RSG045: What’s it Like to Give A Lyft Ride in 65 Different Cities?

Today’s guest is a fellow rideshare driver and blogger and he recently completed a 12,000 mile cross-country journey in which he gave a Lyft ride in 65 cities!  First, if you’re wondering how you can even do that, we’ll talk to Simon all about the logistics of the trip, why he did it and more.

I’ve always been a fan of road trips but never had the pleasure of driving cross country.  So if you’ve ever thought about it, I think you’ll get a lot out of this podcast.  And even if you have no plans to ever drive outside your state, at least you can live vicariously through Simon’s recent experience.

If you’d like to read a transcript of this podcast, please click here.

Ever wonder what it would be like to drive cross country and be a rideshare driver? Simon did just that, driving over 12,000 miles in 65 different cities!


  • Interview with Simon, fellow rideshare blogger, Uber and Lyft driver, and now drives for Postmates!
  • Back in Long Beach – was in LA for a few weeks
  • Thank you so much for the 5 star review – I always highlight my 5 star reviews, so please leave me feedback! Thanks to: gurl, chicagoridesharedriver, biglpitcher27, ravrmom, johnny sweet ride and jarangel
  • Missed an episode of one of our podcasts? Click here

Interview with Simon

  • Runs website called Rideshare Dashboard
  • Completed a 12,000-mile road trip from Boston to Seattle, completed a Lyft in every city possible in the United States along the way
  • Wanted to give back to local community, Lyfting America inspired as well
  • Harry was the Orange County visit! Facebook Live video captured the event

Driving Across the US

  • Meeting up with friends and family across the US became a challenge
  • Had a very ambitious goal of getting across the country in 2 weeks
  • Cape Cod was a challenge to get rides
  • First ride to wife in Boston

The Driving Route

  • North to south route, down to Miami from Boston, stopped at Mt. Rushmore, through Texas, Arizona, California
  • Last stop in Spokane – Seattle wasn’t an option when he was driving
  • Seattle was officially the last stop – moving from East Coast to Seattle
  • Goal of this trip was trying to raise money to donate to various mental health organizations around the country
  • RSD Mental Health

Experience Driving Cross Country

  • Gravitate to the worst ones! Nebraska was interesting
  • One of the best was in Lake Tahoe
  • Overall the experience was pretty positive – was able to do a lot of outreach for mental health
  • Slept in car because it was the fastest – drove roughly 800 miles per day
  • Drove during the summer, not too much traffic other than in the big cities

How to Drive in Other Cities

  • Can drive anyway around the country with Lyft
  • Turn on your driver app!
  • Some local regulations around the country are tricky, you won’t know they exist unless you use a passenger app
  • Definitely ask other drivers what the regulations are – can search them out on Facebook groups


  • Thanks to Simon for sharing his story!
  • Great ride for a great cause and something very interesting to do if you like to drive and want to see the country
  • Feel free to reach out to me at harry[at] or follow me on Twitter @TheRideShareGuy
  • Leave comments, questions and feedback below!

Show Notes

If you’d like to read a transcript of this podcast, please click here.

Drivers, what do you think about Simon’s cross-country trip?  Does it sound like something you’d like to do?

-Harry @ RSG