Talent.com
Head of Finance
Head of FinancePear Suite • Chicago, Illinois, United States, 60601
No longer accepting applications
Head of Finance

Head of Finance

Pear Suite • Chicago, Illinois, United States, 60601
30+ days ago
Job type
  • Full-time
Job description

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 skillsyou 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
  • PI980d76967b4a-30511-38494696

    Create a job alert for this search

    Head Of Finance • Chicago, Illinois, United States, 60601

    Related jobs
    Head of Finance – JLL Real Estate Capital

    Head of Finance – JLL Real Estate Capital

    JLL • Chicago, IL, United States
    Full-time
    Head of Finance – JLL Real Estate Capital.Head of Finance – JLL Real Estate Capital.Be among the first 25 applicants.Your actual pay will be based on your skills and experience — talk with your rec...Show more
    Last updated: 10 days ago • Promoted
    Head of Employer Partnerships

    Head of Employer Partnerships

    Braven • Chicago, IL, United States
    Full-time
    In-Person in Atlanta (GA), Chicago (IL), New York (NY), Newark (NJ).Braven is a national nonprofit that prepares promising college students to secure a strong first opportunity after college gradua...Show more
    Last updated: 30+ days ago • Promoted
    Head of Accounting

    Head of Accounting

    Field Museum • Chicago, IL, US
    Full-time
    Since the 1893 World Columbian Exposition, our organization has aimed to connect people to the natural environment and human history. Join our team and enjoy a benefits package that truly supports y...Show more
    Last updated: 30+ days ago • Promoted
    Director, Finance and M&A (Renewable Energy)

    Director, Finance and M&A (Renewable Energy)

    Hecate Energy LLC • Chicago, IL, United States
    Full-time
    Director, Finance and M&A (Renewable Energy).Oversee M&A transactions for renewable energy projects, facilitating the execution of Hecate Energy’s annual project sales strategy for its extensive 40...Show more
    Last updated: 17 hours ago • Promoted • New!
    Head of Finance

    Head of Finance

    Bruce Markets • Chicago, IL, United States
    Full-time
    Bruce Markets is an equal opportunity employer focused on delivering seamless digital investor experiences and reliable extended-hours trading. We operate the Bruce ATS, an overnight electronic trad...Show more
    Last updated: 7 days ago • Promoted
    Head of Real Estate, Private Equity Finance

    Head of Real Estate, Private Equity Finance

    SNI Financial • Chicago, IL, United States
    Full-time
    Head of Real Estate, Private Equity Finance.Head of Real Estate, Private Equity Finance.Be among the first 25 applicants. Get AI-powered advice on this job and more exclusive features.Direct message...Show more
    Last updated: 30+ days ago • Promoted
    Head of Finance - Americas

    Head of Finance - Americas

    Fonterra • Chicago, IL, United States
    Full-time
    Applications close midnight 26th of November 2025.Founded by New Zealand dairy farmers, Fonterra is a global dairy co‑operative dedicated to delivering positive change. We value care, collaboration,...Show more
    Last updated: 6 days ago • Promoted
    Head of Capital Markets

    Head of Capital Markets

    Beyond Finance • Chicago, IL, United States
    Full-time
    We have an exciting opportunity available for an experienced, strategic-minded leader looking to work in a fast-growing company. As Head of Capital Markets, this role will identify and drive strateg...Show more
    Last updated: 3 days ago • Promoted
    Director of Finance - hotels / resorts

    Director of Finance - hotels / resorts

    Cordia Resources • Chicago, IL, United States
    Full-time
    Director of Finance – Hotels / Resorts industry.Top-5 hotel management company is recruiting for an acclaimed, sought‑out property located in the greater Chicago, IL area (30‑40 min from downtown Chi...Show more
    Last updated: 6 days ago • Promoted
    Director of Finance hotelsresorts

    Director of Finance hotelsresorts

    Cherry Bekaert • Chicago, Illinois, USA
    Full-time
    Director of Finance Hotels / Resorts industry.Top-5 hotel management company is recruiting for an acclaimed sought-after property located in the greater Chicago IL area (30-40 min from downtown Chic...Show more
    Last updated: 7 days ago • Promoted
    Head of Finance

    Head of Finance

    Upbound • Chicago, IL, United States
    Full-time
    Upbound is the company behind Crossplane, the open source project which started the control plane revolution in the cloud native community. Upbound is redefining how modern infrastructure is built.A...Show more
    Last updated: 3 days ago • Promoted
    Head of Advisory

    Head of Advisory

    Earned Wealth • Chicago, IL, US
    Full-time
    We are seeking a visionary Head of Advisory Services to lead Earned's expanding multidisciplinary advisor platform through its next chapter of strategic growth. Reporting directly to the COO, this l...Show more
    Last updated: 22 days ago • Promoted
    Head of Enrollments

    Head of Enrollments

    Stedi • Chicago, IL, US
    Full-time
    Stedi Transaction Enrollment Operation Leader.Stedi is an API-first healthcare clearinghouse.By offering a modern API interface for running eligibility checks, processing claims, and ingesting ERAs...Show more
    Last updated: 22 days ago • Promoted
    Global Finance Director

    Global Finance Director

    CBRE • Chicago, IL, United States
    Full-time
    CBRE Global Workplace Solutions (GWS) works with clients to make real estate a significant contributor to organizational productivity and performance. Our account management model is at the heart of...Show more
    Last updated: 10 days ago • Promoted
    Head of Finance – JLL Real Estate Capital

    Head of Finance – JLL Real Estate Capital

    Jones Lang LaSalle Incorporated • Chicago, IL, United States
    Full-time
    JLL empowers you to shape a brighter way • •.Our people at JLL and JLL Technologies are shaping the future of real estate for a better world by combining world class services, advisory and technology...Show more
    Last updated: 13 days ago • Promoted
    Head of Finance and Divisional Controller

    Head of Finance and Divisional Controller

    Kardigan • Chicago, IL, United States
    Full-time
    Head of Finance and Divisional Controller.Kardigan is a heart health company working to make cardiovascular disease preventable, curable and no longer the leading cause of death in the world.It is ...Show more
    Last updated: 10 days ago • Promoted
    Head of Finance & Divisional Controller

    Head of Finance & Divisional Controller

    Prolaio • Chicago, IL, United States
    Full-time
    It is Kardigan’s mission to develop multiple targeted treatments in parallel that bring people with cardiovascular diseases to the cures they deserve. Led by Tassos Giannakakos, Jay Edelberg, M.Kard...Show more
    Last updated: 10 days ago • Promoted
    Global Head of Assets

    Global Head of Assets

    Gowan Company • Chicago, IL, United States
    Full-time
    This position (with a team of Global Asset Managers) works closely with the Board of Directors, CEO, and the Gowan Leadership Team to set business objectives to achieve sales growth and profitabili...Show more
    Last updated: 10 days ago • Promoted