Matthew Taylor is a Mississippi-born entrepreneur, investor, and founder who started studying business before he started high school — and never stopped.
At 14, his father handed him two books and told him to read them in a deer stand. Rich Dad Poor Dad was one of them. That weekend changed everything. By 16, he was working for a local real estate broker — painting houses, staging properties, managing rentals, and selling old appliances on eBay and Craigslist out of flip houses. By 18, he was running a crew. By 19, he had his real estate license and was selling investment properties, while attending Mississippi State.
At 21, a phone call changed his trajectory. A physician from Memphis called the office looking to deploy $380k in a 1031 exchange. Matthew found him an 8-unit deal the same day. The investor went around him, bought it direct-to-seller, and then — to his credit — sat on the phone and walked Matthew through exactly how he was going to take a $380k purchase and turn it into over $1M in value. Matthew wasn't even mad. He was taking notes.
"I need to learn how to own these assets. Not just broker them." - he thought
From that moment forward, he became obsessed with commercial real estate — specifically multifamily. He graduated from Mississippi State in 2021 and spent the next year hunting for his first multi-family deal. At 23, he was in a room pitching the CFO of a $700M+ AUM investment firm on a $35M apartment deal. It didn't close. He wasn't bothered long.
Today, Matthew operates a real estate marketing and acquisitions company — a lean, systems-driven business built to provide acquisition services to residential real estate investors — while simultaneously building out Tasso Capital, his private equity firm to acquire and scale businesses across various industry sectors.
This email list is the journal he wished other investors and entrepreneurs like Warren Buffet, Ray Dalio, Sam Zell, Donald Trump had kept when they were his age.
It's the story of what it actually looks like to build — the deals, the failures, the faith, the work, and the vision of a guy from Mississippi who decided his "small town zip code" wouldn't hender his ceiling.
You don't have to be where he's going to appreciate where he is. You just have to be a little curious.