5 side hustles you can do from home that can earn you an extra $20,000 per year

A recent study by Freelancer.com that analyzed data from 372,000 jobs posted on the platform between Oct. 1 and Dec. 31, 2022, and ranked programming, report-writing, and research-related jobs among the fastest growing skills on the platform.  

5 side hustles with the potential to pay over $20,000 extra each year 

If you’re on the hunt for a new side gig that you can do from home, freelancing platform Upwork has compiled a list of some of the most popular freelancing jobs on its site. According to Upwork, the following can earn you at least $20,000 a year for 15 hours of work per week.

Let’s say you earn $30 an hour as a writer, work 15 hours a week, and work 48 out of 52 weeks in a year (to account for four weeks of holidays and vacation). That would mean you’d work 720 hours total in a year and would make around $21,600 total before taxes ($30 x 720).

Experts say that if you’re already using these kinds of skills at your nine-to-five, it may be worth exploring side jobs that allow you to flex those muscles even more. 

“Many companies do not have the budget to hire a full-time employee but could use your help a few hours each week,” says Emily Casey Rassam, senior financial planner at Archer Investment Management. Consider a second job utilizing your expertise and experience from your primary career. Reach out to target companies and offer your time and services. They might not have listed a position, not knowing you exist.” 

What to consider before taking on a side hustle 

There are several factors to consider before you choose a side hustle—apart from potential earnings. Even if you’re only working a few extra hours a week, you don’t want to find yourself in a position that leads to burnout or causes unnecessary stress. 

Your hobbies, passions, and existing skill set can work to your benefit

You can use your side hustle to explore a passion or hobby that doesn’t have to do with your day job, but if nothing piques your interest, you can also use some of the skills you use at your regular job to make extra money on the side. This could also be an opportunity to build up your résumé with experiences from outside companies. 

Time management is key, so choose a side hustle that won’t lead to burnout 

Your side hustle will inevitably eat into your free time, so aim to set a designated time for side hustle work as well as time to rest and recharge. “I would suggest this side hustle be done in the evenings or on weekends,” says Dawn Dahlby, a certified financial planner and wealth wellness expert. “Remove your social media scroll and you would have lots of time to engage in something you are passionate about.”

You should loop your employer into your plan 

If you’re looking to start working on the side, you might need to let your employer know in case your company considers problematic.

For example, if you’re producing similar work to what you normally do at your job, your employer may or may not have an issue with it. Review your employee handbook to see if your company has outlined any specific rules or limitations related to outside work. Typically, it’s best to err on the side of caution and let them know in advance if possible. 

“Integrity and honesty are a must. Discuss with your employer the side hustle and that you have boundaries set between both responsibilities,” says Dahlby. 

Consider the tax implications for that extra income you earn

Side-hustle earnings are taxable income, so you should keep a record of your earnings and hang onto any tax documents you receive from the jobs you complete. If you earned $600 or more in income, the company you worked for will need to provide you with a 1099 form. If you earned less than $600, the company isn’t required to send you a form, but you are still required to report that income on your taxes. 

“If you have a secondary source of income, consider increasing your tax withholdings from your primary paycheck,” says Rassam. “The IRS has an excellent paycheck-withholding calculator that might help you dial in the correct number so that you don’t owe a significant tax bill in April.” 

The takeaway 

Side hustles can be a great way to take a breather from the tasks you work on at your day job and explore other talents. They can also be an opportunity to strengthen the skills you already have. If you’re considering a side hustle, think carefully about how to balance the added work with your day job and make sure to keep your employer and the IRS in the know to avoid any surprises.