New to boating, Should i be worried?

[parishht]

In our older year V's, it is not unusual to get water in the splashwell.

Just remember to keep it from getting into the bilge area.

StBalor, I do the same with mine, keeping the bow as high as possible,
I have a system of 4 x 4's that I use to support the trailer.
It looks scary, but I keep mine at my vinyl condo
all winter, winds come off the ocean at a pretty good clip
and have not blown her over, yet.