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Manny Medina, Co-Founder & CEO of Paid and former CEO of $4.4B Sales Tech company, Outreach, hosts Sourcery at their HQ in London to discuss the early development of AI agents & what this shif...
Manny Medina, former CEO of $4.4B Outreach, discusses building Paid to unlock $300B in trapped SaaS revenue by enabling AI agent monetization. He argues the traditional seat-based SaaS model is dead and companies must transition to outcome-based agent pricing. With $31M raised from Sequoia and EQT, Paid is building infrastructure for the emerging AI agent economy, targeting both new agent startups and legacy SaaS companies pivoting to agentic workflows.
Manny identifies a critical gap in the market: existing monetization systems (seat-based or metering) don't work for AI agents that perform complete workflows and deliver outcomes rather than individual tasks. This mismatch is trapping $300B in SaaS revenue and forcing agent businesses to operate at 30-40% gross margins without proper revenue capture mechanisms.
Manny chose London as Paid's headquarters, comparing it to Seattle 10 years ago. With 12M people versus SF's 1M, easier immigration laws, and four top computer science schools nearby, London offers superior talent density and access. The decision reflects a contrarian bet on undervalued talent markets.
After raising nearly $400M for Outreach, Manny's fundraising process was dramatically faster. EQT gave a term sheet after one conversation, Sequoia's Pat Grady committed on a single call. The key was validating market timing with GTM Fund's Max before approaching investors, using his network to confirm the idea matched current zeitgeist.
The market is in early 'green shoots' phase with agents evolving from deterministic workflows to high-autonomy agentic architectures. Customer support alone has five strong competitors all growing simultaneously due to bottomless demand. Agents are succeeding in semi-repetitive work requiring imagination: complex customer service, mortgage processing, car dealerships, HR compensation systems.
Paid serves two distinct segments: new agent startups with free/cheap self-service implementation, and legacy SaaS companies ($300B TAM) needing to pivot from seat-based to agent-based models. The mission is 'rescuing SaaS from the cliff' by helping them transition before growth stalls. Currently 40 customers, 80% startups by count but majority revenue from SaaS transitions.
Manny's core lesson from Outreach: you cannot grow out of inefficiencies - they're set in DNA from day one. Only he and his co-founder are selling to perfect the playbook before scaling to 1, 2, 20, or 100 sellers. Self-serve must be ready before scaling to become a growth engine rather than requiring manual hunting for every deal.
Paid immediately disqualifies prospects where agents aren't priority 1 or 2. For qualified leads, they engage both CTO (building agents) and CRO (monetizing them) simultaneously. The key education: agents tap into headcount budget pools, not IT budgets, enabling $500K contracts instead of $50K seat-based deals by capturing BPO contract savings and open headcount value.
Manny predicts less backfilling of traditional roles, with every job redefined to operate with agents. Entire job categories will disappear while new ones emerge. His vision: a world where capitalism creates many millionaires and hundred-thousandaires rather than few billionaires, with entrepreneurs building and selling agents without traditional career paths or college grinding.
Paid operates with strong Palantir DNA and high-agency culture. New hires receive a problem space, not specific tasks, and must forward-deploy with customers to discover what to build. The philosophy: building for one customer who needs it guarantees finding more, making you 'less wrong' than not talking to customers. Team is AI-native, immediately using Cursor and Claude without training.
Manny is most excited about the self-service launch currently in soft beta. A PE firm CEO shared that agents deployed across portfolio companies are failing with poor returns, wrong numbers, and complaints. The next 12-24 months will transition agents from experimental exceptions to normalized deployments, with focus shifting from 'does it work?' to 'what's your agent's performance?'
Why $300B of SaaS Revenue Is Trapped & How the $19.9T AI Agent Economy Unlocks It
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