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Stuart Bernstein

Chief Problem Solver, Solve For (X)

I bring more than 25 years of experience across sales, marketing, finance, and operations, with a track record of successfully scaling multiple companies. I enjoy working with founders to challenge assumptions, refine business ideas, and build the financial and operational foundations needed for long-term growth.

 

My background allows me to evaluate business models from multiple perspectives—from strategy and financial planning to storytelling and investor communications. I'm passionate about supporting entrepreneurs because I believe strong startups create stronger communities, and mentoring founders is one of the ways I contribute to Chicago's entrepreneurial ecosystem while staying connected to the innovation community.

Questions:

  • How do I pressure-test my business idea and identify potential gaps?
  • How do I build and validate a financial model that supports growth?
  • How can I strengthen my pitch and prepare for the questions investors or customers are likely to ask?