8 min 23 sec

Resourceful College Dropout Earns Two Paychecks from One Employer

A corporate employee takes charge over a new branch of the company he works at and ends up creating a second income for himself. Don’t fire your boss… get them to pay you twice!
Business Savvy Marketing Service Unconventional

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What It's About

How a resourceful employee jumped on an opportunity to run his own branch of the company he works for and brings in $40,000 on the side.

Business Model
Skills Required
Resourcefulness & Leadership
Profit Potential

Words of Wisdom

Zach's boss at MarketSmart knew that employee turn over can be expensive for a company in the long-run, and it's better to hold onto and value your employees. If you find someone who's working well in your company, give them reasons to stick around. Not only does it keep turn over at bay, it instills loyalty in the ranks!

Fun Fact

LinkedIn was the major driver of traffic and sign ups. Zach joined every fundraising industry group he could, and every day he would hunt for posts looking for something relevant to what his team had built. When he found them he would post a comment and link back to Fundraising Report Card.

Notes from Chris

Episode 130

Can you start a side hustle within your own company? I don't mean a company you own, I mean your employer's company. More often than not, the answer to that question is probably not, but that doesn't mean it hasn't been done! In today's story, we feature a resourceful college dropout who earns two paychecks from one employer.

Zach Shefska is a proud of being a college dropout. As a matter of fact, that’s the first way he describes himself on his website. And like a lot of college dropouts, he’s self-motivated and has a lot of skills. Before working full-time, Zach was a student at the University of Pittsburgh. He dropped out after three semesters, when his mom was diagnosed with lung cancer. He moved back home to live with his family.

When he was first hired for a job at a company that helps non-profits with fundraising, he had made it clear to his boss—the founder and CEO—that he was entrepreneurial. The boss must have remembered this, because after his first year was up, he approached Zach with the proposal to create an all-new product which would also be an all-new department.

Not only was Zach in charge of it, he would have “ownership” over it and would profit from it, with a portion of sales being added to his regular paycheck. Zach remains a salaried employee in addition to this new source of income. It’s a very unusual dynamic. The parent company is sort of his "investor," it's bankrolling the product development.

They launched in July of 2016, and this year they’re projecting gross income of $150-200,000. Net income is around $40,000 a year (or $5,700 a month).

For this side hustle, he has to work extra hours, but he doesn’t have to go far to change job locations.



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  • Accountant Starts Net-Zero Personal Finance Hustle: An accountant finds a way to bridge the gap between financial advisers and tax professionals by transferring some of the skills from his day job to his own self-employed income
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
"Everyone knows turnover is expensive, and Fundraising Report Card is my boss's attempt to make sure I don't go anywhere. All I can say is that it's definitely working."
—Zach Shefska #SideHustleSchool

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To infinity and beyond,

Chris Guillebeau