

CEO & founder at Brief
Drew Dillon
A 2x founder and product leader who learned the power of organizational clarity during a crisis. As Director of Product at Yammer and Principal PM at Microsoft, he saw how context drives execution. When thrust into emergency engineering leadership—managing remotely from San Francisco to Australia—he doubled team output with two-thirds the staff by focusing on why decisions get made, not just what gets built. Using this methodology his consultancy accelerated 20+ startups and now powers Brief, applying the same principles of strategic clarity to AI agents.