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.

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

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.

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.

I still use the checklists/grading system for staff evaluation.

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?)

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.

If you find this is the case with a property you’re evaluating I would run away not walk as this can be a huge problem for future cash flow.

Any thoughts on how to choose - what metrics to evaluate, resources to read to help? 

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.