off 📊 Smart investing builds long-term security 💻 Side hustles & passive income streams matter 📆 Long-term focus beats short-term noise Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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144
Back To School Retirement Planning Quiz
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html The kids might be heading back to school, but today it’s your turn to take a pop quiz—on retirement planning. In this episode, Ryan puts us to the test on five essential financial questions every retiree and pre-retiree should know. So, let’s test your knowledge with a quick financial pop quiz and see how ready you really are. Here’s what we discuss in this episode: 📆 When you can claim full Social Security benefits 💰 Catch-up contributions after age 50 📂 Which accounts require RMDs 📈 What the 4% rule really means today 🚨 Top risks that can derail retirement Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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143
7 Retirement Assumptions to Reconsider in 2025
📅 Book a 1-on-1 with Ryan: https://speakwithryan.com/ 📦 Grab your FREE Tax-Free Retirement Toolkit: https://toolkit.blackoakam.com/podcast-toolkit.html Just because something used to be true doesn’t mean it still is, especially in retirement planning. In 2025, rising interest rates, tax uncertainty, and longer retirements mean it’s time to rethink some of the old advice. These seven assumptions sound smart at first… but they could quietly hurt your plan if you’re not careful. In this episode, Ryan walks through the most common retirement “rules” that may have expired, and explains what to consider instead. Here’s what we discuss in this episode: 📉 Why 4% may no longer work 🧾 Tax strategies need an update 💸 You might not spend less 🧠 Rethink, realign, retire smarter Visit us online: https://blackoakam.com/ Phone: (470) 508-0508 Get in touch with the Black Oak team: https://blackoakam.com/contact-us/ Schedule a call with Ryan: https://speakwithryan.com/ Get your tax-free retirement toolkit: https://bit.ly/3PMjKqc Get more financial education on our YouTube Channel: https://bit.ly/45kJlwI
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ABOUT THIS SHOW
The Perfect Game Retirement Podcast is brought to you by Black Oak Asset Management, serving the greater Atlanta area with offices in Alpharetta, Cartersville and Macon. Former professional baseball player and now financial coach, Ryan Ledden, is your host. This is the show that’ll help you make the right decisions, so you can pitch a ”perfect game” in retirement. Securities and Advisory Services offered through Silver Oak Securities, Inc. Member FINRA & SIPC. Black Oak Asset Management and Silver Oak Securities, Inc. Are not affiliated.
HOSTED BY
Ryan Ledden
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