June 30, 2025
Fort Lauderdale, FL, June 30, 2025, Upside, the only housing stability platform purpose-built for healthcare, today announced the appointment of Chuck Hector as Chief Revenue Officer. A visionary growth architect and pioneer in digital health, Hector will lead Upside’s go-to-market strategy and enterprise expansion across a wide range of payer segments, including Medicare Advantage, Managed Medicaid, commercial plans, employer-sponsored coverage, group Medicare, ACO’s and health systems.
Chuck brings more than 25 years of experience building some of the most transformative and commercially successful companies in value-based care. As a founding executive at Circadian Health, he helped launch the first virtual-first specialty care platform for chronic cardiometabolic conditions, integrating diagnosis, remote monitoring, and specialty treatment to close care gaps and reduce avoidable hospitalizations. Prior to Circadian, he served as Chief Revenue Officer at Papa, scaling the senior care startup to a $95M+ revenue run rate while supporting over 75 health plans nationwide. He also spent eight years at MDLIVE, where he oversaw sales, implementation, and client success, contributing to the platform’s growth to 35 million covered lives and positioning it for acquisition by Evernorth.
Across his career, Chuck has participated in raising over $1 billion in capital, scaled organizations from $0 to over $2 Billion in enterprise value, and built commercial teams that drive sustained, diversified growth across public and private payer markets.
“Chuck has a rare track record of building high-performing, multi-threaded revenue engines in healthcare,” said Jake Rothstein, Founder and CEO of Upside. “He’s scaled sales and service teams across government and commercial lines of business while maintaining a relentless focus on outcomes. With housing now at the center of how health care organizations approach social determinants of health, Chuck’s leadership will help position Upside as the definitive infrastructure partner in this space.”
In his new role, Chuck will be responsible for advancing Upside’s payer strategy, revenue operations, national accounts, and growth partnerships. His arrival marks a strategic inflection point for the company as demand accelerates for scalable, accountable housing solutions that directly support clinical performance and member retention.
“Housing is the most underleveraged social determinant of health, and Upside is reimagining it as a care delivery asset,” said Chuck Hector. “This is a company poised to lead a systemic shift in how payers care for their most vulnerable populations. I’m excited to help scale a model that delivers both human impact and bottom-line results.”
Chuck holds a BA in English from the University of Illinois and an MBA in Healthcare Administration from the Lake Forest Graduate School of Management. He will continue to reside in Fort Lauderdale, FL with his wife Kari, enjoying empty nesting after raising four adult children.
Upside is the only fully managed housing stability platform built specifically for health plans. Designed to improve outcomes and reduce costs, Upside provides scalable, accountable housing solutions for Medicaid, Medicare Advantage, and D-SNP populations. From housing assessments and placement to tenancy support and performance analytics, Upside delivers end-to-end infrastructure that aligns social needs with clinical outcomes. With national reach and proven ROI, Upside is redefining how healthcare organizations address housing as a foundation of care.
For more information, visit Upside at www.joinupside.com and follow us on LinkedIn
Media Contact: Spencer Smith ssmith@joinupside.com
Upside Corporate Headquarters
200 E Las Olas Blvd 14th Floor
Fort Lauderdale, FL 33301
