Hi, Scott
Wow, that's a pretty big gap for caulk. Is it vertical or horizontal? I'm assuming it's vertical since it seems to touch the waterline tile.
Well, without seeing it (can you post a pic) I've always felt polyurethane caulk was the most durable for pool areas.
I am a little concerned that poly may "sag" a little while curing on that vertical plane. Worse, I can think of no way to prevent it. Silicone sags less but I dont think it's long-term characteristics are as good as poly.
Give us a little more info. Confirm the vertical plane. Post a pic if you can. Perhaps some of the pros will be along soon and will have experience filling that large gap....it's a little larger than I'm accustomed to and I'm not confident in my advice.
Dave S.
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