Head of Finance - Planning and Analysis

Your car and your home are your most important assets, yet the experience of owning them is stuck in the 90s. Your car and your home are your most important assets, yet the experience of owning them is stuck in the 90s. ai is building the first app to manage it all. We started with car insurance in 2019, became one of the top 3 brokers in the U.We've reached 5M+ customers, raised $240M+, and scaled revenue 70X. We're now expanding into adjacent verticals (e.g. home, motorcycle, RV, etc) to become the one-stop-shop for all your physical assets.

We are hiring a Strategic Finance Manager, reporting to our VP of Finance, to build the analysis those decisions rest on. You will own the operating model and the planning cycle, partner with functional leaders across the company, and work closely with the CFO and the founders.

Alongside it, you are the analytical partner on new opportunities - the products, verticals, channels and partnerships we are deciding whether to back. And over your first year or two, as our newer products scale and the audience for our numbers widens beyond the people who already know the business, the reporting itself has to reach a standard that holds up to outside diligence.

Own Jerry's driver-based operating model for the base business and expand it as we launch new insurance products and business lines.

Once Accounting closes the books, explain what moved against plan and prior period, why it moved, and what it means for the forecast.

Translate the financial results into clear business insights for the CFO, the founders, the board, and our investors, at a standard that survives external diligence.

Lead monthly business reviews: Work with functional leaders and turn what the numbers show into the business decisions that need to be made.

Build the financial case for new opportunities

Build the financial model for new product, vertical, channel or partnership: Monitor product and channel economics including CAC and payback, policy retention and lifetime value, contribution margin etc.

Frame build, buy or partner decisions: help refine the frameworks we use to compare the options and the return profile of each.

Build the business case before a commitment is made, support negotiation on terms, and give budget owners the visibility to manage their own numbers.

You decide which analysis will actually change a decision, and leave the rest alone.