My biggest fear is that if I ever were to quit my job, I would no longer be able to invest in more real estate (not sure if I would qualify for loans as easily). 

This is literally the biggest obstacle for any data center development today.

I feel we often want the biggest best thing and that may not turn out the way we hope!

Though USLI, one of the biggest umbrella policy providers, dropped my max coverage to $1M because I had pools.

My biggest time suck is showing the apartments which I like doing myself to meet tenants.

Hey @Trevor Scheumann, The biggest thing to look for when visiting a new potential market is going to be to network with boots on the ground, namely property managers, highly recommended realtors and maybe a few contractors if they come from trusted sources.

I've never been through this process and it's my biggest fear because it seems to be SO costly!

What are your biggest pain points?

I tried in my market which is the 2nd biggest to New York, so pricing for ads was really high and the return was not great.

Depending on where it is, your biggest concern should be will the new furnace, AC and hot water tank will still be there after you close.