Investing

Investing might sound scary or intimidating, but really it’s about one simple idea:

How to make your money work for you.

You earned it once, now how can you multiply it in a way that aligns with your risk tolerance?

It’s weird, but I sit on both ends of the spectrum on this, at once having made big bets on my own business and experimenting with “alternative” investment platforms, and on the other hand being paralyzed into sitting on the sidelines by fear the market might go down.

In this section of the site, you’ll find information on real estate investing, trading stocks, and even buying businesses.

Before You Get Started

Know your net worth.

Your net worth is the sum of all your assets (cash, savings, mutual funds, equity in your home, etc.) minus your liabilities (student loans, credit card debt, mortgages, etc.).

One tool I like to help calculate your net worth is Personal Capital. It’s free!

Know your objective.

What’s the goal of your investment? A goal of accumulating wealth to retire in 30 years is very different than a goal of earning $1000 a month in passive cash flow.

Get tailored recommendations.

If you’re evaluating all your different investment options, it can be a little overwhelming. This cool quiz from my friends at Money Made can help narrow down your choices and point you in the right* direction.

Discover investing opportunities on MoneyMade.io

*Nothing on this site should be considered financial advice.

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

October 14, 2024January 17, 2024

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.

The 30 Day Money Cleanse: A Step-by-Step Detox Program for Your Financial Health

January 31, 2025January 11, 2024

Have you ever done a juice cleanse or a “Whole30” challenge?

While I haven’t ever gone to that extreme, I DO always feel better physically and mentally after even just a few days of clean eating.

So if a quick “cleanse” can work for our health, why not try it with our money?

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

November 30, 2023

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.

Turo Review: How Renting Out Our Cars Turned Into a Free Tesla

October 8, 2024October 14, 2023

Have you heard of Turo? Think Airbnb but for cars.

This is my review of the Turo peer-to-peer car rental platform, from the owner’s perspective.

Over the last 4 months, my husband and I have managed to leverage underutilized cars in our driveway and the Turo platform to get a free Tesla Model S for our day-to-day driving.

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

October 5, 2023October 5, 2023

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

October 3, 2023September 5, 2023

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.

The 17 Income Streams I’m Working On Right Now

November 14, 2024March 16, 2023

What can your side hustle make free?

That’s what The Side Hustle Snowball framework tries to answer.

How to Start a Local Lead Generation Website: $100,000 in One Year

December 22, 2022

This week’s guest is a long-time Side Hustle Show listener who reached out with a unique side hustle: what’s essentially a part-time lead generation website.

Link Moser runs NHFineHomes.com, which features high-end, lakefront real estate listings in New Hampshire.

Neighbor.com Review 2023: Can You Really Make Extra Money Renting Out Your Space?

September 29, 2023November 18, 2022

Neighbor.com Review: Make Extra Money Renting Out Your Space

According to Neighbor.com, you can make money turning your extra space into into storage.

But is it a legit side hustle? How does Neighbor work — and how much work does it take?

In this review, we’ll explore the pros and cons of Neighbor.com, so you can decide if it makes sense to monetize your unused space.

79 Alternative Investment Platforms to Earn Stronger Returns, Build Cash Flow, and Diversify Your Portfolio

September 23, 2024August 10, 2022

I’ve been excited about alternative investments since my early days as an aspiring real estate investor and peer-to-peer loan shark.

If you’re bored/scared/disillusioned with the “traditional” stock market and mutual fund asset classes, or if you just are curious what else is out there, this post is for you.

The cool thing is we’re living in a golden age of alternative investment opportunities, and it was quite an undertaking to compile these options.

Usually Hustling, Occasionally Social