Uploaded January 2019 | Updated September 2026, 3 weeks ago
Bob Pruss has been working online teacher while listing rooms on Airbnb in Chiang Mai, Thailand. Starting will little to zero knowledge about either path he has been able to truly earn a proper living.
During this episode, Bob will share how he was able to obtain quick success with his online teaching and Airbnb rentals. Find out how he legally rents out units and ways you can start your own listing with a very low cost. Listen to some of the terrible booking stories and compares other platforms like Tripadvisor, Agoda, and Booking.com. Listen to the end to see how Bob keeps this process sort of a hands-off operation.
Links:
Facebook.com/bob.pruss Teach English Online: Start Here Ep 136 - Airbnb Rental Arbitrage and Fishing in Chiang Mai with David Dang Vu Ep 82 - eBay Dropshipping Success with David Dang Vu Nomad Summit: NomadSummit.com Invest Like a Boss Podcast: InvestLikeaBoss.com Renting an Apartment in Chiang Mai - How to Rent Monthly Accommodation in Thailand Guesty.com
Recommended Book:
Principles: Life and Work - Ray Dalio
Time Stamps:
02:38 - Bob's introduction into the education system 08:44 - Working for Sprouts and choosing your hours 11:18 - eBay drop shipping method startup and profit tips 15:04 - “That one room got me 62,000 baht total in profit from one year” - Bob Pruss 17:45 - Legally renting through Airbnb in Thailand 21:45 - Expanding to many listings & high vs low season 24:05 - Tripadvisors vs. Agoda vs. Booking.com vs Airbnb 28:10 - Terrible booking stories and experiences 30:43 - Starting your own listing with super low cost 31:55 - “The first five reviews are the most important” - Bob Pruss 40:21 - “At the end of 2018 I made a total of $14,030 USD” - Bob Pruss 42:33 - Keeping the job hands off 50:56 - Buying vs renting units
Enjoy this episode? Share it with friends!
Bob Pruss has been working online teacher while listing rooms on Airbnb in Chiang Mai, Thailand. Starting will little to zero knowledge about either path he has been able to truly earn a proper living.
During this episode, Bob will share how he was able to obtain quick success with his online teaching and Airbnb rentals. Find out how he legally rents out units and ways you can start your own listing with a very low cost. Listen to some of the terrible booking stories and compares other platforms like Tripadvisor, Agoda, and Booking.com. Listen to the end to see how Bob keeps this process sort of a hands-off operation.
Links:
Facebook.com/bob.pruss Teach English Online: Start Here Ep 136 - Airbnb Rental Arbitrage and Fishing in Chiang Mai with David Dang Vu Ep 82 - eBay Dropshipping Success with David Dang Vu Nomad Summit: NomadSummit.com Invest Like a Boss Podcast: InvestLikeaBoss.com Renting an Apartment in Chiang Mai - How to Rent Monthly Accommodation in Thailand Guesty.com
Recommended Book:
Principles: Life and Work - Ray Dalio
Time Stamps:
02:38 - Bob's introduction into the education system 08:44 - Working for Sprouts and choosing your hours 11:18 - eBay drop shipping method startup and profit tips 15:04 - “That one room got me 62,000 baht total in profit from one year” - Bob Pruss 17:45 - Legally renting through Airbnb in Thailand 21:45 - Expanding to many listings & high vs low season 24:05 - Tripadvisors vs. Agoda vs. Booking.com vs Airbnb 28:10 - Terrible booking stories and experiences 30:43 - Starting your own listing with super low cost 31:55 - “The first five reviews are the most important” - Bob Pruss 40:21 - “At the end of 2018 I made a total of $14,030 USD” - Bob Pruss 42:33 - Keeping the job hands off 50:56 - Buying vs renting units
Enjoy this episode? Share it with friends!










