22 Best Real Estate Side Hustles to Build Wealth and Cash Flow

real estate side hustles

Chad Carson is a 30-something semi-retired real estate mogul, who together with his business partner, oversees a portfolio of 90+ rental units.

In fact, he and his wife are in the middle of an exciting adventure — a year abroad in Ecuador with their two daughters.

But of course he didn’t start there. Fresh off the football field at Clemson, Chad’s real estate career started more modestly by “bird dogging” and house hacking — two of the tactics he shares in this week’s show.

Rental Arbitrage: How I Made $700k Last Year Renting Out Other People’s Properties

Making money in real estate typically requires owning the property, right?

Coming up with a large down payment, securing financing, dealing with tenants, handling maintenance and repairs. The barriers to entry aren’t exactly low.

But what if you could skip all that and still bring in serious cash flow by renting out apartments and homes without buying them?

When Richie Matthews and his wife were looking to supplement their seasonal events business in late 2019, rental arbitrage seemed like an ideal side hustle.

Little did they know that just a few months later, that tiny side hustle would quickly scale into a business managing 60 units and generating over $2.5 million in revenue and $700k in profits. He now runs his company, iStayUSA.com.

House Hacking 101: Live Free and Turn Your Biggest Expense into a Profit Center

Craig Curelop

What if you could make your rent or mortgage payment go away?

Or, what if instead of paying that expense every month, your living situation actually paid you?

It’s not as far-fetched as it may sound.

In fact, that’s exactly what today’s guest, Craig Curelop, has done by intentionally “house hacking” over the past few years.

Fundrise Review: My $100,000 Commercial Real Estate Side Hustle

fundrise review

In 2015, I started building what I call “my cash flow portfolio.” This is a specific set of investments designed first and foremost to generate interest and dividends.

My thinking was: how can I get paid over and over again from work I do once?

And by investing for cash flow, I could turn every “extra” $1,000 I earned into $20-80 a year in truly passive income … forever.

Passive Real Estate Investing: Build Cash Flow and Equity—without the Sweat!

passive real estate investing options 2

Real estate investing is perhaps one of the oldest side hustles in existence.

Buy a house, rent it out, and build wealth. It’s a tried and true formula, and certainly a way to stop trading time for money.

This idea was popularized by books like Rich Dad Poor Dad, explaining (often with real estate as an example) how you can “escape the rat race” when income from assets you control exceeds your monthly expenses.

But real estate investing comes in many different “flavors” — and some take more time and money than others to get started with.

Side Hustle Showdown: Buying a Business vs. Investing in Real Estate

real estate vs small business

If you’re looking to add some time-leveraged cash flow to your bottom line, two of the best options are investing in rental real estate and buying small businesses.

Both are viable options, and to help you figure out if either or both of these investment options are right for you, it’s time for another Side Hustle Showdown.

Mobile Home Investing: $10k a Month in Positive Cash Flow

rachel hernandez

Cash-flowing $10k a month from a portfolio of mobile homes.

Sounds like a great side hustle, doesn’t it?

It is.

When most people think of real estate investing, mobile homes probably don’t come to mind. In fact, technically speaking, mobile homes are personal property – not real estate.

Usually Hustling, Occasionally Social

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