About
About Rory Cumming
Rory Cumming is the Founder and Principal of UnionSquare Digital, a consulting practice focused on helping companies build, fix, and scale digital businesses.
UnionSquare Digital
Clearer strategy. Better growth systems. More focused execution.
Rory brings more than two decades of experience as a founder, CEO, advisor, and senior operator, with deep expertise in business strategy, marketing strategy and execution, digital products, subscription models, analytics, team leadership, and growth operations.
He works with startups, growth-stage companies, established businesses launching new initiatives, investors, and mission-driven ventures. His work often sits at the intersection of strategy and execution: clarifying the opportunity, identifying what is not working, building the plan, and helping teams move.
His recent work includes advising startups and emerging companies in cleantech, blue economy, media, digital platforms, and consumer markets.
The common thread: helping leadership teams turn complexity into decisions, decisions into operating plans, and operating plans into measurable progress.
Senior judgment
Experienced perspective on markets, models, marketing, teams, and execution.
Practical strategy
Plans that become priorities, actions, metrics, messaging, and operating cadence.
Focused support
Flexible advisory and fractional leadership for the stage, problem, and team.