

Success Story with Scott D. Clary
Success Story Media
Welcome to the Success Story Podcast, hosted by entrepreneur, business executive, author, educator & speaker, Scott D. Clary (@scottdclary). 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 story to help pass those lessons onto others through both experiences and tactical strategy for business professionals, entrepreneurs and everyone in between. To get more of the Success Story podcast, go to www.successstorypodcast.com.
Episodes
Mentioned books

Nov 6, 2025 • 10min
Lessons - The Brutal Truth About Fundraising | Russ Heddleston - Built & Sold DocSend for $165M
➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory
In this "Lessons" episode, Russ Heddleston, founder of DocSend, breaks down the harsh realities of startup fundraising and what truly separates successful founders from the rest. Drawing from his experience building and selling DocSend for $165M, he reveals why timing a raise is less about fixed milestones and more about credibility, vision, and momentum. Learn how simplicity in your pitch deck earns investor trust, why clarity always beats complexity, and how to approach different fundraising stages with confidence. This conversation cuts through the noise to deliver practical, data-backed insights every founder needs before their next investor meeting.
➡️ Show Links
https://successstorypodcast.com
YouTube: https://youtu.be/HwEWy24UDWs
Apple: https://podcasts.apple.com/us/podcast/russ-heddleston-co-founder-and-ceo-at-docsend-best/id1484783544
Spotify: https://open.spotify.com/episode/7MY2iI39B6OlywWV7b5CX3
➡️ Watch the Podcast on YouTube
https://www.youtube.com/c/scottdclary

Nov 6, 2025 • 12min
Lessons - The Truth About Finding Product-Market Fit After 3 Exits | Shirish Nadkarni - Author of From Startup to Exit
➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory
In this “Lessons” episode, Shirish Nadkarni, author of From Startup to Exit, breaks down what it really takes to find product-market fit — and why timing, validation, and adaptability can make or break a startup. Drawing from his own journey through three successful exits, he shares how he raised $15 million pre-revenue during the dot-com boom, learned the hard way that great ideas fail without market readiness, and turned a struggling concept into a company eventually acquired by BlackBerry. Learn how founders can identify the right problems to solve, test demand before building, and recognize when it’s time to pivot, raise, or exit strategically.
➡️ Show Links
https://successstorypodcast.com
YouTube: https://youtu.be/Xe25lwThfBw
Apple: https://podcasts.apple.com/us/podcast/shirish-nadkarni-author-of-from-startup-to-exit/id1484783544
Spotify: https://open.spotify.com/episode/7cAYe8tjGHCEdg9srQzs4a
➡️ Watch the Podcast on YouTube
https://www.youtube.com/c/scottdclary

10 snips
Nov 4, 2025 • 1h 8min
Dr. David Burns - Stanford Psychiatrist, 10M Books Sold | The Stanford Study That Changed Everything
Dr. David D. Burns, a Stanford-trained psychiatrist and bestselling author, discusses transformative approaches in mental health. He shares insights on rapidly changing therapy techniques, moving away from medication to achieve quick results. Burns debunks the serotonin myth, revealing how negative thoughts drive depression and the efficacy of cognitive therapy. He highlights the impact of his book, Feeling Good, and introduces the Feeling Great app, aiming to broaden access to vital mental health resources. His emphasis on hope and practical tools offers listeners a pathway to emotional healing.

Nov 2, 2025 • 13min
Lessons - The Blueprint for Building Two-Sided Marketplaces | David Ciccarelli - Voices.com Founder
➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory
In this "Lessons" episode, David Ciccarelli, founder of Voices.com, breaks down the core principles behind building successful two-sided marketplaces. Drawing from years of experience scaling one of the largest voiceover platforms, he explains the four key components that make platforms thrive—participants, information sharing, service exchange, and currency flow. Learn how balancing supply and demand prevents negative network effects, why strategy ultimately comes down to choice, and how narrowing your focus on one niche can create an unbeatable competitive advantage against larger players.
➡️ Show Links
https://successstorypodcast.com
YouTube: https://youtu.be/4C0y2Oho5mk
Apple: https://podcasts.apple.com/us/podcast/david-ciccarelli-ceo-founder-of-voices-com-how-to/id1484783544
Spotify: https://open.spotify.com/episode/64iCtTb3UGm6JneBNC0zMo
➡️ Watch the Podcast on YouTube
https://www.youtube.com/c/scottdclary

Nov 2, 2025 • 12min
Lessons - The Truth About Venture Capital Nobody Tells You | Rand Fishkin - Author of 'Lost and Founder'
➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory
In this "Lessons" episode, Rand Fishkin, author of Lost and Founder and founder of SparkToro, shares a brutally honest look at the venture capital system and how it shapes the modern startup world. He breaks down why VC funding, though glamorized, often leads to unsustainable growth and high failure rates, and explains how founders can build lasting, profitable businesses outside that cycle. Learn how alternative funding models empower entrepreneurs to retain freedom, balance, and creative control, and why redefining success beyond hustle culture can lead to a healthier, more equitable vision of capitalism.
➡️ Show Links
https://successstorypodcast.com
YouTube: https://youtu.be/9j54xukQPRk
Apple: https://podcasts.apple.com/us/podcast/rand-fishkin-founder-of-moz-sparktoro-investor-the/id1484783544
Spotify: https://open.spotify.com/episode/6OeVFwvhI12Z3pUh9dZKni
➡️ Watch the Podcast on YouTube
https://www.youtube.com/c/scottdclary

Oct 31, 2025 • 14min
Lessons - You're Tired From Not Finishing (Scott)
➡️ Start Here: https://newsletter.scottdclary.com
➡️ Like The Podcast? Subscribe Here: https://youtube.com/c/scottdclary
➡️ If you like more content like this, you'll love my podcast, 10 Minute Mindset https://10minmindset.org/
In this "Lessons" episode, we're exposing why you're exhausted all the time: It's not from working too much, it's from carrying dozens of unfinished things in your head. Every unanswered text, every avoided decision, every half-done project drains your mental energy all day without you noticing. Here's why unfinished tasks destroy your energy more than actual work—and how closing them gives you your energy back immediately.
➡️ Connect With Me https://instagram.com/scottdclary / https://twitter.com/scottdclary

Oct 30, 2025 • 57min
Nicholas Thompson - CEO of The Atlantic (50k American Record Holder) | The Simple Sport That Reveals Everything About You
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➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory
Nicholas Thompson is the CEO of The Atlantic, where he has led one of the most successful turnarounds in American media—achieving profitability, record subscriptions, and three Pulitzer Prizes since 2021. Previously editor-in-chief of Wired (where he boosted digital subscriptions nearly 300%) and editor of NewYorker.com, Thompson co-founded two tech ventures sold to WordPress and Amplica Labs, edited stories that became the Oscar-winning film Argo, and authored The Hawk and the Dove, hailed as "brilliant" by The Washington Post. An American record holder in the 50K run with 2 million social media followers, he embodies the intersection of editorial excellence, entrepreneurial vision, and athletic discipline—bringing the same relentless drive to building media companies as he does to distance running.
➡️ Show Links
https://www.instagram.com/nxthompson/
https://www.linkedin.com/in/nicholasxthompson/
https://www.nickthompson.com
➡️ Podcast Sponsors
Hubspot - https://hubspot.com/
Truth, Lies & Work Podcast - https://truthliesandwork.com
ShipStation - https://www.shipstation.com/ (Code: SuccessStory)
Square - https://square.com/go/success
SurveyMonkey - https://www.surveymonkey.com/scott
Monarch Money - https://www.monarchmoney.com (Code: Success)
Claude - https://claude.ai/success
Incogni - https://incogni.com/success (Code: Success)
Think Big, Buy Small Podcast - https://link.chtbl.com/B2cH36AX?sid=SuccessStory
NetSuite — https://netsuite.com/scottclary/
Indeed - https://indeed.com/clary
➡️ Talking Points
00:00 – Intro
01:31 – Why Running Is the Purest Sport
02:28 – The Challenge of Being Alone with Your Thoughts
04:44 – Discovering the Need for Solitude
11:52 – Running with Awareness, Not Just Discipline
14:42 – Living with Conflicting Personalities
16:42 – Sponsor Break
19:27 – The Double-Edged Sword of Obsession
21:14 – How Cancer Changed His Perspective
31:50 – Sponsor Break
43:29 – When Simplicity Becomes Profound
48:40 – Running as a High-Performer’s Edge
49:30 – Nicholas’ Wildest Running Story
53:22 – Running as a Multifaceted Tool
54:43 – The One Takeaway for Readers
55:11 – Advice to His 20-Year-Old Self

Oct 29, 2025 • 12min
Lessons - How Finding a Mentor Changed Everything | Alex Banayan - Forbes 30 Under 30
➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory
In this "Lessons" episode, Alex Banayan, Forbes 30 Under 30 honoree and author of The Third Door, unpacks the transformative power of mentorship and mindset in shaping success. Through the remarkable story of how Steven Spielberg became Hollywood’s youngest director, Banayan explores how courage, persistence, and genuine connection can open impossible doors. Learn how finding the right mentor can redefine your path, why belief often precedes achievement, and how surrounding yourself with possibility can change what you think you’re capable of.
➡️ Show Links
https://successstorypodcast.com
YouTube: https://youtu.be/1NM3mIeRkHw
Apple: https://podcasts.apple.com/us/podcast/alex-banayan-1-international-bestseller-uncovering/id1484783544
Spotify: https://open.spotify.com/episode/1GE4T1EZI0eoyTSCSVM6Pb
➡️ Watch the Podcast on YouTube
https://www.youtube.com/c/scottdclary

Oct 29, 2025 • 13min
Lessons - Why Living Scared Is Actually Killing Your Dreams | Kara Goldin - Author of 'Undaunted'
➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory
In this "Lessons" episode, Kara Goldin, author of Undaunted and founder of Hint, shares how courage, curiosity, and persistence shape the path to true success. She reveals why living scared quietly kills your dreams — and how choosing to take massive action, even in uncertainty, can create unstoppable momentum. Learn how Kara turns fear into fuel, why self-belief is the first step to resilience, and how embracing failure helps you grow stronger with every setback.
➡️ Show Links
https://successstorypodcast.com
YouTube: https://youtu.be/51SF0mNuhis
Apple: https://podcasts.apple.com/us/podcast/kara-goldin-founder-of-hint-living-an-undaunted-life/id1484783544
Spotify: https://open.spotify.com/episode/5ZRVvK9N2takQvuooaXPhL
➡️ Watch the Podcast on YouTube
https://www.youtube.com/c/scottdclary

Oct 28, 2025 • 1h 15min
Richard Fain - Royal Caribbean Chairman | How Culture Took Us from $550M to $90 Billion
Richard D. Fain, longtime leader of Royal Caribbean Group, transformed the cruise industry from a $550 million company to a $90 billion giant. He shares insights on the power of long-term thinking and intentional culture-building, making decisions that favor excellence over cheap compromises. Fain emphasizes the importance of fostering open debate and maintaining alignment in decision-making. He also reflects on leadership during the pandemic, advocating for over-communication and prioritizing people in challenging times.


