Jack Montgomery is a professional road trip planner and automotive writer with over 20 years of experience driving US highways. He specializes in historic routes like Route 66 and the Pacific Coast Highway, combining logistical driving advice with historical context. Jack helps travellers select the right vehicles and plan routes that balance scenic beauty with driving practicality.
Jack Montgomery is a veteran of the American road, having logged over 200,000 miles across the United States' vast highway network. With a background in automotive history and logistics, Jack is the go-to expert for planning ambitious road trips, from the winding coastal roads of California to the historic stretches of Route 66. His deep knowledge encompasses not just the routes themselves, but the practicalities of long-distance driving in the US, including state-specific traffic laws, optimal vehicle selection for different terrains, and fuel management in remote areas. Jack offers critical advice on navigating the unique challenges of American driving, such as understanding the 'four-way stop' etiquette, handling automatic transmission rentals, and managing fatigue on long desert stretches. He is also a keen photographer, providing technical tips on how to capture the grandeur of the American landscape, advising on the best times of day for lighting at iconic spots like Monument Valley and Big Sur. His itineraries are meticulously crafted to ensure travellers experience the 'real' America, steering them towards authentic diners, historic motels, and roadside attractions that define the country's spirit. Jack's mission is to ensure that the journey itself is as memorable as the destination, keeping drivers safe, legal, and inspired on the open road.