Customer Success Manager (Fremont)
Otterbrook
Job Description
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