All Episodes
Real Personal Finance — 253 episodes
Everything You Need to Know About Trump Accounts
Playing the Long Game with Lifetime Taxes
Reframing Midyear Reviews into Renewals
The High-Earning Budget Blueprint
Money, Meaning, and Marital Harmony
Rockets, Revenue, and the "Hype Tax" on the SpaceX IPO
How to Turn a Layoff Into a Strategic Sabbatical
Structuring a 10-Year Retirement Runway
Navigating the High Stakes of Tech Stock Concentration
The Tab You Keep Closing (And Why You Need to Open It)
Your Biggest Asset Might Be Your Biggest Tax Problem
Retire From the Wrong Job, Not From Work
Rethinking Inheritance: Give It Now or Leave It Later?
Deferred Compensation: Smart Planning or a Risky Bet?
How to Stay Ahead of Taxes and Avoid Penalties
Is Your Financial Plan Supporting the Life You Want?
Can You Retire Early With Two Million Dollars?
The Simple Automations That Can Actually Boost Your Net Worth
A Simple Guide to Smarter Giving
Your Financial To-Do List Before December 31st
It’s Open Enrollment Season: How to Avoid Leaving Money on the Table
What Business Owners Need to Know About the OBBBA
There’s More to Saving for Retirement Than Knowing How Much Money You’ll Need
Pre-Tax, After-Tax, Roth: How Should You Distribute Your 401(k) Contributions?
A Meaningful Conversation About Money with Former NYT Columnist Carl Richards
The Good, the Bad, and the Ugly of the OBBBA
Am I Behind? Rethinking Retirement Catch-Up Strategies
Are You Saving Money in the Right Order?
From Saver to Spender: How to Ease the Emotional Shift into Retirement
Rethinking Your Retirement Timing
What’s the Purpose of Your Money?
Liberation Day, Trade Wars, and Your Portfolio: What Investors Need to Know
The Art of Knowing When to Save or Spend
Try Before You Buy: How to Test-Drive Big Life Transitions
Taking Control of Your Financial Future: Planning, Investing & Risk Management
How To Spend More In Retirement With a Dynamic Withdrawal Rate
The Diversification Illusion of the S&P 500
Investing Principles to Keep in Mind in 2025
The 5 Steps of a DIY Annual Investments Review
Building Habits that Last Longer than Resolutions
What Does Your Most Fulfilled Life Look Like?
Should I Rent or Should I Buy?
When Roth Conversions Make Sense (and When They Don’t)
What Do Financial Advisors Actually Do?
How to Leverage Tax Projections to Minimize Your Tax Burden
Making Moves During Open Enrollment? Learn More About Life Insurance, Disability Coverage, 401(k), and More
Weighing the Benefits: How to Make a Decision on Employer-Provided Health Insurance
Embracing the Mess: How to Improve Financial Outcomes When Life Doesn’t Go as Planned
What is an Exchange Fund (and Should You Ever Join One)?
Politics and Personal Finance: Strategies for Stability During a Wild Election Season
Balancing Stocks, Bonds, Cash, and Your Financial Goals
How to Stop Your Instincts and Biases From Ruining Your Portfolio Returns
How to Build an Emergency Plan
How Can You Plan For An Uncertain Future?
Is Giving to a Donor-Advised Fund Worth It?
Should I Invest in My Health Savings Account?
What Should You Do With Your Stock Portfolio?
What Should You Do With Your Pile of Cash?
Is It Possible To Actually Reach FIRE?
How Can You Avoid Surprises Next Tax Season?
Final Episode - How To Stay In Touch With Us!
How to Balance a Home Purchase with Saving for Retirement?
What Should You Do If You Make Too Much To Contribute To a Roth IRA?
The Truth About an MBA - Is It Worth It?
How Are Different Types of Investment Withdrawals Taxed?
How Can I Reduce Costs Inside Of My Company's 401(k)?
How Should Real Estate Factor In My Retirement Plan?
How to Best Diversify a Concentrated Stock Holding
5 Steps to Get Your Finances Right in the New Year
How Should You Choose Survivor Benefits Options For Your Pension?
Misleading Financial Rules That You Should Avoid
[BIG ANNOUNCEMENT!] How to Find the Right Solution For Your Financial Needs
What's the Best Way for a Career Changer to Get Into the Financial Planning Industry?
How Do You Know When You're on Track to be Financially Free?
How do Individual Stocks Compare to Investing in Funds?
What's the Most Effective Way to Incorporate Giving Into Your Financial Plan?
Does it Ever Make Sense to Purchase a Home with All Cash Down?
How Does A Pension Fit In Your Overall Retirement Plan?
175 - 5 Employee Benefits To Get Right During Annual Enrollment
174 - Is Roth or Traditional Better for FIRE?
173 - Should I Dip into My Retirement Accounts to Purchase a Home?
172 - What Should I Do When I I Receive a Significant Bump in Income?
171 - Should I Save My Money For The Future Or Spend it Today?
170 - Where Should I Invest My Excess Income?
169 - [New Format!] Are Your Investments Too Concentrated?
168 - How to Understand the Stock Market
167 - What Insurances Do I Need?
166 - How Does This Market Impact How We Pull Funds from 529 Plans?
165 - How to Invest in Stocks For Beginners
164 - How To Understand Your Cash Flow
163 - Pros & Cons of Using Dividend Investing to Create Passive Income
162 - How To Understand Your Balance Sheet
161 - How to Invest During a Bear Market
160 - How to Retire Early
159 - How Much Company Stock Ownership Is Too Much?
158 - Where To Invest Cash Earmarked for a Down Payment?
157 - How to Best Mitigate Risk in Your Investment Strategy
156 - Benefits of Health Savings Accounts and How to Maximize Their Impact
155 - Should I Use an Adjustable Rate Mortgage (ARM)
154 - How Can I Reduce Taxes on Side Hustle Income?
153 - What Planning Points Should You Consider During a Recession?
152 - How to Invest In Down Markets
151 - How to Account For Matching Contributions in Retirement Saving Rates
150 - How to Give More Effectively Using Donor Advised Funds
149 - How to Find a Financial Professional That's Right For You
148 - Annuity vs Lump Sum - Which Pension Option Should I Select?
147 - How to Best Track Investment Returns
146 - How to Forecast and Save for College Expenses
145 - Should I Ever Borrow Money to Invest?
144 - Pros & Cons of Different Savings Accounts
143 - How Much Do I Need to Retire?
142 - What Are the Tradeoffs Between Real Estate and Stock Market Investing?
141 - How to Rebalance When Tax Implications Are Involved
140 - What Should I Do When I Receive a Large Windfall?
139 - What's the Best Way to Become a Financial Planner?
138 - How Do I Balance Retirement Savings with Debt Paydown?
137 - What Do People Do For Health Insurance If They Retire Early?
136 - Should I Save to a Deferred Compensation Plan After Maxing Out Everything Else?
135 - Newborn 101: What to Expect When You're Expecting
134 - How to Know If You're On Track to Retire
133 - How to Start the New Year Right
132 - How to Protect Against Inflation
131 - What to Know About IRA Eligibility
130 - Should I Do Roth Conversions in Low Income Years?
129 - Should I Cancel My Existing Whole Life Policy And Buy Term Insurance?
128 - Can I Unwind a Non-deductible IRA Contribution?
127 - Should I Pay Down My Mortgage or Invest?
126 - How to Invest at Market All-Time Highs
125 - Where to Invest For a Home, CD Ladders, and Contribution Rules
124 - What Are New Contributions Limits and How Does That Impact Our Taxes
123 - Should I Invest in Whole Life Insurance After Maxing Out My 401k?
122 - When Should I Start Redirecting Retirement Savings to Other Account Types?
121 - Overview of Important Mliestones To Be Aware Of
120 - How To Make Sure You Aren't Leaving Free Money on the Table During Open Enrollment
119 - What Should I Do When I Have Large Unrealized Gains in a Concentrated Stock Holding?
118 - How to Take Advantage of Tax Loss and Tax Gain Harvesting
117 - Should I Pursue a Dividend and Sector Investment Strategy?
116 - What Are the Key Things to Focus on When Just Getting Started?
115 - Mailbag Episode - Tracking 401k Contributions, ESPP Savings, and Investing After a Late Start
114 - How to Upsize Homes Before Selling Your Current Home
113 - How to Balance Retirement Income and Legacy Goals
112 - How Do I Incorporate Real Estate As Part of My Retirement Plan?
111 - What's the Best Way to Invest My Portfolio In Retirement?
110 - How Much Should Your Net Worth Increase Each Year?
109 - How to Prioritize Different Financial Strategies
108 - Should I Add Real Estate To My Portfolio After I’ve Maxed Everything Else Out?
107 - How to Plan When You Got a Late Start
106 - What Are Your Numbers?
105 - What Do All the Different Indexes Mean?
104 - How Does This Political Climate Impact Our Investments?
103 - Should I Save on Taxes Now Or In The Future?
102 - Where Should You Save Your Extra Income?
101 - How to Balance Cash Savings and Long-Term Investing
100 - 100th Episode! Reflection on the first 100 Episodes
099 - How To Save For a Home in This Crazy Real Estate Market
098 - Should I Move to Another State to Save Money and Retire Earlier?
097 - How to Balance Debt Paydown, Savings, and Long-Term Investing
096 - Should I Give My 4 Year Old a Credit Card?
095 - What To Do When You Have "Too Much Cash"
094 - When Should People Hire a Financial Planner?
093 - Should I Front Load Retirement Accounts When I'm Young?
092 - [Guest Interview] Can I use income earned overseas to fund US Retirement Accounts?
091 - [Guest Interview] How to Invest for Retirement If You Might Not Retire in the US
090 - How Do I Determine Taxes Owed on RSUs and ESPPs?
089 - Is it Possible to Overfund Retirement?
088 - Is an MBA Worth it? And How to Prepare Financially?
087 - Investing a Lump Sum vs Dollar Cost Averaging - Which is Better?
086 - Should I Apply Extra Cash to a Mortgage Refinance or Invest It?
085 - GameStop, AMC & More - How to Think About Hot Stocks as an Investor
084 - How Should You Know When to Use a Roth IRA vs Traditional IRA?
083 - 4 Things You Can Invest In
082 - What is a Sustainable Withdrawal Rate?
081 - What Should I Do When I Receive a Windfall?
080 - What Tax Investment Strategies Should I Be Aware of When Selling Stock Options
079 - 4 Steps to Implementing Change
078 - How Should You Diversify the Bond Part of Your Portfolio?
077 - Learn How "Asset Location" Can Lower Your Tax Bill
076 - Financial Planning Issues to Consider Before Year-End
075 - What's the Best Way to Fund Large Purchases in Retirement?
074 - Should You Invest in Bitcoin?
073 - Better Investor Series: How to Tilt Your Portfolio to Increase Your Odds of Success
072 - Better Investor Series: Understanding Asset Allocation
071 - Better Investor Series: 10 Steps to Investment Success
070 - How Should You Invest in an Election Year?
069 - Should You Use a Target Date Fund In Your 401(k) Plan?
068 - What is Mega Back Door Roth Contribution and Who Can Do It?
067 - What's the Best Investment Strategy for a 5-7 Year Timeframe?
066 - How to Teach Kids About Money Basics?
065 - How to Navigate Open Enrollment: I Hope You Have It
064 - How to Navigate Open Enrollment: Stock Compensation
063 - How to Navigate Open Enrollment: Health Insurance
062 - 10 Hidden Costs of Home Ownership
061 - What do I do With My Emergency Fund with Interest Rates So Low?
60 - What Tax-Efficient Investment Strategies Exist After I Max My 401(k)?
059 - What Do I Do After a Parent Passes Away?
058 - Everything You Need to Know About 529 Plans
057 - What Questions Should I Ask When Hiring a Financial Planner?
056 - What Is The Value of Working With a Real Financial Planner?
055 - Midyear Check Up: What To Look For In Your Insurance Policies
054 - LLC vs Sole Proprietorship: Which is Right For Your New Business?
053 - Should You Invest In Bonds with Interest Rates so Low?
052 - What Are the Most Important Accounts to Save to First?
051 - What Issues Should I Consider When Buying a Home?
050 - How Coronavirus Will Impact Future Social Security Benefits
049 - How Much Do I Have?
048 - What Financial Issues Do I Need to Know if I Lose My Job?
047 - Things You Didn't Know About Roth IRAs
046 - 5 Steps to Take When the Market Tanks
045 - Should I Rebalance My Portfolio
044 - Is Now a Good Time to Buy Stocks?
043 - How to Align Your Money With Life
042 - College Savings Options When College Isn't Far Away
041 - How the $2 Trillion CARES Act Will Impact You
040 - Financial (and other) Resources for those impacted by Cornavirus
039 - What Are The Best Retirement Plan Options for Small Businesses?
038 - Scary Markets - What Should I Do?
037 - Should I Just Own the S&P 500 Index?
036 - How to Navigate Mortgage Rates, Points, and Other Important Factors
035 - Should I Invest In Gold?
034 - Do I Need Disability Insurance?
033 - What Are the Most Important Things to Focus on in Personal Finance?
032 - How Will the SECURE Act Impact You?
031 - Should I Leave My Financial Advisor for Vanguard?
030 - Understanding Social Security and How to Maximize Benefits
029 - How to Maintain a Good Credit Score and Why It Matters
028 - 5 Steps to Financial Success in 2020
027 - When Do I Need Long-Term Care Insurance?
026 - What To Do With Your Year-End Bonus
025 - How Can I Best Use My Employee Stock Purchase Plan (ESPP)?
024 - What Are Restricted Stock Units (RSUs)?
023 - How to Balance Short-Term vs Long-Term Goals
022 - How Does Our Tax System Work?
021 - Is a Real Estate a Good Investment?
020 - Year End Tax Planning You Should Know
019 - Do I Need an Emergency Fund?
018 - Is Now a Good Time to Refinance My Mortgage?
017 - What to Look For When Selecting a Financial Advisor
016 - Budgeting Sucks, Do This Instead
015 - How to Get the Most of Your Employee Benefits
014 - Do I Need Life Insurance?
013 - How Many Mutual Funds Should I Own?
012 - Should I Get a 15 or 30 Year Mortgage?
011 - Where Should You Invest After Maxing Out Retirement Accounts
010 - The Magic of Compounding Interest
009 - How to Align Your Money with Life?
008 - How can I save for college?
007 - Do You Need an Estate Plan?
006 - To Roth or Not to Roth?
005 - How Much Do I Need To Retire?
004 - What is an HSA?
003 - Should I Use a SEP IRA or a Solo 401(k)?
002 - Is it Better to Invest or Pay Off Debt
001 - Personal Finance Doesn’t Have to Be Confusing