The $100 MBA Show MBA2732 Q&A Wednesday: How Did You Know It Was Time To Sell Your Business?
18 snips
Jan 21, 2026 Selling a business isn't just about money; it's a deeply emotional journey. Omar discusses the internal struggles and mindset shifts needed to decide if it's time to let go. He reflects on the growth years, the shift toward creating a sellable asset, and the critical decision between hiring a new CEO or selling. Choosing the right buyer based on shared values is key. Ultimately, knowing when to step down is crucial for preserving the business legacy. Omar emphasizes gratitude for the journey and personal growth throughout the process.
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Started Without An Exit Plan
- Omar and Nicole built Webinar Ninja from 2014 with no exit plan and focused on product and customers.
- For years they worked 14–15 hour days to refine features and grow the user base.
Build As A Sellable Asset
- Shifting to “build for a sale” changes hiring, systems, and mindset even without a set buyer or date.
- Preparing makes future transitions smoother and reduces founder dependency.
Moment Of Truth About Leadership
- Omar realized he had taken the company as far as his leadership could and considered replacement or sale.
- He framed two options: hire a new CEO or sell to someone who could scale further.
