I'm now considering expanding my real estate ventures into building custom homes, but I know this is an entirely different beast between the required capital, learning curve, time committment, etc. 

There's other dialers out there that's more custom tailored to organizing calls, lead follow-up plus much more cost effective and honest with a live customer service line.

We have a Chicago general contracting business, and handling the field operations is a ridiculously heavy lift.As far as finding customers I think you'll have some good success with gorillia marking at some of the local investor meetups. 

I'm a Project Manager at an Architectural Firm specializing in Custom High-End Homes. 

I wouldn't consider it a heavy negative unless the street is super tight and parking is hard to come by or if the street is very steep/busy.The more desirable dense city neighborhoods it's almost kind of expected and off street parking would be considered a luxury rather than a necessity.If you get out into the suburbs I would say it's more of a big deal since more rentals have off street parking or a garage there.

Prioritize stable cash flow, good location, and manageable property condition, while considering strategies like gradual rent increases, expense reduction, and value-add improvements to enhance returns.

Biggest wealth generators I personally see or those i personally know that most would consider wealthy are those that built a business and sold it ..

Security deposit will take care of the last month of unpaid rent, but I'm considering filing a small claims court lawsuit to get a judgement for recoverable damages.

Do you get any volume discounts or better service due to the volume of your business from the current providers, that might be something to consider. not sure if that is even a thing for lawyers though.

What other factors are you considering besides cash flow?