Jason Finkelstein

Fractional GTM Exec & Advisor to CEOs | 5 Exits | B2B Vertical AI

 
Headshot of Jason Finkelstein with a big smile
 

JASON FINKELSTEIN

Jason Finkelstein is a 6-time CMO, CRO and President at both private and public high-growth technology businesses. His GTM strategies and execution have led to multiple successful exits in vertical AI and B2B SaaS companies. He also serves as a go-to-market advisor for CEOs.

Jason is currently Chief Marketing Officer at Numa, the vertical AI platform transforming auto dealerships and leading the AI-native dealership movement. Jason was also an original co-founder of Numa. Numa customers include over 1000 franchise auto dealerships in the US and Canada. The company has raised $48M from Touring Capital (AI software find), Mitsui (automotive and mobility), Costanoa Ventures, Threshold (ex-DFJ, original investors in Tesla) and Gradient Ventures (Google’s AI fund).

Previously, Jason was President at NoFraud, the ecommerce risk and fraud prevention platform. Before that, he was CMO at Gladly.ai, the only CX platform that puts customers not tickets at the center of every conversation for the world’s most loved brands like Nordstrom, Crate & Barrel, Ulta Beauty and Warby Parker. Prior, Jason was CMO of AdRoll, the top ecommerce marketing platform for DTC brands, he was CMO and CRO of personality data platform Traitify (acquired by Paradox.ai in 2021, then acquired by Workday in 2025), he as CMO of publicly-traded security company AVG Technologies (acquired by Avast for $1.4B in 2016), and CMO of mobile safety and security company Location Labs (acquired by AVG for $220M in 2014).

Jason currently advises the CEO at NoFraud and Numa and has previously advised CEOs at Alyce (acquired by Sendoso in 2024), Swellbox (acquired by Datavant in 2022) and Linqia on go-to-market strategy including product marketing, growth marketing and brand marketing.