Senior Vice President (SVP) of Finance and Operations

Siftwell Analytics is a fast-growing company that combines healthcare operator expertise and artificial intelligence to equip managed care health plans with better insights to drive earlier and more precise health interventions for members. Founded with a commitment to address the unique challenges faced by Medicaid, Marketplace, and Medicare plans, Siftwell serves the most vulnerable and complex populations. We hire “Humble Killers”—individuals with a deep commitment to the mission, high ownership, and low ego—and foster a mutually respectful work environment where diversity and inclusion are critical to success.

About the Role

As the Senior Vice President (SVP) of Finance & Operations, you will lead the operational and financial infrastructure that enables Siftwell to scale. Reporting to the CEO and partnering closely with the President, you will translate the company's long-term strategy into disciplined execution by advancing the operating model, business operations, governance, and financial infrastructure. As a player-coach, you will lead and develop Siftwell's Finance & Operations organization, providing strategic direction and day-to-day leadership across business operations, finance, administration, legal, compliance, and people operations.

This role is ideal for an experienced finance and operations executive who thrives in high-growth environments and enjoys balancing strategic leadership with hands-on execution. The position is remote within the United States, operating on U.S. East Coast hours, with occasional travel required for company meetings, leadership offsites, Board meetings, and team events. Employment is contingent upon successful completion of a pre-employment background check.

Responsibilities

• Lead the Finance & Operations organization, establishing systems, operating rhythms, financial discipline, and cross-functional processes to enable scalable growth.
• Oversee business operations, including company operating cadence, cross-functional coordination, systems and vendor management, and operational reporting.
• Provide executive oversight of the company operating model, aligning annual and quarterly planning, budgets, headcount pacing, infrastructure investments, OKRs, KPIs, and SaaS-metric reporting with company strategy and growth priorities.
• Oversee day-to-day legal and governance through outside counsel, including corporate and financing matters, customer MSAs (in partnership with Growth), and renewals (in partnership with Customer Success), with escalations to the President/General Counsel.
• Partner with the CEO and President to translate long-term strategy into executable operating plans, organizational priorities, and financial investments.
• Champion capital efficiency across the company and serve as a disciplined counterweight in investment decisions.
• Oversee state tax, corporate registration, and multistate regulatory compliance, including nexus analysis, foreign qualifications, state registrations, income and franchise tax obligations, annual reports, and related filings, in partnership with outside tax and legal advisors.
• Provide executive sponsorship for People Operations in partnership with the Director of People & Talent, ensuring scalable people systems, workforce planning, compensation, and performance processes.
• Sponsor compliance and information security in partnership with the fractional CISO, including SOC 2 maturity, HIPAA compliance, enterprise risk management, and AI-governance frameworks.
• Lead board and investor operations, including meeting materials, reporting cadence, and investor communications infrastructure.
• Own capital strategy and financing, including fundraising rounds and instruments (convertibles, priced equity, debt), scenario and dilution modeling, capital allocation, and runway planning, partnering with the CEO and President on strategy and execution, as well as the annual 409A valuation cycle.
• Prepare the company for corporate development, including M&A readiness, diligence infrastructure, data-room discipline, and an enterprise-valuation perspective to inform strategic decisions.

Requirements

• Bachelor’s degree required; Master’s degree or relevant professional certification preferred.
• 12+ years of progressive experience spanning business operations, strategic planning, finance, and executive leadership, including a senior role such as COO, VP of Finance, CFO, or equivalent within a scaling technology company.
• Track record of building or maturing finance and operations functions, including systems, controls, planning processes, and reporting infrastructure, within a Series A–B or similarly scaled organization.
• Experience building scalable operating systems, cross-functional planning processes, and executive operating cadences in a high-growth environment.
• Experience managing legal matters through outside counsel, with strong working knowledge of commercial contracting.
• Fluency in SaaS growth metrics, including ARR, net revenue retention, CAC/LTV, and burn multiple, with experience producing Board-level financial reporting.
• Direct experience leading or supporting venture financings, including convertible instruments and priced equity rounds, with responsibility for modeling, negotiation support, and investor relations.
• Demonstrated commitment to capital efficiency, with a track record of scaling a company responsibly.
• Demonstrated ability to lead through influence across finance, operations, people, legal, and technology functions.

Preferred Qualifications

• M&A experience through diligence and closing, ideally including an exit.
• Experience in healthcare, payer markets, or another regulated-data environment (HIPAA/PHI).
• Experience overseeing people operations and information security, including vCISO relationships and SOC 2 readiness or compliance.
• JD degree and experience with commercial contracts in a startup environment.
• Experience overseeing multistate tax, corporate registration, and regulatory compliance for a distributed or remote workforce.

Benefits

• Comprehensive health, dental, and vision insurance.
• Short-term disability coverage.
• 401(k) retirement plan with company matching.
• Unlimited paid time off to rest and recharge.
• Opportunities for ongoing professional development and learning.

Benefits may vary based on location and employment status.

This role is remote within the United States, with an established presence in CO, FL, MA, MD, NC, NJ, NY, PA, and TN. Candidates in these states are encouraged to apply, though all U.S.-based candidates will be evaluated on a case-by-case basis. The role operates primarily during U.S. Eastern Time business hours.