The right solution depends on the specific layout, travel distances, stair enclosure and rating, window size and sill height, and how the jurisdiction applies IBC and the NYS code for an additional dwelling unit in an existing building.Whether it is worth it comes down to a simple feasibility and ROI check, the all in cost and timeline to legalize, versus the increase in stabilized rent and appraised value.

It can tell you if building permits were pulled for remodeling, roofs, furnaces, etc.

Messy is where solutions matter most.Even with rates easing, seller motivation is still very real.

I essentially want to pull the equity from all these first deals to support that larger commercial deal further on, or so that is my though process right now.Currently I have about $50k ready to be deployed for a down payment and my current income is about 180k - 200k annually.

Pull comps, estimate rehab costs, run the numbers on properties you see.

PropLab - Newer AI-powered tool that auto-pulls comps from Redfin and gives you ARV/rent estimates in about 60 seconds.

You’re exactly right, and that’s the biggest lesson I’m taking from this: capital commitments need to be verified and structured early with signed agreements so everyone is protected well before closing.At this point, I’m focusing on the most realistic solution, which is experienced private capital that can move quickly.

Is there a simpler software solution to securely collect rent?

It sounds like a good opportunity and I want to pull the trigger but I wanted to get some reviews since the program is a high ticket of $15K I couldn't find much online about this program or Brian Grimes. 

If you don't have enough equity to pull out (usually you can only start taking out equity after the first 20%), then you would only have the $15-20k for your next investment property.This should be enough regardless if you plan to live in a SFH by yourself or househack a 2-4 unit multifamily and you roll in the closing costs into the loan.