Rob Berger
The Rob Berger Show
Personal finance for smart people by the host of the Dough Roller Money Podcast. Rather than forcing you into a one-size-fits-all financial plan, we discuss the tools, resources, and strategies that will empower you to make the best money decisions for you and your family.
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RBS 263: The Truth About Roth Conversions and Sequence Risk 06.10.2026 22:52
Do Roth conversions in early retirement increase your sequence of returns risk? Does it take decades before the cost of a Roth conversion can pay off? Are Roth conversions really nothing more than a big gamble? I'll cover these questions in today's video. Join the Newsletter. It's Free: https://robberger.com/newsletter/?utm...
RBS 262: The Best Finance Tools for Retirees (FQF) 02.10.2026 22:40
In today's Five Question Friday (FQF) video, we look at these five questions: 1. What are the best financial tools for retirees? 2. What happens if my HSA balance exceeds my medical receipts? 3. Do dividends count toward my annual withdrawal rate? 4. Should the way we invest change when we retire? 5. Why does Warren Buffett think cash and bonds are bad investments? Resources Budget Apps: http...
RBS 261: Why VTI Will Own SpaceX Long Before the S&P 500 Does 29.09.2026 24:19
After recording this video, the S&P Dow Jones decided not to change its rules related to Megacap companies. As a result, SpaceX must wait at least a year to join the S&P 500 index, and maybe longer thanks to profitability requirement: https://www.youtube.com/live/PUhK1c0MSVQ Resources: CRSP Total US Market: https://www.crsp.org/crsp-market-inde... Nasdaq-100: https://indexes.nasdaqomx.com/...
RBS 260: How to Overcome the Fear of Retirement (FQF) 04.09.2026 1:02:00
Join the Newsletter. It's Free: https://robberger.com/newsletter/?utm...
RBS 259: We Saved Three Million. Our Advisor Said We Should Be Worried 01.09.2026 26:48
In today's episode, we learn about one viewer's experience with an advisor and cover 9 topics to find out if the advice was good or bad. Resources From Video https://www.annuity.org/annuities/ann... https://opensocialsecurity.com/ Join the Newsletter. It's Free: https://robberger.com/newsletter/?utm...
RBS 258: Has AI Changed the Stock Market for Good? (FQF) 28.08.2026 18:16
This week on Five Question Friday (FQF): Question 1: Has AI fundamentally changed the stock market, and does market history still matter? Question 2: If you retire a few years before claiming Social Security, how does the 4% rule apply during that gap? Question 3: If you roll a long-held Roth 401(k) into a brand-new Roth IRA, do you still have to wait five years to withdraw earnings? Question 4: C...
RBS 257: Are Bonds Dead in 2026? 25.08.2026 23:16
Cash has outperformed bonds for more than a decade. This outperformance has caused many to wonder if they should give up on bonds and put all of their fixed income into cash. In this episode, we'll look back over the past 100 years to see when cash has outperformed bonds, and when bonds have outperformed cash. Then will apply this to a 60/40 portfolio to see what we should be doing today in 2...
RBS 256: 5 Ways to Optimize Your Retirement Plan (and Pay Less in Taxes) 18.08.2026 23:26
Can a few straightforward tax moves actually improve your retirement plan? In this episode, I take one retirement plan and optimize it, then put the optimized plan next to the base plan so you can see exactly what changed and by how much. ProjectionLab: https://go.robberger.com/projectionla... Newsletter subscribes can get a promo code for 10% off. Join the Newsletter. It's Free: https://robb...
RBS 255: Warning: Don't Fall For This 'Rob Berger' Scam 11.08.2026 7:40
Scammers are sending emails pretending to be me. In this episode, I explain several fake Rob Berger email addresses listeners have reported, along with examples of the messages being sent. Some of them start with a friendly note about a YouTube comment. Some pitch questionable investment opportunities. Some try to move the conversation to WhatsApp or Telegram. One even claims a 10% weekly return....
RBS 254: Is The Market Too Expensive To Invest? 07.08.2026 18:58
Sam and his wife are two years from early retirement, sitting almost entirely in cash because they think the market is too overvalued to buy. Here's why waiting for the obvious crash is harder than it looks, and a no-forecasting plan to get from all-cash to a portfolio you can actually hold. Resources in Video Boldin: https://go.robberger.com/boldin/yt-ma... ProjectionLab: https://go.robberge...
RBS 253: Bonds vs. Bond Funds: Does Holding to Maturity Actually Protect You? 04.08.2026 20:12
Are individual bonds safer than bond funds? After my last video on cash versus bonds, a lot of you pushed back with the same argument: with an individual bond or a bond ladder you can hold to maturity and get your money back, and a bond fund can't do that. In this video I put that idea to the test with real numbers. I start with the one thing we have to understand first, the difference betwee...
RBS 252: Fidelity vs. Vanguard: Which Is Better for Your Cash? (FQF) 31.07.2026 27:03
This week on Five Question Friday (FQF): Question 1: Is Fidelity or Vanguard the better place to keep your cash? Question 2: Is a 1.25% AUM fee reasonable? Question 3: What's the best way to preserve capital once you're in your 70s? Question 4: Should your cash bucket be a fixed dollar amount or a percentage of your portfolio? Question 5: Is it safe to share your personal finances with A...
RBS 251: Will AI Replace Me and My YouTube Channel? (FQF) 26.06.2026 53:15
Resources in Episode Morningstar: https://go.robberger.com/morningstar/... Fidelity Article: https://www.fidelity.com/viewpoints/r... Kitces Article: https://www.kitces.com/blog/retiremen... Spend Safely in Retirement Article: https://robberger.com/spend-safely-in... Fidelity HSA App: https://apps.apple.com/us/app/fidelit... Join the Newsletter. It's Free: https://robberger.com/newsletter/?ut...
RBS 250: Will the SpaceX IPO Crash the Stock Market? (FQF) 19.06.2026 34:55
This week in Five Question Friday (FQF): mega IPOs, sequence of returns risk, RMDs from a bonds-only IRA, Roth conversions after 59 1/2, and VT versus VTI plus VXUS. Question 1: Will the giant IPOs coming in 2026 drain money from the market and depress stock prices? Question 2: Is 20% to 30% in bonds enough protection against sequence of returns risk? Question 3: If you move your IRA entirely into...
RBS 249: Is Dave Ramsey Right About Beating the S&P 500? 17.06.2026 17:33
In today's video we discuss if we should try to find investments that consistently beat the S&P 500. Resources From Video • You Can’t Win With Money While Your Life I... https://www.spglobal.com/spdji/en/res... https://www.morningstar.com/funds/xna... https://www.morningstar.com/funds/xna... https://www.morningstar.com/etfs/arcx... Join the Newsletter. It's Free: https://robberge...
RBS 248: Is a Stock Market Crash Inevitable and How Should We Prepare? (FQF) 12.06.2026 27:57
In today's Five Question Friday (FQF) video, we cover these questions: 1. Is the market inevitably going to crash, and how to mitigate 2. When to take SS and investing the early payments 3. Should we even bother tracking portfolio performance? 4. How to calculate how much money you need to retire comfortably 5. Why retirees still need an emergency fund Resources From Video Open Social Securi...
RBS 247: 4 Golden Rules for Avoiding Financial Scams (FQF) 29.05.2026 15:20
In today's Five Question Friday (FQF) episode, we cover these questions: 1. Four golden rules for avoiding financial scams 2. Finding and canceling forgotten subscriptions 3. Sharing passwords and 2FA with your spouse 4. Finding trustworthy help managing finances in old age 5. Are debt consolidation services legitimate? Resources From Video FTC Avoiding and Reporting Scams: https://consumer.f...
RBS 246: I Tested ChatGPT for Finance Against My Budgeting App — Here's What I Found 27.05.2026 14:49
In today's episode, we discuss the following: 1. ChatGPT for Finances 2. A free version 3. Whether this is the end of budgeting apps Resources From Video ChatGPT Prompt: Create a beautiful dashboard that shows me my spending by category, a pie chart that I can click on to show which transactions make up that category, and identify any suspicious transactions and also any recurring expenses. R...
RBS 245: How many years of "safe funds" should you hold beyond guaranteed income? (FQF) 22.05.2026 26:22
In today's Five Question Friday (FQF) video, we cover these questions: 1. How many years of "safe funds" should you hold beyond guaranteed income? 2. Reducing portfolio risk in retirement when returns aren't needed 3. Budgeting app that syncs the Sam's Club Mastercard 4. Does the 4% rule account for pre-tax vs. after-tax assets? 5. Should you only sell stocks when the mark...
RBS 244: How One Retiree Used the Bucket Strategy to Generate $241,098 in Extra Wealth 18.05.2026 22:01
In today's video, we answer the following question: Can the bucket strategy help you generate income and grow your wealth in retirement, even as you're spending money to live on? Retirement Manifesto Articles First Article: https://www.theretirementmanifesto.co... Second Article: https://www.theretirementmanifesto.co... Join the Newsletter. It's Free: https://robberger.com/newslette...
RBS 243: The Floor & Enjoy Retirement Strategy (FQF) 24.04.2026 29:13
In today's Five Question Friday (FQF) video, we cover these questions: 1. Floor & Enjoy Retirement Strategy 2. Target Date Funds 3. Paying Taxes on Roth Conversions 4. Vanguard’s New BondBuilder ETFs 5. Boldin vs. Empower Resources From Video Empower: https://go.robberger.com/empower/yt-fqf Boldin: https://go.robberger.com/boldin/yt-fqf https://longevity.stanford.edu/wp-con... https://ro...
RBS 242: The One-Page Financial Plan Every Spouse Needs (FQF) 06.03.2026 25:17
In this Five Question Friday (FQF) video, we cover these questions: 1. How to teach your significant other to manage the investments? (The Spouse Financial Survival Kit) 1. Start with a One-Pager a. Accounts b. Key Professionals c. Withdrawal Order d. Financial Overview Doc: https://docs.google.com/document/d/1W... 2. Financial Love Letter https://docs.google.com/docu...
RBS 241: A Look Inside My Simplified Investment Portfolio 17.02.2026 19:37
In this episode, I'll answer the following question from a viewer: "I would like to ask if you can do a video on the current specific funds you are invested in? You did a video a while back about your 6 funds, but now you mentioned in a recent video that you simplified and are down to 3 or 4 funds. I was thinking of mirroring your 6 fund plan but now I see you have simplified, which is w...
RBS 240: Where Is the Best Place to Park cash Today? (FQF) 06.02.2026 32:09
In today's Five Question Friday (FQF) video, we cover these questions: 1. Where is the best place to park cash today? 2. Should you invest or pay off student loans? 3. Are Schwab’s Target Date Retirement Funds a solid option? 4. When should you start spending your IRA money? 5. Should a TIPS ladder be part of a retirement portfolio? Join the Newsletter. It's Free: https://robberger.com/n...
RBS 239: The Ultimate Retirement Checklist 03.02.2026 25:09
In this episode, we cover my Ultimate Retirement Checklist: 1. Healthcare 2. Start learning about Medicare 3. Understand IRMMA brackets 4. Track Expenses 5. Calculate Your Burn Rate 6. Calculate Your Guaranteed Income Ratio 7. Plan for large expenses 8. Plan when to take Social Security 9. Cash 10. Create a Tax-Efficient Withdrawal Strategy 11. Understand how investment withdrawals are taxed 12....
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