Healthcare Should be Personal, Proactive, and Affordable

Winston Health is changing the way the industry thinks about health and access to care, driving better outcomes and lower costs for all.


The Future of Healthcare is Now

Winston Health was founded in 2022 by 3 friends and colleagues in Lancaster, PA who are passionate about driving change in the health insurance industry.

When the 21st Century Cures Act and Transparency in Coverage Final Rule were passed, we knew it was time to take action.

Our company name is inspired by co-founder Mitchell Sweigart's furry companion, Winston. Like Winston has been a daily companion to Mitchell, we aim to be your lifetime personal healthcare companion.


Where We're Going

Winston Health streamlines the health insurance experience with our innovative solutions that lower costs and improve member experience. We are laying the foundation for undoing the broken system of incentives that currently plagues the healthcare & insurance industries today.

We have big plans to expand our impact beyond navigating you to the best medical care and financial assistance programs. Prescription drug price transparency, preventive care, and insurance reimbursement processes are just a few items on our radar to tackle next.

Our promise to you: deliver personalized, proactive, and cost effective tools.


Meet Our Team

Co-founder | CEO

Mitchell Sweigartlinkedin-logo

Princeton University

Co-founder | COO

Bri Callahanlinkedin-logo

Gettysburg College


Co-founder | CPO

Caleb Weaverlinkedin-logo

Stanford University

Chief Companion Officer


Ruff University

Join Our Team

Possibly You?

View Our Job Openings

Providing a Modern Health Insurance Experience