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From $300K to $2M Exit - Scaling a Healthcare Startup with Gulé Sheikh | BWI #187

Business. Wealth. Impact.

Release Date: 10/23/2025

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Episode 187 - From $300K to $2M Exit - Scaling a Healthcare Startup with Gulé Sheikh

 

Gulé Sheikh shares her journey as a seasoned digital transformation leader who co-founded eazyScripts, a high-stakes healthcare startup. She details the critical challenges of bootstrapping with $250K-$300K, strategically raising $2 million from family offices, and navigating strict compliance and regulatory requirements. Her seven-year path from startup to successful exit emphasizes that consistency, persistence, and building investor trust are vital for entrepreneurial success.

 

Key Takeaways

 

      Understanding financial terms like dilution, loan contracts, and equity-based funding is crucial for safely raising startup capital.

      Balance thorough planning with actionable deadlines to avoid procrastination and analysis paralysis when launching your product.

      Expect to pitch extensively for major investments; building investor trust often requires 100-150 pitches and ten or more meetings per investor.

      Secure strong legal counsel and a CFO or experienced accountant early to properly structure financial documents and shareholder agreements.

      Success takes time; use bootstrapping and lean methods initially, prove your market value, then pursue larger institutional funding.

 

Resources

 

Gulé Sheikh is a seasoned digital transformation leader, thought partner, and consultant in healthcare and AI innovation with over 27 years in the tech space. She co-founded and successfully exited the company eazyScripts after seven years. She worked out of an accelerator office called Matter in Chicago when seeking investment. LinkedIn was also utilized as a resource to search for potential investors, including board members and CFOs.

 

 

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Connect with Jeanne:

 

I believe that Anything is Possible and that people have the genius within them to find and live in their Genius Zone, their ultimate potential, and to live in abundance without burnout and without burning those who surround them.

 

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      https://jeanneomlor.com/reviews/

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