Manny Medina
Manny Medina is currently the Host of the Get Paid podcast at Get Paid with Manny Medina and Co-Founder & CEO at Paid. He previously founded Outreach, a startup, and is now founder of Paid, a monetization platform for AI Agents.
Outreach to Paid: Manny Medina on GTM debt, pipeline, hiring, & AI agents
In this SaaStock Europe keynote, Manny Medina, Co-founder and CEO of Paid (and former CEO at Outreach) talks through the real operational patterns behind taking a SaaS company from zero to $200M+ ARR, and how those patterns are shifting in an era of AI agents. Drawing on his experience building Outreach to hundreds of millions in ARR and now starting again from scratch, Manny covers: - How GTM and process debt quietly build up from $0–$1M, $1–$5M, $5–$25M and $25–$50M+. - Why most teams misread pipeline, then over-hire or hire in the wrong order. - The maths and behaviour changes…
From Pivot to Powerhouse: How Manny Medina Built Outreach to $4B
How did Outreach, born out of a pivot, go from a nearly empty bank account to a $4B valuation? We chat with Manny Medina, co-founder of Outreach and now of Paid.ai, to hear his thoughts on customer obsession, pivots, and the future of AI agents. Listen on Spotify: https://open.spotify.com/episode/2mAH4hgIfJha2UrzCAW4gL?si=Lb1kQfl5TuiBe9MqeFBobQ Learn more: https://www.enterpret.com Timestamps: 00:15 – Intro to Manny Medina, co-founder of Outreach and Paid.ai 00:36 – Outreach’s origin and near-failure pivot 01:30 – Customer obsession born from survival 02:22 – The call that proved product-market fit 03:15 – Lessons from scaling Outreach to enterprise 03:44 – Selling door-to-door and learning…
How I Hire with Manny Medina - Co-Founder & CEO @ Paid
Manny Medina scaled Outreach to 1,000+ employees and hundreds of millions in revenue. Now he's throwing out the hiring playbook: "I am never hiring somebody senior again." Learn why he's building Paid with AI first, contractors second, and only hiring juniors who get promoted from within. TIMESTAMPS: 00:00 Introduction & Manny's background with Outreach and Paid 01:31 Why traditional hiring playbooks don't work anymore 03:28 "Never hiring senior talent again" - the controversial stance 04:56 The problem with templated SaaS org structures (SDR → AE → CSM) 07:50 AI first, then contractor, then person framework 09:47 Paid's current structure: 10…
Immigrant Perspectives: Resilience and Risk-Taking | Immigrant's Journey Part 3
In Part 3 of GeekWire’s Immigrant’s Journey, hear from foreign-born entrepreneurs as they describe how the immigration experience shaped their careers. Featured: Xiao Wang, CEO of Boundless Anna Hong, co-founder and CEO of SapphireView Shivaas Gulati, co-founder of Remitly William Lai, president and co-founder of 8Ninths Mina Yoo, founder and CEO of HEROCLIP Reetu Gupta, founder and CEO of Cirkled in Manny Medina, CEO of Outreach Francis Duong, CTO of Flexe Elena Tarassova, founder and CEO of Vioure Sabastian Mugazambi, co-founder of Adisa Satoshi Nakajima, chairman of Xevo Produced by Starla Sampaco
Organizations
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Get Paid with Manny Medina Host of the Get Paid podcast 2025–present · current
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Paid Co-Founder & CEO 2025–present · current
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Outreach Founder and Board Member 2025–2026, Founder and Executive Chairman 2024–2025, CEO 2014–2024, Co-founder 2026, Former CEO 2026, Executive Chairman of the Board 2026 · past
Education
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Harvard Business School MBA · 2001–2003
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University of Pennsylvania Master, Computer Science · 1997–1999
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Stevens Institute of Technology Bachelor, Computer Engineering · 1994–1997
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Escuela Superior Politécnica del Litoral Bachelor of Engineering (B.E.), Electrical and Electronics Engineering · 1992–1994
