Q&A: Look for a Valuable Side Hustle

Happy couple working as pet sitters and walking group of dogs as a side hustle to earn extra money learned on Think and Talk Money.

In this week’s Q&A, we talk about how the timing was right to launch Think and Talk Money, why you should consider a side hustle, and what comes next for the website.

As always, please email your questions or leave a comment below or on socials.

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I had been thinking about writing a book or starting a website for a couple years. Over the holidays, my dad gave me the final push I needed.

We were casually chatting while the kids played in the other room. Out of nowhere, he said, “Matt, you should do it.”

Do what?

“You should write a book.”

Oh, no biggie.

I didn’t expect him to say that. He went on to explain how you get to a certain age and you look back on life and wonder where it all went. You think about all the things that you wanted to do but never got around to doing.

No regrets, blogging then book.

He knew I had been thinking about writing a book for a while and didn’t want me to regret not doing it.

I thought about it and realized he was right. I would never forgive myself if I didn’t take this chance.

Now that I’ve thrown this out there, I have to do it, right?

There’s never a perfect time in life. If I didn’t start Think and Talk Money now, I might never have gotten around to it. Something always comes up. It’s too easy to make excuses.

It’s true we have a lot going on. Fortunately, I had a system already in place that gives me time to write thanks to Hal Elrod’s The Morning Miracle.

I hesitate to say a certain book “changed my life.” This might be one of them.

For almost 10 years now, I’ve been waking up at 5:30 a.m. to read, journal, and relax. It’s so beneficial to have that time for myself, especially now with kids, before the day gets away from me.

To learn more about the benefits of a daily morning ritual, check out Elrod’s miracle morning website.

Since launching Think and Talk Money, I use my mornings to blog instead of reading. I like teaching and writing about personal finance, so my mornings are still enjoyable.

That being said, I may need to adjust the schedule to read the latest book in the Empryean series, Onyx Storm.

Short answer: I love side hustles.

We’ll spend some time in a future post talking about all the advantages of having a side hustle.

The obvious advantage is you can make more money. The important thing is what you do with that money to make the side hustle worth it. A side hustle is another time commitment, after all. If you’re going to take on the responsibility, make sure it counts.

Before you consider a side hustle, have a plan in place for why you want additional money. Are you looking to pay down debt faster? Save for a wedding? Invest in your first rental property?

One of my favorite experiences teaching personal finance to law students involved a side hustle. A couple of years ago, a student approached me during a break and told me about his credit card debt. It had been weighing heavily on him.

After our discussion about side hustles, he committed himself to driving for DoorDash and using the income to pay off his credit card balance.

Six months later he sought me out to share that the plan worked. His side hustle allowed him to pay off his credit card in less than six months. All while working a full-time job and attending law school par-time. I couldn’t have been happier.

To help you think through why you might want a side hustle, check out these three posts:

BTW, you’re not too busy or important for a side hustle.

Some people reading this will automatically think, “I’m way too busy to even think about another job.”

In my personal finance class for law students, we spend a lot of time challenging that notion. Very few people- and I mean very few- are too important or too busy to take on a side hustle.

You may think you’re one of those “too important” people. I would challenge you to assess whether you’re confusing “too important” with “too stressed.”

Setting that conundrum aside, the ideal side hustle is something you enjoy doing that can earn you extra money at the same time. Some examples my students have come up with in class include:

  • Bartending. Entice your friends to come to your bar by offering cheap drinks. You get to hang out with them and get paid at the same time.
  • Fitness instructor. Instead of paying $48 for the spin class you love, become the instructor and get paid to lead the class.
  • Dog Walker. If you love dogs and don’t currently have one of your own, what better way to fill that void in your life while making money. The same applies to babysitting.
  • Home Baker. Make homemade treats with your kids and sell them to parents who don’t have the time.

There is always a way to make more money.

The point is there are always ways to make more money by doing things you like to do anyways. Even if you’re busy. You just have to exert some mental energy to figure out how.

I’m reminded of another conversation my dad and I had when I was in high school.

Growing up, my siblings and I were busy kids. Sports, clubs, performances, classes, you name it. I made a remark to my dad about it at one point.

He responded that being busy wasn’t a bad thing because you don’t have time to fool around. When you have no choice other than to stay focused, you actually perform better in all facets of life.

You’re not thrown off by distractions because you’re locked in on accomplishing your goals.

Smiling female bartender talking with customers as her side hustle to make extra money learned on Think and Talk Money

After launching Think and Talk Money, I feel a heightened sense of focus. It’s benefitting me in all of my pursuits. I take care of business as best I can, while prioritizing my family and my health.

I can see your eye rolls through your screen.

This guys is nuts. He’s a workaholic. He has no life.

The people who know me best would beg to differ.

They might just tell you that I’m striving to build a life where I spend my working hours doing what is meaningful to me.

I spend my personal time with the people that are meaningful to me.

Yes, I’ve used HELOCs, which stands for Home Equity Lines of Credit, to scale my real estate portfolio.

This question leads to so many concepts we need to discuss, from debt and credit to investing. We’ll come back to HELOCs more fully in a separate post.

The bottom line is using HELOCs to scale your investment portfolio is a more advanced strategy that I would not recommend for everyone. I probably wouldn’t recommend it for most people, even experienced real estate investors.

I say that for good reason. When you hear HELOC, think debt. For many of us, debt is problematic and leads to negative emotions.

I experienced these negative emotions associated with debt. I only got comfortable with taking on debt as I learned to trust myself again with the responsibility.

HELOCs are like credit cards, just in another form of debt.

My advice: if you have proven to yourself that you can responsibly handle debt, using a HELOC may be a worthwhile strategy for you.

By responsible with debt, I mean:

If you satisfy all of the above, a HELOC may be useful to scale your real estate portfolio. If you’re thinking about using a HELOC in the near future and want to talk it out, please feel free to reach out.

It’s only been five weeks, but I’m happy I took the chance to launch Think and Talk Money.

It’s been fun.

And, it’s been hard.

First, the fun stuff. I’ve enjoyed writing and talking about personal finance concepts that are important to me. I’ve especially enjoyed all the interactions with our readers.

One unexpected element I’ve appreciated is the sense of accomplishment that comes with publishing every post. This is very different from my experience as a lawyer where we typically work on a case for years before its conclusion.

I’ve also had fun writing in a new style. I haven’t ever blogged before. I haven’t done any writing other than legal writing since college. If you’ve ever had the pleasure of reading a legal brief or court opinion, first off, I’m sorry. Second, you understand how different legal writing is from blog writing.

Even though the writing styles are different, there is certainly some overlap in the fundamentals. My aim in both styles of writing is to be clear, concise, and informative. I hope to be somewhat interesting, as well.

As a blogger, I’m still finding my voice, as they say.

It can be challenging to make core personal finance concepts- like budgeting and saving money- educational, simple, and entertaining. If I’m doing my job, then my personal finance content should also be relatable and understandable.

Please let me know you have any feedback on what’s working (or not working for you)!

Now, for the hard stuff.

My wife and I launched Think and Talk Money with zero knowledge, skills, or experience in starting a website.

Can you tell? Be nice.

We have no tech background whatsoever. Two months ago, I had no idea what SEO, caching, or plugins were.

We also have no design or marketing background. I didn’t even have social media (other than LinkedIn) until we launched. The fact that we have 129 Instagram followers (don’t laugh) seems like a small miracle to me.

My first post on LinkedIn had more than 12,000 impressions in the first few days. I still have no idea what that means, but it’s exciting!

If you’ve ever started a website, you know exactly what I mean. Creating the content is only the first step. So much more goes into it behind the scenes. We’re still only scratching the surface.

To sum it up, the tech stuff has been challenging and time consuming. We’ve learned so much already but have so much more to learn.

Thank you to everyone who has reached out with tips and suggestions!

I completely understand why this is an important question to think about. The truth is we’re just getting started and haven’t thought about Think and Talk Money in terms of an end game.

I’ve always liked to teach and write, and this lets me do more of both. For now, our mission is to introduce the most important concepts of personal finance through the blog.

We post three times per week on Mondays, Wednesdays, and Fridays.

Some of the posts cover core personal finance topics in depth. Other posts are more targeted and address specific strategies or lessons.

A writer engrossed in their work at a desk overlooking a tranquil lake, finding inspiration in the natural surroundings to write about personal finance at Think and Talk Money.

There’s an intentional order to the way we’ve been introducing concepts. The order is important and mirrors the curriculum in my personal finance class for new lawyers.

We started with money mindset, then moved to budgeting, then moved to savings.

These are core personal finance concepts that we will always revisit in the blog. If your mind is not in the right place, it doesn’t matter if you know the particulars of how to budget or save.

We’ll soon move on to topics like debt and credit, investing, and real estate.

So, what comes next for Think and Talk Money?

My wife and I are thinking about all the options: podcast, online courses, personal coaching, speaking events, and a book.

Of all these options, the book might be the surest thing. I’ve wanted to write a book for a long time.

Whatever happens, we’ll do our best to continue creating valuable content and listen to what our audience wants.

Let us know if you have any thoughts or ideas on what should come next!

Disclosure: This page contains affiliate links, meaning I receive a commission if you decide to purchase using my links, but at no additional cost to you. Please read my Disclosure for more information.

© 2025 Matthew Adair

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Comments

2 responses to “Q&A: Look for a Valuable Side Hustle”

  1. Alex Avatar
    Alex

    Matt, I love your discipline around your morning routine. Great reminder that we have some control over how we spend our time!

    1. Matthew Adair Avatar

      Well said, Alex! Your point pretty much sums up everything we’ve been talking about. With a little bit of intentional energy, we can take charge of our time and our money.

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