Controller

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 4000 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.

SafeLease is hiring a Controller to lead all accounting financial reporting and internal controls across the organization — with full ownership spanning our Managing General Agent (MGA) operations and our surplus lines insurance carrier. The role owns dual-track reporting: U.S. GAAP financial statements for SafeLease and its consolidated entities and statutory financial statements filed with state insurance regulators under NAIC Statutory Accounting Principles. The ideal candidate combines a Big Four audit foundation with hands-on accounting experience inside an insurance carrier and a track record of building and scaling finance functions in a high-growth environment. This is a high-visibility leadership role reporting to the CEO with direct exposure to senior leadership and strategic decision-making.

• Own and oversee all accounting operations across the MGA and the surplus lines carrier including general ledger management month-end / quarter-end / year-end close and intercompany accounting between the producer and the underwriter.

• Prepare and deliver timely accurate financial statements in accordance with both U.S. GAAP and Statutory Accounting Principles (SAP) including the NAIC P&C Annual Statement quarterly statements and audited statutory financial statements.

• Manage statutory reporting and regulatory filings: NAIC Schedules F (reinsurance) P (loss reserves) D (investments) and T (premium by state); Risk-Based Capital (RBC) calculations; IRIS ratios; and domiciliary and non-admitted / surplus lines state filings.

• Oversee MGA accounting under the NAIC Managing General Agents Act (Model #225) including premium trust / fiduciary accounts the MGA-to-carrier reporting cycle and quarterly accounting packages submitted to the carrier in a form usable for completion of the Annual Statement.

• Design implement and maintain robust internal controls and financial policies that scale with organizational growth (SOX-style frameworks preferred).

• Lead the annual statutory and GAAP audits and serve as the primary liaison with external auditors tax advisors state insurance examiners and the engaged actuary.

• Build mentor and develop a high-performing accounting team; establish best-in-class processes and a culture of continuous improvement.

• Manage consolidated financial reporting across SafeLease entities including intercompany transactions and eliminations between the MGA and the carrier.

• Partner with the CEO and senior leadership to provide financial insights variance analysis and strategic recommendations.

• Own premium and claims accounting cycles ceded and assumed reinsurance accounting deferred acquisition cost (DAC) treatment and loss reserve accounting.

• Oversee cash management treasury functions investment accounting (including NAIC SVO-rated portfolios) and capital allocation reporting.

• Ensure compliance with federal state and local tax requirements including premium tax filings and surplus lines tax compliance across multiple jurisdictions.

• Evaluate and enhance financial systems tools and technology infrastructure to support scalability and operational efficiency.

• Support fundraising investor reporting and due diligence processes as needed.

   

• Insurance carrier experience required with responsibility spanning an MGA and a surplus lines (Excess & Surplus / E&S) or admitted carrier.

• Statutory accounting (SAP) and NAIC reporting experience required — including preparation or direct oversight of the NAIC Annual Statement and quarterly statements.

• Big Four background required — audit or assurance experience at Deloitte PwC EY or KPMG.

• CPA designation required; Bachelor’s degree in Accounting Finance or related field.

• Minimum 7 years of progressive accounting and finance experience.

• Deep expertise in both U.S. GAAP and SAP the differences between the two frameworks and the bridging entries required to reconcile them.

• Demonstrated experience managing accounting functions across multiple legal entities and lines of business.

• Strong technical accounting skills including consolidations intercompany eliminations premium accounting (written / earned / unearned) loss reserve accounting and reinsurance accounting (ceded and assumed).

• Hands-on familiarity with NAIC Schedules F P and D and Risk-Based Capital reporting.

   

• Master’s degree in Accounting Finance MBA or a related advanced degree.

• Experience inside a high-growth insurtech specialty insurer or scale-up environment.

• Prior responsibility for state-by-state premium tax filings and surplus lines tax compliance.

• Experience operating inside an insurance holding structure (HoldCo + carrier + MGA).

• Familiarity with investment accounting under SSAP No. 26R SSAP No. 30R and SSAP No. 43R (bonds equities structured securities).

• Proficiency with insurance-specific statutory reporting and ERP platforms (Workiva EagleEye SunGard EAS SAP Insurance or similar) and modern financial planning tools.

• SOX or SOX-style internal controls implementation experience.

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.

What We Do

SafeLease is a leading provider of self-storage tenant protection and revenue management software. We're on a mission to bring big company capabilities to small- and medium-sized commercial real estate businesses. We achieve this by leveraging technology and a partner-centric business model to create new revenue channels that maximize the value of commercial property assets.

Why Work With Us

The SafeLease Team nurtures a culture of collaboration where every team member has a voice and that voice is heard. We grow and learn together prioritizing transparency and open communication at every step to ensure the company and every team member reaches their full potential.

Gallery