Director of Special Projects

Director of Special Projects 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're looking for a Director of Special Projects to sit at the center of our most important work. This is a rare role - one that puts you at the intersection of strategy and execution, working directly with the Chief of Staff and CEO on the initiatives that shape the direction of the company. You won't be handed a defined playbook. You'll write it. This role is for someone who thrives in ambiguity, moves fast, and takes pride in delivering exceptional output across a wide range of problems - from strategic planning and competitive analysis to high-stakes operational challenges and cross-functional programs. Roles like this are rare at any stage. You'll have direct exposure to the CEO, executive-level decisions, and the full breadth of how a company operates - if you want to have a real impact on how a company grows and wins - this is your seat. WHAT YOU'LL DO... 🔹 Own a rotating portfolio of the company’s highest-visibility projects across strategy, operations, finance, and growth 📊 Drive strategic initiatives – Lead end-to-end execution of CEO and leadership priorities, from framing and analysis through implementation and accountability ⚡ Act as a force multiplier – Step into high-need gaps with no clear owner and bring structure, momentum, and clarity 📝 Prepare executive-level materials – Build strategic memos and internal communications that are clear, concise, and compelling 🧠 Structure complex problems – Apply rigorous analytical frameworks to ambiguous business questions, combining data and qualitative insight into actionable recommendations 🤝 Lead cross-functional programs – Coordinate work across Product, Engineering, Sales, Finance, and Legal on initiatives that don’t sit neatly within one team WHAT YOU’LL BRING... 🏢 5–7 years of experience, including 2–4 years at a top-tier management consulting firm (Bain, McKinsey, BCG, or equivalent) 🔄 Experience transitioning from consulting into an operating role and applying structured thinking in fast-moving, resource-constrained environments 🗣 Exceptional communication – both written and verbal – with the ability to turn complexity into clarity 📈 Strong analytical horsepower – comfortable building market analyses and strategic frameworks from scratch 🏁 Execution-oriented – you follow through, manage timelines, and deliver without heavy oversight 🔑 High ownership, low ego – comfortable doing both the thinking and the doing 🌐 Experience influencing or managing cross-functional teams without formal authority Benefits: 🤑 Competitive Compensation: Competitive salary and equity packages for all employees 🏥 Healthcare Plan: Platinum medical, dental, and vision 🛡️ Free life insurance: Including long-term disability & short-term disability 🏄 Unlimited PTO: Uncapped vacation days & paid holidays 👶 Family Leave: Maternity & paternity 📈 401(k) Contribution: Assured contributes 3% of your income, even if you don't contribute 🏠 WFH Benefits: Lunch on us 2x/week, monthly phone stipend & other home office perks 👪 Health FSA ... (truncated, view full listing at source)