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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…

The Macro Analysis is Clear: Why We Are Reallocating (Away From Stocks) to Real Estate in 2025

The Macro Analysis is Clear: Why We Are Reallocating (Away From Stocks) to Real Estate in 2025

Is it a good time to invest in real estate? Yes, and we have proof that real estate may be underpriced, even as we hover around the most expensive av…

The Macro Analysis is Clear: Why We Are Reallocating (Away From Stocks) to Real Estate in 2025

The Macro Analysis is Clear: Why We Are Reallocating (Away From Stocks) to Real Estate in 2025

Is it a good time to invest in real estate? Yes, and we have proof that real estate may be underpriced, even as we hover around the most expensive av…

Investing Our Mortgage – 3 year update

Investing Our Mortgage – 3 year update

A few years ago we bought a house, paid in full with cash. Then I got a small mortgage as an inflation hedge and to invest for fun and profit. We use…

Should You Pay Off Debt or Invest in Real Estate? (Follow This Rule) | AMA (Ask Meyer Anything)

Should You Pay Off Debt or Invest in Real Estate? (Follow This Rule) | AMA (Ask Meyer Anything)

Can’t figure out how to buy multiple rental properties a year with your current income? Wondering whether you should get rid of your student loans be…

Calculate Your Excess Investment Returns To Feel Awesome

Calculate Your Excess Investment Returns To Feel Awesome

2025 has gotten off to a rough start with devastating fires and corrections in stocks, bonds, and other risk assets. So, I thought it’d be a good ide…

How to Invest in Real Estate in 2025 (For Beginners!)

How to Invest in Real Estate in 2025 (For Beginners!)

Want to start investing in real estate but don’t know where (or how) to begin? Even as a brand-new beginner, you can buy your first investment proper…

2025’s Massively Overlooked Real Estate Investing Opportunities

2025’s Massively Overlooked Real Estate Investing Opportunities

There will be some huge changes to the real estate market not only in 2025 but through 2028. With signs pointing to a supply slowdown, this may be on…

9 Lessons I’ve Learned After Passively Investing In Over 3,000 Units

9 Lessons I’ve Learned After Passively Investing In Over 3,000 Units

In less than three years, I’ve invested passively in around 3,000 units, spread all over the U.S.  No, I’m not rich. I invest $5,000 at a time i…

Why Short-Term Rental Investors Need Special Accounting Tools For Their Business

Why Short-Term Rental Investors Need Special Accounting Tools For Their Business

Running a short-term rental (STR) business isn’t just about creating a five-star guest experience—it’s about managing your finances efficiently. With…

The Easiest Way to Invest in Real Estate This Year

The Easiest Way to Invest in Real Estate This Year

There is an easier way to invest in real estate in 2025. It doesn’t require a ton of money or experience; anyone can do it (even a complete beginner)…

Top Accounting Software Features Every Short-Term Rental Investor Needs

Top Accounting Software Features Every Short-Term Rental Investor Needs

Managing the financial side of short-term rental (STR) investments can be daunting. From tracking expenses to preparing for tax season, the right acc…

The State of Real Estate Investing: What You Need to Know for 2025

The State of Real Estate Investing: What You Need to Know for 2025

The opportunity coming for real estate investing in 2025 is almost unimaginable. A decade from now, if you buy right, you’ll be looking back thanking…

Ask HTM: When to Ditch an Old Car, Dropping Escrow, & Investing via an ESOP – Episode 928

Ask HTM: When to Ditch an Old Car, Dropping Escrow, & Investing via an ESOP – Episode 928

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…

5 Lessons to Align Your Values, Vision, and Investments for a Financially Free Future

5 Lessons to Align Your Values, Vision, and Investments for a Financially Free Future

For investors, the road to financial freedom isn’t just about making more money—it’s about clarity: about your values, your vision for the future, an…

Friday Flight – AI Investing Advice, Binge Shopping, & Hating on Honey – Episode 927

Friday Flight – AI Investing Advice, Binge Shopping, & Hating on Honey – Episode 927

Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines…

Financial Freedom in 2 Years by Scaling Their Rental Portfolio FAST

Financial Freedom in 2 Years by Scaling Their Rental Portfolio FAST

This might be the fastest path to FIRE we’ve ever seen. In just two years, Emily and James were able to retire early and travel the world full-time. …

4 Real Estate Investing Trends That Could Take Over in 2025 and Beyond

4 Real Estate Investing Trends That Could Take Over in 2025 and Beyond

Which investing trends could make you wealthy in 2024? First, we had long-term rentals, then the BRRRR strategy, short-term rentals, medium-term rent…

Insurance Rates Are Eating Cash Flow Away—Here’s What Investors Should Do About It

Insurance Rates Are Eating Cash Flow Away—Here’s What Investors Should Do About It

If cash flow were already on its knees because of increased interest rates, soaring homeowners insurance premiums have been the real death blow. A pe…

Real Estate Syndications 101: What To Know BEFORE You Invest

Real Estate Syndications 101: What To Know BEFORE You Invest

Want 100% passive income? As in no tenants, toilets, phone calls, or painting! You can get genuinely passive income through one type of investment—re…