The Opportunity

We’re seeking a highly talented Deputy Chief Financial Officer to serve as a strategic partner and trusted advisor, helping drive financial leadership across the organization. This role blends strategic planning, analytics, and operational excellence, leading critical initiatives such as forecasting, fundraising support, KPI delivery, and cross-functional financial integration. As a pivotal leader on the finance team, the Deputy CFO will enable efficient execution, align resources to company priorities, and deliver maximum organizational impact.

Who We Are

Pearl Health is dedicated to empowering primary care providers, health systems, and physician-led networks to succeed in the shift to value-based care. Our platform delivers the technology, financial tools, and expert services that enable practices to provide more proactive, effective care to their Medicare patients, ultimately lowering costs and improving health outcomes.

Founded in 2020, we are a team of healthcare and technology innovators backed by premier investors like Andreessen Horowitz, Viking Global Investors, and AlleyCorp. We partner with thousands of providers across 44 states to build a more sustainable future for American healthcare.

What You'll Do

We are seeking a highly talented Deputy Chief Financial Officer (Deputy CFO) to partner with the Chief Financial Officer (CFO) and the broader finance team to achieve exceptional results. This role blends strategic, analytical, and operational responsibilities while acting as the CFO’s trusted advisor across all facets of the finance function.

As Deputy CFO, you will ensure effective execution of financial initiatives, manage critical strategic finance projects, and provide structure, coordination, and alignment across the department. This role is pivotal in enabling the finance team to operate efficiently and deliver maximum impact within the organization. To be successful in this role you will demonstrate:

Strategic Financial Leadership

Drive the financial planning process, including forecasting, budgeting, and long-term planning, ensuring alignment with the company’s strategic objectives.
Partner with the CFO to analyze and interpret financial data, providing actionable insights to drive decision-making.
Work collaboratively with the Controller, VP of Strategy and Head Actuary to ensure seamless delivery of financial KPIs and improvements to financial infrastructure.
Coordinate fundraising activities, providing financial insights and building investor relationships across equity and debt raising processes.
Facilitate cross-departmental financial initiatives and ensure resource alignment across key projects.
Lead and execute critical strategic initiatives and special projects across the finance team and with other departments as directed by the CFO.
Evaluate potential strategic partnerships and collaborations that align with the company's growth objectives.
Provide a degree of staffing redundancy among CFO’s key direct reports to enable coverage during PTO, leave and/or allocation of resources to special projects.

Operational Excellence

Oversee preparation for regular finance-related meetings, such as leadership reviews, board meetings, and investor updates.
Serve as a liaison between the CFO and other business stakeholders, ensuring the timely execution of deliverables and follow-up on key action items.
Establish and maintain robust processes for tracking and reporting Key Performance Indicators (KPIs) and Objectives and Key Results (OKRs) for the finance team.
Develop tools, models, and frameworks to improve the team’s efficiency and visibility into financial performance.
Act as a “financial integrator,” ensuring seamless collaboration between FP&A, accounting, actuarial, and other key finance functions.

What You'll Bring

8+ years of experience in FP&A, investment banking, management consulting, or a senior finance role at a high-growth company or comparable organization.
Strong strategic thinking skills with a track record of solving complex problems and delivering results.
Exceptional analytical and financial modeling skills, with a deep understanding of financial planning processes.
Highly organized and detail-oriented, with experience managing multiple projects and stakeholders in a fast-paced environment.
Proactive, resourceful, and adaptable, capable of leading through ambiguity.
Strong accounting skills and familiarity with US GAAP accounting and the audit process.
Outstanding verbal and written communication skills, with the ability to engage effectively with internal and external stakeholders at all levels.
Ability to work in a hybrid capacity as needed; candidates based in or able to work from our New York City office are highly preferred.

Our Values

Collaborate to Innovate: We believe the best solutions arise from intelligent teamwork. We trust the expertise of our teammates and pursue opportunities to learn and grow from each other. By embracing diverse perspectives and encouraging authenticity, we create and evangelize groundbreaking health solutions.

Trust Through Transparency: We prioritize transparency in all our interactions, ensuring that employees, patients, clinicians, and partners have access to the information they need to make informed decisions. Integrity is at the core of how we operate.

Serious Impact, Big Heart: We go above and beyond to empower proactive, patient-centered care — and we celebrate every step forward. Humor and positivity fuel our creativity and strengthen relationships.

We are an Equal Opportunity Employer on a mission to improve lives. Our strength comes from the diverse backgrounds, experiences, and perspectives of our team. We welcome all candidates and are committed to a fair, inclusive hiring process free from discrimination.

What We Offer

The expected offer for this role includes the following components:

Base Salary Range: $230,000 - $260,000 per year.
Additional Compensation: This role is eligible for a discretionary performance bonus and equity options.
Benefits: We offer a competitive benefits package. You can learn more on our benefits page.

Final compensation for this role will be determined by a variety of factors, including a candidate's relevant skills, experience, labor market conditions, and location.

Agency Submissions

We are not currently working with contingency search firms. If a resume is submitted to any Pearl Health employee by a third party without a valid written and signed search agreement, it will become the property of Pearl Health and no fee will be paid, irrespective of whether the candidate is hired.

The Interview Process

While steps may vary by role, you can typically expect:

Recruiter Screen: Introductory call to discuss background and motivation
Hiring Manager Interview: Deep-dive conversation with a core member of the team
Panel Interview: Meetings with teammates and cross-functional partners
Case Assignment / Presentation: Practical exercise solving a real-world challenge
Executive Interview: Final conversation(s) with 1–2 members of our leadership team

Pearl Health

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Deputy Chief Financial Officer