Payroll Specialist

Northwood Investors•Islamorada, FL
•Onsite

About The Position

Cheeca Lodge & Spa is seeking a Payroll Specialist to support the daily financial and administrative operations of its Accounting Department. The role is responsible for accurate payroll processing, general cashiering functions, and financial support for resort Club Member and Owner accounts. The specialist works closely with department managers and the accounting team to support timely, accurate financial operations while maintaining confidentiality and professionalism. The position is full-time in a luxury resort environment.

Requirements

  • Prior payroll experience.
  • Experience with ADP or similar payroll systems.
  • Strong proficiency in Excel and financial reporting tools.
  • Excellent attention to detail, discretion, and communication skills.
  • Ability to manage multiple priorities and meet deadlines in a fast-paced hospitality environment.

Nice To Haves

  • Payroll experience in a hotel, resort, or restaurant is preferred.

Responsibilities

  • Process bi-weekly payroll, including data entry, audits, and pre-payroll validations.
  • Monitor employee time clock punches and coordinate with department managers to resolve discrepancies by daily deadlines.
  • Review timekeeping records for accuracy and ensure appropriate coding across departments, positions, and properties.
  • Work with managers to resolve missing time, incorrect entries, and late approvals before payroll deadlines.
  • Assist with payroll adjustments, including retroactive pay, overtime corrections, and employee reimbursements.
  • Support off-cycle payrolls, termination checks, and special payments, ensuring proper documentation and compliance.
  • Generate, analyze, and review payroll reports to identify discrepancies and verify accuracy before finalization.
  • Maintain accurate pay statements and support distribution of live checks as needed.
  • Maintain organized, complete, and audit-ready payroll records.
  • Coordinate with internal teams to follow up on payroll requests and resolve issues in a timely manner.
  • Prepare and run standard and ad hoc reports for HR, Finance, and leadership.
  • Escalate complex payroll or benefits issues as appropriate and follow through toward resolution.
  • Assist with payroll-related month-end close activities, including journal entries and financial reporting.
  • Participate in special projects and perform additional duties as assigned by department leadership.
  • Perform general cashiering functions and provide financial support for resort Club Member and Owner accounts.

Benefits

  • 401(k) with employer matching
  • Medical, dental, and vision insurance
  • Employer-paid short-term and long-term disability
  • Health Savings Account (HSA) and Flexible Spending Account (FSA) options
  • Life insurance and AD&D
  • Up to 18 days of paid time off (PTO)
  • Employee discounts on resort amenities
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