Here at Upfront, we believe that providing intelligent and personalized care navigation for everyone starts with the right team. We’re a passionate, pragmatic, and direct group of individuals with high expectations and the drive to achieve them. We pride ourselves on being industry leaders and innovators and understand that our strong commitment to our clients is an integral part of our success. Upfront is committed to welcoming talent from diverse backgrounds, and strives to promote a culture of thoughtfulness and inclusion.

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Who Are We?

We are a passionate, gritty, highly collaborative, and direct team with decades of combined experience in healthcare technology and patient care. We strive to create an environment where employees are empowered to share and contribute while providing ample opportunities to foster personal development and career growth.

Why Work at Upfront?

You share our passion that EVERY patient should be able to navigate and access the healthcare system easily. You love being a part of building something that makes a difference in people’s lives. You take action quickly, and you think critically about how you and the company can do things better. This shared motivation enables us to make Upfront better for our teammates, our clients, and to achieve personal and company goals.

Perks and Benefits

Upfront is committed to providing a compensation package that excites and values our team members from financial benefits to mentorship and professional growth.

By the ($$) numbers

  • Competitive salary
  • Stock options
  • Medical, Vision and Dental
  • 401k
  • FSA for Medical & Dependent Care
  • Commuter Benefits

Rest and recharge

  • Flexible PTO policy
  • 14 company holidays (New Year’s Eve, New Year’s Day, MLK Day, President’s Day, Memorial Day, Juneteenth, Independence Day, Labor Day, Election Day, Veteran’s Day, Thanksgiving, Day after Thanksgiving, Christmas Eve, Christmas Day)
  • Paid Personal Quarterly Community Service Day

Office Perks

  • Fully stocked kitchen
  • Endless coffee making systems (drip, press, percolator, and Keurig with Starbucks across the street)
  • Weekly team lunch catered
  • Free gym
  • Indoor bike racks
  • Food truck row right outside the office door
  • Views of the Chicago River
  • Company swag…who doesn’t love a green T-shirt?

Our Core Values


We build and foster ecosystems that are inclusive, collaborative, and accepting



We value clear communication and accountability


Competitive Spirit

We attack our goals and strive to be the best


Continuous Improvement

We focus on being better tomorrow than we are today



We serve patients, our clients, each other, and our communities



We share our plan and our purpose



We do what it takes

Life at Upfront



At Upfront we care deeply about our employees, and understand that we are all facing a number of unique circumstances as a result of COVID-19, systemic racism, or other personal situations. And we remain committed to supporting our employees and their professional growth and success throughout this uncertainty.

Here are a few ways we are supporting our employees and their families:

    • Committing to ongoing work from home
    • Maintaining consistent communication
    • Focusing on learning and development
    • Being intentional with wellness
    • Promoting good hygiene in and out of the workplace
    • Offering benefits that cover physical and mental health as well as birth control for employees and dependents
    • Supporting employees with families navigating unique school and dependent care demands