The IO Podcast: Investor + Operator cover art

The IO Podcast: Investor + Operator

The IO Podcast: Investor + Operator

Written by: Sterling Snow and Tyler Hogge
Listen for free

About this listen

The Investor + Operator (IO) Podcast hosts the most candid, vulnerable conversations about building companies with the world’s best operators and investors.Copyright 2025 Sterling Snow and Tyler Hogge Economics Leadership Management Management & Leadership Personal Finance
Episodes
  • Why The Second Decade Is The Best For Startups — A convo w/ Spenser Skates, CEO Amplitude Analytics
    Dec 16 2025

    In today's episode, Tyler and Sterling sit down with Spenser Skates, Founder and CEO of Amplitude Analytics, the digital Analytics platform that helps thousand of businesses find ways to grow and improve.

    Spenser shares how he got his first investors, how to have the best relationships with VCs, his mindset around product and employees, and everything he's learned from over a decade growing his company, taking it public, and beyond!


    Chapters:


    (00:00:00) Intro


    (00:09:36) Impact of Dedicated Board Members on Growth


    (00:17:05) Investor Guidance in Startup Decision-Making


    (00:18:01) Value-Driven Pricing Strategy for Business Success


    (00:25:45) Innovating Technology for Enhanced User Experience


    (00:33:57) Impactful Value Creation of Amplitude Metrics


    (00:36:35) "Strategies for Leveraging AI in SaaS"


    (00:40:16) Innovative Strategies for Industry Transformation and Success


    (00:41:43) "Transforming Organizations through AI Product Evangelism"


    (00:49:52) Navigating Investor Relationships Through Self-Awareness


    --


    Subscribe for more startup content!


    Check out Amplitude: https://amplitude.com/


    This podcast was brought to you by PELION. Learn more about them here: https://pelionvc.com/

    Show More Show Less
    52 mins
  • Ex Navy SEAL: When To Quit Vs Persevere In Business + How I Started A Successful Venture Firm!
    Oct 14 2025

    A question every startup founder has is, "When do I know when to keep going or throw in the towel?"

    Today, Tyler and Sterling sit down with ex Navy Seal and Olympian, Larsen Jensen, to talk about just that.

    Larsen is the founder of Harpoon Ventures, an investment firm focused on building companies that assist the armed forces. He is also the founder and CEO of Vector, a tech company focused on building products to assist the armed forces.

    Larsen talks about how he got into the Olympics, became a Navy Seal, and then started Harpoon, even when everyone thought he was crazy for going into military investing! He shares his lessons on perseverance, and what it takes to succeed.


    If you're a founder, you won't want to miss this!


    Chapters:


    (00:00:00) Intro


    (00:08:53) Becoming an Olympian


    (00:11:29) Meeting the President


    (00:15:34) Becoming a Navy SEAL


    (00:19:00) Survival Rates in BUD/S Training


    (00:22:28) How to know when to Quit


    (00:25:40) Navigating Startup Challenges


    (00:30:03) Why Larsen Started Harpoon Ventures


    (00:34:56) Government Sales Cycle Mentorship Program


    (00:37:48) Andreessen Horowitz


    (00:40:41) What Drives Larsen?


    ——


    Check out Harpoon Ventures: www.harpoon.vc


    This episode was brought to you by Pelion. Check them out here: pelionvp.com

    Show More Show Less
    42 mins
  • Zero To $1 BILLION In Payments In Just One Year: How To Crush Product-Market-Fit w/ Joshua Silver
    Sep 30 2025

    Usually small startups fail when trying to take on big companies.

    Rainforest, however, is a different story. In the payments space dominated by Stripe and PayPal, founder Joshua Silver saw a gap no one was paying attention to.

    The result? Over $1 Billion in transactions in their first year!


    In this convo, Joshua explains how he found the opportunity, the steps he took to dominate it, and his mindset when it comes to nailing product-market-fit in a crowded space.


    Chapters:

    (00:00:00) Intro


    (00:00:56) Payment Processing's Role in SaaS Revenue


    (00:02:07) How Rainforest Succeeded So Quickly


    (00:05:42) Strategy For Breaking Into The Market


    (00:15:17) How They Beat The Competition


    (00:17:50) The 1 Metric To Focus On


    (00:21:49) The Best Thing He Did While Fundraising


    ——


    Subscribe for more startup content!


    Check out Rainforest: https://www.rainforestpay.com/


    Check out PELION: https://pelionvp.com/

    Show More Show Less
    28 mins
No reviews yet