About Pear Suite

Pear Suite is a mission-driven healthcare technology company transforming how community-based care is delivered. Our platform empowers community health workers, doulas, and other frontline providers with tools to coordinate care, track outcomes, and improve health equity. We partner with organizations serving Medicaid and Medicare populations, delivering social and preventive care at scale.

Why Pear Suite?

We’re a mission-driven team committed to health equity and innovation in community-based care. You’ll thrive here if you’re eager to take initiative, value autonomy, and enjoy building structure where none exists. Join us to build scalable, human-centered technology that empowers frontline workers and improves lives across the U.S.

About the role

We’re seeking a Head of Finance to build and lead our finance function. This is both a strategic and hands-on role: you’ll guide financial planning, reporting, and decision-making while rolling up your sleeves to manage the day-to-day. You’ll oversee one direct report and partner closely with our executive team to ensure strong financial health as we scale.

What you'll do

• Lead all aspects of finance, including book keeping, FP&A, budgeting, and forecasting.
• Partner with leadership to develop financial strategy, pricing models, and growth scenarios.
• Oversee monthly close, financial reporting, and compliance requirements.
• Manage cash flow, expenses, and vendor relationships.
• Build scalable financial processes, tools, and controls appropriate for a high-growth SaaS startup.
• Provide data-driven insights and dashboards to inform business decisions.
• Mentor and manage one direct report, fostering professional development.
• Serve as the go-to finance partner for cross-functional teams (sales, operations, people, product).

Qualifications

• 7+ years of progressive finance/accounting experience, ideally with startup or SaaS exposure.
• Minimum 3 years of experience in healthcare or healthtech sectors.
• Demonstrated success in optimizing revenue cycle management (RCM) and driving financial performance (strongly preferred).
• Strong understanding of SaaS metrics (ARR, CAC, LTV, churn, etc.).
• Proven success in FP&A, forecasting, and business partnering with leadership teams.
• Experience with capital and debt financing strategies to support company growth.
• Skilled in strategic Board of Director engagement, to include preparation and presentation of financial insights. 
• Experience managing small teams and developing direct reports.
• Comfort balancing strategic thinking with hands-on execution.
• Excellent communication skills—you can make finance clear and actionable for non-finance leaders.
• CPA, CFA, or MBA is a plus.

What we offer

• The compensation range for this position is $140,000-$180,000
• A mission driven culture that values innovation, collaboration and growth
• Fully Remote
• Unlimited PTO
• Health, dental, and vision insurance
• Health and Wellness Stipend
• Tech Stipend
• Co-working Stipend