Real Estate · Contract for Deed · Illinois · Missouri · Michigan
Most investors follow the crowd.
We took the back road.
The Back Road is AJ Ranieri's real estate investing practice — built around a contrarian strategy that most investors have never heard of, in markets most investors overlook, producing returns that speak for themselves.
Like a lot of people, I spent years looking for a way to build real passive income — something that could eventually replace a paycheck and fund the kind of retirement I actually wanted. I tried crypto. The volatility and risk never sat right with me — it felt more like gambling than investing. I invest in the stock market, and I still do — but something about it always felt abstract. Numbers on a screen, disconnected from anything real.
"I wanted something tangible. Something I could drive past. Something where I understood exactly how the money worked."
Real estate always made sense to me on that level. But conventional real estate investing — buy, rehab, rent, deal with tenants, deal with repairs — felt like a second job, not passive income. Then I came across the Contract for Deed strategy, and something clicked.
The idea is simple. Buy undervalued homes in the right markets. Sell them to buyers who want to own but can't access traditional financing. Collect monthly payments like a bank. The buyer handles the property — taxes, insurance, maintenance, repairs. Every leaky faucet, every broken furnace, every midnight emergency call goes to them, not us. We act like a bank. Banks don't fix toilets.
What makes this strategy genuinely different is the long game it plays. You build the portfolio using private capital over five years, pay your lenders back with interest, and then collect cash flow free and clear for the remaining 25 years of the contract. Most investors want returns tomorrow. This strategy is built for people who are willing to think further ahead.
I'm a CFO with nearly 20 years in accounting and finance. I look at numbers for a living. This strategy makes sense on paper and it makes sense in practice — I have two active performing deals proving it right now, and I'm just getting started.
Most people have never heard of Contract for Deed investing. Here's the model in plain language — no jargon, no fluff.
We identify undervalued single-family homes in stable Midwestern markets — through MLS, wholesalers, and investor networks — and purchase them at a significant discount.
We resell each home to a qualified buyer on a Contract for Deed — a legal installment sale where the buyer makes monthly payments over time, similar to a mortgage but without the bank.
The buyer takes full responsibility for the property — taxes, insurance, and every repair that comes up. We never fix a toilet or take a maintenance call. We collect payments. We act like a bank. After the financing is fully repaid over five years, the remaining 25 years of cash flow belongs entirely to us.
This is the part of the strategy most investors miss. The patience built into the model is what makes it extraordinary over time.
"Most investors are optimizing for this year. This strategy is optimizing for the next three decades. That's the back road — longer at first, but it takes you somewhere most people never get."
Two deals. Two markets. Two buyers making consistent monthly payments. The model works — here's the proof.
We focus on stable, working-class Midwestern markets with strong price points and underserved buyers — cities the big investors overlook, which is exactly why they work.
Downstate Illinois markets offer exceptional price points and a large pool of buyers underserved by traditional lenders. Illinois Contract for Deed law includes a forfeiture remedy significantly faster than traditional foreclosure.
The greater St. Louis metro provides solid inventory at the right price points. Missouri is a Contract for Deed-friendly state with a straightforward legal environment for installment sales. Expansion into this market is actively planned.
Michigan has a long-established legal framework for land contracts — the local term for Contract for Deed — with a forfeiture process typically running 90 days, well below traditional foreclosure timelines. Expansion into this market is actively planned.
If the strategy resonates with you — whether you're a fellow real estate investor, someone curious about the contract for deed model, or just want to connect with someone doing things differently — I'd love to have a conversation. I'm always happy to talk to people who think differently about building wealth.
Get in Touch →Whether you're a fellow investor curious about the Contract for Deed strategy, someone exploring a different path to passive income, or just want to connect — reach out. I'm always happy to talk to people who think differently about money.