Six Side Hustles That I’ve Done

Here are six of the side hustles that I've done in the past. I am currently still doing a few of them.

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For years I’ve had that entrepreneur spirit in me. I have been finding ways to make extra money since I was in middle school. I have always wanted to have some extra money around whether it was for clothes or vacation. Here are six of the side hustles that I’ve done in the past. I am currently still doing a few of them.

Selling Calendars

In middle school, I decided to create calendars. As a teenager, I wanted to make some extra money so I decided to try this out.  I’m not sure how many, but I did make a few sales. Teachers and a few of my peers purchased them. Even though I made money from them, I never tried to sell them again. I didn’t feel like going through the hassle of trying to come up with a design or picture for each month. I also didn’t feel like spending the small amount of money that I had to get them printed.

Selling Candy

For years I sold candy. It was easy money. I actually did this hustle from middle school up until my freshmen year of college. Everybody has a sweet tooth. I capitalized on that. I probably made one hundred dollars per month back then. It could have been more, but I wasn’t as focused as I should have been. I should have kept some sort of record. In college, people would come to my dorm at different times of the day to get some candy. I should have kept doing that until I graduated, but again, my lack of focus messed me up.


Mix CD’s

If you had a computer and a CD burner in the late 90’s or early 2000’s you could have made serious money making custom mix CDs. I did very well back in the day making custom mixes. I loved this side hustle. Everyone didn’t have access to music like they do now. I used that to my advantage. I also knew the websites to check where you could get music a week or two early. Man, I was doing good. Nowadays, this side hustle wouldn’t make much money. It’s easy to get music now.


The next side hustle that I did was to take surveys. You will not get rich doing this, but you can make a hundred bucks per month if you try hard enough. If you have a lot of downtime at your job, this is something that you can do there.  While I don’t do surveys as much as I used to, I still use Swag Bucks and Opinion Outpost from time to time.


I’ve been selling items on eBay on and off since 2009. I got more serious about it 2015. Sometimes it’s old things from around the house. Other times I go to yard sales or to the thrift stores and find items. You would be surprised what you could find in there.  People can buy things for a couple of dollars and make a few hundred bucks off of them on eBay. To make that happen, you do have to research what you’re selling. I currently make a couple hundred bucks per month with eBay doing it part-time. If you are interested in starting with eBay, check out my course titled The Beginner’s eBay Course.


A few years ago, I used to sell t-shirts during St. Patrick’s Day weekend in Savannah, Georgia. Savannah has one of the largest St. Patrick’s Day celebrations in the country. I figured I should do something to make some money during that weekend, so I came up with custom shirts for tourist.  I sold my St. Patrick’s Day shirts for four years. Three out of the last four years I made a profit. One year, I tripled my investment. I am currently working on other ideas and designs. Over the years, my strategy has changed. I don’t print shirts and sell them anymore. I use a site called Teespring to sell them. Also, I don’t have to use my money, so I will never take a loss. I also have a Facebook page for my tees as well. I test and post a lot of the new designs over there.  Feel free to check them out when you get a chance.

These are just a few of the side hustles that I have had. I will be working on a few more to help me get my debt down quicker. I enjoy having multiple streams of income. One source of income does not cut it. There’s a lot that I want to do in life and I need money to do it.

What types of side hustles do you have? How have they worked for you?


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  1. Maybe not a side hustle, but I have bar-tended from time to time to get me through. I have to say, you’ve done your share!
    Jacqueline Gum (Jacquie) recently posted…Health Care… Where’s The Justice?My Profile

  2. Awesome suggestions, Jason! I’ve flipped several for a profit – vehicles, antiques, records, etc. but I need to get off my butt and start purging a lot of the junk in and around the house. This post was a great reminder and thank you! 🙂
    Mike recently posted…My Top 10 +1 Favorite British ActorsMy Profile

  3. I know side hustling well lol! I use to braid hair on the weekends and make a nice chuck of change just from those two and a 1\2 days (I would start Friday evening). My daughter sold candy at school. The candy game is no joke lol. In LA we have Smart &Final it was a store like Costco. You could buy food in bulk and it was cheap. My daughter would make so much money that she bought her own Jordan’s lol.
    Niekka McDonald recently posted…The Single Parent BluesMy Profile

  4. You’ve certainly done your share of the hustle!
    Mine, well, few and far between…selling used books, tutoring once in a while, washing cars for the occasional dollar, mowing lawns – this one was always fun!
    At the end of the day if one can make the ends meet, thats what matters.
    Simon @ Modest Money recently posted…TradeKing Review – Exclusive Review of TradeKing BrokerageMy Profile

  5. You are an ideas man!
    I haven’t come up with my own ideas like you, but I have done everything from telemarketing to Avon and now the blog. I would like to have more ideas of my own though.
    Becc recently posted…The little ailments normal people getMy Profile

  6. Haven’t done any side hustling as I spend most of time working at my business. I don’t know where you live, but companies that rake leaves here get $250.00 to blow them in your streets. Get yourself bonded.
    Arleen recently posted…6 Healthy Habits During the HolidaysMy Profile

  7. Great ideas not only on your post, but with the comments as well. I need to find a side hustle that can help defray some college expenses that we will be incurring over the next 6 years…. Any ideas??

    Thank you for sharing!
    Mark Brody recently posted…The River of NegativityMy Profile

  8. I love the amount of diversity and industry you showed (show), that’s the way to succeed. One summer during college I borrowed $200 from my school’s ombudsman and set up a coffee shop for the students attending summer school. I bought clothes, shoes, went to movies and generally had a wonderful summer on my earnings and paid back the ombudsman in September. The best part? I loved my boss. 🙂
    Debra Yearwood recently posted…How Do You Find Opportunity?My Profile

  9. I love that you have done what it takes to make ends meet. That is the hard working entrepreneur in you. 🙂
    Susan Cooper recently posted…Pumpkin Pie In A Jar: RecipeMy Profile

  10. It is always nice to earn extra cash on the side. We used Craigslist and eBay to make thousands by selling our belongings before moving to Thailand. Always interesting to see how others make it happen. Thanks!
    Chris & Angela recently posted…How to Teach Yourself ThaiMy Profile

  11. Wanda

    Very informative blogs Jason.
    Love the fact that you are sharing and giving
    back knowledge.

  12. Tiana

    I make and sale custom crocheted items and braid hair…your blog is inspiring! Thanks for posting!

  13. All really great side hustles! I’ve done many side hustles, some panning out and some not so much. I’ve enjoyed blogging and freelance writing more than any of the other side hustles I’ve tried.
    DC @ Young Adult Money recently posted…Wedding Budget SpreadsheetMy Profile

  14. Were you the kid one the subway selling Peanut M&Ms to buy “basketball uniforms”? I always wished it was Skittles or Reeses.

    I’ve been hustling since I was little. I made and sold friendship bracelets and lanyard keychains between the ages of 10-12. Now I mystery shop (moreso to do things for free than to make extra money) and rent my place on Airbnb when I’m out of town. Keeping the rentals to 14 nights a year or less got me several thousand dollars in tax free income. I have also done the survey thing but found it took too much time for too little reward. I’ll pop won up in occasion but if I don’t get a winner within a few tries I leave it alone. Swagbucks is much more lucrative on the shopping ands dining side. Some merchants offer as much as 10% rewards per dollar spent. That adds up quickly.
    Anyways, your hustle is impressive.