Accounting Supervisor

The Accounting Supervisor oversees daily accounting operations for a multi-entity resort consisting of 25 departments, 3 companies, 2 HOAs, and 200+ employees. This role supports the Director of Finance by supervising accounting workflows, ensuring accuracy and timeliness of financial processes, coordinating cross-departmental communication, and maintaining strong internal controls. The Accounting Supervisor also assists with preparing financial reports, reviewing departmental submissions, and supporting month-end and year-end activities. This position requires strong accounting knowledge, excellent organizational skills, and the ability to lead, train, and support staff in a fast-paced hospitality environment.

Supervision & Department Oversight 

• Oversee daily accounting operations and ensure tasks are completed

  accurately and on schedule

• Provide guidance, training, and support to accounting staff and

  administrative personnel

• Monitor workflow, assign tasks, and ensure adherence to internal

  controls and financial policies

• Assist the Director of Finance with departmental oversight and

  operational planning

Financial Reporting & Month-End Support 

• Review journal entries, reconciliations, and financial documents

  prepared by staff

• Assist with assembling monthly financial packets, variance summaries,

  and departmental reporting

• Support the Director of Finance with audit preparation, budget

  development, and compliance tracking

• Ensure accuracy and completeness of multi-entity financial records

Accounts Payable, Receivable & Revenue Support 

• Oversee AP/AR processes across 25 departments and multiple

  companies

• Review invoices, coding, approvals, and vendor documentation for

  accuracy

• Support revenue reconciliation, POS/PMS balancing, and HOA billing

  workflows

• Assist with resolving discrepancies and improving process efficiency

Data & Document Management 

• Review departmental submissions (budgets, forecasts, inventories,

  capital requests) for accuracy and completeness

• Maintain organized digital and physical filing systems for multi-entity

  accounting records

• Ensure confidentiality of payroll, financial, and personnel information

Cross-Departmental Coordination 

• Serve as a liaison between Finance, HR, Payroll, and operational

  departments

• Provide guidance to department managers on financial procedures,

  deadlines, and documentation requirements

• Support communication with auditors, owners, and HOA boards as

  needed

Process Improvement & Project Support 

• Identify opportunities to streamline accounting processes and improve

  accuracy

• Assist with updating SOPs, internal controls, and financial policies

• Coordinate special projects assigned by the Director of Finance

To perform the job successfully, an individual should demonstrate the following competencies: 

• Leadership & Supervision — Guides staff, manages workflow, and

  supports departmental goals

• Technical Accounting Skills — Understands financial processes,

  reconciliations, and reporting

• Organization & Accuracy — Maintains high standards across complex,

  multi-entity operations

• Communication — Clear, professional, and effective across all levels of

  the organization

• Problem-Solving — Identifies issues, proposes solutions, and supports

  continuous improvement

Education/Experience: 

• 3–5 years of accounting or finance experience; hospitality or multi-entity

  experience strongly preferred

• Prior experience in a lead, senior, or supervisory role preferred

• Strong proficiency in Microsoft Excel, Word, and accounting software

• Excellent organizational skills and ability to manage multiple priorities

• Strong written and verbal communication skills

• High level of professionalism, discretion, and confidentiality

• Ability to lead, train, and support staff effectively