Kendall Tipper

A Career Built on Service, Leadership & Entrepreneurship

Kendall Tipper’s career has been shaped by service, discipline, and a commitment to building something of lasting value. After serving in the United States Army, including combat service in Afghanistan, Kendall carried the leadership and operational experience developed in the military into the world of entrepreneurship.

In 2018, he founded Tipper Transportation in Jacksonville, Florida. What began with a single vehicle has grown into a professional luxury transportation operation serving private clients, corporate travelers, major events, and high-profile clientele. Kendall is also the founder of Jacksonville Black Car Limo Service, with a continued focus on professionalism, security, reliability, and exceptional service.

• U.S. Army Combat Veteran
  Leadership shaped through military service and experience in Afghanistan.

• Entrepreneur Since 2018
  Founder of Tipper Transportation and Jacksonville Black Car Limo Service.

• Luxury Ground Transportation
  Built around professional chauffeurs, executive travel, security, and client service.

Building Businesses Around Service

Luxury black car and chauffeured transportation serving Jacksonville and surrounding markets.

Secure Luxury ground transportation and Security mindset chauffeured transportation.

THE JOURNEY

Military Service
U.S. Army & Afghanistan
Kendall’s professional foundation was shaped through service in the United States Army, including combat service in Afghanistan, where leadership, discipline, preparation, and accountability became central to his approach.

2018
Tipper Transportation Founded
Kendall founded Tipper Transportation in Jacksonville, Florida, beginning with a single vehicle and a focus on professional, dependable chauffeured transportation.

2021
Jacksonville Black Car Limo Service Founded
Building on the growth of Tipper Transportation, Kendall launched Jacksonville Black Car Limo Service in 2021 with a focus on luxury black car service, executive transportation, and professional chauffeured travel.

Growth & Expansion
Building a Luxury Transportation Operation
Over the following years, the companies expanded their fleet, team, services, and client base while developing a reputation for luxury transportation, discretion, security, and high-level client service.

Today
Entrepreneurship & Continued Growth
Today, Kendall continues to lead Tipper Transportation and Jacksonville Black Car Limo Service while growing the companies, strengthening operations, and pursuing new opportunities within luxury transportation and business.

Featured Media

Selected interviews, media appearances, and industry coverage featuring Kendall Tipper and his work in luxury transportation and entrepreneurship.

BUZZ TV
The Horse’s Mouth
Kendall Tipper joins host Tom McManus for a conversation about business, life, and Jacksonville Black Car Limo.

BUZZ TV
Ignite Success
Kendall Tipper discusses entrepreneurship, leadership, and building Jacksonville Black Car Limo Service.

BUSINESS TRAVEL NEWS

Industry Profile: Jacksonville Black Car Limo Service

Business Travel News profiles Jacksonville Black Car Limo Service and identifies Kendall Tipper among the company’s key executives in the corporate ground transportation industry.

BUZZ TV
Buzzworthy Business
Kendall Tipper joins BUZZ TV’s Buzzworthy Business to discuss entrepreneurship, the growth of his transportation companies, and the standards behind building a successful luxury service business.

Selected Moments

A visual look at Kendall Tipper’s journey through military service, entrepreneurship, luxury transportation, and memorable professional experiences.

Terms of service

Let's Connect

For professional inquiries, media opportunities, industry partnerships, and business-related correspondence, connect with Kendall or get in touch through the contact page.

© 2026 Kendall Tipper | Jacksonville, Florida