The opportunity timeline

• Overview

  HealthFirst Medical Group is hiring a VP of Engineering in Aurora, IL.

• Role description

  Join our engineering team in Aurora and help us scale systems that handle traffic from across IL and beyond. The right wildly-collaborative candidate will own outcomes, mentor peers, and earn $228,000 - $348,000 in this vp freelance position.

  Key Responsibilities

  • Turn HealthFirst Medical Group's GraphQL on-call noise into alerts that actually mean something
  • Respond to on-call rotations and participate in incident postmortems
  • Build responsive, accessible front-end interfaces with Flexibility
  • Stand up observability so HealthFirst Medical Group sees failures before customers in IL do
  • Pull HealthFirst Medical Group's Ruby stack out of the IL region before the migration deadline
  • Deliver vp-quality features within the $228,000 - $348,000 VP of Engineering mandate
  • Build the unfussy Ruby feature that wins back the IL accounts HealthFirst Medical Group lost

  What You'll Bring

  • 12+ years of Agile reps, not just Agile exposure
  • The judgment to say no to good ideas at the wrong time
  • 12+ years that left you with strong instincts and few illusions
  • Comfort working in a fast-paced, warm-yet-rigorous environment
  • Hands-on REST API experience that survives a whiteboard interview

  HealthFirst Medical Group is a small but deeply collaborative IL company that punches well above its weight in the technology space. Here, ownership means you're empowered to fix what's broken without waiting for permission.

  We frame the offer around growth: $228,000 - $348,000 today, mentorship now, benefits always, and the flexibility to live well in IL.

  This listing is current and monitored daily by our talent team.

  We review every application carefully, so don't wait to submit yours.

• Required skills

  • Unit Testing
  • GraphQL
  • Ruby
  • Agile
  • REST API
  • Kotlin
  • Node.js
  • Multitasking
  • Flexibility
  • Mentoring

• Benefits & perks

  • Coworking space allowance
  • Vacation Days
  • Bring Your Dog to Work
  • Deferred compensation plan
  • Adoption assistance
  • Employee of the Month
  • Paid holidays
  • Compressed Workweek
  • Health Insurance
  • Snacks and Beverages

• Apply before 2026-09-17

  Submit your application for this Freelance technology position.