In our first post in this series, Should I Let My Employees Have Side Gigs? we explored whether leaders should encourage or discourage employees who want to work outside of their full-time role. We looked at the benefits and the risks, both for employees and organizations. (We’re not the only ones, by the way. See: Forbes.)
Now let’s turn the focus to why side gigs matter to so many people on a personal level. Some individuals will never find complete fulfillment in a single, full-time job. Stability and a paycheck may be there, but motivation and meaning may be missing. Side gigs often fill that gap.
Why full-time jobs sometimes fall short
Herzberg’s Theory of Motivation, which we covered in What Really Motivates Employees, provides insight into why this happens. He separates job factors into two categories:
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Hygiene factors like pay, job security, company policies and working conditions. These prevent dissatisfaction but do not inspire true motivation.
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Motivators like achievement, growth, recognition, responsibility and the work itself. These create satisfaction and engagement.
Most full-time jobs deliver hygiene fairly well. Where they often fall short is in the motivators. Employees may have a steady salary and benefits but little opportunity for growth or recognition. They may feel disconnected from the work itself.
Daniel Pink’s DRIVE model highlights three elements that lead to lasting motivation:
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Autonomy: The freedom to choose what you work on, how you do it and when.
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Mastery: The desire to get better at something that matters.
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Purpose: The sense that your work contributes to something larger than yourself.
When we look at side gigs through this lens, it is easy to see why they are so fulfilling.
How side gigs meet the need for autonomy, mastery and purpose
Side gigs can provide the motivators that full-time roles may lack.
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Autonomy: With a side gig, you decide what to pursue. You choose your projects, your schedule and your approach. That freedom can feel refreshing compared to the structure of a 9-to-5.
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Mastery: Side gigs often require you to stretch, learn new skills and grow. Progress is easier to see, and small wins build confidence.
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Purpose: Most side gigs start with passion. People choose to spend extra time on something that matters to them, whether that is serving others, creating something new or pursuing a hobby that brings joy.
This combination is powerful. It explains why someone may be energized by work on nights and weekends even when their main job leaves them drained. Tip: Take the DRIVE Self-Survey here!
Things to keep in mind
Herzberg reminds us that hygiene factors still matter. If a side gig causes stress, burnout or financial instability, the motivators lose their power. A few important reminders:
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Protect your time and energy so your side gig enhances life instead of overwhelming it.
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Be realistic about money. Side income can be inconsistent, so it should supplement rather than replace financial security unless carefully planned.
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Stay aware of employer policies. Transparency can help avoid conflicts of interest.
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Choose quality over quantity. One meaningful side gig is better than several that do not bring growth or purpose.
For those who will never be fully satisfied with one job
The truth is that some people simply need more than one role to feel whole. A single job, no matter how good, may never meet their need for autonomy, mastery and purpose. Side gigs are not just “extra work” for them. They are the work that makes life feel meaningful.
Take-away tips
If you are considering a side gig, or already have one, here are a few ways to make sure it adds to your fulfillment:
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Choose something that aligns with your values and interests.
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Set aside time so you can build skill and see progress.
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Create boundaries so the side gig supports, rather than drains, your well-being.
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Share your work and seek feedback so recognition and growth are part of the journey.
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Revisit your goals regularly to be sure the work is still meaningful.
Side gigs give people an outlet to find the motivation and satisfaction that full-time jobs may not deliver. They create space for autonomy, mastery and purpose, and they often provide the true motivators Herzberg described. For many, that makes side gigs not optional, but essential.
Stay tuned for the next post in this series, where Taylor will work through a Start, Stop, Stay activity related to side gigs.