Customer Success Manager
$100kOtterbrook
Enterprise Customer Success Manager | Venture-Backed InsurTech | San Francisco (On-Site)
We're hiring on behalf of a fast-growing, venture-backed InsurTech startup based in San Francisco that is modernizing the infrastructure layer of the property & casualty insurance industry. Post-PMF, revenue-generating, and scaling fast — this is a company with real traction and real urgency.
The Role
This is the first dedicated Enterprise CSM hire. You won't be inheriting a playbook — you'll be writing it. You'll own the company's most complex, highest-value customer relationships and define what enterprise success looks like as the business scales.
What You'll Own
- A portfolio of enterprise accounts — stakeholder maps, health scoring, QBRs, and renewal strategy
- Gross and net revenue retention for your book
- Expansion opportunities in partnership with the sales team
- The enterprise CS motion — frameworks, processes, and the playbook the next CSM will learn from
- Cross-functional escalations with engineering, support, and sales
What We're Looking For
- 5+ years in enterprise customer success or account management at a B2B SaaS or fintech company
- Owned a real enterprise book ($100k+ ARR) and can speak to NRR performance without hesitation
- Multi-stakeholder relationship experience at the executive level
- Commercially sharp — contracts, pricing, renewal dynamics
- Technically fluent enough to bridge customer needs and engineering teams
- Scrappy, high agency, startup experience strongly preferred
- Insurance, fintech, or compliance-heavy vertical experience a plus
Compensation
- Base (up to 160k) + Bonus (20%) + Equity (0.1%)
Location: On-site, San Francisco, CA
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