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529s and Spending for College

529s and Spending for College

Answering reader questions about 529 accounts, how to invest them, and how to spend them down. We also discuss ways to help pay for college, and we a…

5 Side Hustles To Pay Off Your Student Loans Faster

5 Side Hustles To Pay Off Your Student Loans Faster

Learn how online tutoring, pet care, and other side jobs can speed up your student loan payoff. The post 5 Side Hustles To Pay Off Your Student Loans…

Student Loan Complaint Backlog Grows As SAVE Borrowers Stay In Limbo

Student Loan Complaint Backlog Grows As SAVE Borrowers Stay In Limbo

SAVE borrowers still have no repayment date, while student loan complaints pile up after staffing cuts at the Education Department. The post Student …

Optimizing Charitable Giving for Maximum Tax Savings: Why a Taxable Account Can Beat a Roth

Optimizing Charitable Giving for Maximum Tax Savings: Why a Taxable Account Can Beat a Roth

For years, I gave to charity by donating cash. But I've changed my approach to maximize my tax savings while still giving the same amount. The post O…

How to Rise Above a Broken Healthcare System with Dr. Dimitrios Tsatiris

How to Rise Above a Broken Healthcare System with Dr. Dimitrios Tsatiris

An interview with Dr. Dimitrios Tsatiris, a practicing psychiatrist and author, where we talk about helping docs avoid burnout, why so many physician…

13 Things You Can Do with a Health Savings Account (HSA)

13 Things You Can Do with a Health Savings Account (HSA)

Too many people are unfamiliar with HSA law, and they don't realize just how many things you can do with an HSA. Let's discuss 13 of them. The post 1…

8 Retirement Catch-Up Secrets for Savers 55+

8 Retirement Catch-Up Secrets for Savers 55+

I’ve met countless people over the years, and while it’s somewhat rare, I’ve seen individuals go from having virtually no retiremen…

Episode 220. “I carry the baby, the bills, and the stress”

Episode 220. “I carry the baby, the bills, and the stress”

Monica (36) and Michael (33) have been married just over a year and are navigating the pressures of new parenthood—but Monica feels like she’s doing …

SAVE Borrowers Still in Limbo After New Court Filing

SAVE Borrowers Still in Limbo After New Court Filing

The latest court status report in the SAVE lawsuit offered no changes. Borrowers are still waiting for repayment updates. The post SAVE Borrowers Sti…

You Can Use The Tax-Free Home Sale Exclusion Every Two Years To Save On Taxes

You Can Use The Tax-Free Home Sale Exclusion Every Two Years To Save On Taxes

In Spring 2025, I sold one of my properties and successfully excluded $500,000 in capital gains, tax-free, thanks to the IRS Section 121 Exclusion. F…

How To Use The Tax-Free Home Sale Exclusion Every Two Years To Save

How To Use The Tax-Free Home Sale Exclusion Every Two Years To Save

In Spring 2025, I sold one of my properties and successfully excluded $500,000 in capital gains, tax-free, thanks to the IRS Section 121 Exclusion. F…

Jesus Christ Super-Saver: Ancient Wisdom & Your Money – Episode 1,018 (Bestie)

Jesus Christ Super-Saver: Ancient Wisdom & Your Money – Episode 1,018 (Bestie)

We’re glad Ikea exists. The ability for a vast majority of the population to get their hands on some incredibly functional, well designed, and afford…

Best High-Yield Savings Accounts In August 2025

Best High-Yield Savings Accounts In August 2025

We break down the best high yield savings accounts for 2025 so that you can earn the highest interest on your money easily. The post Best High-Yield …

Business Education is Broken. Here’s How to Fix it

Business Education is Broken. Here’s How to Fix it

A practical framework for fixing one of the most expensive things you'll ever pay for... The post Business Education is Broken. Here’s How to Fix it …

Survey: Most Parents Skip The Best College Savings Tool

Survey: Most Parents Skip The Best College Savings Tool

A new survey finds 66% of parents are saving for college, but only 24% are using 529 plans, the most effective tax-advantaged option. The post Survey…

How to Build an Emergency Fund (and Why It Comes Before Investing)

How to Build an Emergency Fund (and Why It Comes Before Investing)

When you start getting serious about your money, it’s tempting to jump straight into investing. After all, you’ve heard about compounding, building w…

Episode 218. “Our childcare costs are about to quadruple. Are we screwed?” (Part 2)

Episode 218. “Our childcare costs are about to quadruple. Are we screwed?” (Part 2)

Last week, we met Dominique (33) and Chris (34)—a couple earning $180K a year, raising a toddler, and still living paycheck to paycheck. Dominique fe…

15 Ways To Save An Extra $500 Per Month

15 Ways To Save An Extra $500 Per Month

Our list of 15 different tactics that you can use to save an extra $500 or more each month and boost your savings. The post 15 Ways To Save An Extra …

529 Plans Now Cover More K-12 Education Costs

529 Plans Now Cover More K-12 Education Costs

529 plan funds can now cover books, online materials, and testing fees for K-12 students. The post 529 Plans Now Cover More K-12 Education Costs appe…

Episode 217. “Are we broke…or just bad with money? (Part 1)

Episode 217. “Are we broke…or just bad with money? (Part 1)

Dominique (33) and Chris (34) have been together for six years, engaged for two, and share a two-year-old son. While Dominique manages parenting, ful…