Toby Willse

Co-Founder & Strategy Consultant

Toby Willse is a growth architect who helps brands and agencies navigate the evolution of digital media.

Toby brings deep operator expertise to the advisory space. Most recently, as Vice President of Omnichannel Media at Flywheel Digital, he played a pivotal role in the company’s expansion from an Amazon specialist to an omnichannel powerhouse. Over eight years, he built and led a 150+ person team, supporting hundreds of advertisers, from Fortune 100 leaders to emerging disruptors, while fostering partnerships like Walmart, Target, Criteo, and The Trade Desk across retail media.

Toby is known for bridging the gap between high-level strategy and on-the-ground execution. A hands-on leader, he has mentored cross-functional teams and trained hundreds of practitioners in commerce media strategy. He frequently shares his insights on the industry through commerce podcasts, industry events, and major tentpoles like Shoptalk & CES.

At Willse & McClain Advisory, Toby applies this builder’s mindset to help organizations scale. He empowers brands, agencies, and tech partners to cut through the noise, operationalize their growth, and thrive in the modern retail landscape.

Donte McCrary-McClain

Co-Founder & Operations Consultant

Donte McCrary-McClain is a transformation leader who turns complexity into clarity for modern brands.

Donte offers a rare “360-degree” perspective, having led from both the brand and agency sides of the table. He built eCommerce and retail media programs at major CPG leaders like Unilever, Newell Brands, and Hershey before stepping into agency leadership as a Vice President at Flywheel Digital. This dual background allows him to pair P&L accountability with pragmatic, execution-ready roadmaps that work in the real world.

A natural teacher, Donte’s edge is his ability to make complex topics accessible. He designs training and enablement playbooks that stick, having created extensive curricula for digital commerce education. Whether guest lecturing, speaking on change leadership, or facilitating workshops, he focuses on equipping teams with the frameworks they need to manage change and drive intrapreneurship.

Calm and people-first, Donte builds trust and elevates talent. At Willse & McClain Advisory, he partners with executives and operators to align strategy with measurement, ensuring teams move with momentum, confidence, and a clear path to success.

Contact Us

← Back

Thank you for your response. ✨

Book A Consultation Session