siro
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Siro
Siro is an AI conversation intelligence platform built for in-person sales. Reps use its mobile app to record face-to-face conversations at the kitchen table, on the job site, or in the showroom; Siro then transcribes and analyzes those conversations to surface coaching moments, draft follow-ups, update the CRM, and show reps how top performers handle objections. Founded in 2020 by former Cutco top-1% seller and McKinsey alum Jake Cronin, the New York company raised a $50M Series B in May 2025 led by SignalFire, bringing total funding to roughly $75M.
Jake Cronin
Jake Cronin is the founder and CEO of Siro, a New York based conversation intelligence platform that records and analyzes the face-to-face conversations of field sales reps and turns them into AI coaching. He learned the sales craft the hard way, selling Cutco knives door to door as a teenager and ranking among the company's top reps worldwide, then spent two years as a McKinsey business analyst before leaving in 2020 to code Siro's first product himself. The company has raised roughly $75 million, including a $50 million Series B led by SignalFire in 2025, and works with home services, telecom, and multifamily sales teams across the country.