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Pharmacist to Full Time Real Estate Investor w/ Ryan Chaw – Episode 989

Pharmacist to Full Time Real Estate Investor w/ Ryan Chaw – Episode 989

Newer listeners may not realize how OBSESSED with investing in real estate we were back in the day. In fact, when we were batting around ideas for a …

When Do You Have To Pay For College Costs And Tuition Bills?

When Do You Have To Pay For College Costs And Tuition Bills?

Most colleges bill tuition in July or August, find out what’s included and when to pay. The post When Do You Have To Pay For College Costs And Tuitio…

Flourishing at Work: What Physicians Get Wrong About Career Happiness

Flourishing at Work: What Physicians Get Wrong About Career Happiness

As doctors, we optimize for salary, prestige, or job security but rarely consider the factors that really contribute to long-term happiness. The post…

The Deal-Making Strategy Hiding in Plain Sight

The Deal-Making Strategy Hiding in Plain Sight

In this edition: Turn small talk into deal flow, learn the power of tuck-ins, and break down 3 real Main Street deals. The post The Deal-Making Strat…

How to Start a Business Legally

How to Start a Business Legally

Start, Build & Grow Your Business with UpFlip How to Start a Business Legally Business ownership can be highly rewarding, but have you ever wonde…

Where to Buy Your First (or Next) Property in 2025

Where to Buy Your First (or Next) Property in 2025

If you’re thinking about getting into real estate—or expanding your portfolio—2025 might be your year. And if you live in an expensive city, yo…

Leaving His Job at 36 to Give Back, NOT Get Rich During FI

Leaving His Job at 36 to Give Back, NOT Get Rich During FI

For many of us, FI (financial independence) isn’t just about having the biggest bank account. Growing wealth is one thing, but getting rich isn’t the…

Testerup Review: How I Made $72.50 Playing Games on My Phone

Testerup Review: How I Made $72.50 Playing Games on My Phone

Testerup pays you to test apps, play games, and answer surveys. Learn what I think of this site in my Testerup Review. Are you looking to make extra …

529 Day Offers Bonuses To Start Saving For College

529 Day Offers Bonuses To Start Saving For College

Key PointsMay 29 is recognized nationally as “529 Day,” with states and financial institutions offering bonuses, giveaways, and events to…

2025 WCI Survey Results: Here’s How Much You Make, How Much You Spend, and Your WCI Criticisms

2025 WCI Survey Results: Here’s How Much You Make, How Much You Spend, and Your WCI Criticisms

We asked you to fill out the 2025 WCI survey, and so many of you did. Here's what you said, what you like, and what you want us to improve. The post …

Episode 210. “We make $170k—but spend like we make $450k”

Episode 210. “We make $170k—but spend like we make $450k”

Clara (29) and Devin (34) are married with three young kids, trying to build a future while juggling debt, stress, and wildly different approaches to…

To Personal Finance, My First True Love

To Personal Finance, My First True Love

Over the long weekend, I was toying with a creative prompt: “What are you afraid to write?” Reflecting on the last dozen interviews I’d done for Rich…

The Choices We Make To Achieve Financial Freedom Aren’t For Everyone

The Choices We Make To Achieve Financial Freedom Aren’t For Everyone

After publishing Why We Keep Spending Even Though We Know We Shouldn't, I realized something important: the real reason I wasn’t willing to spend on …

3 Cash-Flowing Real Estate Deals in 2025 (& Where We Found Them)

3 Cash-Flowing Real Estate Deals in 2025 (& Where We Found Them)

There are still real estate deals even in 2025. To prove it, we’re taking three real (on-market!) deals and analyzing them three ways: as a long, med…

From Job Loss Risk to $6,000/Month Cash Flow & 10 Rentals in 2 Years

From Job Loss Risk to $6,000/Month Cash Flow & 10 Rentals in 2 Years

Are you tethered to your W2 job as your main (or only) source of income? What if it disappeared tomorrow? After a huge wake-up call, today’s guest re…

Warren Buffett Sounds Off on Real Estate, Boomers Leaving “Problem” for Gen Y

Warren Buffett Sounds Off on Real Estate, Boomers Leaving “Problem” for Gen Y

Warren Buffett just dropped a blunt take on why real estate may not deliver the same upside as stocks. Is he onto something—or overlooking key factor…

Ask HTM: Buying a Used Mattress, Best Use of an Inheritance, & Disqualified from a Roth – Episode 988

Ask HTM: Buying a Used Mattress, Best Use of an Inheritance, & Disqualified from a Roth – Episode 9…

Let’s kick off 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 quest…

What Is A Rhodes Scholar And How Does It Work?

What Is A Rhodes Scholar And How Does It Work?

Learn what a Rhodes Scholar is, what the scholarship covers, and how it affects college and postgraduate education costs. The post What Is A Rhodes S…

Generational Wealth vs. Enough

Generational Wealth vs. Enough

You might've heard the phrase, "Shirt sleeves to shirt sleeves in three generations," and the statistics back this up. What should be done? The post …

Get Ready for Summer 2025!

Get Ready for Summer 2025!

Hey everyone! I hope you had a good Memorial Day Weekend. I heard on NPR it was one of the busiest travel days ever. We didn’t do much, though. We ..…