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About the role
As Head of Finance, you will own Shepherd’s financial planning, accounting, controls, and reporting, as well as the operations teams that run our go-to-market engine. You’ll manage our Finance Lead and the Revenue Operations, Business Operations, and Analytics teams, report to the CEO, and partner with our Reinsurance and Capital Strategy leader as we add risk-bearing capacity. The Head of Finance is responsible for several strategic functions including: Found on 1752vc Careers, the job board for startup and VC roles.
What they're looking for
- 12+ years in finance, spanning FP&A, accounting, and strategic finance, including 4+ years leading teams at a venture-backed or high-growth company
- Insurance finance experience at an MGA/MGU, carrier, reinsurer, or insurtech. You know commission and fee revenue, premium and claims flows, fiduciary accounts, bordereaux, and carrier and reinsurance reporting
- Familiarity with risk-bearing structures such as captives, sidecars, quota shares, and fronting arrangements, and the accounting, cash, collateral, and regulatory requirements that come with them
- A track record of running annual planning, forecasting, and budget-versus-actuals reviews on integrated models across revenue, headcount, OpEx, and cash
- Strong command of close, audit, tax, treasury, and internal controls, including managing outsourced accounting partners
- Experience leading or partnering closely with revenue operations, business operations, and analytics teams
More about this role
The world is building data centers, energy projects, hospitals, schools, and critical infrastructure. Every one of those projects needs insurance to move forward. Yet the process of getting that insurance still depends on scattered documents, manual work, and weeks of back-and-forth.
Shepherd is rebuilding commercial insurance with software, data, AI, and deep underwriting expertise. We started in construction and energy, where understanding the specifics of a project matters and better decisions have consequences far beyond a screen.
We develop insurance products, decide which risks to insure and how to price them, and partner with established insurers to back the coverage. We own the platform our team uses to turn complex submissions into coverage for the builders and operators shaping the world around us.
Our engineers, designers, underwriters, CX, and actuaries build together. The problems span turning messy documents into reliable data, making pricing more precise, and designing AI agents that can take on increasingly complex underwriting work.
The ambition is a platform where experts spend more time on judgment and relationships, supported by software that handles the work...
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