Courtesy of Whitney Elkins-Hutten
“Here’s where I see a lot of investors get in trouble: They borrow somebody else’s investing plan and don’t really think through if that plan actually works for their goals,” said Elkins-Hutten, who admitted to making the same mistake and mirroring the plan of a friend who had a different timeline. After thinking about her goal — to have enough income coming in to leave her day job — Elkins-Hutten realized it required cash flow.
She and her husband started buying single-family homes in 2016 in Colorado, where they lived, and eventually in Indianapolis and Kansas City, where they found they could get even better cash flow.
They scaled to 36 single-family homes primarily using the BRRRR (buy, rehab, rent, refinance, and repeat) model. The long-term rental strategy ultimately helped her achieve financial independence and allowed her to leave her tech job in 2019, but it was labor intensive.
“The 36 single-family rentals are a lot of management, even if you have a property manager,” she said, adding that she probably bought too many. “I argue I probably shouldn’t have gotten the 36. I should have recognized earlier that I wanted my time back, my attention back, because I have a daughter at home that I really wanted to spend time with.”
The question became, “How do I scale a real estate portfolio that’s going to serve me — not me serve it?” she said. That led to her next major strategy shift: long-term rentals to partnerships on bigger deals, in which she could put up her money and take on a more passive role.
Her first partnership was on a 52-unit apartment building, which she calls “the transition investment,” as she still owned her single-family homes.
“I was like, wait a second, I’ve got 52 units over here, the cash flow is just about like my 36 single-family rental portfolio and far less overhead,” she said. “I thought, I need to go bigger to go faster — and to save my sanity. That’s when I got into partnership.”
At that point in her investing career, she had the capital required to go in on big deals.
“I had so much money coming back at me, which is a great problem to have, so I needed a place to put it,” said Elkins-Hutten, who eventually sold all of her long-term rentals. Plus, “I wanted to diversify my portfolio outside of my own investing business and in other markets and other asset strategies. I wanted to have exposure to debt. I wanted to have exposure to self-storage. I wanted to have exposure to mobile home parks.”
As of 2024, she said she is a partner in $800 million of real estate, including over 6,500 residential units and 2,200 self-storage units across 11 states. Elkins-Hutten walked Business Insider through a substantial part of her passive portfolio via screenshare.
While she’s financially free and technically doesn’t have to work another day in her life, she chooses to: “I left my job to be a full-time investor. I work harder than ever right now, but I don’t have to work. I get to work. It’s a very different mentality.”