Deborah Driggs — Actress, Model & Life Insurance Specialist | From Playboy to President’s Club

Published in

Scott D. Clary

3 min readMar 21, 2022

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About The Guest

From her start as a Playboy Centerfold and Covergirl to her life as a Screen Actors’ Guild member and then a top-rated insurance industry professional, Deborah Driggs has had to clear many hurdles in life to make these things happen. And while it may seem like Deborah’s success came easy to her, nothing could be further from the truth. Rather, she’s overcome a number of challenges in her life to get to where she is today but what is true, and a part of her character is her willingness to take risks, maintain a positive attitude, and never take ‘no’ for an answer.

Deborah’s transition into the insurance world started off in the same vein — with a challenge to herself. By the end of her first year, she was a top producer, followed by ongoing years of membership in the Million Dollar Roundtable, Top of the Table, and as a contributing member in Leadership for Advanced Life Underwriting (AALU).

Deborah’s clients have included movie studio moguls, celebrities, Fortune 500 leaders, and high net-worth individuals. Over the past two decades, she has lent her support to a number of nonprofits that make a difference in people’s lives, including Richard Branson’s Virgin Unite, Go Campaign, Operation Underground Railroad (#OURrescue), Cut50, Reform Alliance with Van Jones and in funding a school in Peru.

Talking Points

00:00 — Intro
02:40 — Deborah Driggs’ origin story.
08:15 — Why do athletes make great entrepreneurs.
16:40 — How to get into Playboy?
19:16 — How much does Playboy pay?
24:30 — Deborah’s Playboy career.
32:30 — Current Playboy scandals & cancel culture.
38:13 — Does canceling someone actually do anything positive?
44:41 — Deborah Driggs post-Playboy life.
49:52 — How to leverage your network?
54:41 — Why do people overcomplicate selling?
57:54 — Why do so many people fail in the insurance industry?
58:45 — What is Deborah Driggs doing now?
1:06:50 — What is some advice to overcoming negative self-talk?
1:14:00 — Where do people connect with Deborah Driggs?
1:15:20 — What was the biggest challenge of Deborah Driggs’s career?
1:15:55 — Who is the mentor of Deborah Driggs?
1:17:39 — A book or a podcast recommended by Deborah Driggs.
1:18:37 — What would Deborah Driggs tell her 20-year-old self?
1:18:58 — What does success mean to Deborah Driggs?

Show Links

Podcast & Newsletter Sponsors

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What is the Success Story Podcast?

Success Story Podcast Welcome to the Success Story Podcast, hosted by entrepreneur, business executive, author, educator & speaker, Scott D. Clary. On this podcast, you’ll find interviews, Q&A, keynote presentations & conversations on sales, marketing, business, startups, and entrepreneurship.

Scott will discuss some of the lessons he’s learned over his own career, as well as have candid interviews with execs, celebrities, notable figures, and politicians. All who have achieved success through both wins and losses, to learn more about their life, their ideas, and insights. He sits down with leaders and mentors and unpacks their stories to help pass those lessons onto others through both experiences and tactical strategy for business professionals, entrepreneurs, and everyone in between.

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