099 - How to Leverage and Maximize Transportation on Business Travel

Rent or Rideshare? It's one of the most common decisions every road warrior makes — and the wrong one costs you time, money, and energy. Bryan Buckley breaks down exactly how to decide, every trip, every city.

The 5 Key Factors: Rent vs. Rideshare

1. Cost — Rideshare isn't always cheaper. Factor in surge pricing, parking, gas, and insurance before assuming either way.
2. Hassle — Rentals come with upsells and return inspections. Rideshare is simple pickup and drop-off. Pro tip: grab rental car damage protection through Alliance Global Assistance for $9/day.
3. Destination — Research traffic and transit before you land. NYC is a rideshare city. Other destinations demand a car.
4. Danger — Uber carries $1 million liability coverage in the US. Background checks exist, but so do reported incidents. An important factor, especially for solo travelers.
5. Freedom — Rentals give you spontaneity. Rideshare means a 10–15 minute wait. Know your travel style.

Uber vs. Lyft 84% of drivers work both platforms — so choose based on availability. International travelers: Uber only outside the US.

Rental Car Company Rankings Based on a survey of 10,000 road warriors — and only 31 points separate first from last. Pickup time matters most.

• Hertz — Best airport locations
• Enterprise — Most US locations, best for avoiding fees
• Alamo — Best for unlimited miles, millennial favorite
• National — Skip-the-line Emerald Club, choose your own car
• Avis — Best for international rentals
• Thrifty — Best value and online check-in
• Dollar — Best rewards program, no blackout dates
• Budget — Cheapest in the industry

Bryan's Personal Strategy

Rideshare when: Leaving from home, downtown big cities, single-destination trips.

Rental when: Multi-city routes, hauling colleagues, last day of the trip with luggage in tow.

Bryan's go-to: National Car as an Executive Elite member — pick any car on the lot, including access to the newest vehicles.