Jason Finkelstein

JASON FINKELSTEIN

Jason Finkelstein is a fractional GTM executive and advisor to CEOs of B2B SaaS and vertical AI companies. Over more than 20 years, he has served as CMO, CRO and President across public and private technology businesses, helping companies sharpen their market focus, accelerate revenue, translate strategy into hands-on execution and build the operating discipline required to scale. His work has contributed to five successful exits and more than $2.5 billion in value created.

Today, Jason works with CEOs and GTM leaders as a hands-on fractional executive, advisor and coach. He operates as both player and coach, setting strategy, building the operating plan and personally delivering the highest-leverage work needed to create momentum. Recent engagements include Fello, where he has helped lead the company’s upmarket positioning and go-to-market for its AI teammate, Felix, and MirrorWeb, where he helped sharpen ICP and segmentation, reposition the company and bring its AI communications supervision platform to market leading up to its merger with Red Oak.

Previously, Jason served as Chief Marketing Officer of Numa, the AI operating system for car dealerships, and President of Wyllo / NoFraud, a risk intelligence and ecommerce fraud protection platform. He has also held senior go-to-market roles at Gladly, AdRoll, Traitify, AVG Technologies and Location Labs. Traitify was acquired by Paradox.ai and later Workday, AVG was acquired by Avast for $1.4 billion, and Location Labs was acquired by AVG for $220 million.

Jason has also advised CEOs at Wyllo / NoFraud, Alyce (acquired by Sendoso in 2024), Swellbox (acquired by Datavant in 2022) and Linqia. His work spans go-to-market strategy, ICP and segmentation, category creation and strategic narrative, positioning, product marketing, demand generation, revenue operations and executive leadership.