Meet Ann

As insurance, healthcare, and social enterprise companies face unprecedented competition in a volatile global economy, we leverage cross-functional expertise to grow and stabilize businesses that are responsible for the future of humanity.

Ann Boger founded Bramble and Bird to build the kind of consulting firm she’d want to work for - one that partners with a wide range of clients facing new challenges. One that puts seasoned people in the trenches where they can have a direct impact, and be valued as a whole person.
Happily, our ecosystem is growing and with it our team of flexible consultants & problem-solvers who share Ann’s passion for building businesses and having a positive impact on the world.

Previously, Ann was the Chief Operating Officer of Freelancers Union & Freelancers Insurance Company, where she led the formation of a social-enterprise carrier providing affordable & integrative healthcare to NY’s freelancers before health reform. She was the Co-Founder of Trupo, an insurance platform for freelance workers, and the VP of Scaling for Coterie Insurance before launching Bramble.