VP, Underwriting and Reinsurance

SafeLease is an insurance technology company that specializes in commercial real estate.

We focus on insurance products for the self-storage industry but are rapidly expanding our suite of services. We believe traditional commercial insurance can be distributed faster and cheaper. To do that, we’ve brought the entire insurance value chain—distribution, underwriting, and reinsurance—under one roof to drive innovation in an industry that’s ripe for change.

We are hiring a VP, Underwriting and Reinsurance who will lead our risk assessment and underwriting strategy with precision and expertise.

In this role, you'll be a hands-on leader driving the vision, strategy, and execution of our underwriting function. You’ll oversee the team, innovate processes, and align underwriting strategies with SafeLease’s growth objectives.

To drive our mission forward, this role will:

• Lead the Underwriting Team: Manage and mentor a high-performing team of underwriters, fostering a culture of excellence and accountability

• Master risk analysis: Evaluate complex risk factors to determine optimal pricing and coverage terms that fuel growth without compromising stability

• Collaborate strategically: Partner with Sales, Ops, and Product teams to craft underwriting strategies

• Stay ahead of the curve: Monitor industry regulations, market trends, and emerging risks to keep SafeLease at the forefront

• Drive Innovation: Develop and champion innovative underwriting policies, tools, and workflows to enhance efficiency, scalability, and competitive advantage

• Ensure compliance: Uphold regulatory and company standards, maintaining audit-ready documentation and coordinating with partners to align on compliance requirements

You have extensive experience in commercial property underwriting and a proven ability to drive transformative outcomes in risk management. You distill complex underwriting challenges into clear, actionable strategies, inspiring your team and stakeholders with your decisive leadership and commitment to excellence.

You’ll bring these skills and strengths:

• 10+ years of experience in a commercial P&C insurance environment and/or 7+ years of property underwriting experience. Prior surplus lines experience is a big plus

• Deep expertise in risk assessment methodologies, pricing models, and coverage structures

• Exceptional analytical and problem-solving skills, with a keen eye for detail and a strategic mindset

• Strong negotiation and relationship management abilities, fostering trust with internal teams and external partners

• Proactive leadership with a collaborative spirit—you know when to take charge and when to empower others

• Comfort navigating state-by-state regulations and licensing processes, ensuring compliance at every turn

• Desire to work in an in-person or hybrid from our beautiful downtown Austin office

Why SafeLease?

The tech: Our prospects convert fast because we’re solving real problems and delivering serious value to commercial real estate owners.

The team: We’re a team of seasoned pros and sharp operators who know how to move fast and build smart. High standards, low ego.

The stability: We’re well-funded, growing fast, and we make sure our team shares in that success with competitive pay and equity.

The employee experience: We also offer unlimited PTO, full health benefits, flexible work setups, and the kind of culture where people want to show up to do their best work.

If you don't have all the qualifications listed, don't worry! We understand everyone's career path is unique and still encourage you to apply if you feel this role is aligned with your career trajectory.

Employment at SafeLease is contingent upon a satisfactory verification of a general and criminal background check.