So this is what I decided to do to get the water out for the winter. As soon as I started to drill water came flowing out and a lot of it. Water was right to the top. I went with the larger 6" access hole to shop vac the water out.
Water is still leaking out as I covered up the boat, I'll vacuum more out tomorrow.
T100 - how thick was the floor where you drilled through? Also, where did you get that deck plate cover? Do you have a link or a part number?
2006 Outback V - Gone
2008 LSV - Gone
2013 other brand