[Hiring] Assistant Vice President, Total Rewards @SageSure

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.