Cuesta Partners

Cuesta Partners (operating at cuestapartners.com) is a strategic technology advisory firm engineered for mid-market companies and private equity firms seeking to harness data, AI, and software-driven transformation. Founded in 2019 and headquartered in Chicago, Cuesta Partners specializes in helping organizations navigate complex digital challenges—particularly in mergers and acquisitions (M&A) diligence, operational modernization, and AI adoption—where traditional consulting often falls short. Unlike generic advisory firms, Cuesta Partners combines deep technical expertise with pragmatic execution, bridging the gap between vision and implementation. Under the hood, its team leverages industry-specific frameworks, AI-driven analytics, and hands-on operational insights to deliver measurable outcomes. This allows mid-market companies and investors to accelerate growth, optimize decision-making, and future-proof their operations. Backed by a strategic investment from Kohlberg & Company and Riveron, the firm continues to expand its AI and data advisory capabilities while retaining its founding leadership—Tom Derhake, Riley Scott, and Chris Steiner—who remain deeply involved in shaping its direction.