• Skip to primary navigation
  • Skip to main content
  • Skip to footer

Side Hustles

Side Hustles

Side Hustles For All

  • Best Side Hustles
    • Woman sitting on a pile of coins and working on a laptop surrounded by icons representing different side hustle ideas

      31 Best Side Hustles to Earn Extra Money in 2026

    • Bicycle courier delivering food for their side hustle.

      What Is a Side Hustle?

    • Remote worker sitting at his desk making money from home

      18 Ways to Make Money from Home (Online and Offline Jobs)

    • By Category
      • Arts & Crafts
      • Business Services
      • Caregiving
      • Creative Services
      • Digital Freelance Services
      • View All
    • By Lifestyle
      • I’m introverted
      • I’m a man
      • I’m a woman
      • I’m a stay-at-home mom
      • I’m unique
      • View All
    • By Profession
      • Artists & Creatives
      • Musicians
      • Nurses
      • Physicians
      • Teachers
      • View All
    • By Age Group
      • College Students
      • Teens
      • Age 50+
      • Seniors
      • View All
    • By Skills & Interests
      • Get Paid to Lose Weight
      • Get Paid to Play Games
      • Get Paid to Read
      • Get Paid to Sleep
      • Get Paid to Travel
      • View All
  • Best Gig Apps
    • Freelance worker popping out of a phone screen and considering gig apps on the App Store and Google Play

      Top 6 Gig Apps to Make Real Cash in 2026

    • Smartphone surrounded by the icons of different money-making apps

      Top 10 Best Money-Making Apps to Try in 2026

    • two teenagers using job apps on a phone and laptop

      19 Job Apps for Teens to Find Jobs and Make Money

    • By Gig Type
      • Cashback
      • Data Entry
      • Delivery
      • Games
      • Product Testing
      • View All
    • By Payment Method
      • Bingo Games that Pay to Cash App
      • Games that Pay Real Money
      • Games that Pay to Cash App
      • Games that Pay via PayPal
      • Surveys that Pay to Cash App
      • View All
    • By Benefits
      • $20 Signup Bonuses
      • $25 Signup Bonuses
      • $50 Signup Bonuses
      • Best Signup Bonuses
      • Instant Signup Bonuses
      • View All
    • By Skills & Interests
      • Driving
      • Losing Weight
      • Playing Games
      • Product Testing
      • Watching Ads
      • View All
  • Job Hunting
    • Freelance worker browsing a job post on a freelance job board.

      23 Job Boards You Can Use to Find Remote Work

    • Freelance writer sitting at her laptop working on a project

      15 Best Remote Jobs That Require No Paid Work Experience

    • Teenager sitting at laptop working an online job

      14 Online Jobs for Teens (With No Experience)

    • Freelancing
      • Freelance Writing Sites
      • Freelance Writing Job Boards
      • Freelance Writing Platforms
      • View More
    • Gig & Shift Work
      • Gig Work Apps
      • On-Demand Work Apps
      • Shift Work Apps
      • View More
    • GPT (Get Paid To)
      • Microtasking
      • Product Testing
      • Survey Taking
      • View More
    • Remote Working
      • Best Remote Job Boards
      • Top 15 Remote Jobs
      • View More
  • Job Board
    • Work Schedule
      • Part-Time Jobs
      • Per-Diem Jobs
      • Go Search
    • Work Environment
      • Hybrid Jobs
      • Remote Jobs
      • Go Search
    • Employment Type
      • Contractor Jobs
      • Internship Jobs
      • Temporary Jobs
      • Go Search
    • Job Title
      • Accounting Jobs
      • Data Entry Jobs
      • Nursing Jobs
      • Online Teaching Jobs
      • Software Engineer Jobs
      • Go Search
    • State
      • California Jobs
      • Florida Jobs
      • New York Jobs
      • Pennsylvania Jobs
      • Texas Jobs
      • Go Search
    • City
      • Chicago, IL
      • Houston, TX
      • Los Angeles, CA
      • New York City, NY
      • Phoenix, AZ
      • Go Search

Home Flexible Job Board Assistant Tennis Pro

Salary Unstated 13d ago

Assistant Tennis Pro

Boost your chances before you apply.

  • ✨ Apply 10x Faster Free

    It takes 30+ tailored applications to land jobs like this one. We'll help you get that done in 1 hour.

    No Credit Card Required

  • Proceed to Application Go directly to the company's job page to apply.
Logo

The Gasparilla Inn

Boca Grande, FL, US

On-site

✨ Apply 10x Faster

Analyze your resume for missing keywords, then one-click optimize it. Don't be anything less than a 100% match candidate.

Free

No Credit Card Required

Summary

The Assistant Tennis Professional will provide high-quality tennis and pickleball instruction to members and guests while managing daily pro shop operations and court maintenance. They will also assist in planning tournaments, clinics, and special events to ensure an exceptional guest experience.

Job Description

Job DetailsJob Location: Boca Grande, FL 33921

Job Title:

Assistant Tennis Professional  

Reports to:  

Director of Racquets & VP of Operations 

Department/Group:

Tennis 

Effective Date:

8/17/26

Location:

On Site

Travel Required:

No

Position Type:

Non-Exempt / Seasonal Full-Time

On Call:

No

Job Purpose:

We are seeking an energetic, professional, and service-oriented individual to serve as an Assistant Tennis Professional within The Gasparilla Inn’s Tennis Department. This position combines high-quality tennis and pickleball instruction and programming with member and guest service, pro shop operations, programming, and daily court preparation and maintenance. The ideal candidate will possess excellent instructional and communication skills, a commitment to superior customer service, and the ability to contribute to all aspects of the Racquets operation. When not teaching lessons or clinics, this position will assist with overseeing daily pro shop and front desk operations, court maintenance, and other departmental responsibilities to ensure an exceptional member and guest experience.

Job Duties:

Exhibits and upholds The Gasparilla Inn’s Peoples Charter in all interactions with members, guests, and fellow employees.

Tennis Instruction

Assist the Director of Tennis with planning and leading engaging, high-quality lessons and clinics.
Provide private, semi-private, and group instruction to juniors and adults across a wide range of skill levels.
Develop lesson plans tailored to players’ abilities, goals, and development needs.

Assist with the planning and execution of clinics, round robins, camps, tournaments, mixers, and special events.
Provide constructive feedback and monitor player progress.
Stay informed on current teaching methods, tennis techniques, rules, and industry trends.
Promote private lessons, clinics, tournaments, and other Racquets programming to members and guests.

Pro Shop, Front Desk & Member Service

Assist with overseeing daily pro shop and front desk operations, including sales, inventory, merchandising, reservations, and member and guest service.
Welcome members and guests, answer questions, and assist with court and lesson reservations.
Check in members and guests for lessons, clinics, and court reservations.
Schedule lessons and court reservations.
Process retail sales and daily point-of-sale transactions accurately and efficiently.
Assist with merchandise displays and inventory.
Assist with supporting, training, and providing direction to pro shop staff as needed.
Respond to member and guest inquiries and concerns in a professional, courteous, and helpful manner.
Maintain a clean, organized, professional, and visually appealing pro shop and front desk environment.
Assist with promotions and special events related to the pro shop and Racquets programming.

Court & Facility Operations

Assist with daily court preparation and maintenance, including grooming Har-Tru courts, sweeping and lining courts, maintaining proper playing conditions, and preparing courts for play.
Prepare courts and equipment for lessons, clinics, tournaments, and special events.
Assist with opening and closing procedures for the Tennis Department.
Ensure courts, equipment, pro shop areas, and Racquets facilities are clean, organized, and presented to the highest standards.
Work collaboratively with the Director of Racquets and fellow team members to provide an exceptional member and guest experience.
Perform all other duties as assigned.

Working Conditions and Assignments:

This is a Seasonal Full-Time position and requires flexibility and availability to work evenings, weekends, and holidays based on seasonal business demands.

This position is in various settings on the property. The position requires 90% standing, bending, twisting, kneeling, pushing, sprinting, pulling, sitting, and a moderate to high degree of physical exertion while instructing guests and members. The employee will need to lift approximately 50 lbs.

This position will need to be able to safely drive a golf cart and may have frequent exposure to outside weather conditions throughout the day. The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job.

While performing the duties of this job, the employee is regularly required to talk and hear. Specific vision abilities required by this job include close vision, distance vision, color vision, peripheral vision, depth perception, and the ability to adjust focus.

The Gasparilla Inn is proud to be an Equal Employment Opportunity and Affirmative Action employer. We do not discriminate based upon race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.

The Gasparilla Inn is fortunate enough to offer our employees a Drug Free Workplace.

Acknowledgement:

By signing below, I, ___________________________, understand that this job description is not an exclusive or exhaustive list of all job functions that an associate in this position may be asked to perform from time to time. I also understand that should I have any questions regarding the expectations of my position here at The Gasparilla Inn that I can either speak with my supervisor or Human Resources

By signing below, I have reviewed and received a copy of this job description. I understand all the items on this job description and I acknowledge that I am responsible for fulfilling the requirements, qualifications and duties of this position.

Employee Printed:

Date:

Employee Signature:

Date:

Qualifications

Qualifications and Requirements:

Required: 

High School Diploma or equivalent required; Bachelor’s degree preferred.
Tennis teaching certification (PTR, USPTA) preferred.
3–5 years of relevant tennis coaching or teaching experience at a club or recreational level.
In-depth knowledge of tennis rules, techniques, instruction, and gameplay. Knowledge of pickleball
Excellent interpersonal and communication skills.
Strong organizational and time-management abilities.
Must be flexible and available to work evenings, weekends, and holidays.
Ability to teach, inspire, and motivate players of all ages and skill levels
Ability to work both on court and in the pro shop/front desk throughout the workday.
Comfortable working in a fast-paced luxury hospitality environment.

Preferred:

Previous experience in retail, pro shop operations, or supervisory roles.
Proficiency with POS systems and basic computer applications.
Strong customer-service orientation — approachable, professional, and courteous.
Ability to work collaboratively with staff, members, and guests.
Effective problem-solving and decision-making skills.

About the company

The Gasparilla Inn

A Historic Hotel of America Landmark Inn serving guests since 1913, The Gasparilla Inn & Club offers 163 luxurious accommodations and a host activities for families, couples and groups looking to experience "Florida as it was meant to be"​ including a Pete Dye Championship Golf Course and World Class Fishing. The Gasparilla Inn & Club is located in the heart of Gasparilla Island on the Florida Gulf coast, a short drive from the Fort Myers, Sarasota or Tampa airports.

Company size

201-500 employees

Industry

Hospitality

Org type

Privately Held

Headquarters

Boca Grande, FL

Apply Now

About the company

The Gasparilla Inn

A Historic Hotel of America Landmark Inn serving guests since 1913, The Gasparilla Inn & Club offers 163 luxurious accommodations and a host activities for families, couples and groups looking to experience "Florida as it was meant to be"​ including a Pete Dye Championship Golf Course and World Class Fishing. The Gasparilla Inn & Club is located in the heart of Gasparilla Island on the Florida Gulf coast, a short drive from the Fort Myers, Sarasota or Tampa airports.

Company size

201-500 employees

Industry

Hospitality

Org type

Privately Held

Headquarters

Boca Grande, FL

Footer

sidehustles.com
Facebook Twitter Instagram LinkedIn Reddit TikTok YouTube

Show Me The Money

  • Side Hustle Basics
  • Side Hustle Job Board (Remote & Part-Time Jobs)
  • Gig App Reviews
  • Job Hunting
  • Manage Your Money
  • The Gig Apple: News & Events

Company

  • About Us
  • Contact Us
  • Become a Contributor
  • Advertising & Sponsorships
  • Partner With Us
  • Editorial Guidelines

Side Hustles © All rights reserved

  • Privacy Policy
  • Terms of Service

Thanks for using our free job board

Your review would mean a lot to us.

If you love that we're just giving away remote jobs for free with no paywall, please spread the word. (You will need to create an account on Trustpilot, for which we'll be eternally grateful.) Good luck out there!

Leave a Review Not yet. Send me to the job post.