146. Lifestyle Design & Living The Luxury Life on $8K/mo, with Jesse Schoberg CEO of DropInBlog

Jesse Schoberg, CEO of Dropinblog, shares his experience living as a digital nomad in Thailand and the benefits of the lifestyle. He discusses the cost of living in Thailand compared to major cities like New York and London, highlighting the affordability and quality of life. Jesse emphasizes the safety, quality of service, and availability of amenities in Thailand. He also talks about his journey from living in Wisconsin to moving to Panama and eventually settling in Thailand. Jesse reflects on the success of his business and the impact of his location on its growth. The conversation explores the concept of chasing money and the pursuit of financial success. It delves into the diminishing returns of increased income on happiness and the psychological factors that drive people to keep pushing themselves to earn more. The discussion also touches on the cultural differences in hustle mentality between the US and other countries. The importance of finding a balance between work and lifestyle, as well as the need to define and pursue personal freedom, is emphasized. Takeaways Living as a digital nomad in Thailand offers a high quality of life at an affordable cost compared to major cities. Thailand provides excellent safety, quality of service, and availability of amenities. Jesse's journey from Wisconsin to Panama to Thailand highlights the opportunities and benefits of living and working remotely. The success of Jesse's business, Dropinblog, is influenced by his lifestyle choices and location. There are diminishing returns on happiness as income increases beyond a certain point. The pursuit of money is often driven by societal conditioning and the desire to win. People may feel trapped in the cycle of chasing money due to complacency and a lack of direction. The hustle culture and the mentality of constantly pushing oneself to work harder is prevalent in American society. Finding a balance between work and lifestyle is crucial for overall well-being and fulfillment. Taking breaks and going on vacations can help recharge and provide new experiences. Defining and pursuing personal freedom, which includes freedom of time and freedom from stress, is essential for a fulfilling life.