Head of Accounting

About Players Health

At Players Health, we are on a mission to create the safest and most accessible environment for an athlete to play the sports that they love. This is not only our mission, but also our promise to sports. A promise we will not break. There are over 50 million youth athletes playing sports in the US and they are counting on us to ensure that the environment that they are coming into not only accepts them for who they are, but fills them with encouragement, love, inspiration, and so much more.

Players Health is a P.E. -backed, mission-driven, sports technology platform providing digital risk management services, reporting tools and insurance products to sports organizations to comply with the changing athletic environment and responsibilities.

Our Core Values

We cannot achieve our mission without having a strong culture. We believe that at the core of a strong culture is a shared set of values. The values that we hold true and look for our employees to embrace are as follows:

• Lead with Mission: Our mission always comes first. If we stay on mission as an organization, then we believe we will be successful in our professional and personal lives.
• Go Beyond: We're not satisfied with just "good enough" - we go above and beyond to achieve awesome results that impress and inspire.
  
• Operate like Owners: We believe in operational excellence. We take ownership of our work and approach every task with a sense of pride, responsibility, and commitment to excellence. We don't just rent our roles - we own them and strive to make a lasting impact.
  
• Virtue First: From the big decisions to the small details; honesty, integrity, and transparency are the bedrock of our culture and the foundation for everything we do.
  
• Service: We live to serve others with humility, empathy, and kindness. We put our customers, colleagues and community first, and always strive to exceed their expectations with a smile.

About The Role

The ideal Head of Accounting candidate will have 10+ years of progressive accounting experience, including leadership in an MGA, brokerage, or insurance-related firm. This role will report to the Chief Financial Officer and is available to work remotely or in a state where Players Health currently has employees, unless approved otherwise. Players Health is a remote-first distributed workforce. Travel may be required for team collaboration, training, and development. The Head of Accounting role has a compensation range of $140,000-$180,000, depending on skills and experience.

You will join an organization going through significant growth as well as digital transformation. Instill a mindset of ownership and accountability with all managers and team members, providing a “playbook” for best practices – defining expectations to meet the vision and strategy for growth.

Players Health offers a competitive compensation and a comprehensive benefits package, including Medical, Dental, Vision, STD, LTD and 401K.

Responsibilities (are inclusive of but not limited to):

Financial Reporting & Oversight

• Direct all monthly, quarterly, and annual close activities across multiple entities
• Oversee preparation of GAAP financial statements, management reports, and board packages
• Maintain and improve accounting policies, procedures, and internal controls
• Support budgeting, forecasting, and financial modeling in partnership with FP&A
• Provide financial insights to executive leadership to inform strategy
• Personify the tone at the top and demonstrate Players Health’s commitment to being honest and ethical

Operational Leadership & Compliance

• Enhance and maintain strong, scalable system of internal controls, consistent with the Committee of Sponsoring Organizations (COSO) framework
• Supervise general ledger, revenue recognition, accounts payable/receivable, and bank reconciliations
• Oversee premium accounting, trust account reconciliations, and producer commission processing
• Manage team performance, hiring, and ongoing training
• Coordinate with external auditors and tax advisors
• Ensure compliance with financial covenants, trust account rules, and state-level regulatory requirements
• Maintain knowledge of statutory accounting principles (SAP) to support carrier reporting, bordereaux accuracy, and MGA obligations
• Contribute to system implementations, automation, and process improvements
• Other duties as assigned
• Occasional travel for team engagement, collaboration, or events

Minimum Skills & Qualifications:

• Bachelor’s degree in accounting, Finance, or a related field
• CPA certification required, including compliance with continuing education requirements
• 10+ years of progressive accounting experience, with leadership roles in an MGA, brokerage, or insurance-related organization
• Deep understanding of U.S. GAAP and statutory accounting principles (SAP)
• Proven ability to lead and develop high-performing teams in a remote-first environment
• Hands-on experience with insurance-specific accounting operations, including premiums, commissions, trust accounts, and bordereaux
• Proficiency with modern accounting platforms (e.g., NetSuite, Sage Intacct) and advanced Excel skills
• Strong emotional intelligence skills.
• Excellent verbal and written communication skills.
• Excellent interpersonal, negotiation, and conflict resolution skills.
• Excellent organizational skills and attention to detail.
• Excellent time management skills with a proven ability to meet deadlines.
• Strong analytical and problem-solving skills.
• Ability to act with integrity, professionalism, and confidentiality.
• Proficient with Microsoft Office Suite or related software.

Desired Characteristics:

• 12+ years of progressive accounting experience, with leadership roles in an MGA, brokerage, or insurance-related organization
• Self-motivated and able to thrive in a fast-paced, quickly changing environment
• Demonstrated experience and/or ability to influence without authority
• Demonstrated ability to build connections and rapport cross-departmentally
• Participant/involvement in or strong understanding of the youth/amateur sports landscape.

Additional Requirements:

• Ability to travel occasionally for team events, collaboration, engagement, conferences, or customer visits
• Must have a dedicated safe and secure remote work environment
• Must have the ability to work and be productive in a remote work environment
• Exceptionally self-motivated and ability to work autonomously
• Proactive communicator in all communication methods, including email (Outlook), verbal (in-person & phone), instant messaging (Slack & Teams)
• Willingness and ability to attend virtual meetings with camera on – we respect that there are times when employees may need to turn their camera off. We also have a great culture and want to engage with you! By regularly using cameras, we form connections and get to know each other, as well as promoting positive and respectful interactions amongst colleagues.
• Located in or willingness to work on Central or Eastern Time Zone
• Must be 18 or older
• Work location must be in the United States
• Must have unrestricted work authorization to work in the United States

Players Health is committed to building a diverse and inclusive work environment. We are proud to be an equal opportunity employer and welcome all applicants regardless of race, color, religion, creed, gender, sexual orientation, marital status, gender identity, national origin or ancestry, age, citizenship, disability, pregnancy, veteran status, or any other basis protected by applicable law.