I just finished Performance Anxiety by Gordon Moss. 

Only 3 years later Im 24 now and I laugh at how hard I cried and sickeneded myself of anxiety then.

Assuming I find a good wholesaler, I think that it can relieve some of the pressure and anxiety when starting out.

If it won't be worth $750,000 do a 1031.As others have said it is a "good" problem to have with those types of gains, but I can see your anxiety as your decision has very large financial implications.

The plan was to list early and try to catch a buyer so we could use their down payment, save expense, save anxiety, blah, blah...

I went through a local bank that I had established a relationship with when I refied my primary residence.The anxiety I experienced through the process was entirely my fault - it wasn't that big a deal.

I guess my biggest source of anxiety is lack of experience in estimating rehab costs. 

And there is an issue on the roof that doesn’t seem to be too big of an issue, I suppose my hesitation is because I don’t want to take on too much in a rehab on my first property, and I have a little anxiety about the foundation.

A backup DST would greatly alleviate the my anxiety.

With our first baby I definitely lost myself in anxiety and motherhood for like a year.