7 min 48 sec

Building A Side Hustle While Battling A Chronic Illness

A master of time management helps other female entrepreneurs learn to automate the tasks they face every day while creating a flexible second income that pays for her medical bills each month.
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What It's About

A passive income side hustle that helps a woman pay off her monthly medical bills.

Business Model
Skills Required
Writing & Time Management
Profit Potential

Words of Wisdom

Brittany used the online, female entrepreneur communities she was part of to market research her audience. She started by asking people what they needed help with and then created content to match those problems. She did research in her Facebook groups and through her email list—and determined that what people were confused by was the automation apps themselves, so she structured and organized the course around app-specific training instead of organizing the information by topic or function.

Fun Fact

Brittany is obsessed with pop culture and works in references to pop culture in every piece of content she creates. Sometimes it’s blatant, but often it's just an obscure quote from a TV show that was never that popular but relevant to what she’s trying to teach. These sometimes subtle references have become such a part of her business that she gets emails from readers and students asking for Netflix binge or Spotify playlist recommendations.

Notes from Chris

Episode 164

Brittany Berger has had a handful of other projects over the years, but in 2015, she was diagnosed with a chronic illness and faced an expensive hospital bill and the prospect of spending hundreds of dollars a month on treatment for the foreseeable future. That’s when she knew she had to get more serious and strategic about making money outside of her day job.

Since Brittany had ongoing health issues, getting a part-time job wasn’t an option. She needed to control the hours and environment, and be able to work from bed or not work at all, depending on how she was feeling that day.

At first, she started promoting her freelance services, but the assignments took a lot of time and the digital planner was priced low. She discovered that creating online courses took less time, and she decided to develop a premium productivity course for female entrepreneurs that could bring in passive income while she worked on freelance assignments.

Between her course and freelance services, she earns around $1,500 to $2,500 per month working around 8-10 hours a week on her business. She can’t put much more time into it because of her health, and the passive side of the business is still growing, but she makes more than enough to cover her medical bills each month and is gradually paying off the larger ones from the initial diagnosis.


  • Brittany Berger:Learn more about Brittany and her time management tips and techniques on her website
  • Teachable:The learning platform that Brittany used to sell her online courses
  • ClearVoice & Contently: A couple of the freelance platforms Brittany uses to pick up additional projects

Inspiration is good; inspiration combined with action is better. Now get back to work!

Yours in the revolution,


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Quote of the Day
"The smartest thing I did was start a business based on the skills I already had because I did NOT have time to learn a completely new skill! If someone else was in this situation, I would recommend creating a side hustle using the skills you earned at your day job or past experiences."
—Brittany Berger #SideHustleSchool

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