Robin Ross

I’m a marketing and strategy executive with 20+ years of experience driving growth through data, loyalty, and digital transformation. I’ve led initiatives that expand membership, strengthen customer engagement, and scale innovation across functions.

My expertise includes marketing analytics, loyalty programs, digital transformation, and applying AI and data to accelerate decision-making. I focus on simplifying complexity, aligning teams, and building systems that deliver measurable results.

I thrive at the intersection of strategy and execution—partnering with leaders to clarify goals, design customer-centric programs, and turn them into business impact.

Robin Ross is a marketing and strategy executive with 20+ years of experience, now operating at the frontier of AI-augmented leadership.

Robin builds sophisticated verification systems, develops custom frameworks like CRIT-S for consistent prompt engineering, and designs multi-tool workflows that compress days of analysis into hours. They treat AI as a collaborative thought partner—actively tuning against sycophancy, pressure-testing assumptions, and maintaining the skeptical rigor of a data scientist throughout.

These capabilities position Robin to solve the problem most organizations struggle with: not just adopting AI, but scaling it intelligently. As a strategic advisor to the AI Leadership Collective, they're already translating personal mastery into organizational transformation.

Their Dojo Diaries GPT—a custom knowledge system for karate practice—hints at a systems thinker worth knowing better.