@Brennan Doherty , Bravo, young man! Bravo! You sound like a very switched on individual with your head well and truly screwed on your shoulders. A very sensible and well thought out couple of strategies you have laid out. My advice to you would be to put the hard money lender to one side (he isn't going to go anywhere and will more than likely be even keener to help you once he sees who successful you're going to become) and take the next 18 months to (1) Find yourself a job in finance, and (2) Find yourself a nice 4-plex to purchase/house-hack via an FHA loan. With the job, I would recommend looking for something with a large property management company such as FirstKey, Invitation Homes, American Homes for Rent, etc. since there is no better way to learn the industry from the inside out. With the 4-plex: Once acquired, take the time to stabilize, maximize rents, minimize expenses and learn what is most probably the hardest thing about real estate industry: managing tenants and all their quirky little idiosyncracies! There's quite a bit more advice I could give you, but I'm a bit rushed for time. Feel free to DM me via BP should you have any questions. I'm always happy to help out when I can. All the best.