Our Story
Four decades of service. A tradition of care.
Always Ready to Roll
Serving clients since 1984
Ready To Roll Transportation began in New York City in 1984, when Gale Ricketts founded the company with a simple belief: great transportation is built on trust, reliability, and personal service.
What began as a small chauffeur operation grew through lasting relationships with clients who valued not just getting to their destination, but knowing that every detail was in capable hands.
As our reputation grew, so did our reach. We expanded into Los Angeles in 1997, establishing ourselves in two of the country’s most demanding transportation markets. Along the way, we became a trusted partner for corporate executives, entertainment professionals, luxury hotels, and major events.
Much has changed since our first trip more than forty years ago. But the things that matter most haven’t. We still believe in remembering the details, anticipating what our clients need, and treating every assignment with the same care and attention.
Butlers Who Happen to Drive
We’ve never seen chauffeured transportation as simply moving someone from one place to another. Our job is to make travel easier, more comfortable, and more predictable for the people who trust us.
That means anticipating needs before they’re spoken, remembering preferences, and being attentive without being intrusive. Whether it’s an airport arrival, an executive’s day of meetings, or dozens of vehicles for a major event, the best service feels effortless because of the care and preparation behind it.
Four Decades of Service
A tradition of care, from New York to Los Angeles and beyond
1984
The Beginning
Gale Ricketts founds Ready To Roll in New York City with a commitment to personal service, professionalism, and reliability. The company grows through referrals and long-standing relationships with executives, entertainment professionals, and corporate clients.
1997
Coast to Coast
After years serving New York’s entertainment, fashion, and corporate communities, Ready To Roll expands to Los Angeles, establishing a presence on both coasts and beginning a long involvement with Hollywood’s major awards ceremonies.
2000s
Major Events
We develop deep expertise in large-scale transportation programs, from the 2002 Salt Lake City Winter Olympics to high-profile entertainment, sporting, and corporate events, and build an affiliate network across the country and around the world.
2010s
Lasting Relationships
Many of our chauffeurs build careers of a decade or longer, bringing continuity and familiarity our clients value. Complex events, executive movements, and high-profile assignments become a core part of who we are.
2024
The Second Generation
Robert Ricketts II, Gale’s nephew, takes over as President and CEO, carrying forward the values the company was founded on while investing in the systems and technology that support them.
What Sets Us Apart
The people, the preparation, and the confidence that every detail is handled
Personal Relationships
Our clients aren’t reservation numbers. We take the time to learn their preferences, routines, and priorities, and aim to be a partner they can depend on year after year.
Experienced Chauffeurs
Many of our chauffeurs have been with us for more than a decade, bringing discretion, safety, reliability, and genuine hospitality to every assignment.
Complex Logistics
Decades of managing major events, productions, and demanding executive schedules have taught us to plan carefully, communicate clearly, and stay calm when plans change.
Bicoastal, With Global Reach
With operations in New York and Los Angeles and a trusted affiliate network, we coordinate transportation throughout the United States and internationally.
Private Ownership
Ready To Roll remains independently owned and personally led, so you can expect direct communication, accountability, and the flexibility to meet individual needs.
Technology That Supports Hospitality
We invest in better reservations, communication, and client tools so that great service is easier to deliver, never to replace the people who provide it.
The Next Generation
Ready To Roll remains privately owned and personally led. Since 2024, President and CEO Robert Ricketts II has been carrying forward the values Gale established while modernizing our systems and making every reservation more seamless. Our goal is to preserve the personal service that built this company and to remain a partner our clients can depend on for generations.
