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All Episodes

$100M Exits with Jason Kirby — 116 episodes

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Title
1

EP 114 | What Founders Get Wrong After Making Millions From an Exit

2

EP 113: The Truth About “Free” Investor Money

3

EP 112: How He Built and Sold a $100M Startup Twice | Dan Rosenberg

4

EP 111: How Defense Tech Startups Get Funded | AI, Warfare, and Venture Capital with Brad Harrison @ Scout Ventures | EP 111

5

EP 110: From Operator to Investor: George Alifragis on Scaling With Non-Dilutive Capital

6

EP 109: Why Silicon Valley Founders Are Panicking About AI w/ Jessica Mah

7

EP 108: Luxury DTC Founder Chris Wichert: Raising $20M, Surviving DTC Collapse & Turnaround Exit

8

EP 107: He Pivoted to Survive—Then Sold to Victoria's Secret for ~$700M | Brian Ree

9

EP 106: How Sendoso Raised $100M From SoftBank w/ Kris Rudeegraap

10

EP 105: From CEO to Employee: The Hardest Pivot of a Founder’s Career

11

EP 104: The Psychology Driving Fundraising, VC Decisions, and Founder Failure w/ Aram Attar

12

EP 103: Built a $100M Software Business at 22 | Matthew Wyatt, Founder of TechTorque

13

EP 102: He Raised $76M With No Defense Tech Background | Nelson Mills Founder of VATN Systems

14

EP 101: Unicorn Founder Raises $8M Using AI (Andrew D’Souza, Clearco & Bordy.ai)

15

EP 100: The Earnout Trap: What This Founder Learned After Selling His Company

16

EP 99: From Zero to $10B in Secondaries: Greg Brogger 's Journey to a $160M Exit

17

EP 98: How Andrew Ackerman Scaled DreamIt Ventures & Made 70+ Startup Bets

18

EP 97: From Startup Burnout to $100M Raise: Ron Reiter’s Redemption

19

EP 96: Inside the War Room: How to Manage a Company Crisis w/ David Meadvin

20

EP 95: How to Sell Your Startup: The Founder’s M&A Playbook

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EP 94: I Bet My Entire Net Worth on Life360 — It Paid $8B Later

22

EP 93: Building Europe’s Palantir: How Max Buchan Raised $20M to Launch Valarian

23

EP 92: Why I Left My $500M Startup to Start Again — Shay Levi (Unframe AI)

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EP 91: How She Bought Back Her Company From Investors

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EP 90: Search Funds Demystified: How Jon Staenberg (Agate Hound Fund) Nets 35% Annual Returns

26

EP 89: From Uber to Snap to AI: Ben Chiang on Raising Millions Then vs Now

27

EP 88: How a Broken Leave Policy Led to a $30M HR Tech Startup w/ Jenniffer Henderson (Tilt)

28

EP 87: Customer Retention Over Acquisition? Travis Steffen, Who’s Done $200M in Deals, Says Yes

29

EP 86: What Founders Get Wrong About Exits (and How John Rood Got It Right)

30

EP 85: From Burnout to Breakout: How Jennifer Tsai Bootstrapped Shoott.com to $10M After Raising $2.7M

31

EP 84: David Connors Used The Swarm to Raise Millions | Deal Flow, M&A, and Warm Intros

32

EP 83: Jess Loren on Digital Twins & Unconventional Strategies of Raising Capital as Female Founder

33

EP 82: How to Build a Startup Advisors | Barry Stamos of Supernova on Scaling & Managing Advisors

34

EP 81: IPO Market Trends 2025: Best Time to Go Public w/ Peter Goldstein | IPO Valuation & Readiness

35

EP 80: JC Glancy’s Unicorn Startup ZenBusiness From Credit Card Debt, Gave Up CEO, Hit $1B Valuation

36

EP 79: How to Attract Influencers to Promote Your Startup: Celebrity Marketing & Influencer Deals Explained

37

EP 78: How to Make a Startup Successful, Founder Mindset & Startup Operations with Adam Spector of Chore

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EP 77: How To Spot Massive Early-Stage Startup Trends With Katelyn Donnelly Of Avalanche VC

39

EP 76: What VC Look For in Early Stage Startups with Dave Lambert Right Side Capital Management

40

EP 75: Raising Capital & Selling a Startup for Millions – Jeremy Parker’s Swag.com Story

41

EP 74: Jon Tucker of HelpFlow on AI for business efficiency and Evaluating AI Performance

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EP 73: Fundraising Quadrants Explained: Where Does Your Startup Fit?

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EP 72: Bootstrapping, Exiting, and Alternative Fundraising with Laurits Just

44

EP 71: How Rebel Energy Scaled £1.5M to £100M with Penelope Hope

45

EP 70: From Founder to Philanthropist: $1.3B Deployed by David Goldberg

46

EP 69: Scaling and Selling to Eight-Figure Exits with Carrie Kerpen

47

EP 68: From Bootstrapping to an Eight-Figure Exit with Conor Tomkies

48

EP 67: From Bootstrapping to $175M Exits with David Hauser

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EP 66: How Patrick Butler Built 3 Wildly Different Businesses

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EP 65: Navigating Debt Financing for Startups with Kyle Rector of Boundless

51

Season 2 Recap: The Best Fundraising Stories of This Season

52

EP 64: From Student Housing Startup to Africa’s Largest Platform with DigsConnect's Alexandria Procter

53

EP 63: Using Donor-Advised Funds to Power Underrepresented Startups with Patrice King-Brickman

54

EP 62: How to Gracefully Exit Your Startup with Simple Closure's Dori Yona

55

EP 61: Interplay's Mark Peter Davis Busts the Biggest VC Myths

56

EP 60: From Bootstrapping to Venture Capital to $30M Exits

57

EP 59: Master the 12-Month Plan That Will Get You Funded Faster

58

EP 58: From Air Force Mechanic to $25M Fintech Founder with Edrizio De La Cruz

59

EP 57: Mastering the First Investor Call with Jason Kirby

60

EP 56: Hidden Dangers of SAFE Agreements with Massive VC's Ari Newman

61

EP 55: Why Noah Friedman of Top Shelf Ventures Thinks Alcohol and Vices Are the Next Big Thing

62

EP 54: Mastering AI Startups and Fundraising Tips with Plutoshift's Prateek Joshi

63

EP 53: How Michael Markesbery turned NASA Tech into an Insulation Empire and Raised $50 Million in Capital

64

Ep 52: When to Sell To Your Business, Exit Strategies and Selling Your Marketing Agency By David Rodnitzky

65

EP 51: How Aakash Shah Raised Millions for Wyndly Without Traditional Funding

66

EP 50: How Dan Reich Cracked the Code to Multiple Successful Exits

67

EP 49: How Chris Gladwin Raised Over $100M and Achieved Over A Billion Dollar Exit Guest Name: Chris Gladwin

68

EP 48: How Alex Pattis Raised $75M in 300 Deals by Launching a Syndicate

69

EP 47: How Wen-Wen Lam Sold Her $100M Revenue Startup During Covid and Became a Top VC

70

EP 46: From Bankruptcy to Multi-Million Dollar Exits with Rob Hunter

71

EP 45: This Ex-Lawyer Raised $12M for a Cannabis-Tech Startup and Sold It!

72

EP 44: Mastering Venture Capital Strategies with Winter Mead

73

EP 43: Solo Founder Diana Heldfond of Parallel Raises $29 Million in Edtech

74

EP 42: IPO Expert Peter Goldstein Explains How to Successfully Go Public

75

EP 41: From DotCom Failure to Successful Exits, Now A Top Investor

76

EP 40: How Brady Nolan's Cold LinkedIn Message Leads to Best Egg's Acquisition of Till

77

EP 39: Sim Desai is Shaking Up Secondary Markets with $4.25M in Fresh Capital

78

EP 38: How OpenStock is Revolutionizing Private Stock Liquidity with Alex Simpson

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EP 37: How Sherry Jiang Led Bluejay Finance Through a Major Pivot to Success

80

EP 36: Proof's Thanasis Delistathis Reveals Strategies to $350M in Venture Capital Investments

81

EP 35: From Pro-E-Gamer to CEO, Nick Cuomo Tells How He Raised 12M Series A for AllStar.gg!

82

EP 34: Alon Talmor is a "Crises-Time" Founder Raising $20M in a Down Market After Losing his COO

83

Ep. 33: How Tyler Denk Built the Newsletter Platform, Beehiiv, to Reach $7M in ARR

84

Ep. 32: How Jeremy Vaughan Raised a $3M Seed Round in Cybersecurity for Start Left Security

85

Ep. 31: Immigrant Entrepreneur Raised $12 Million for EdTech Startup: Vlada Lotkina of ClassTag

86

Ep. 30: How to Find the Right Chief Technical Officer for Your Startup and How a Service-Based Company Got $3 Million Funding with Frank Licea of Howdy.com

87

Ep. 29: Get Funded Fast with Kaustav Das’ Revenue-Based Financing Strategies

88

Ep. 28: How Nami Baral Raised $7 Million in 2 Weeks for Niural

89

Ep. 27: The Secret Weapon to Successful Fundraising: Practical Empathy

90

Ep 26: First-time Founder Ryan Eisenman Raised $20 Million in Series A by Building a Robust Network

91

EP. 25 How Did Ali Ansari Raise $14 Million in Pre-seed through Proper Positioning and Transparency

92

Ep 24: Unlocking the Power of PR in Fundraising with Jordan Bantista

93

Ep 23: How Julia Pimsleur Raised $6 Million in Venture Capital and Empowered Women Entrepreneurs

94

Ep 22: Zach Bell: Turning a Blank Check into $6 Million Pre-Revenue Funding

95

Ep 21: How Jack Hamrick Raised a $3 Million Seed Round For a Specialty Foods Marketplace

96

Ep 20: From Survival Mode to Profitable Growth: Bootstrapping Done Differently with Melissa Kwan

97

Ep 19: Raising $250 Million Since 1998: Proven Fundraising Tactics and Tips with Nick Desai

98

Ep18: From Failures to $10 Million Revenue: How Lloyed Lobo Started Boast.ai From Bootstrapping, Raised $123 in Equity And Debt

99

Ep17: From Refugee to Revolutionizing Antibiotic Resistance Detection: The Journey of How Mustafa Al-Adhami Raised $2 Million for Astek Diagnostics

100

Ep16: Quaid Walker Raises $8M From VCs & Celebrities Like Kevin Hart for Luxury Watch Marketplace

101

Ep15- Raising Capital Before the Crypto Collapse: Lessons from Courtyard.io Founder Nicolas le Jeune

102

Ep14: Closing a $3.5 Million Series A Funding: How Unit One Pivoted Their Product Strategy Amidst The Pandemic

103

Ep.13- Cultivating Hype and Attention to Raise Capital Successfully with Michael Houck

104

Ep - 12 He Raised $20 million For His Startup - Eziah Zaidi, CEO, Mend Labs

105

Ep - 11 He Raised $16 MILLION for his Startup 💰 - Nik Talreja, CEO, Sydecar

106

Ep - 10 They closed their Series A within 3 MONTHS!! - George Richardson, CEO, AeroCloud

107

Ep - 9 What is Venture-Market Fit? - Jens Neuse, Founder, WunderGraph

108

Ep - 8 Should you raise VC or bootstrap? - David Daneshgar, CEO, Whippy

109

Ep - 7 He raised $4.2 Million for his startup - Brandon Peterson, CEO, Geokey

110

Ep - 6 He raised $21 Million for his startup - Brett Martin, Co-founder, Kumospace

111

Ep - 5 He raised $2 Million using a picture of a unicorn drawn by his daughter - Martins Lasmanis, CEO, Supliful

112

Ep - 4 He raised $48 Million💰 for his estate-planning startup - Daniel Goldstein, COO, Trust & Will

113

Ep- 3 Father-Son duo raise $2.5 Million Seed Round solely through warm intros - Romil Verma, CEO, Outdefine

114

Ep-2 She raised $12 Million in Series A funding - Caitlyn Krebs, Co-founder, Nalu Bio

115

Ep-1 He raised an oversubscribed Series A of $11 Million - Jeff Beck, Co-founder, AnswersNow

116

Ep-0 Fundraising Demystified: Podcast Introduction by Jason Kirby