VLAD SHOSTAK

Chief Technology Officer

I run technology like an owner: close to the customer, accountable for cost, risk, and what ships.

Today I’m Chief Technology Officer at Garfinkel Group, a Chicago law firm, reporting directly to ownership. Year one: recurring technology spend down 15%, manual document processing down 20%, and a security program and AI policy built from zero.

Before that, five years and four promotions at J.B. Hunt, the Fortune 500 logistics company, leading products for a fleet of 30,000+ drivers. Then tech lead at Insite AI, a Microsoft-backed platform serving the world’s largest consumer brands. Along the way I bootstrapped an EdTech SaaS to profitability and sold it.