SageSure

• lead key pricing and analytics work within a cross-functional team • develop and monitor predictive models • evaluate rate adequacy across states and segments • lead rate indications and pricing studies to inform renewal strategy and multi-state price updates • assess retention, conversion, and price elasticity • conduct pre- and post-implementation impact analyses • recommend course corrections as needed • support data mapping, exploration and modeling projects • drive process improvements through data and automation • provide technical leadership through mentoring, governance, and clear communication to technical and non-technical stakeholders • present findings and recommendations to senior leadership

• Investigate and document property claims, including policy review, recorded statements, assigning inspections, updating reserves, preparing or reviewing estimates, and negotiating settlements • Communicate claim updates and decisions verbally and in writing • Handle claims in compliance with all applicable regulations and internal processes • Act as a resource for less experienced staff • Support catastrophe response as needed, to include potential overtime and deployment • Any other duties needed to help drive our purpose and fulfill our values

Role Description As the Head of Regional Sales, Northeast , you will own the overall sales performance, execution discipline, and agency relationships across one of SageSure’s most complex and strategically important regions. This role is accountable for driving profitable growth, deepening agency engagement, and ensuring consistent execution of SageSure’s go-to-market strategy across New York, Massachusetts, Connecticut, and New Jersey. - Own full accountability for regional sales performance, including new business growth, retention, mix of business, and overall territory health across the Northeast. - Lead, coach, and develop a high-performing regional sales team, setting clear expectations tied to activity, outcomes, and execution discipline. - Drive consistent field execution through structured agency engagement, territory planning, and rigorous pipeline management. - Build and deepen relationships with key agency partners, regional broker leaders, and national accounts operating within the Northeast. - Partner closely with underwriting, product, operations, and marketing to ensure aligned go-to-market execution and strong ease-of-business for agency partners. - Monitor and manage regional KPIs including new business premium, pipeline health, quote-to-bind performance, retention, and agency productivity. - Use data, dashboards, and Salesforce reporting to assess performance, identify gaps, and proactively adjust regional strategy. - Represent SageSure in the Northeast market through agency visits, regional meetings, industry events, and select conferences. - Ensure full adoption of Salesforce and other sales tools for activity tracking, pipeline visibility, and performance management. - Provide regular, executive-ready reporting on regional performance, market conditions, competitive dynamics, and growth opportunities. - Manage regional travel, entertainment, and event budgets with a clear ROI mindset. - Complete ad-hoc projects and support enterprise sales initiatives as needed to advance SageSure’s strategic priorities. Qualifications - Extensive experience in insurance sales leadership, preferably within property, personal lines, or catastrophe-exposed markets. - Proven success leading regional sales teams and driving measurable growth across complex, competitive territories. - Strong understanding of Northeast insurance markets, agency distribution models, and regulatory considerations. - Demonstrated ability to hold teams accountable to activity, execution standards, and business outcomes. - Data-driven mindset with experience using CRM systems, dashboards, and analytics to manage performance. - Strong executive presence with the ability to influence senior leaders, agency principals, and cross-functional partners. - Excellent communication skills, both written and verbal, with the ability to deliver clear, compelling messages. - Comfort operating in a matrixed organization and partnering across underwriting, product, operations, and marketing. - Bachelor’s degree in business, finance, marketing, or related field (or equivalent experience). Requirements - Deep relationships with Northeast agency partners or regional broker leadership. - Experience leading sales efforts across multiple states with varying market dynamics. - Familiarity with Salesforce, BI tools, and performance scorecards. - Prior experience working within an MGU, carrier, or specialty insurance platform. Benefits - Named among the Best Places to Work in Insurance by Business Insurance for four years in a row (2020-2023). - Exceptional growth while generating underwriting profits for carrier partners through hurricanes, wildfires, and hail. - Available in 16 states, offering more than 110 home, flood, and commercial products. - Managing more than $3.2 billion of inforce premium and helping protect more than 970,000 policyholders. - More than 1,000 employees in a distributed workforce environment across 12 offices.

Role Description 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 an Assistant Vice President (AVP) of Total Rewards. This role is ideal for a seasoned Total Rewards leader with private equity experience, strong operational rigor, and the executive presence to partner effectively across the organization. As the AVP, Total Rewards, you will own both the strategy and execution of SageSure’s Total Rewards roadmap—shaping compensation, benefits, equity, payroll, and HR systems to attract, retain, and motivate a geographically distributed workforce. This role is equally tactical and strategic, requiring deep hands-on expertise alongside the ability to influence senior leaders and guide change at scale. You will play a critical role in ensuring our programs are compliant, competitive, scalable, and aligned with the expectations of a private equity–backed environment, while leading and developing a high-performing remote team. Qualifications - Bachelor’s degree in Human Resources, Business Administration, or a related field (required). - 12+ years of progressive Total Rewards experience, including compensation, benefits, payroll, equity, and HR systems. - Hands-on experience in administering complex equity and long-term incentive programs within a private equity-backed organization. - Demonstrated experience administering equity programs, including non-stock options (NSOs) and long-term incentive plans for private companies. - Proven ability to operate effectively in a highly operational, hands-on role while also setting strategic direction. - Extensive experience managing multi-state payroll, including complex states such as California. - Deep expertise in payroll taxes, compliance, and regulatory nuances across multiple jurisdictions. - Demonstrated experience replacing or significantly upgrading legacy systems that no longer meet the needs of a maturing organization. - Workday experience strongly preferred. - Experience successfully leading and managing remote teams. - Strong background in auditing and compliance, with a proactive, detail-oriented approach to risk management. - Experience leading and supporting change management initiatives across systems, processes, or organizational growth phases. - Track record of managing annual merit, bonus, LTIP, and deferred compensation payout processes for a private company. - Experience working in a multi-site, multi-state environment. - Experience with profits interest plans and K-1 tax treatment (preferred). - Strong understanding of HR technology platforms and systems implementation/optimization (e.g., UltiPro, Carta, DOMO). - Advanced analytical skills with the ability to translate data into insights and recommendations. - Exceptional communication skills and executive presence, with the ability to influence and partner with senior leaders and cross-functional stakeholders. Requirements - Private Equity–Backed Company Experience: Direct experience operating within a private equity–backed organization, including administering and evolving Total Rewards programs in a PE environment with strong governance, pace, and accountability. - Equity & NSO Expertise: Hands-on experience designing, administering, and educating stakeholders on equity programs, including Non-Stock Options (NSOs) and other private-company equity vehicles, with a strong understanding of tax and compliance implications. - Operationally Strong Total Rewards Leader: Demonstrated ability to operate at both a strategic and highly tactical level, with deep ownership of day-to-day execution across compensation, benefits, equity, payroll, and HR systems. - Remote Workforce Leadership: Proven success leading and developing a remote or highly distributed team, with the ability to drive accountability, performance, and engagement across geographies. - Multi-State Workforce & Payroll Tax Mastery: Deep experience managing a workforce across 45 states, with expert-level knowledge of payroll tax nuances, compliance requirements, and risk mitigation. - HRIS Transformation Experience: Demonstrated success replacing, significantly upgrading, or optimizing legacy HRIS and People systems to support scale, reporting, compliance, and improved employee experience in a growing organization. - Audit & Compliance Experience: Strong background in auditing compensation, benefits, equity, and payroll practices, with a rigorous focus on compliance, internal controls, and regulatory adherence. - Change Management Leadership: Proven ability to lead and execute enterprise-level change, including systems implementations, program redesigns, and process improvements, while effectively influencing stakeholders at all levels. - Executive Presence & Leadership Partnership: Clear executive presence with the ability to serve as a trusted partner to senior leaders, influence decision-making, and confidently represent Total Rewards strategy at the executive and board level. Benefits - Competitive salary and performance-based incentives. - Comprehensive health, dental, and vision insurance. - Retirement savings plan with company match. - Generous paid time off and holiday schedule. - Opportunities for professional development and growth.

Role Description 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 People Business Partner. As a People Business Partner (PBP), you will play a critical role in supporting the Senior People Business Partner in delivering high-impact HR solutions to business leaders and employees across our Software & Program teams. This role offers an excellent opportunity to learn and grow in the People space while building trusted partnerships and directly owning relationships with assigned client groups. - Support employee engagement, talent processes, team effectiveness, and culture across your designated client groups. - Work closely with the broader People team to ensure consistent and effective execution of People strategies. - Drive initiatives that support performance, growth, and operational excellence. - Collaborate across functions to enable effective leadership, strengthen organizational structure, and cultivate a culture where employees feel valued and equipped to succeed. We want you if your mindset includes: - A sense that you’re a builder, and comfortable with ambiguity. - A strong sense of accountability and co-ownership of challenges. - A desire to work in an environment where priorities change as we learn. - Ambition to help achieve our mission while progressing your career. - Persistent and independent to get the task done without a lot of direction. - A love for the all-hands-on-deck feels of a startup—no task too big or too small. - Passion, grit, and enjoy organizing chaos. What you’d be doing: - Partner with business leaders to assess organizational needs and translate them into actionable people strategies. - Support workforce planning, org design, and team structure decisions that enable growth and effectiveness. - Coach managers on performance management, feedback, and development conversations. - Guide employee relations matters in collaboration with the Director of ER & Compliance to ensure fair, timely resolutions. - Help deliver core HR programs like engagement surveys, compensation reviews, performance cycles, and talent planning. - Use people data and engagement insights to identify trends, improve retention, and drive a strong team culture. - Support recruiting efforts by aligning roles to business needs and partnering on hiring and onboarding. - Communicate HR policies, programs, and changes clearly and consistently across teams. - Champion inclusion and engagement by supporting DEIB efforts and fostering a values-driven culture. - Partner closely with the Senior People Business Partner to deliver tailored people solutions that align with business priorities and SageSure’s values. Qualifications - Bachelor’s degree preferred, with 5–7 years of experience as a People Business Partner. - Strong working knowledge of core HR functions, including employee relations, recruiting, performance management, and engagement. - Familiarity with U.S. employment law and HR compliance practices; California knowledge is a plus. - Experience supporting fast-paced teams that coordinate across multiple business functions to deliver complex initiatives. - Ability to solve problems of basic complexity; resourceful and takes initiative to seek internal and external resources and support when problem-solving. - Experience with Microsoft platforms (Word, Excel, PowerPoint) and HR people platforms. - Ability to handle sensitive and confidential information with discretion. Requirements - HR-related certification (e.g. PHR or SPHR) highly preferred. - Insurance experience. - Advanced Microsoft Excel skills, including pivot tables, formulas, lookups, data analysis, and executive-ready reporting. - Experience using Smartsheet for project tracking, workflow management, dashboards, or cross-functional planning. Company Description 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. - 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. - Our nimble, highly responsive culture nurtures critical thinkers who run toward problems and engineer solutions. Come join our team! Visit sagesure.com/careers to find a position for you.

Role Description 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 Senior Catastrophe Claims Adjuster. A qualified candidate will have strong estimating skills, can comfortably handle high severity losses, and distill complex information for customers. You’ll be able to effectively communicate and negotiate across multiple parties, including customers, contractors, and public adjusters. This is a desk-based adjusting position. If you're interested in joining our growing Claims team, we'd love to hear from you. - Investigate and document property claims, including policy review, recorded statements, assigning inspections, updating reserves, preparing or reviewing estimates, and negotiating settlements. - Communicate claim updates and decisions verbally and in writing. - Handle claims in compliance with all applicable regulations and internal processes. - Provide technical expertise and serve as an SME for Claims-related projects. - Act as a resource for less experienced staff. - Support catastrophe response as needed, to include potential overtime and deployment. - Lead high-profile and sensitive special investigations involving intricate and specialized fraud referrals. - Any other duties needed to help drive our purpose and fulfill our values. Qualifications - Bachelor's degree in a related field or equivalent relevant education. - 5+ years of property claims experience. - Estimating skills. - Excellent written and verbal communication skills. - Strong organizational abilities. - Empathetic interpersonal skills. - Adjuster licensed in home state or holds a non-resident license if license not required; meets requirements for licensing in additional states as needed. Requirements - Field claims experience (highly preferred). - Experience in catastrophe-focused environments (highly preferred). - Professional designations (highly preferred). Company Description 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. - More than 1,000 employees in a distributed workforce environment across 12 offices. - Locations include: 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. - SageSure is a proud Equal Opportunity Employer committed to building a diverse workforce. - Our culture nurtures critical thinkers who run toward problems and engineer solutions.

Role Description 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 Property Claims Adjuster II. A qualified candidate will have estimating skills, can comfortably and independently handle moderate severity losses, and distill complex information for customers. You’ll be able to effectively communicate and negotiate across multiple parties, including customers, contractors, and public adjusters. This is a desk-based adjusting position. If you're interested in joining our growing Claims team, we'd love to hear from you. - Investigate and document property claims, including policy review, recorded statements, assigning inspections, updating reserves, preparing or reviewing estimates, and negotiating settlements. - Communicate claim updates and decisions verbally and in writing. - Handle claims in compliance with all applicable regulations and internal processes. - Act as a resource for less experienced staff. - Support catastrophe response as needed, to include potential overtime and deployment. - Any other duties needed to help drive our purpose and fulfill our values. Qualifications - 3+ years of property claims experience. - Estimating skills. - Excellent written and verbal communication skills. - Strong organizational abilities. - Empathetic interpersonal skills. - Adjuster licensed in home state or holds a non-resident license if license not required; meets requirements for licensing in additional states as needed. Requirements - Field claims experience (highly preferred). - Experience in catastrophe-focused environments (highly preferred). - Professional designations (highly preferred). Benefits - Named among the Best Places to Work in Insurance by Business Insurance for four years in a row (2020-2023). - One of the largest managing general underwriters (MGU) focused on catastrophe-exposed property in the US. - Exceptional growth while generating underwriting profits for carrier partners through hurricanes, wildfires, and hail. - Available in 16 states with more than 110 home, flood, and commercial products. - Manages more than $3.2 billion of inforce premium and helps protect more than 970,000 policyholders. - More than 1,000 employees in a distributed workforce environment across 12 offices.

Role Description 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 Senior Special Investigator. As a Senior Special Investigator, you will take the helm in orchestrating a multi-faceted approach to protect our organization against fraudulent activities. This role is characterized by a strong focus on leadership, compliance, and expertise. - Lead the development and execution of comprehensive fraud prevention strategies and investigative operations. - Review referrals to determine if red flags exist and assign work to investigators accordingly. - Gather and examine complex data and interpret said data. - Lead high-profile and sensitive special investigations involving intricate and specialized fraud referrals. - Apply advanced knowledge of state laws and regulations relevant to the P&C insurance industry. - Prepare and deliver detailed, comprehensive, and well-structured verbal and written investigative reports. - Review operational output and report on patterns related to identified fraud, gaps in process, strengths, and weaknesses. - Serve as a recognized subject matter expert within SIU, offering expert guidance and conducting training for team members. - Develop, implement, and deliver training programs tailored to claims and underwriting personnel. - Cultivate and sustain external relationships with key stakeholders, industry experts, and law enforcement authorities. - Take charge of CAT duty responsibilities as necessary. - Provide invaluable support for regulatory compliance activities. - Harness the capabilities of third-party vendors and specialized tools for effective claim investigations. - Prepare and deliver professional, concise, and insightful presentations to leadership. Qualifications - Bachelor's degree in a related field or equivalent relevant education. - 10 years’ experience conducting fraud investigations. - A minimum of 7 years of comprehensive experience in P&C SIU/Fraud investigations or 9 years in a related fraud industry investigation role. - Demonstrate exceptional expertise and understanding of fraud investigations. - Proven track record as a results-driven, seasoned investigator. - Proficiency in gathering a wide range of evidence and arriving at conclusions based on objective details. - A well-documented ability to effectively organize and prioritize workloads. - Proficiency in utilizing computers and various software packages for data analysis. - Comprehensive knowledge of city, state, and local regulations, legal principles, and medical terminology. - Demonstrated expertise in concurrently managing specialty/complex/litigated claims and cases. Company Description 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. - Offers more than 110 home, flood, and commercial products on behalf of its highly rated carrier partners. - Manages more than $3.2 billion of inforce premium and helps protect more than 970,000 policyholders. - More than 1,000 employees in a distributed workforce environment across 12 offices. 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. Our nimble, highly responsive culture nurtures critical thinkers who run toward problems and engineer solutions. Come join our team! Visit sagesure.com/careers to find a position for you.

Role Description 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 Senior Catastrophe Risk Analyst. In this role, you’ll play a critical part in advancing the scientific, statistical, and model-based understanding of catastrophe risk across perils such as hurricanes, earthquakes, wildfires, floods, and severe convective storms. You’ll support the development and evaluation of catastrophe models, enhance internal risk views, and deliver insights to inform underwriting, portfolio management, and reinsurance strategy. - Evaluate third-party catastrophe models (e.g., RMS, Verisk, CoreLogic) and contribute to the development of internal risk views. - Analyze large datasets (e.g., exposure data, claims data, hazard data) to assess model performance, validate assumptions, and identify improvement areas. - Conduct claims analysis, event response, and post-event analytics. - Support integration of climate science and emerging research into catastrophe risk analytics. - Collaborate with internal stakeholders (underwriting, actuarial, reinsurance, risk, and data science teams) to apply research findings to business decisions. - Design and implement tools, frameworks, or methodologies that improve model transparency and interpretability. - Monitor and interpret academic, regulatory, and industry developments in catastrophe risk science and modeling. - Ad hoc job duties as assigned. Qualifications - Advanced degree (Master’s or PhD) in Atmospheric Science, Hydrology, Earth Science, Engineering, Applied Mathematics, Statistics, or a related quantitative field. - 5+ years of experience in catastrophe modeling, natural hazard risk research, insurance analytics, or a related field. - Proficiency with catastrophe modeling platforms (RMS, Verisk, AIR, etc.). - Strong coding and data analysis skills (e.g., Python, R, SQL). - Experience working with geospatial data and tools (e.g., GIS, QGIS, ArcGIS). - Familiarity with stochastic simulation, probabilistic risk modeling, and related statistical methods. - Strong critical thinking, problem-solving, and research skills. - Excellent communication skills with the ability to explain complex concepts to non-technical audiences. - Proven ability to work collaboratively in cross-functional, research-driven environments. Requirements - Experience in the (re)insurance, ILS, consulting, or catastrophe model vendor environment. - Experience developing internal catastrophe models or integrating third-party models into portfolio management workflows. - Familiarity with climate risk modeling and emerging methodologies in catastrophe risk R&D. - Demonstrated track record of publishing or presenting research in the field of natural hazard modeling or risk analytics. Company Description At SageSure, the Catastrophe Risk R&D team is redefining how the industry understands and manages catastrophe risk. We operate at the intersection of science, technology, data, and industry insight, developing a proprietary view of risk that goes beyond traditional models. Our work shapes risk management strategy, capital allocation, and external market positioning, directly influencing how SageSure protects policyholders and partners in catastrophe-exposed regions. 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.

• Develop and execute a regional sales plan aligned to growth, retention, and engagement priorities. • Act as the primary owner of producer accounts, maintaining regular in-person and virtual touchpoints to drive activation and performance. • Build and sustain deep, trust-based relationships with producers to position SageSure as the partner of choice. • Provide credible market intelligence and producer feedback to inform regional and company-level strategy. • Lead the planning, strategy, and execution of key tradeshows, events, and producer meetings within your region. • Collaborate cross-functionally with underwriting, marketing, and policy services to ensure seamless producer experiences. • Coach and support Agency Success Managers (ASMs) to elevate team effectiveness and share best practices. • Monitor production data, identify gaps, and proactively course-correct through targeted engagement. • Ensure accurate, consistent CRM documentation of meetings, calls, and other producer interactions. • Contribute to budget planning, utilization, and tracking for regional sales activities. • Participate in monthly new producer training and regional sales meetings to strengthen market readiness.