Head of Accounting

Players Health•Edina, MN

3d•$200,000 - $225,000•Remote

About The Position

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 $200,000-$225,000, 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.

Requirements

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.
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

Nice To Haves

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.

Responsibilities

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
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