Thimble

2 open remote positions

Thimble is an insurtech company providing digital insurance for small businesses through brokers and AI-native distribution. Acquired by Arch Insurance, it blends startup speed with S&P 500 stability, with 200,000+ policies delivered.

Salary Distribution 1 of 2 jobs

PTO Distribution 2 of 2 jobs

6w
Min
6w
25th
6w
Median
6w
75th
6w
Max

Parental Leave Distribution

Maternity Leave 2 jobs

12w
12w
12w

Paternity Leave 2 jobs

12w
12w
12w

Benefits Overview 2 of 2 jobs

401(k) (2) Dental (2) Medical (2) PTO (2) Parental Leave (2) Vision (2) Wellness Reimbursement (2) ClassPass (1) Co-working Stipend (1) Remote (1) Remote Work (1)

Open Positions

Senior Software Engineer, AI-Driven Systems

US 6w PTO 12w maternity 12w paternity

  • Design and build durable workflows and services on Node.js and TypeScript with event-driven architecture on AWS.
  • Use agentic coding tools like Claude Code as your primary way to write, review, and ship production code daily.
  • Define reference patterns and execute incremental migrations that keep production running with tested rollbacks.

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SVP, Broker Distribution (P&C Small Commercial Insurance)

$240,000–$275,000/yr
US 6w PTO 12w maternity 12w paternity

  • Drive premium growth by scaling broker and distribution partner networks across the small commercial landscape.
  • Build strategic partnerships and lead AI-native digital distribution including MCP and API capabilities.
  • Define distribution strategy, lead the team, and serve as the voice of partners to internal teams.

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