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Who is iCaddie For?

iCaddie is designed for anyone in the sports industry—athletes, coaches, parents, and sports organizations—seeking specialized virtual assistant support to manage the demands of their busy lives. Unlike generic virtual assistants, iCaddie’s team is trained specifically in the sports industry, giving them a deeper understanding of your unique needs and making them more effective and productive partners. Our assistants help reduce stress, save time, and allow you to focus on what matters most—whether it’s competing, coaching, or supporting young athletes. iCaddie assistants work like your own employees, letting you assign tasks according to your specific needs.

1. Junior and Amateur Athletes

iCaddie manages schedules, travel, and communications, letting athletes guide their assistants to handle tasks so they can focus on their performance. Our assistants understand the unique demands of training and competition.

2. Professional Athletes

iCaddie offers professional athletes comprehensive support, including managing endorsements, media engagements, travel, and scheduling. Our trained virtual assistants handle sponsorship commitments, communications, itineraries, and admin tasks, allowing athletes to focus on their performance while we manage their off-field responsibilities.

3. Coaches and Team Coaches

Coaches benefit from iCaddie’s specialized support with scheduling, communication, and tournament planning. Our assistants are trained to understand team dynamics, making them essential to your coaching strategy.

4. Parents and Families of Athletes

iCaddie helps busy parents manage schedules, travel, and household tasks, acting as a personal assistant familiar with sports demands. We also offer Spanish tutoring to support both academic and athletic growth.

5. Sports Teams and Associations

iCaddie streamlines team operations by managing logistics, communications, and planning. Our assistants are trained to meet the specific needs of sports organizations, boosting productivity and efficiency.

Why iCaddie ?

iCaddie is more than a virtual assistant service; it’s your specialized partner in the sports world. Our assistants are trained to understand the unique challenges of athletes, coaches, parents, and sports teams. Unlike generic assistants, iCaddie’s virtual assistants are equipped for sports-specific tasks—managing schedules, coordinating travel, and supporting parents with household tasks and academic needs like Spanish tutoring.


For sports teams and associations, our assistants handle communications, tournament planning, and operations, ensuring everything runs smoothly. When you choose iCaddie, you’re gaining a virtual assistant who truly understands your world, enhancing productivity and simplifying your life. Let iCaddie be your strategic partner, keeping you ahead in the game.

Here's why our clients trust us:

Secure and Confidential

At iCaddie, we prioritize your privacy with advanced security protocols, ensuring all your information is handled safely and securely.

Personalized Support

Our virtual assistants tailor their assistance to your specific needs, guaranteeing you receive the right help every time.

Reliable Service

Whether managing sponsorships or booking travel, our assistants protect your sensitive details using secure systems, letting you focus on your game.

Time-Saving Solutions

From managing communications to booking travel, we handle the details so you can concentrate on performing at your best.

Bilingual Support

Our assistants are fluent in English and Spanish, ensuring smooth communication whether you're playing locally or internationally.

Cost Efficiency

Reduce overhead by eliminating the need for full-time administrative staff. Our services are available at a fraction of the cost, with flexible options to fit your budget.

Flexible Plans

We offer customizable plans, from on-demand to full-time, so you can get the support you need on your terms, perfectly suited to your schedule.

Discover How iCaddie Can Elevate Your Success

iCaddie connects athletes, coaches, parents, and sports teams with virtual assistants trained specifically for the sports world. Our assistants understand your needs and work as dedicated team members under your direction. Whether managing schedules, coordinating travel, promoting your brand, or assisting with household and academic tasks, iCaddie empowers you to use your assistant to enhance performance and simplify your life.


Our suggested roles are designed to inspire and guide you in exploring how an assistant can best support your journey, unlocking new levels of efficiency and success.

The Story Behind iCaddie

iCaddie was founded by two families united by their love for God, passion for golf, and desire to help others. Co-Founder Robin Rosado, a former University of South Carolina recruit, realized the importance of support after seeing young golfers struggle to get noticed by college programs. His experience as a head golf professional fueled his vision to help more junior golfers succeed.

Co-Founders Jorge and Johanna Castellanos, meanwhile, were supporting their three sons—Joshua, Jeremy, and Jonathan—who were rising stars in junior golf. Managing their sons’ schedules, travel, and sponsorships became overwhelming, leading them to hire a virtual assistant. The impact was life-changing, freeing them to focus on their sons’ growth.

Together, the Castellanos and the Rosado family created iCaddie to provide athletes with the support they need. With a mission grounded in faith, iCaddie helps athletes focus on performance while leaving the logistics to dedicated professionals.

As their careers took off, we found ourselves overwhelmed by administrative tasks. Managing their schedules, coordinating travel, handling sponsorships, and organizing events became time-consuming and stressful. It was clear that our sons needed more than just family support—they needed dedicated sports management virtual assistant services to help streamline these tasks.

What began as a few simple responsibilities soon turned into a full-time job. The endless administrative work took us away from supporting our sons on the golf course and hindered their development as athletes. We faced ongoing struggles with scheduling conflicts, travel arrangements, and other critical tasks that distracted us from their athletic growth.

That’s when we made the crucial decision to hire a professional athlete assistant. This choice changed everything. Our dedicated virtual assistant took over the administrative burdens, from managing golf tournament schedules to coordinating travel, allowing us to focus on our sons’ progress. With the right support, they could concentrate on competing at their best, and we could be fully present to support them.

This transformative experience inspired us to create iCaddie, offering virtual assistant services specifically designed for athletes. We wanted to ensure that other athletes and their families could benefit from tailored administrative solutions like golf tournament management assistants, travel coordinators, and personal brand promoters that made such a significant difference for us. With iCaddie, athletes can focus on their performance while leaving the logistics to a trusted professional.

FLEX TIME

$30Hour

✔️ 10 Hours per Week

✔️ High Security and Privacy Standard

✔️ Free Consultation call to discuss you needs

✔️ No Annual Contracts

✔️ User Friendly Task App

✔️ Bilingual Assistants (Spanish-English)

✔️ Use of Artificial Intelligence

✔️ Easy Onboarding

✔️ Free Password Vault

✔️ Flex Assistant

 

 

 

 

 

 

Get Started

PART TIME

$25Hour

✔️ 20 Hours per Week

✔️  High Security and Privacy Standard

✔️ Free Consultation call to discuss your needs

✔️ No Annual Contracts

✔️ User Friendly Task App

✔️ Bilingual Assistants (Spanish-English)

✔️ Use of Artificial Intelligence

✔️ Easy Onboarding

✔️ Free Password Vault

✔️ Perfomance Tracking Tool

✔️ Dedicated Assistant

✔️ Dedicated Customer Success Manager

✔️ Dedicated Phone Line

 

 

 

Get Started

FULL TIME

$20Hour

✔️ 40 Hours per Week

✔️ High Security and Privacy Standard

✔️ Free Consultation call to discuss your needs

✔️ No Annual Contracts

✔️ User Friendly Task App

✔️ Bilingual Assistants (Spanish-English)

✔️ Use of Artificial Intelligence

✔️ Easy Onboarding

✔️ Free Password Vault

✔️ Perfomance Tracking Tool

✔️ Dedicated Assistant

✔️ Dedicated Customer Success Manager

✔️ Dedicated Phone Line

✔️ Free Montly Consulting

✔️ Receive a $250 discount on the second setup fee

Get Started

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iCaddie-CTA

Take Control of Your Game

Ready to unlock your full potential? Contact iCaddie today to learn how we can help you stay organized, reduce stress, and elevate your performance.

How We Work

Step 1:
Discovery

Get to know your needs.
 
We start with a simple discovery session to understand your goals, routines, and the support you’re looking for.
This helps us pinpoint how an iCaddie assistant can make the biggest impact for you.

Step 2:
Define

Match you with the perfect assistant.
 
Based on our insights from the discovery session, we carefully select an assistant with the right skills and experience to fit seamlessly into your routine.

Step 3:
Deployment

Launch and integrate smoothly.
 
We onboard your assistant through a structured deployment process, ensuring they’re prepared to add value right away, with clear communication in place for smooth, ongoing support.

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