Chief of Staff, Adaptive
ADAPTIVE INSURANCE
JOB DESCRIPTION: CHIEF OF STAFF
Reports to: CEO and Co-Founder
Location: Austin (Bee Cave), TX
Job Type: Full time
About Adaptive:
We are pioneering climate resilience by harnessing AI and data, technology, and insurance to help our customers analyze, act, and adapt to emerging risks. We’re starting with specialty insurance solutions like GridProtect, our parametric power outage coverage for short-duration outages, and Deductible Buy-Back, supplemental coverage for commercial and residential clients with high exposure to wind and hail deductible risk. Find out more at adaptiveinsurance.com.
About the Role
Adaptive is looking for a Chief of Staff who thrives at the intersection of strategy, operations, and execution. We are a scrappy start-up with everyone very hands-on - you will be too. This new role sits at the right hand of the CEO and touches every part of the company.
As Chief of Staff, you will be a true Jack or Jill of all trades: one day preparing board materials and sitting in on strategic partnership conversations, the next diving into agent operations or helping unblock a product launch. You will serve as a force multiplier for the CEO and leadership team, ensuring that high-priority initiatives move forward and that nothing falls through the cracks. If you love solving a wide variety of challenges, operating with autonomy, and helping early-stage companies scale, this role is for you.
Key Responsibilities
Strategic Support
● Act as an extension of the CEO: prepare materials for board meetings, investor updates, and key external conversations
● Represent and stand in for the CEO at internal and external meetings, with the credibility and presence to do so effectively
● Drive high-priority cross-functional initiatives from idea to execution, keeping the business moving and the team aligned
● Synthesize information from across the business to surface insights and support strategic decision-making
Operational Execution
● Own key operational processes across functions including agency/MGA operations, financial reporting and analytics, and product - rolling up your sleeves wherever the business needs you most
● Build and maintain dashboards, processes, and documentation that create leverage and scale with the company
● Identify and eliminate operational friction points across the business, coordinating between engineering, distribution, marketing, and external partners
● Manage and resolve day-to-day operational issues with speed and good judgment
Product and Platform Operations
● Collaborate with engineering and distribution to identify opportunities to improve our quoting platform and customer experience
● Translate data and user behavior into clear, prioritized recommendations for the team
● Manage compliance submissions and SLA tracking for products sold
What We’re Looking For
● 5+ years of experience in strategy, operations, or similar roles (consulting, business operations, chief of staff, or high-growth startup experience strongly preferred)
● Leadership presence: Comfortable interacting with executives, investors, and external partners, and capable of representing the CEO with confidence
● Analytical mindset: Capable of digging into data, extracting insights, and translating those into clear, actionable recommendations
● Technical fluency: Can work effectively with engineering teams, understand technical constraints, and communicate product requirements clearly
● Operational excellence: Experience managing complex, multi-stakeholder processes with rigor and accountability
● Self-starter mentality: You don’t wait for direction; you identify problems and solve them
● Strong communication skills: Can explain complex topics clearly to both technical and non-technical audiences
Bonus Qualifications
● MBA or equivalent advanced degree
● Background with insurtech, fintech, or B2B SaaS
● SQL or basic data analysis skills
● Experience working with a small team in a high-growth environment
You’ll Excel in This Role Because…
● You love making things better: You see a clunky process (or a missing one) and immediately think about how to improve it
● You’re comfortable at any altitude: You can prepare an exec briefing in the morning and dig into an operational problem in the afternoon
● You love a “blank slate”: You’re comfortable building processes from scratch in a growing company
● You’re scrappy and resourceful: You find solution with the resources available rather than waiting for perfect conditions
● You communicate proactively: You keep stakeholders informed, flag issues early, and don’t let things fall through the the cracks
● You have an ownership mentality: You take responsibility for outcomes, not just tasks
What We Offer
● Competitive salary and equity: You’ll have a real stake in what we’re building
● Direct impact: Your work directly affects every facet of our company and our growth
● Learning and growth: Exposure to all aspects of building a business, from product to operations to strategy
● Autonomy and ownership: We hire smart people and trust them to do great work
● Additional benefits: 401(k), Company paid benefits, PTO, and so on
Adaptive is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for everyone on our team.