EPISODE · Sep 9, 2021 · 48 MIN
TMBA614: The Lifestyle Ladder
from Tropical MBA: Entrepreneurship & Founder Lifestyle · host Dan Andrews; Ian Schoen
This week's podcast is inspired by a blog post that we published back in 2014. That post was titled "What is the Real Cost of the Permanent Travel Lifestyle?" and many of the points we touched on in that article are still being discussed by people in our community today. One of those people is Jesse Schoberg. Jesse is the co-founder and CEO of DropInBlog.com, and he is all too familiar with the challenges of bootstrapping his way up the "Lifestyle Ladder". Jesse joins us this week to share his thoughts on location arbitrage, financial freedom, and what he believes the "Lifestyle Ladder" of the permanent traveler looks like in 2021.
What this episode covers
This week's podcast is inspired by a blog post that we published back in 2014. That post was titled "What is the Real Cost of the Permanent Travel Lifestyle?" and many of the points we touched on in that article are still being discussed by people in our community today. One of those people is Jesse Schoberg. Jesse is the co-founder and CEO of DropInBlog.com, and he is all too familiar with the challenges of bootstrapping his way up the "Lifestyle Ladder". Jesse joins us this week to share his thoughts on location arbitrage, financial freedom, and what he believes the "Lifestyle Ladder" of the permanent traveler looks like in 2021.
NOW PLAYING
TMBA614: The Lifestyle Ladder
No transcript for this episode yet
Similar Episodes
Apr 21, 2026 ·13m
Apr 19, 2026 ·16m
Apr 17, 2026 ·13m
Apr 15, 2026 ·28m
Apr 13, 2026 ·11m