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Canopy Connect — Unlimited PTO Jobs

Insurance-data intake platform (6,000+ agencies) — unlimited PTO, fully distributed across the US and Canada, Friday lunches on the company.

5 day weekUnlimited PTOSan Francisco, United StatesSmall (11-50)Fully Remote

About Canopy Connect

What is Canopy Connect?

Canopy Connect is consumer-permissioned insurance-data infrastructure — "Collect Verified Insurance Information in Seconds", pulling 500+ data fields from 400+ carriers so agencies, lenders and insurtechs can quote and verify without the PDF-chasing. Founded in 2020, the fully-distributed ~40-person team serves more than 6,000 agencies, networks, insurtechs and lenders through its platform and developer API.

Where will I work?

Anywhere in the US or Canada — every current opening is "Remote (USA & Canada)", with a $1,000 home-office stipend to set you up.

What is the Canopy Connect team like?

A small infrastructure team in an unglamorous, high-leverage niche — the kind of company where an implementation consultant, an engineer and the founders are all in the same Slack channel, and lunch is on the company every Friday ("Friday Reimbursed Lunch: Order lunch on Fridays, and we'll cover it!").

Work-Life Balance

Every live posting states it the same way, verbatim: "Time to Recharge: We offer unlimited paid time off. Unplug, recharge, and come back refreshed." Fully-distributed work plus company-sponsored health coverage for dependents rounds it out.

Perks and Benefits

  • Unlimited paid time off — "Unplug, recharge, and come back refreshed"
  • Fully distributed across USA & Canada + $1,000 home-office stipend
  • Company-sponsored health/dental/vision for employees AND dependents
  • Generous equity grants + 401(k) with 3.5% match
  • Friday reimbursed lunch

How we verified this listing

All three live postings on Canopy Connect's own board carried the unlimited-PTO block verbatim when we listed it, each tagged Remote (USA & Canada) — a small board, but a 100% distribution across implementation, engineering and go-to-market roles. Review-site ratings were unreachable at add time (and a company this size rarely has them anyway), disclosed as with this entire cohort; the listing rests on the company's own written, uniform commitments.

Open Positions

2 jobs