The problem
Shopping and managing car insurance and repairs means long forms, spam calls and overpaying
What they do
App and licensed broker comparing 100+ car, home and motorcycle insurers, plus car-care tools
Traction 5M+ customers; profitable since early 2024; 5 new products launched in 2026
Hiring trend
- Open roles
- 36
- Ops roles
- 4
- Headcount
- ~355
Flat, ~355 staff (-0.7% YoY, Mar 2026) after -10% in 2024; 37 open roles, ~17 are hourly remote insurance agents
Hiring in
- New York
- Boston
- Chicago
- Remote
Latest news
Jul 2026
Partnered with Root to embed quote-to-bind Root car insurance inside the Jerry app ↗Glassdoor
4.2 ★ 206 reviews ↗Funding
- Last round
- $110M (equity + debt)
- Stage
- Series C2
- Date
- Aug 2023
Led by Park West Asset Management (equity); TriplePoint Capital (debt)
- Hiring+236 open roles on the live job board (30+ roles = +2)
- Funding recency0Series C2 · $110M (equity + debt), Aug 2023 (38 months ago): over 24 months = 0
- Traction+0.75Some growth: 5M+ customers; profitable since early 2024; 5 new products launched in 2026
- Red flags0Watch-outs noted below, none scored as a significant flag
- Total2.752 + 0 + 0.75 − 0 = 2.75 → Steady (1.5–3.49)
Distance (Half) is a separate read on how long the lead can last. It doesn't change the score.
Distance
Half · edge: grows with users
Profitable broker with 5M+ customers comparing 100+ insurers.
Sources: Root and Jerry partnership (GlobeNewswire, Jul 2026) ↗ · Jerry.ai job post: profitable, 5 launches in 2026 (Oct 2026) ↗
Watch-outs
Soft, not scored: headcount fell ~10% in 2024 (389 to 328) and is still flat YoY; no new equity since Aug 2023
Sources: Revelio Labs headcount, Jerry Insurance Agency (Mar 2026) ↗ · Carrier Management, Aug 2023: last funding ($110M C2) ↗
Last checked Oct 25, 2026