Vinnie Fisher / Founder & CEO, SiteTrust. Coach. Speaker. Author episode artwork

EPISODE · May 25, 2026 · 1H 4M

Vinnie Fisher / Founder & CEO, SiteTrust. Coach. Speaker. Author

from Headsmack: Conversations with Misfits · host Paul Povolni

The Trust Gap: What AI Is About to Expose About Your BusinessVinnie Fisher has done something most entrepreneurs only dream about: he built and exited three seven to eight figure companies, and now he is using everything he learned to tackle one of the most urgent problems in modern business, the AI trust crisis. A corporate attorney for 26 years, a serial entrepreneur, and the author of four books, Vinnie is the founder and CEO of SiteTrust, the certification platform that helps businesses prove to their customers that they use AI responsibly. In this candid conversation with Paul Povolni, Vinnie shares the chip-on-his-shoulder origin story that drove him from a broken home to the top of his law school class. He breaks down what makes a business truly sellable, why the converting offer is the single most important thing in any company, and how he found the idea for SiteTrust in the middle of a church sermon. Vinnie also introduces the Trust Gap framework, covering the three leadership gaps every business leader needs to shrink, integrity, awareness, and courage. And he closes with a message that might just be the most practical thing any entrepreneur can hear: your real superpower is not quitting.GUEST BIO:Vinnie Fisher is a serial entrepreneur and problem-solver who has spent three decades identifying critical market gaps and building scalable infrastructure to solve them, from 26 years in corporate law to founding and exiting multiple seven to eight figure companies generating over $400 million in sales. A lawyer by trade, Vinnie practiced tax and business law for 10 years before leaving the field in 2007 to pursue entrepreneurship full-time, building companies across industries including early internet, web hosting, and back-office financial operations. He is now the founder and CEO of SiteTrust, the certification standard for AI disclosure that helps businesses demonstrate transparency, reduce legal exposure, and earn measurable customer trust. Vinnie is the author of four published books, including "The CEO's Mindset," "False Profits," and "Beyond Your Shadow," and is currently writing his fifth book, "The Trust Gap." He lives in Ohio with his wife Deb and their four children.LINKS: sitetrust.com/giftsSend us Fan MailPaul Povolni (Voppa) is the founder of Voppa Creative and a creative leader with over 30 years of experience in brand strategy and design. Based in Jackson, Mississippi, he has worked with clients internationally, leading teams in award-winning branding while serving as a coach and speaker. Paul delivers workshops and keynotes on brand strategy, creative thinking, and organizational culture, and hosts The Headsmack Podcast: Conversations with Misfits. His work centers on helping organizations lead with Clarity, Creativity, and Culture.Headsmack WebsiteVoppa Creative Website

The Trust Gap: What AI Is About to Expose About Your Business Vinnie Fisher has done something most entrepreneurs only dream about: he built and exited three seven to eight figure companies, and now he is using everything he learned to tackle one of the most urgent problems in modern business, the AI trust crisis. A corporate attorney for 26 years, a serial entrepreneur, and the author of four books, Vinnie is the founder and CEO of SiteTrust, the certification platform that helps busin...

NOW PLAYING

Vinnie Fisher / Founder & CEO, SiteTrust. Coach. Speaker. Author

0:00 1:04:03

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

MG Show MG Show The MG Show, hosted by Jeffrey Pedersen and Shannon Townsend, is a leading alternative media platform dedicated to uncovering the truth behind today’s most pressing political issues. Launched in 2019, the show has grown exponentially, offering unfiltered insights, comprehensive research, and real-time analysis. With a commitment to independent journalism and factual integrity, the MG Show empowers its audience with knowledge and encourages active participation in the political discourse. French Your Way Jessica: Native French teacher founder of French Your Way Boost your French listening skills and test your comprehension with this one of a kind series of podcasts. Get the chance to listen to a real conversation between native speakers talking at normal speed AND customise your learning experience through carefully designed sets of questions (2 levels of difficulty) available for download at www.frenchvoicespodcast.com. All interviews also come with the transcript. French teacher Jessica interviews native speakers of French from around the world who share a bit of their life and passion. Where else would you meet in one same place a French yoga teacher based in Melbourne, a soap manufacturer from Provence, or a couple cycling around the world? That Hoarder: Overcome Compulsive Hoarding That Hoarder Hoarding disorder is stigmatised and people who hoard feel vast amounts of shame. This podcast began life as an audio diary, an anonymous outlet for somebody with this weird condition. That Hoarder speaks about her experiences living with compulsive hoarding, she interviews therapists, academics, researchers, children of hoarders, professional organisers and influencers, and she shares insight and tips for others with the problem. Listened to by people who hoard as well as those who love them and those who work with them, Overcome Compulsive Hoarding with That Hoarder aims to shatter the stigma, share the truth and speak openly and honestly to improve lives. The Small Business Startup School – Business Notes | Financial Literacy | Retail Psychology – For Professionals & Entrepreneurs The Small Business Startup School Inc. Starting or buying a small business? While personal circumstances may vary, business patterns remain timeless. On The Small Business Startup School, we explore strategies, insights, and practical solutions to help entrepreneurs confidently navigate their journey.Hosted by Ola Williams—a retail entrepreneur, fintech founder, and financial coach with over two decades of experience—this podcast marries financial awareness and retail psychology with optimism to deliver actionable takeaways.Join us to learn, grow, and connect as we uncover the keys to business success.Let’s continue to learn together and be encouraged to keep on connecting!

Frequently Asked Questions

How long is this episode of Headsmack: Conversations with Misfits?

This episode is 1 hour and 4 minutes long.

When was this Headsmack: Conversations with Misfits episode published?

This episode was published on May 25, 2026.

What is this episode about?

The Trust Gap: What AI Is About to Expose About Your BusinessVinnie Fisher has done something most entrepreneurs only dream about: he built and exited three seven to eight figure companies, and now he is using everything he learned to tackle one of...

Can I download this Headsmack: Conversations with Misfits episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!