Nathan Milazzo: Cutting Lawns, Multifamily, Investing, and Setting Goals | Upskillre Podcast #20

Nathan Milazzo started cutting lawns with his brother and a friend around 14 years old. He always worked really hard for money and he saved a lot of it. At 19 he started wholesaling and made 20k on his first transaction, but blew it all. He learned from that mistake and started growing his lawn business and living very frugally. He started listening to podcasts all day and got hooked on owning rentals because he knew he would not want to cut grass his entire life. The first “rental” that he bought was a house hack that he still lives in today, but it has become just a house, not a hack. So he lost his interest in single families and started focusing on multifamily last year. Where he currently has a 4 plex and working on a 32 unit deal.