
The $100 MBA Show MBA2708 Q&A Wednesday: How Did You Make The Leap From Your Job To Starting a Business
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Nov 26, 2025 Thinking of transitioning from employee to entrepreneur? Discover the inspiring journey of one individual's leap into business. Learn practical steps, from developing a side hustle to managing an 'escape fund' for financial safety. Understand the importance of planning a phased exit instead of a drastic jump. Omar shares strategies like committing fully by quitting strategically and investing in help to accelerate growth. Get ready to take the leap with confidence and clarity!
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Promotion Frustration Triggered The Leap
- Omar left a stable teaching career after becoming frustrated that he wasn't promoted despite acting as department chair for 18 months.
- That frustration exceeded his fear and became the catalyst to pursue entrepreneurship full time.
Frame The Exit As A Bridge
- Think of leaving a job as building a bridge, not jumping off a cliff; plan steps backwards from your quit date.
- This mindset reframes risk into a sequence of manageable actions toward entrepreneurship.
Prove Demand With A Side Hustle
- Build a profitable side hustle as proof of concept before quitting your job so you can scale hours later on.
- Omar made about $2,500 from part-time web work and used that to validate demand and potential earnings.
