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Caitlin Fleming is Chief of Staff at Transcarent where she leads strategic initiatives and advises on growth and operations.

Prior to joining Transcarent, she built and managed value-based health and social services at Haven, Optum, Social Finance, and the White House. While at Haven, she developed and launched innovative care models that spanned navigation, primary care, behavioral health, and specialty care. As a product and strategy leader at Optum, she managed tech-enabled population and behavioral health services. Through her work at the White House and Social Finance, she led the development of some of the country’s first social impact bonds – a public-private impact investment in which payment is based on measurable improvements in clients’ lives, including health, education, employment, and housing stability.

She holds an MBA and MPP from Harvard University and a BA from Carleton College. When Caitlin isn't fixing healthcare, you can find her exploring the trails of Maine, working on DIY house projects, or (attempting to) recreate the latest treat from the Great British Baking Show. She lives in Portland, ME with her partner, Scott.