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. 

How do you evaluate if a property is ideal for flipping or if you should keep it as a rental?

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

Quote from @Jacob Campbell: Hello - After listening to the podcast, I've made a commitment to purchase a rental property by the end of Q2 this year (ideally by the end of Q1).

It is not an easy thing to run a property when your customers are horrible haha.I recommend student housing with 9 or 10 months lease and run STR during the summer for this property while students are on vacation.

In 2019 i was at ideal occupancy but none of my STRs are at ideal occupancy today.Do what you want with regard to the number of OTAs, but i plan to never be associated with a single OTA.  

Think about what everyone else is doing.For reasons that I can’t quite grasp, someone decided that people who want to, need to, or have to sell their houses are the ideal audience to target.

There's only a handful of these in the Bonita market that meet the ideal criteria for your strategy, but they're much more prevalent in Fort Myers.