Built to Scale: B2B Growth with Rym Benchaar

Driving Revenue from the Field – Jess Reagan of Paiv


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In this episode of Built to Scale: B2B Growth, we sit down with Jess Reagan, Co‑Founder & CRO of Paiv, to explore how they’re using AI‑enabled field sales technology to turbocharge home‑exterior businesses. Jess brings over 20 years of frontline sales and SaaS growth experience—and a unique background as a storyteller—to share how they're helping trades scale faster, smarter, and more profitably.

We dive into:

  • How Paiv uses AI agents and conversational video to boost field rep performance

  • Scaling revenue from $0 to $5M ARR in under two years

  • Building partner integrations with JobNimbus, ServiceTitan & more

  • The power of voice, hustle, and grit in modern GTM strategies

Whether you lead a trade, manage field sales, or build GTM tech, this episode offers actionable strategies and a real-world playbook for scaling revenue from the front lines.

Jess Reagan’s LinkedIn Profile: LinkedIn
Paiv Website: https://www.paiv.ai/

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Built to Scale: B2B Growth with Rym BenchaarBy Rym Benchaar