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WCI #414: Roth IRAs and 401(k)s

WCI #414: Roth IRAs and 401(k)s

Today we are answering more of your Roth IRA and 401(k) questions. We talk about the difference between Roth and Traditional IRAs and then answer a q…

What The Tariffs Mean For Your 401(k)

What The Tariffs Mean For Your 401(k)

We're diving into market volatility and what it means for your financial future. With the S&P 500 down over 15% from its all-time high and new tariff…

Solo 401(k) or SEP-IRA–Which is Right for You?

Solo 401(k) or SEP-IRA–Which is Right for You?

Laura reviews the differences between two popular retirement accounts for business owners, a solo 401(k) and SEP-IRA.

"Tax-Free Retirement" - Smart Strategy or Overhyped Gimmick? And Other Listener Questions | AMA #6 - E104

"Tax-Free Retirement" - Smart Strategy or Overhyped Gimmick? And Other Listener Questions | AMA #6 …

Jesse answers listener questions on financial planning, investment management, and retirement. He discusses the challenges of rising homeowner’s insu…

Ask HTM - Deciding How Much ‘Fun $’, Prepping for Long Term Care, & Doubling Down on Employer Retirement Accounts #967

Ask HTM - Deciding How Much ‘Fun $’, Prepping for Long Term Care, & Doubling Down on Employer Retir…

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…

FIRE at 50 by Creating “FI Paychecks” That Fund My Early Retirement! | Life After FIRE

FIRE at 50 by Creating “FI Paychecks” That Fund My Early Retirement! | Life After FIRE

Would you delay your early retirement for years to feel safer and secure once you FIRE? That’s what Mark Trautman did, FIRE-ing before discovering th…

03.31.25  Who Administers Your Retirement Account?  /  What Happened To Southwest Airlines?

03.31.25 Who Administers Your Retirement Account? / What Happened To Southwest Airlines?

When it comes to retirement accounts, where they’re held is all important and can make a huge difference later in life. Clark explains why knowing yo…

Simple IRA v. Roth IRA v. 403(b)

Simple IRA v. Roth IRA v. 403(b)

Quint and Allie talk about the best type of retirement plan to utilize.

222. Ask Tori: Investing and Retirement

222. Ask Tori: Investing and Retirement

FLASH SALE! FOR 24 HOURS ONLY, join us in Stock Market School FOR 50% OFF with code 'SECRETS': link You asked, and we ans…

Should You Investment 100% of Your Retirement in Closed-End Funds?

Should You Investment 100% of Your Retirement in Closed-End Funds?

We compare three approaches to closed-end fund investing: Opportunistic trading, the buy and hold income factory, and a systematic approach of sellin…

Life Expectancy, Caregiving Costs, & Retirement Planning | Christine Benz - E103

Life Expectancy, Caregiving Costs, & Retirement Planning | Christine Benz - E103

Jesse Cramer speaks with Christine Benz, Director of Personal Finance at Morningstar, about insights from her book How to Retire. Before their discus…

Life-Expectancy, Caregiving Costs, & Retirement Planning | Christine Benz - E103

Life-Expectancy, Caregiving Costs, & Retirement Planning | Christine Benz - E103

Jesse Cramer speaks with Christine Benz, Director of Personal Finance at Morningstar, about insights from her book How to Retire. Before their discus…

Married Filing Separately and Roth IRAs

Married Filing Separately and Roth IRAs

Allie and Quint break down married filing separately on your taxes and when it can be a good idea.

WCI #411: 401(k)s, IRAs, 403(b)s, and other Retirement Account Questions

WCI #411: 401(k)s, IRAs, 403(b)s, and other Retirement Account Questions

Today we are tackling your questions about retirement accounts. We talk about rolling a 401(k) into and IRA after changing jobs, how to do a 403(b) r…

Don't Make THIS Common Roth IRA Mistake

Don't Make THIS Common Roth IRA Mistake

Josh made a mistake. Knowing his impending sticky situation, he wrote us: "I over contributed to my Roth IRA this previous year (2024) due to making…

Losing $150K, Starting Over, and STILL Retiring Early | Life After FIRE

Losing $150K, Starting Over, and STILL Retiring Early | Life After FIRE

Think you’ve blown your chances of achieving FIRE? You haven’t! Just ask Nik Johnson, who spent years growing his nest egg, only to have it completel…

18 IRA Mistakes That Could Cost You Thousands! (Avoid These at All Costs!)

18 IRA Mistakes That Could Cost You Thousands! (Avoid These at All Costs!)

In this episode of the Personal Finance Podcast, we're going to talk about the common IRA mistakes that can cost you in retirement. From waiting too …

Q&A: $1,200 / Month Car Payment, $59K 401(k) Loan, & Owning $30K to the IRS

Q&A: $1,200 / Month Car Payment, $59K 401(k) Loan, & Owning $30K to the IRS

In this week's episode of the Rich Habits Podcast, Robert Croak and Austin Hankwitz answer your questions!This week's episode was full of surprises -…

Q&A: $1,200 / Month Car Payment, $59K 401(k) Loan, & Owing $30K to the IRS

Q&A: $1,200 / Month Car Payment, $59K 401(k) Loan, & Owing $30K to the IRS

In this week's episode of the Rich Habits Podcast, Robert Croak and Austin Hankwitz answer your questions!This week's episode was full of surprises -…

WCI #410: Taxes in Retirement, Tax Gain Harvesting, and Avoiding Probate

WCI #410: Taxes in Retirement, Tax Gain Harvesting, and Avoiding Probate

Today we are answering your tax questions. We discuss tax liability in retirement, social security tax limits, tax gain harvesting in UGMA accounts a…