So many people gloss over properties before truly evaluating their pro forma rent.Also, I think it's a great point about this strategy working in higher rent/gentrification areas of Chicago..it seems counterintuitive.

Don't want to work a W2 forever.I haven't tried all of the platforms by any means but Gemini vs ChatGPT for example, I will ask them questions in regards to evaluating markets and if they don't like the idea (don't know where to look?)

For example at a typical showing, buyers like to have an expert with them who can help really evaluate a property, not just a door-opener as you seem to think will work.

Something almost always comes up and that helps you be realistic when evaluating deals, securing financing, etc. 

If you don't know what it will rent for or how many days per month you expect it to rent, you can't even start to evaluate whether it would work as a short term rental.

Let them  mature and re-evaluate what's the best course of capital. 

Will add though, that a good PMC will immediately alert an owner about what their property really is and the expected challenges.Unfortunately, a decent portion of the time we do this, owners either don't want to believe the Evaluation Video we send them or decide to sell.

., missing property taxes or HOA fees), unreliable rent estimates, and the time-consuming process of manually calculating metrics like cash flow or ROI.Platform Preference: A web-based platform would work well for in-depth analysis, but a mobile app would be crucial for on-the-go research and quick evaluations, especially when touring properties.Wish-List Features: A tool that integrates local market data (rental demand, appreciation rates, or vacancy rates) and offers scenario modeling (e.g., "What happens if I increase rents by 10%?")

I’m always looking to improve my process and would be happy to share some insights I’ve gathered on deal evaluation and contractor management.

To evaluate Real esteate deals for creative financing, start by identifying seller motivations i.e. financial distress, desire for passive income, do they need a downpayment on their next house, etc  and property factors like equity or existing financing terms.