Profile banner
Jake Cronin

Jake Cronin

Co-Founder & Co‑CEO building AI coaching for field sales

jakecronin
New York, New York, United States
Joined August 2025
Favicon imagelinkedin.comFavicon imagex.comFavicon imagesiro.aiFavicon imagesiro.ai

Network

7.9K connections

Summary

Founder & operator focused on bringing AI to a neglected sales segment: Jake co-founded Siro (2020) to build conversation-intelligence and coaching tools for in-person/field sales reps, and has led fundraising, product and R&D as Co-Founder & Co-CEO. Under his leadership Siro has raised a Series B and scaled the product into numerous verticals. siro+2
Hands-on sales experience shaped product mission: early work selling Cutco and running a Vector Marketing branch informed Jake's view of coaching scarcity in field sales and directly inspired Siro's product focus on making coaching abundant and actionable. siro+1
Technical background plus consulting discipline: a B.S. in Math & Computer Science (Emory) and time as a McKinsey Business Analyst gave Jake both product/engineering chops and a data-driven, strategy-oriented approach to building and scaling a startup. emory+1
Early founder experience and rapid product iteration: prior co-founding of Queue (2016) and early traction/testing (Alchemist Accelerator, Grand Central Tech cohorts) reflect a pattern of building lightweight products, testing with hundreds to thousands of reps, and iterating to product-market fit before scaling. siro+1

Work

Education

Projects

Writing

Letter from the CEO: Announcing Siro's Series B

June 1, 2025

Company blog post by Jake announcing Siro's $50M Series B, describing Siro's mission (AI coaching for in-person sales), product impact metrics (close rates, turnover, coaching speed), and the company's roadmap.

Favicon imagesiro.ai

Siro's Top Secret Master Plan

January 1, 2023

Long-form company post describing the origin story, mission, product approach (scaling coaching via conversation intelligence), early traction (users, ARR), and the founders' sales background (Cutco/Vector Marketing) that inspired Siro.

Favicon imagesiro.ai

Hobbies

Running and soccer; also active in coding and product/engineering. linkedin+1

Notes

MCMichael Caldwellsaid
JCJake Cronin
has demonstrated a strong ability to turn AI research into impactful products that interact with the physical world.

Mar 4, 2026

Similar profiles

JM

Jesse Middleton

Board Member at Tech:NYC

HH

Hadley Harris

Founding General Partner at ENIAC Ventures

DB

Damir Becirovic

Founding Partner at Relentless

ST

Sam Toole

Partner at Primary Venture Partners

CR

Cherae Robinson

Head of Platform and Marketing at Flybridge

RT

Rishi Taparia

Adjunct Lecturer and Member of the Faculty at Farley Center for Entrepreneurship and Innovation