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)

  Sales & Business Development · Remote · remote · Manager · full time

  Posted 2 Nov 2026

• Staff Software Engineer, Full Stack (Member Benefits)

  Engineering · Remote · remote · Staff · full time

  Posted 26 Oct 2026

• Senior Software Engineer, Full Stack (Member Experience)

  Engineering · Remote · remote · Senior · full time

  Posted 26 Oct 2026

• Lead Product Manager, Claims Automation

  Product Management · Remote · remote · Lead · full time

  Posted 26 Oct 2026

• Staff Data Analytics Engineer

  Engineering · Remote · remote · Staff · full time

  Posted 13 Oct 2026

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• VP of Finance

  Finance & Accounting · Remote · remote · Executive · full time

  Posted 11 Sep 2026

Where Sidecar Health is hiring

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

6 of 6 open roles are remote.

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

Most common locations: Remote (6).

Counted from all 6 open roles. Many postings do not list pay.