That's great to see how well you've done.

My goal is to help property owners navigate management challenges while ensuring their investments are well taken care of.I’d love to hear from experienced investors about what’s working in the Charleston market and share insights as I gain more hands-on experience.

Would like to be more hands off as well.

Well, STR can work well for people who own a vacation house for personal use, and just want to generate some extra income when not in use.  

This happens all the time, usually with heirs, but it can be squatters as well.

So if you are using that site or something similar you could very well over pay for the home.

Beyond trying to connect on this forum would recommend look in the BP Meet up section and checking out local DFW FB RE investor Facebook groups as well as Meetup.com and Eventbrite for local events. 

You want a platform that has built in TCPA protections as well as a multiple communication channels besides voice such as SMS and email.

As for your ques if to wait, well, it depends on the market, in some parts of the country prices are still going up, slower, but still going up, other parts the prices are coming down, you know that area, what is happening there? 

Buying a portfolio might lead you to making decisions you don't have the experience and foresight to make well.