Real Estate · Contract for Deed · Illinois · Missouri · Michigan

A different road.
A better return.

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.

Contract for Deed
2 Active Deals
Midwestern Markets
The Back Road · At a Glance
5 yrs
Build the portfolio with private capital — paying lenders back over five years
25 yrs
Then collect cash flow free and clear for the remaining life of the contract
2×+
Typical spread between acquisition price and contract for deed sale price
Delayed gratification, by design.
Contract for Deed · Illinois · Missouri · Michigan · Affordable Homeownership · Passive Income · Delayed Gratification · Contract for Deed · Illinois · Missouri · Michigan · Affordable Homeownership · Passive Income · Delayed Gratification ·
AJ Ranieri
The Investor
AJ Ranieri
Founder · The Back Road
~20 yrs
Accounting & Finance
CFO
Current Role
2
Active Performing Deals
IL · MO · MI
Markets
The Story

Why I took
the back road

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.

The Strategy

How Contract for Deed
actually works

Most people have never heard of Contract for Deed investing. Here's the model in plain language — no jargon, no fluff.

01

Find & Acquire

We identify undervalued single-family homes in stable Midwestern markets — through MLS, wholesalers, and investor networks — and purchase them at a significant discount.

02

Sell on Contract

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.

03

Collect & Hold

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.

The Long Game

Five years of work.
Twenty-five years of reward.

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."

Years 1–5
Build & Repay
Acquire properties using outside financing. Collect buyer payments. Service the financing over five years as the portfolio grows and the model proves itself.
Year 5
Free & Clear
The financing is fully repaid. Every property in the portfolio now generates pure cash flow with zero debt service. The math changes completely.
Years 6–30
Pure Cash Flow
25 years of monthly payments with no lender obligations. This is retirement income — predictable, passive, and entirely yours.
Track Record

Active performing deals

Two deals. Two markets. Two buyers making consistent monthly payments. The model works — here's the proof.

#1
Belleville, Illinois · Deal #1

Single-Family Residence

Purchase Price$37,000
Contract for Deed Price$74,000
Buyer Down Payment$2,500
Buyer Monthly Payment$895
Status● Active — Paying
#2
Decatur, Illinois · Deal #2

Single-Family Residence

Purchase Price$30,000
Contract for Deed Price$74,000
Buyer Pre-QualifiedYes — in place
Buyer Monthly Payment$875
Status● Closing Imminently
Markets

Where we invest

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.

IL

Illinois

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.

MO

Missouri · Coming Soon

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.

MI

Michigan · Coming Soon

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.

Let's Connect

Ready to talk real estate?

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 →
Get in Touch

Let's talk
real estate.

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.

Your information is never shared or sold. I respond personally within 1–2 business days.