proxxy strategic advisors
Kevin Strawbridge
Executive Advisor, Square L Group
Kevin Strawbridge is a former CEO, President, and global Vice President with more than 25 years scaling digital commerce, retail, and technology businesses through growth, turnarounds, and post-acquisition integration. As Principal of Square L Group, he brings founders and leadership teams the operating discipline and cross-functional alignment their strategy needs to actually execute.
Credentials & Recognition
Leadership Roles
- CEO, ClickBank
- President, Motorsport Aftermarket Group Retail & Media
- Vice President of Global eCommerce & Digital Marketing, Rackspace
- President, DealTaker.com
Board & Advisory
- Board of Advisors, The Citizenry (2015 through its acquisition by Havenly, 2024)
Recognition & Education
- Bachelor’s and Master’s degrees in Accounting, Texas A&M University
- Certificate, Digital Business Strategy and Leadership, Columbia University
Approach
See the Business End to End
Kevin treats eCommerce, marketing, fulfillment, and customer service as one connected business rather than separate disciplines, aligning leadership around common operating priorities.
Fix Alignment Before Adding Effort
Many performance problems are not isolated marketing or technology problems. He looks first for where functions have stopped working toward the same outcome.
Bring Operating Discipline to Growth
Whether a company is scaling, turning around, or integrating an acquisition, he focuses on clarity, cadence, and accountability rather than layering on more strategy.
Where Kevin Can Help
Kevin is best suited for founder-led, privately held, and growth-oriented businesses where the strategy is understood but the organization needs stronger alignment, operating cadence, or execution.
He is particularly valuable during periods of rapid growth, leadership transition, acquisition integration, or when competing priorities across functions are limiting performance.
Team Alignment in Practice
