Sales Transformation Lab

How this viral AI company is reinventing roleplay practice


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Engineer-turned-founder Sriharsha “Sai” Guduguntla, CEO of Hyperbound, joins the SaaS Sales Performance Podcast to unpack how voice AI roleplay is reshaping sales enablement. We cover de-risking AI initiatives, why practice beats pipeline obsession, and why the top reps are the hungriest users of coaching tech. Plus: the wild go-to-market behind Hyperbound’s viral launch and what the future holds for enablement teams.


In this episode, Matt sits down with Sai Guduguntla, co-founder & CEO at Hyperbound, an AI platform that lets enterprise sales teams practise real conversations through intelligent voice roleplay and coaching. Sai shares the founder journey from YC acceptance to a hard pivot, why “inbox-only selling” is fading, and how reinforcement—not one-off training—wins.


You’ll learn:

  • The research sprint behind Hyperbound: 25k LinkedIn messages, 10k cold emails, 2k user interviews

  • Why Hyperbound pivoted from AI SDR to AI coaching—and why realism is everything

  • How to de-risk AI in GTM (start with the problem, not the tool)

  • The enablement reboot: reinforcement, measurement, and coordination at scale

  • Why top reps adopt practice tools fastest—and how laggards get found out

    • Tech notes: going from 15s latency to ~800ms; voice first, avatars later


    00:00 — Intro: Welcome & guest setup (Sai, CEO & co-founder, Hyperbound)
    01:20 — Founder Journey: Engineer → Salesforce → 20-month build; YC entry; 17+ ideas
    07:00 — The Pivot: CROs react to AI roleplay; moving from AI SDR to enablement
    10:30 — Viral Traction: Launch (22 Jan 2024), influencer wave, fully inbound growth
    13:00 — YC & Conviction: Why YC backed the team over any single idea
    14:30 — AI in GTM: Signal orchestration, account research, AI coaching at scale
    17:00 — De-risking AI: Start with the business problem, not the shiny tool
    20:00 — Change Management: Why enterprise; accelerating rollouts with AI
    22:00 — Sellers & Tech: Curiosity vs ROI; looking beyond “more pipeline”
    25:00 — Practice Works: A-players use it most; turning Cs into As with reinforcement
    28:00 — Enablement 2.0: From events to ongoing reinforcement & measurement
    31:00 — Mediums & UX: Voice AI today; avatars/AR/VR when realism arrives
    33:30 — Latency Leap: 15s → ~0.8s responses; what the next year could bring
    36:00 — Closer: Are great sellers made or born? (Made.)

  • ...more
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