Failing Fast, Winning Big, and Giant Fire Blankets with Mike Lloyd
We sit down with Mike Lloyd, a seasoned entrepreneur who built and exited Corvus, a cyber insurance company, for nine figures. Mike shares his journey from Virginia Military Institute to MIT and Harvard, diving into the lessons learned from his first failed startup and how he pivoted to massive success. He also discusses his latest ventures, including a high-net-worth insurance agency and an innovative wildfire protection company. If you're interested in startups, insurance, or what it takes to scale and sell a company, this episode is packed with valuable insights.
Check Out Our Sponsors
Pine View Insurance Group
Byldd
Check Out Our Sponsors
Pine View Insurance Group
Byldd
Chapters:
[00:00:00] Welcome to Made It with Connor
[00:00:15] Mike Lloyd’s entrepreneurial journey begins
[00:01:30] From MIT to startups and HBS
[00:02:45] What business school really teaches
[00:05:00] Learning entrepreneurship on the job
[00:06:45] The art of networking and relationships
[00:09:00] First startup failure and key lessons
[00:12:30] The challenge of selling insurance
[00:15:00] Founding Corvus: A better approach
[00:18:30] Why cyber insurance was the right bet
[00:22:00] How AI is changing the insurance game
[00:25:00] Scaling Corvus and early traction
[00:29:00] The business of insurance underwriting
[00:31:00] Selling Corvus to Travelers
[00:34:00] What comes after a big exit?
[00:36:00] Why smart people get insurance wrong
[00:39:00] High-touch insurance for high-net-worth clients
[00:42:00] Buying a wildfire protection company
[00:45:00] The future of insurance and innovation
[00:46:45] Building a network through business
[00:47:00] Wrap-up and where to connect
[00:00:15] Mike Lloyd’s entrepreneurial journey begins
[00:01:30] From MIT to startups and HBS
[00:02:45] What business school really teaches
[00:05:00] Learning entrepreneurship on the job
[00:06:45] The art of networking and relationships
[00:09:00] First startup failure and key lessons
[00:12:30] The challenge of selling insurance
[00:15:00] Founding Corvus: A better approach
[00:18:30] Why cyber insurance was the right bet
[00:22:00] How AI is changing the insurance game
[00:25:00] Scaling Corvus and early traction
[00:29:00] The business of insurance underwriting
[00:31:00] Selling Corvus to Travelers
[00:34:00] What comes after a big exit?
[00:36:00] Why smart people get insurance wrong
[00:39:00] High-touch insurance for high-net-worth clients
[00:42:00] Buying a wildfire protection company
[00:45:00] The future of insurance and innovation
[00:46:45] Building a network through business
[00:47:00] Wrap-up and where to connect
Mike's Stuff:
Pine View Insurance: https://www.pvig.com/madeit
LinkedIn: https://www.linkedin.com/in/mikelloyddotme/
My Stuff:
Podcast: https://www.madeitpod.com/
Website: https://www.connortomkies.com/
X: https://twitter.com/ConnorTomkies
LinkedIn: https://www.linkedin.com/in/connortomkies/
Creators and Guests

Host
Connor Tomkies
Tweet stories and lessons learned. SupportNinja | Acquired by Boston Ventures. Hear Made It Podcast Here: https://t.co/QjryGKbaKS
