Ep 172 The Drop-Out Multi-Millionaire with Brian Will

Ep 172 The Drop-Out Multi-Millionaire with Brian Will

Brian Will is a serial entrepreneur who has created or co-created six very successful companies in four different industries over the last thirty-five years. His first foray into owning his own business was a 10-year stint in the landscaping industry that he started when he was twenty years old. This was followed by three online internet companies during the dot.com boom of the late nineties and early 2000s.

The first was an online health insurance website and call center that was eventually sold to a venture capital company in Silicon Valley and today is one of the largest online Medicare insurance platforms in the US.

The second was an online “lead generation” company in the subprime credit space that was sold to a private equity firm out of Chicago.

]We talk about

Why people should not listen to Silicon Valley Billionaire experts?

What skill set would be best to learn early on when starting a business?

Why do so many businesses fail?

When is it time to leave a company and take a break or do something new?

And much more…

Connect with Brian Will

Brian Will – The Author of The Dropout: Multi-Millionaire (brianwillmedia.com)

(14) Brian Will | LinkedIn

brian@brianwillmedia.com

Jaksot(282)

Ep 257 How VCs Think: Insights from Keshia Theobald-van Gent

Ep 257 How VCs Think: Insights from Keshia Theobald-van Gent

In this episode, we sit down with Keshia Theobald-van Gent, a seasoned venture capital investor with deep expertise in fund economics, portfolio strategy, and founder alignment. Keshia shares her shar...

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Ep 256 Behind the Curtain of Venture Capital with Mohamed Ahmed

Ep 256 Behind the Curtain of Venture Capital with Mohamed Ahmed

Episode Description: In this insightful episode, we sit down with Mohamed Ahmed—engineer-turned-founder, investor, and author—to explore the real mechanics of venture capital, startup life, and perso...

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Inside the PE Playbook: Post-Acquisition Strategy with John Bisack

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In this episode, Shawn sits down with John Bisack, an experienced operational strategist and advisor who specializes in helping private equity-backed companies navigate the critical post-acquisition p...

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Ep 254 How to Win in the Federal Government Market with Paul Adler

Ep 254 How to Win in the Federal Government Market with Paul Adler

In this episode, Shawn sits down with Paul Adler, a veteran strategist in global revenue growth and a trusted advisor for companies entering the complex world of Federal Government markets. With decad...

11 Touko 202537min

Ep 253 Mastering the Art of Negotiation with Stan Christensen

Ep 253 Mastering the Art of Negotiation with Stan Christensen

In this episode, we’re joined by Stan Christensen, a veteran dealmaker, negotiation expert, and founder of Arbor Advisors. With over two decades of experience teaching negotiation at Stanford Universi...

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Ep 252 Leading with Vision — Inside the Mind of a Public Company CEO with Shalabh Gupta

Ep 252 Leading with Vision — Inside the Mind of a Public Company CEO with Shalabh Gupta

Episode Overview Today’s guest is Shalabh Gupta, a visionary entrepreneur and the CEO of a publicly traded company. With deep experience in both public and private markets, Shalabh brings a mission-dr...

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Ep 251 Startup Exit to AI Innovation: A Conversation with Rahul Pangam

Ep 251 Startup Exit to AI Innovation: A Conversation with Rahul Pangam

Rahul Pangam — Entrepreneur, AI Strategist, and Founder 🎧 Episode Overview: In this episode, we’re joined by Rahul Pangam, a seasoned entrepreneur and AI leader who successfully built and exited a co...

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Ep 250 Technology, Venture, and Leadership: A Conversation with Manish Patel

Ep 250 Technology, Venture, and Leadership: A Conversation with Manish Patel

In this episode, we sit down with Manish Patel, whose career has spanned Google, venture investing, and product innovation. From playing a pivotal role in scaling transformative products like AdWords ...

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