The Skinny Confidential Him & Her Show

What It Really Takes To Build a Successful Brand & Business - From Scratch To Scale With Michael Bosstick

Aug 18, 2025
Michael Bosstick shares his raw insights on building a successful brand from the ground up. He highlights key entrepreneurial challenges and the importance of choosing the right partners. The urgency of swift action over perfection is stressed, along with effective hiring practices. Financial discipline is underscored, teaching entrepreneurs to treat their business like a multimillion-dollar venture from day one. Finally, fostering a diverse team culture can empower employees and drive success.
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INSIGHT

Entrepreneurship Isn’t Automatic Freedom

  • Leaving a job for self-employment rarely buys the freedom people imagine.
  • Entrepreneurship demands owning every function, not just your passion area.
ADVICE

Design Your Business Backwards

  • Start with the end in mind and design your strategy backward from that vision.
  • Define where you want the business to be in 5–20 years to avoid distracting pivots.
ADVICE

Choose Partners And Structure Carefully

  • Avoid default 50-50 splits and clarify roles, responsibilities, and decision rights early.
  • Choose partners who complement your skills and agree on long-term vision before committing.
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