Health, dental, vision. Competitive prices and AI-supported open enrollment that takes minutes, not weeks.

A network of brokers for competitive plan sourcing. Enrollments and life events managed without tickets. AI-supported because that’s what your employees expect now.
Small group, level-funded, large group. Plans for every team size; you don’t change vendors when you outgrow a tier.
Plan cards presented in Slack. Employee picks, confirms dependents, done.
Suggested plan based on prior usage, dependents, projected needs. Recommends, doesn’t decide.
New dependent, address change, qualifying event — triggered by the HRIS, processed without a ticket.
Winslow has your back in all 50 states.
Benefits deductions integrated directly into your payroll runs.
Give us a few pieces of information and we’ll email you a quote without having to get on a call!