I used ChatGPT to help guide my real estate decisions.
Not because I needed it – I’ve been buying apartments for well over a decade. I just wanted to see what its guidance was to navigate different real estate assets and strategies.
There is so much out there to decide between. And based on what ChatGPT told me, if you’re still flipping houses or collecting rental income from short-term rentals, you’re doing real estate wrong in 2025.
In today’s article, I’m going to walk you through how you can use AI tools like ChatGPT to guide your investing decisions to help you accelerate your path to financial freedom with real estate investing.
According to AI, Traditional Strategies Keep You Stuck in the Grind
According to AI, flipping and single-family rentals are a grind that don’t scale well. That’s something I figured out in my own investing, too. If you’re a project manager or hold a position making six figures, you’ve also probably realized this.
You might’ve flipped four houses over the past 5 years, or 36 over three years, like I did. You also might have a handful of rental properties. If you are, you’ve probably looked at your portfolio and thought, “I really want to replace my income and make $10,000 per month from real estate, but my current strategy doesn't seem to get me there. It's going to take too long.”
In my experience, and according to AI, this is the trap that keeps high earners spinning their wheels. You have the income to invest, but you’re using strategies designed for people who need to start small and grind their way up.
The problem is that traditional real estate methods don’t leverage your existing skills, capital, or time effectively. Every flip requires your hands-on attention, and single-family rentals might only cash flow for $200-$300.
How to Use AI to Guide Your Strategy Shift
This is where AI comes in handy. I'm talking about using ChatGPT not just for your job or personal life, but specifically for your real estate investing decisions. Let me show you what happened when I prompted ChatGPT with this exact scenario.
I told ChatGPT:
“I'm a project manager at an engineering company with a six-figure salary. I've been investing in real estate over the past five years. I flipped four houses and have five rental properties. The flipping is a lot of work, and the rentals don't make a lot of money. I really want to replace my income, so I need to make $10,000 per month from real estate. My current strategy doesn't seem to get me there. It's going to take too long. What would you recommend?”
Paste that into ChatGPT yourself and see what it tells you.
In my case (I used it as “Guest”), the AI immediately identified what I already knew: “Flipping and rentals are a grind. They don't scale well.”
But then it offered several alternative strategies that could scale better, including short-term rentals, small multifamily units, private lending, and real estate partnerships or syndications.
When I pushed ChatGPT to recommend just one strategy so I could focus my efforts, it came back with a clear answer: value-add multifamily properties with 5 to 50 units.
AI Recommends Multifamily Real Estate for Six-Figure Earners
Here's why this recommendation makes perfect sense for someone in your position.
First, it scales faster than single-family properties. As a project manager, you already have the perfect skill set for managing renovation projects and coordinating with contractors. You're not starting from scratch because you have some capital and experience.
The strategy looks like this in practice: target properties with 10 to 30 unit buildings in secondary or tertiary markets. You renovate units, improve them, and raise rents – basically applying the BRRRR method to larger properties.
Second, three to five deals like this could get you to $10,000 per month. That's way faster than trying to acquire 50 single-family rentals or 20-25 short-term rentals.
Leverage Partnerships to Scale Even Faster
But here's where it gets really interesting. ChatGPT pointed out that being open to partners is one of the fastest ways to scale. There are two main partnership models you should understand:
Joint Venture Partnership: You might be the deal finder, asset manager, or capital contributor, and you split profits with your partner based on what each person brings to the deal.
Syndication Model: This is where you become the general partner (GP) and raise money from limited partners (LPs). The LPs get a preferred return, and there's an equity split with the GPs. You can also collect acquisition fees and asset management fees.
In a syndication, you might raise $800,000 from LPs for a 32-unit deal, keep a 30% split of the profits, and collect fees along the way. This lets you build cash flow, equity, and income without having to fund every deal on your own.
The beauty of this approach is that investors will trust your track record because you've already done some flips. You can position yourself as the operator and hit that $10,000 per month goal faster without having to own every deal solo.
Your Next Steps
So how do you get started? ChatGPT reminded me that you don't need to pay $30,000 to a guru, but you do need leverage. That leverage can come from partnerships, using other people's money, or working with experienced operators who can show you the ropes.
My recommendation is to start by using AI to help you make better decisions about your real estate strategy.
Keep prompting ChatGPT with specific questions about your market, your capital situation, and your goals. It'll help you think through the details like building a team, creating a network, and putting together a pitch deck.
The bottom line is this: if you're making six figures, you shouldn't be investing like someone who's just getting started. You have resources and skills that can accelerate your path to financial freedom, but only if you use the right strategy.
If you’re ready to dive deeper into multifamily as a strategy, watch my full video on the topic and see exactly how I used AI to map out a complete multifamily investing plan.
I include the specific prompts and responses that can help you scale your real estate portfolio. Watch it here.
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