Top 10 Former CEO Investors (2025)

• Last Updated: July 05, 2025

Total Investments

22

Successful Exits

0

Active Investors

10

Top Former CEO Investors Overview

Introduction to Former CEO Investors

Former CEO investors play a crucial role in the startup ecosystem. In this comprehensive guide, we'll explore the most active and successful former ceo investors, based on their investment history, portfolio performance, and industry expertise.

How We Selected Top Former CEO Investors

Our rankings are based on several key factors:

  • Number of investments made
  • Successful exits
  • Industry diversity and expertise
  • Team size and experience
  • Market presence and reputation
Profile photo of Bill Trenchard

Bill Trenchard

United States

I lead seed investments and look for founders who have gone unreasonably deep to understand a big problem
FinTech SaaS Logistics Analytics ClimateTech/CleanTech EnergyTech Health IT AI Future of Work Real Estate/PropTech Venture Capital Founder Former CEO Seed

Past Investments

Liveops, Ownwell, PacketZoom, Looker, RedCap, LendingHome, Edify, Xoopit, Readyforce, NextRoll, Legion, Getable, XCLAIM, Direct Match, Edge Pathways, Sano, Legion Technologies, Grove, Chirply, Airbase, Cocoon, Ossium Health
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Meir

Tel Aviv, Israel

Operator & Investor
SaaS Cloud Infrastructure Retail E-commerce Enterprise IoT AI Crypto/Web3 DeepTech ConstructionTech Founder CEO Former CEO
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Paul Lightfoot

New York, New York

Founder of BrightFarms, Author of Negative Foods newsletter
Food and Beverage AgTech BioTech ClimateTech/CleanTech AI Direct-to-Consumer (DTC) Individual/Angel Founder Former CEO
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Gal Nachum

Tel Aviv, Israel

Entrepreneur, 7X Founder, Startup Mentor & Advisor
and Solo-Capitalists Advisor Founder Former CEO
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Nate Dalton

United States

Founder of Daybreak, Co-Founder, Former President and CEO of AMG
Investors who invested in diverse founders Individual/Angel Founder Former CEO
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Simon Harford

London

Investment Committee (Chair) at Novastar Ventures
FinTech AgTech ClimateTech/CleanTech E-commerce IoT Social Commerce TransportationTech Supply Chain Tech Health & Hospital Services Marketplaces Venture Capital Individual/Angel Advisor Former CEO
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Julie Fredrickson

New York, New York

Managing Partner at Chaotic Capital
SaaS Advertising Retail E-commerce Venture Capital Individual/Angel Founder Former CEO
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Avigur Zmora

Ashdod, Israel

Former CEO and Co-Founder at Playtech and Safecharge PLC
FinTech SaaS AgTech E-commerce Games Entertainment & Sports Payments SMB Software Real Estate/PropTech Gaming/eSports Individual/Angel Former CEO
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Profile photo of Dick Costolo

Dick Costolo

Marin County

Managing Partner & Co-Founder at 01 Advisors
SaaS Enterprise Consumer Internet Venture Capital Individual/Angel Former CEO
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Forrest Fleming

Henderson, Nevada

Stay Hungry. Stay Foolish.
SaaS Robotics Fashion IoT AI Cybersecurity Real Estate/PropTech Medical Devices AR/VR Digital Health Individual/Angel Founder Former CEO
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Former CEO Investment Trends and Insights

Key Findings

  • Average investments per investor: 2.2
  • Most active sectors: SaaS, AI, E-commerce, ClimateTech/CleanTech, AgTech
  • Success rate (exits/investments): 0.0%

Summary of Top Former CEO Investors

The former ceo investment landscape continues to evolve and grow. These top investors have demonstrated consistent success in identifying and supporting promising startups. Whether you're a founder looking for investment or an aspiring former ceo investor, these individuals represent some of the most knowledgeable and active participants in the startup ecosystem.

Get in Touch with Leading Former CEO Investors

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