Director of Strategy & Operations

About SafeLease

At SafeLease, we're rethinking how P&C insurance is sold in an age of technological change. We believe the industry's biggest inefficiencies aren't technical problems — they're structural ones. And we're building the team to tackle them.

SafeLease is a profitable insurance business that designs, underwrites, and distributes specialty coverage for commercial property owners and their tenants. Most insurance companies either distribute products or bear the risk — we do both. We back our policies with our own capital, which means we control the full stack: product design, tech, and the speed at which we move. That end-to-end ownership lets us offer customers real flexibility, saving time and money for more than 4,000 properties insured for billions in value nationwide.

We're a team of 70, growing over 100% annually, and we've done it without sacrificing profitability or culture. Here, you'll get high discretion and a wide aperture of problems to solve. We embrace the newest technologies, move fast together, and operate with the intensity of a small company where every person's work is visible. If you're looking for a place to sharpen your craft alongside people who take their work seriously, you'll fit right in.

We are seeking a Director of Strategy & Operations with a consulting background to lead cross-departmental initiatives, partnering with Product, Go-To-Market (GTM), Support, and other teams to drive strategic and operational excellence. This role demands exceptional project management skills, strategic vision, and the ability to align cross-functional efforts with organizational goals in a fast-paced environment.

• Oversee and drive high-impact, cross-functional projects, ensuring alignment with company strategy and timely execution.

• Collaborate with Product, GTM, and Support teams to identify opportunities for operational improvements and implement scalable solutions.

• Develop and monitor KPIs to evaluate the success of strategic initiatives and operational processes.

• Lead the creation of project plans, timelines, and resource allocation to ensure successful project delivery.

• Provide strategic recommendations to senior leadership based on data analysis and industry trends.

• Facilitate cross-departmental collaboration, managing stakeholder relationships to drive consensus and outcomes.

• Mentor and guide junior team members in project execution and operational strategy.

• Bachelor’s degree in Business, Management, or a related field; MBA or advanced degree strongly preferred.

• 5-10 years of experience in management consulting, with a focus on strategy, operations, or transformation projects.

• Exceptional project management skills, with experience leading large-scale, cross-functional initiatives.

• Strong analytical skills, with expertise in tools like Excel, SQL, or Tableau for strategic analysis and reporting.

• Proven ability to influence and manage senior stakeholders across multiple departments.

• Experience working with Product, GTM, or Support teams in dynamic, high-growth environments.

• Ability to navigate complexity and drive results in ambiguous, fast-paced settings.

• Experience leading operational or strategic initiatives in tech or startup environments.

• Proficiency with project management tools (e.g., Asana, Jira, or Monday.com).

• Deep understanding of GTM strategies or product development processes.

• Experience in the self-storage and/or insurance industry.

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.