Chief of Staff to the Head of Sales

Assured is on a mission to modernize insurance. Claims processing (i.e. should we pay this claim?), while often overlooked, is the foundation of the entire industry. It’s currently highly manual, involving phone calls, faxes, and gut instinct, costing tens of billions of dollars a year. We can do better. At Assured, we provide large insurers with the software solutions they need to win in a modern, technology-driven world. From self-service claim-filing software to backend fraud detection, we’re the engine that powers claims processing for some of the largest insurers in the world. The challenges we face are deep and diverse, from creating digital experiences that provide comfort and clarity to claimants at their most stressed and vulnerable to orchestrating large-scale ML-driven decision-making on billions of dollars of claims payments, life at Assured is dynamic, collaborative, and rewarding. We are looking for a Chief of Staff to the Head of Sales to serve as the right hand to our sales leadership and act as a force multiplier across the go-to-market organization. This is a rare role that sits at the intersection of sales strategy and execution, putting you shoulder to shoulder with the Head of Sales on the decisions, deals, and operating rhythms that drive revenue. Assured’s sales motion increasingly includes a Forward Deployed Team (FDT) model. Our teams work alongside carrier executives and operators to identify high-value claims problems, understand the carrier’s data and workflows, co-create solutions, and move from discovery to measurable production value. You will not lead or own this motion. You will support the Head of Sales and accountable sales leaders by improving meeting readiness, internal alignment, resource coordination, visibility into commitments and risks, and follow-through. You will move between the strategic and the tactical without missing a beat: one hour building the ELT ready deal strategy, the next unblocking a stalled enterprise deal or standing up a new sales operations process. This role is for someone who thrives in ambiguity, brings structure to chaos, and takes pride in making the people around them, starting with the Head of Sales, dramatically more effective. If you want direct exposure to how a high-growth company wins in the market, and the chance to shape the sales engine behind that growth, this is your seat. What You'll Do You will own a broad, rotating portfolio spanning sales strategy, operations, and execution. In practice, that means: 🤝 Serve as the right hand to the Head of Sales - Act as a trusted thought partner and proxy: manage the sales leader's strategic agenda, prepare them for high-stakes internal and customer meetings, and make sure priorities translate into action and accountability.