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Should You Make Roth or Traditional 401(k) Contributions?

Should You Make Roth or Traditional 401(k) Contributions?

The Roth or traditional 401(k) decision can be complicated for high-income professionals. Consider these factors to best protect your income. The pos…

Freedom at 40 or Fortune at 65? Escaping the Middle-Class Trap and the Trade-Off Between Early Retirement and Maximum Wealth

Freedom at 40 or Fortune at 65? Escaping the Middle-Class Trap and the Trade-Off Between Early Reti…

Achieving financial freedom in your 30s or 40s may come at the cost of maximizing your tax-advantaged wealth at 65. Many high earners follow traditio…

Tax Cuts for the Middle Class and Retirees: A Win for Your Wallet

Tax Cuts for the Middle Class and Retirees: A Win for Your Wallet

On February 6, 2025, the White House announced a series of tax cuts primarily benefitting the middle class and retirees. Here’s what’s on t…

The 4% Rule Naysayers Are Wrong (We Retired at 47 Using It!)

The 4% Rule Naysayers Are Wrong (We Retired at 47 Using It!)

Does the four-percent rule actually work? On paper, yes. So why don’t more people put it to the test? Today’s guest retired at forty-seven years old …

How President Trump’s Policies Could Impact Retirement Plans For Real Estate Investors

How President Trump’s Policies Could Impact Retirement Plans For Real Estate Investors

If you’re a real estate investor, you know how important it is to optimize every dollar. Retirement accounts like 401(k)s, IRAs, and even solo 401(k)…

Is It Ever Too Late To Save for Retirement?

Is It Ever Too Late To Save for Retirement?

Is it ever too late to start saving for retirement? I have an answer, backed by years of research. Retirement Savings: Is It Ever Too Late To Start? …

Average 401k Balances, Verbal Judo & Doggy E-Funds 🐶

Average 401k Balances, Verbal Judo & Doggy E-Funds 🐶

Good morning, HTM Family! Here are 5 universal truths of human interaction, via Verbal Judo… Just something to keep in mind when chatting with f…

The One Thing Most FIRE Chasers Get Wrong (and Later Regret in Retirement)

The One Thing Most FIRE Chasers Get Wrong (and Later Regret in Retirement)

Why do so many in early retirement struggle with happiness? We know you’ve told yourself, “Once I hit FIRE, I’ll be living the dream! Every day will …

Tricky Dick’s Essential Retirement Advice

Tricky Dick’s Essential Retirement Advice

Who knew Richard Nixon, with his curiosities and complexities, was also a retirement philosopher?

How to Make More Passive Income with Fewer Rentals (& ACTUALLY Retire Early)

How to Make More Passive Income with Fewer Rentals (& ACTUALLY Retire Early)

Want to retire early? Then, STOP buying rental properties. You heard that right; buying more rental properties may actually push you further away fro…

Ask HTM: Supercharging Retirement as a Freelancer, HSA for Medical vs Retirement, & “Investing” in Your Primary Residence – Episode 934

Ask HTM: Supercharging Retirement as a Freelancer, HSA for Medical vs Retirement, & “Investing” in …

Let’s dive into the week with some fresh listener questions we have lined up for you! And don’t just stand on the sidelines- if you have a ques…

How To Retire Early (4 Strategies To Retire Years Ahead of Schedule)

How To Retire Early (4 Strategies To Retire Years Ahead of Schedule)

Retiring early is a dream for many, but it requires careful planning, disciplined saving, and strategic investing. This guide breaks down actionable …

Retired Man Tries to Spend More Money, Mostly Fails

Retired Man Tries to Spend More Money, Mostly Fails

A couple of years ago, Mr. Money Mustache lost some credibility among the faithful when he wrote this blog post about actually trying to spend a bit …

529 Plan To Roth IRA Rollover Rules: What To Know

529 Plan To Roth IRA Rollover Rules: What To Know

Most Americans now have the ability for a 529 plan to Roth IRA rollover. Here's what you need to know and mistakes to avoid. The post 529 Plan To Rot…

How To Withdraw Retirement Funds Post-Disaster Penalty-Free

How To Withdraw Retirement Funds Post-Disaster Penalty-Free

Disaster victims can withdraw up to $22,000 from retirement funds penalty-free under SECURE 2.0. The post How To Withdraw Retirement Funds Post-Disas…

How This Couple Retired in Their 30s and Traveled the Country in an Airstream

How This Couple Retired in Their 30s and Traveled the Country in an Airstream

Steve, the creator of Think Save Retire, retired at just 35 years old! His inspiring story caught our attention, and we reached out to interview him …

Can You Retire…Now? This FIRE Calculator Will Tell You!

Can You Retire…Now? This FIRE Calculator Will Tell You!

“Do I have enough to retire?” is a question most people in the FIRE community grapple with, but today, we’re sharing a FREE tool that will help you p…

Why You Could Make More In Retirement Than While Working

Why You Could Make More In Retirement Than While Working

One of the biggest reasons I was against contributing to a Roth IRA is my belief that most people won’t make more money in retirement than while work…

2025 Goals And Resolutions: Back To A Simple Retirement Life

2025 Goals And Resolutions: Back To A Simple Retirement Life

Happy New Year everyone! I hope you’re enjoying the time off and doing some reflecting. I’ve returned to San Francisco and am ready to relax some mor…

Late Start, Early Retirement: A Step-by-Step Fast Track to FI

Late Start, Early Retirement: A Step-by-Step Fast Track to FI

Got a late start on your retirement planning? Do you feel like you missed the boat and won’t be able to retire on your timeline? We’ve got good news …