Anna Richards, Head of Community, Brightflag

Anna Richards, Brightflag’s Head of Community, holds nearly two decades of experience in legal technology and operations. She has led and scaled legal ops functions at high-growth SaaS companies and Fortune 500 enterprises, building high-performing teams and modern legal infrastructures in fast-moving environments.

Anna approaches community the same way she approached operations: listen first, bring people together, and turn shared insight into action. As host of In-House Outliers, she’s focused on amplifying bold voices, fostering authentic dialogue and creating a trusted space where ideas are shared, tested, and put to work.

Based in Northern California, Anna is usually on a mountain trail, testing a new recipe, or tracking down a strong cup of coffee.