Bootstrap Confidential - Episode 11

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Bootstrap Confidential

14 episodes

2 days ago

Bootstrap Confidential is designed to provide you with all the tools you need to bootstrap your business. Bootstrap Confidential is built by bootstrappers for bootstrappers. It is an information and knowledge based member network that pulls together a wide variety of resources all based on the stories and lessons learned by experienced bootstrappers.

Entrepreneurship

Business

RSS

All content for Bootstrap Confidential is the property of Bootstrap Confidential and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

Entrepreneurship

Business

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Bootstrap Confidential - Episode 11 - Matthew Grant

Bootstrap Confidential

36 minutes 48 seconds

1 month ago

Bootstrap Confidential - Episode 11 - Matthew Grant

🎧 Episode Snapshot: Talent, Truths & Tech That Sticks
Featuring Matthew Grant, Founder & CEO of InsTech

This episode dives into the realities of building a successful tech business in insurance and beyond. Matthew Grant shares hard-won insights on attracting and retaining top talent, and why knowing what you don’t know is a superpower in leadership.

We explore the importance of listening to the market—not just your instincts—when building products, and how humility and curiosity drive innovation. The conversation also touches on the challenges of scaling, the role of domain expertise, and why founders must balance vision with validation. Plus, the art of asking better questions and creating cultures that thrive on learning.