field-sales
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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.
Trey Gibson
Trey Gibson is the co-founder and CEO of SPOTIO, a Dallas-area field sales software company he started in 2014 after a visibility crisis on his own outside sales team, where reps worked territories blind and managers had no idea what was happening in the field. A Texas Tech MBA who spent his early career running foam insulation and construction businesses in the DFW area, Gibson built SPOTIO into a mobile-first platform used by thousands of field reps for GPS activity tracking, territory mapping, and sales engagement. He raised a $4.5M Series A from Ballast Point Ventures in 2020 and now hosts the 'From the Field' podcast, interviewing sales leaders about how modern teams sell, scale, and win.