Original User: MBoucher21
I used to have problems like this. Since I've changed my practice to put the project on my local drive, the Arc Hydro process has run faster and with very few crashes or errors like this. I can see by your images that you have the project on your T: drive. Move it to the C: drive (assuming that T: is on a network and C: is your local drive) and see if you get better/faster results.
Also, at one time I found that long path names created some problems. Simplifying the directory names helped. Working on the local drive did that, sped up the process, and resolved a host problems, struggling, and head banging.