Another Clay CSM made this loom for me:
https://www.loom.com/share/616ff77fd9c749e7838f0f2d87a459ec
I solved the issues.
Removed DropContact from the waterfall, and then rerun the next column in the waterfall. In my case it was Hunter Find Work Email.
I re-ran that entire column which trigerred the rest of the flow to keep going
this must be some type of bug because this is an out-of-the-box waterfall and i've done this hundreds of times. (sorry i hijacked your thread Shayan H. - dealing with the same exact issue)