You have to have confidence and the Sponsor needs to build a relationship with you if he wants to be sure you have some insights into the risks of the types of deals you would be funding. 

I’m also in the process of launching a new home inspection company, which I’m confident will help me get back on track financially.

all are new constructions and I don't know how she is gonna be able to find 750h of work to do in these new construction houses.Any help appreciated  I would definitely be talking to a real estate savvy CPA- there are lots of armchair tax experts on BP and you can get really confident and incorrect advice. 

For example how do you identify with confidence that your market attracts more professionals vs. families vs. bachelor/bachelorette parties, etc. and therefore how you'd know which amenities to offer?

That makes a big difference in the answer to what Charles eloquently referenced regarding confidence in your ability to close. 

It’s a tough decision, but after comparing Hospitable side by side with other PMSs, I can confidently say it offers more options for most users.

I also feel they have grown too quick for my liking, but I am confident Brandon and the team are great sponsors, are ethical, and are looking out for their LPs. 

I’m starting to feel a little confident about moving forward.

Once you’ve built some confidence and systems, you can start exploring additional markets.I personally focus on 2 markets that are about 20 mile radius.Make sure the market(s) you choose align with your investing goals, whether that’s cash flow, appreciation, or both.

I was more focused on building the portfolio, and it paid off, as I scaled to 50+ rental units in 5 years.I started my own PM when I moved to a different market because I wasn't confident I could find one as good as my previous manager.