Overview:

If you're looking for the stability of a profitable, growing company with the entrepreneurial spirit of a startup, we’re hiring. SageSure, a leader in catastrophe-exposed property insurance, is seeking a Staff Software Engineer to help design, build, and evolve the software platforms that support our customers, partners, and business operations.

As a senior individual contributor, you will solve complex engineering problems, influence architectural and technical decisions, and help teams deliver scalable, reliable, and maintainable software. You will work closely with engineers, product managers, quality engineers, architects, and other cross-functional partners to enhance existing products and develop new capabilities

This role offers the opportunity to work with modern technologies, contribute across the software development lifecycle, and provide technical leadership within a collaborative engineering organization. We invite you to join our shared commitment to building, shipping, learning, and continuously improving.

What you’d be doing:

Design, develop, test, and maintain scalable software applications, services, APIs, and platform capabilities.
Lead the technical design and implementation of solutions that support complex business requirements, high transaction volumes, and evolving customer needs.
Partner with product managers, quality engineers, architects, and other stakeholders to define requirements, evaluate technical approaches, and deliver high-quality solutions.
Establish and influence the technical direction of projects and initiatives, including architecture, design patterns, system integrations, and engineering standards.
Identify performance, scalability, reliability, and maintainability concerns and develop solutions that improve the health of our systems.
Deliver software through automated build, testing, deployment, and continuous delivery processes.
Ensure code quality through automated testing, code reviews, technical documentation, and adherence to software engineering best practices.
Communicate technical plans, architectural decisions, risks, and recommendations clearly to both technical and nontechnical stakeholders.
Provide technical guidance, mentorship, and coaching to other engineers through pairing, design discussions, and code reviews.
Collaborate across engineering teams to solve shared technical challenges, promote consistent practices, and advance broader platform capabilities.
Evaluate emerging technologies and development tools, including AI-enabled engineering tools, and identify opportunities to improve software delivery and developer effectiveness.

We’re looking for someone who has:

Bachelor’s degree in computer science, software engineering, information systems, or a related technical field, or equivalent practical experience.
5+ years of professional software engineering experience, including experience independently solving complex technical problems and influencing technical direction.
Strong proficiency in at least one modern programming language, such as Java, TypeScript, Go, Python, C#, or a comparable language.
Experience designing, developing, integrating, and maintaining APIs, services, distributed systems, or modern software applications.
Experience working with databases and applying software design, architecture, testing, and development best practices.
Proven ability to provide technical leadership, evaluate tradeoffs, and influence the direction of complex, cross-functional initiatives.
Strong analytical and problem-solving skills, with the ability to bring structure and sound technical judgment to ambiguous challenges.
Strong communication and collaboration skills, including experience working effectively across remote and geographically dispersed teams.
Ability to travel occasionally, up to 15%, based on business needs

Highly preferred candidates also have:

Experience designing and maintaining microservices or distributed systems.
Experience with cloud platforms, containerization, and orchestration technologies, particularly AWS, Docker, or Kubernetes.
Experience with technologies commonly used within SageSure’s software environment, including Java, Spring Boot, and Temporal.
Experience using AI-enabled development tools or agentic coding assistants, such as Claude Code, Cursor, or GitHub Copilot.
Experience in property and casualty insurance, Insurtech, Fintech, or another regulated industry.

Software at SageSure:

Originally founded as a software and analytics business, SageSure's proprietary technology has always been a key source of competitive advantage. We offer agents and policyholders best-in-class, modern capabilities to quote and bind insurance, service policies, and submit and track claims. We operate a microservices-based SaaS platform and conduct a substantial share of our business through our API. Our software product, engineering, and operations teams set the bar for talent in our industry. We work remotely from numerous states across the country and are always looking for exceptional individuals to join us.

We are continually innovating with modern tools and technologies, and we welcome new perspectives. An ideal candidate will have a passion for some of our key technologies and advocate pragmatic industry practices around availability, scalability, security, and automation. A cloud-based infrastructure, continuous integration and delivery, and a quality-first approach help us to better deliver software. A metrics-driven mindset has become part of our DNA and helps us make data-driven decisions. If you have interests across these domains, we want to help grow and foster them.

About SageSure:

Named among the Best Places to Work in Insurance by Business Insurance for four years in a row (2020-2023), SageSure is one of the largest managing general underwriters (MGU) focused on catastrophe-exposed property in the US. Since its founding in 2009, SageSure has experienced exceptional growth while generating underwriting profits for carrier partners through hurricanes, wildfires, and hail. Available in 16 states, SageSure offers more than 110 home, flood, and commercial products on behalf of its highly rated carrier partners. Today, SageSure manages more than $3.2 billion of inforce premium and helps protect more than 970,000 policyholders. 

 We have more than 1,000 employees in a distributed workforce environment across 12 offices—Fairfield, CA; Mountain View, CA; Cheshire, CT; Jacksonville, FL; Tallahassee, FL; Tampa, FL; Chicago, IL; Jersey City, NJ; Marlton, NJ; Cincinnati, OH; Houston, TX; Sheboygan, WI—who are tackling the industry’s toughest challenges.    

SageSure is a proud Equal Opportunity Employer committed to building a workforce that reflects the spectrum of perspectives, experiences, and abilities of the world we live in. We recognize that our differences make us strong, and we actively seek out diverse candidates through partnerships with organizations, institutions and communities that represent various backgrounds. We champion belonging and inclusion for all identities, including, but not limited to, race, ethnicity, religion, sexual orientation, age, veteran status, ability status, gender, and country of origin, striving to create a culture where all individuals feel valued, respected, and empowered to bring their authentic selves to work.

Our nimble, highly responsive culture nurtures critical thinkers who run toward problems and engineer solutions. We relentlessly pursue better outcomes by investing in the technology, talent, and tools that position us to succeed in demanding markets. Come join our team! Visit sagesure.com/careers to find a position for you.

California Applicants: View SageSure’s Workforce Members’ Privacy Notice - CA Privacy Policy & Notice of Collection

About the company

SageSure provides homeowners and small business insurance in high-risk coastal areas that traditional insurers often overlook. It offers tailored insurance products for underserved markets and relies on experienced professionals in underwriting, product development, sales, technology, and customer service to serve these clients. The company uses data analytics and risk assessment to price policies competitively while maintaining quality coverage, achieving profitability through underwriting premiums. SageSure’s goal is to ensure reliable, affordable protection for customers in coastal risk zones by focusing on niche markets, expert guidance, and personalized service rather than generic coverage.

Company Size

501-1,000

Company Stage

Debt Financing

Total Funding

$1.7B

Headquarters

Jersey City, New Jersey

Founded

2009

Get referred to SageSure

See people who can refer or advise you

Simplify's Take

What believers are saying

March 2026 Seawall Re II raised $200 million, lifting sidecar capital to $250 million.
February-March 2026 Gateway Re deals totaled $845 million, proving investor demand.
SageSure now manages $3.2 billion inforce premium and 970,000 policyholders across 16 states.

What critics are saying

SageSure sued MapleSage on June 12, 2026 over sagesure.io brand theft.
One severe 2026 hurricane season can exhaust reinsurance layers and trigger carrier retreat.
Florida, Louisiana, Texas, and South Carolina concentration makes SageSure hostage to catastrophe clustering.

What makes SageSure unique

SageSure ranked third-largest catastrophe bond sponsor globally by March 2026.
Seawall Re and Gateway Re give SageSure proprietary capital-markets distribution for coastal risk.
Gemini and Olympus added Florida depth, 130,000 policies, and 1,500 independent agents.

Help us improve and share your feedback! Did you find this helpful?

Benefits

Fully stocked cafés with free snacks and beverages
Lounges with shuffleboard, billiards and board games
Access to in-office gyms
Organized and ad hoc social events
Medical (HSA, EPO, PPO)
Dental
Vision
401(k) with company match
Profit-sharing bonus program
Life insurance
Short-term and long-term disability
Up to 160 hours of paid time off per year, plus floating holidays

Growth & Insights and Company News

Headcount

6 month growth

13%

1 year growth

13%

2 year growth

13%

Artemis

Oct 12th, 2026

Pillar Capital Management gets strategic investment from SageSure.

Pillar Capital Management gets strategic investment from SageSure. * 12th October 2026 - Author: Steve Evans Pillar Capital Management, the Bermuda-based specialist collateralized reinsurance and insurance-linked securities investment fund manager, has secured a new high-profile backer as managing general underwriter SageSure has made a strategic investment in the company. Pillar Capital Management is one of the leading managers of insurance-linked funds, having been founded in 2008. Today, one of its founding members Stephen Velotti is CEO and Chief Investment Officer of the company. As of June 30th 2026, the ILS investment manager had around $4.3 billion of assets under management (AUM), placing it among the largest independent managers of ILS investment opportunities in the market. Prior to this new transaction with SageSure, Pillar was jointly owned by its management team and global reinsurance company TransRe, a Berkshire Hathaway company. With CEO and CIO Stephen Velotti and COO Tara Railton set to continue leading Pillar Capital, the announcement states that the firm's management team will "continue to hold a substantial ownership stake in the business". Which suggests SageSure may have acquired some of the management stake, which could now make TransRe the majority shareholder in Pillar, although Artemis cannot be certain as that detail was not shared. SageSure is a specialist catastrophe-exposed property managing general underwriter (MGU) and well-known in the ILS market, for its forward-thinking approach to reinsurance capital and risk-sharing, having sponsored numerous catastrophe bonds under Gateway Re, while also sponsoring a number of reinsurance sidecar structures as well. Now, SageSure has taken a strategic stake in a specialist ILS manager and with this comes alignment and access to capital, still from the ILS market and its investor base, as well as profit potential. The MGU said that in acquiring a strategic investment stake in Pillar Capital, this "connects SageSure's underwriting expertise with a broader range of capital sources across the property catastrophe value chain." Further explaining that the investment, "adds Pillar's leading reinsurance risk underwriting capabilities and deep institutional investor relationships to the SageSure platform, expanding SageSure's capabilities across the property catastrophe value chain and strengthening its ability to connect underwriting expertise with a broader range of capital sources." Pillar Capital will remain as an independent franchise, retaining its Bermuda-based team and investment strategy. But now, this will be augmented by SageSure's capabilities as well, in terms of risk-level insights, analytics and technology. In addition, of course, this brings a new and closely-aligned route through which to access new reinsurance investment opportunities for Pillar Capital and its range of ILS fund strategies. Pillar CEO and CIO Velotti commented, "We are excited to embark on this next chapter with SageSure. While our core strategy, our team, and the way we serve our investor partners will remain unchanged, partnership with SageSure will further enhance our ability to access, evaluate, and manage catastrophe risk and allow us to continue delivering industry-leading results." "For nearly two decades, Pillar has built a world-class platform and deep relationships with global institutional investors through a relentless focus on strong technical underwriting and prudent risk management, two principles which are core to our ethos at SageSure," added Terrence McLean, President and CEO of SageSure. "For those reasons, I believe the two organizations could not be a better fit as partners." Howden Capital Markets & Advisory (HCMA) served as the exclusive financial advisor to SageSure on the transaction. John Stamatis, Co-Head of North America, HCMA, stated, "This transaction is evidence of the growing convergence between traditional underwriting platforms and third-party capital. We have long had deep respect and admiration for both the SageSure and Pillar franchises, and are proud to have played a role in bringing them together." SageSure operates across 16 US states, with its insurance products currently protecting nearly 1 million policyholders, and the MGU manages more than $3 billion of inforce premium. Pillar Capital Management is a multi-strategy ILS investment platform, dynamically allocating third-party institutional investor capital across reinsurance, retrocession, catastrophe bonds, and industry loss warranties (ILWs). View information on many dedicated ILS fund managers, as well as reinsurers offering ILS style investment opportunities, in its Insurance-Linked Securities Investment Managers & Funds Directory. All of its Artemis Live insurance-linked securities (ILS), catastrophe bonds and reinsurance video content and video interviews can be accessed online. Its Artemis Live podcast can be subscribed to using the typical podcast services providers, including Apple, Google, Spotify and more.

Morningstar

Oct 9th, 2026

SageSure invests in insurance-linked securities manager Pillar Capital with $4B AUM

SageSure, one of the largest managing general underwriters focused on catastrophe-exposed markets, has made a strategic investment in Pillar Capital Management, an insurance-linked securities fund manager with over $4 billion of institutional assets under management. The investment combines SageSure's underwriting expertise with Pillar's reinsurance risk underwriting capabilities and institutional investor relationships, expanding SageSure's reach across the property catastrophe value chain. Pillar will continue operating independently from Bermuda under CEO and CIO Stephen Velotti and COO Tara Railton. Pillar's management team will retain substantial ownership in the business. SageSure expanded its existing debt facility with Ares Management to support the transaction. Howden Capital Markets & Advisory advised SageSure, whilst Evercore advised Pillar. SageSure operates in 16 states, protects nearly one million policyholders, and manages more than $3 billion of inforce premium.

SageSure

Sep 18th, 2026

SageSure wins Core category at Datos Insights 2026 Insurance Technology Impact Awards for proprietary compliance platform.

SageSure wins Core category at Datos Insights 2026 Insurance Technology Impact Awards for proprietary compliance platform. Internally developed Surplus Lines Insurance Management (SLIM) platform recognized for its end-to-end automation and less than 1% filing error rate. CINCINNATI, OH - September, 2026 - SageSure, the largest residential property MGU in the US specializing in catastrophe-exposed markets, today announced that its proprietary Surplus Lines Insurance Management (SLIM) platform won the Core Systems Innovation category in the 2026 Datos Insights Insurance Technology Impact Awards. The Datos Impact Awards are the industry's premier peer-juried recognition program for insurance technology leaders. Evaluated anonymously by the Datos Insights Insurance Technology Executive Council - a panel of peer CIOs with direct enterprise modernization experience - the Core category recognizes market-leading initiatives that transform essential technology systems, including policy administration, underwriting, and billing. Developed by SageSure's internal platform engineering and surplus lines teams, SLIM automates multi-state regulatory compliance across the high-growth surplus lines market. Historically, disparate state stamping office mandates require intensive manual oversight and post-bind reconciliation. SLIM eliminates this structural friction by converting each policy event into an auditable regulatory filing, validating licenses via NIPR integration, and applying explainable AI (xAI) document verification before filings ever reach a state stamping office. "The best insurance technology is built by teams who deeply understand the operational realities of the business," said Terrence McLean, President and CEO of SageSure. "Our engineering and surplus lines teams built an internal solution that immediately made our operations faster, more compliant, and more scalable. It's an honor to see this work recognized by leaders who appreciate both the complexity of the challenge and the sophistication of the solution." Since its initial rollout, SLIM has set a new benchmark for SageSure's regulatory throughput: * Automates 90% of monthly filing transactions while processing tens of thousands of policy events. * Maintains a near-zero defect rate across state submissions, virtually eliminating late-filing friction. Currently live in California and New York, SLIM will expand to Florida and Texas in the coming months to support hundreds of millions in written premium. "Surplus lines compliance is notoriously complex, and traditionally reliant on manual, retroactive review," said Al Bagiro, AVP of Surplus Lines at SageSure and executive sponsor of SLIM. "We engineered SLIM on a foundational rule: validation must happen before a filing leaves the building, not after a regulator rejects it. This recognition validates both the platform and the agile, in-house team that modernized critical infrastructure to deliver enterprise-grade accuracy at scale." About SageSure SageSure is the largest residential property MGU in the US specializing in catastrophe-exposed markets. Dedicated to serving producers and carrier partners, SageSure provides highly differentiated residential and commercial solutions, innovative service and claims management, and market-leading buying experiences. A leader in catastrophe risk underwriting and exposure management, SageSure operates in 16 states, protects nearly 1 million policyholders, and manages more than $3.3 billion of inforce premium. For more information, visit sagesure.com. About the Datos Insights Impact Awards Datos Insights is a leading provider of research, advisory, and consulting services to the financial services, insurance, and retail technology industries. Its Impact Awards recognize insurers, banks, and technology companies for projects that deliver measurable business results, as selected by councils of peer executives with direct experience leading complex technology initiatives. Past honorees across Datos Insights' Impact Awards programs include Arch Insurance North America, Encova Insurance, Everest Re, Sun Life, Westfield Specialty Insurance, QBE Insurance, American Family Insurance, State Auto, Amerisure, and Neptune Flood. For more information, visit datos-insights.com. ### Media Contact: Walker Sands [email protected]

Quandec Corporation

May 7th, 2026

Mercury, Olympus partner on bundled auto-home coverage in Florida.

Mercury, Olympus partner on bundled auto-home coverage in Florida. Mercury Insurance (NYSE: MCY) and Olympus Insurance announced May 7 a joint program that lets independent agents in Florida bundle Mercury auto coverage with qualifying Olympus homeowners policies, with eligible customers receiving a 10% discount on the Mercury auto policy and a 10% discount on the Olympus homeowners policy. The program pairs Mercury, which currently writes auto insurance in Florida, with Olympus, a Florida-focused homeowners carrier that became part of the SageSure family of companies after SageSure closed its acquisition of Gemini Financial Holdings Corp. and the Olympus subsidiaries on Jan. 2. The bundled offering adds another auto-and-home option in

Yahoo Finance

Mar 10th, 2026

SageSure Scales Seawall Re Sidecar Franchise; Secures $200 Million in Reinsurance

SageSure scales Seawall Re sidecar franchise; secures $200 million in reinsurance. Business Wire Expanded sidecar platform reinforces SageSure's market leadership in bridging institutional capital and high-quality catastrophe risk. JERSEY CITY, N.J., March 10, 2026-(BUSINESS WIRE)-SageSure, the largest residential property MGU in the US specializing in catastrophe-exposed markets and a top global sponsor of catastrophe bonds, today announced the close of its second reinsurance sidecar transaction with Seawall Re II Ltd. ("Seawall Re II"), securing $200 million in capital. In conjunction with its carrier partners, SageSure programs are expected to secure approximately $7 billion of first event reinsurance limit in 2026. Including the debut Seawall Re transaction in July 2025, the SageSure-sponsored sidecar platform has now secured $250 million in less than a year. This rapid expansion underscores SageSure's pioneering role in the convergence of reinsurance capital and capital markets in the catastrophe risk space, a strategic priority as the company continues to mature the insurance-linked securities (ILS) asset class for institutional investors. "SageSure is committed to building long-term investor relationships, and Seawall Re II is a direct reflection of that commitment," said Terrence McLean, President and CEO of SageSure. "We believe that the future of catastrophe risk management lies in the ability to provide investors with a transparent, data-driven gateway to profitable underwriting results. We look forward to continuing to build investor trust with high-quality data, proactive reporting, and sustained outperformance." This transparency facilitates a quota share structure that creates alignment between capital providers, SageSure, and SageSure's underwriting partners SURE, Elevate, SafeChoice, Auros, Interboro, and GeoVera Nova. Carrier partners benefit from incremental catastrophe capacity and reduced net risk positions, while capital providers gain access to a well-priced, well-managed, and diversified catastrophe risk portfolio. GC Securities, a division of MMC Securities LLC, acted as the sole structuring and placement agent for the sidecar transaction. Willkie Farr & Gallagher LLP served as deal counsel. "We're proud to have partnered with SageSure on the Seawall Re platform since its inception," said Liam Martens, Managing Director of GC Securities, a division of MMC Securities LLC. "The strong investor response signals SageSure's differentiated approach to catastrophe risk management is highly attractive to the capital markets. We look forward to building on this momentum as the Seawall Re franchise scales."