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Personal Assistant (Payroll Support Specialist)

Schedule: Initial training period requires availability from 12:00 PM – 4:00 PM EST for hands-on instruction

Client Time Zone: Eastern Time (New York)

Total Weekly Hours: 20 hours

 

Join a dynamic entrepreneur who operates across university athletics, youth sports programs, and real estate investment. This multi-business owner coaches championship-winning teams, manages over 25 lacrosse teams serving 600+ clients, and oversees a growing real estate portfolio.

You will serve as the operational backbone of these businesses, supporting day-to-day administration and ensuring smooth operations across multiple ventures. This role offers exposure to diverse industries, hands-on training, and strong growth potential as you expand your responsibilities and master various systems.

The client is highly invested in your success and will provide direct, hands-on training to help you thrive in this fast-paced, engaging role.

 

Responsibilities

  • Process weekly payroll for 25+ employees using spreadsheets and payment platforms such as Venmo

  • Enter player attendance and game participation data into sports management systems (e.g., ARMS)

  • Manage email communications across multiple business areas, including drafting and sending correspondence

  • Handle real estate administrative tasks such as lease setup, payment confirmations, and tenant communications

  • Coordinate insurance and tax-related documentation for multiple properties and vehicles

  • Follow up on website updates and maintenance requests to ensure timely completion

  • Maintain accurate and well-organized spreadsheets and operational records

  • Support university athletics programs by uploading practice plans and completing administrative tasks

 

Requirements

  • Fluent English communication skills with strong phone presence for training and collaboration

  • Fast learner with the ability to quickly adapt to new systems and workflows

  • Strong computer skills and comfort working across multiple online platforms

  • High attention to detail and accuracy, particularly for financial and data entry tasks

  • Trustworthy and dependable, with the ability to handle sensitive financial data and login credentials

  • Bonus: Experience with payroll systems, sports management platforms, or real estate administration

 

Why Join This Team?

  • Work across diverse and engaging industries—from championship athletics to real estate

  • Significant growth potential as responsibilities and expertise expand

  • Comprehensive, hands-on training from an experienced entrepreneur

  • Flexible remote work setup with phone-based communication and screen sharing

  • Opportunity to become an essential contributor to multiple successful business operations

  • Long-term role with professional development and increased responsibility over time

 

Independent Contractor Perks

  • Permanent work-from-home arrangement

  • Immediate hiring

Personal Assistant (Payroll Support Specialist)

Job Category

Administration

Job Type

Part Time (20 - 34 Hours per week)

Work Schedule and Timezone

New York

Published on

Jan 20 2026