Jobs at Sidecar Health

About Sidecar Health

Get flexible, affordable health insurance with Sidecar Health. Choose your provider, see costs upfront, and save on care with our innovative approach.

sidecarhealth.com

Open roles at Sidecar Health

• Regional Sales Manager, Broker Sales (Tampa)

  Remote · remote · Manager · full time

  Posted 2 Nov 2026

• Staff Software Engineer, Full Stack (Member Benefits)

  Remote · remote · Staff · full time

  Posted 26 Oct 2026

• Senior Software Engineer, Full Stack (Member Experience)

  Remote · remote · Senior · full time

  Posted 26 Oct 2026

• Lead Product Manager, Claims Automation

  Remote · remote · Lead · full time

  Posted 26 Oct 2026

• Staff Data Analytics Engineer

  Remote · remote · Staff · full time

  Posted 13 Oct 2026

• VP of Finance

  Remote · remote · Executive · full time

  Posted 11 Sep 2026

Sidecar Health hiring at a glance

6 of 6 open roles are remote.

Hiring across Engineering (3), Finance & Accounting (1), Product Management (1), Sales & Business Development (1).

By level: Staff (2), Executive (1), Lead (1), Manager (1).

Most common locations: Remote (6).

Counted from the roles listed above. Many postings do not list pay.