Since you asked for opinions ...

I would paint first, then reinstall the hardware.
If there is a paint failure, it should not affect the hardware mounting.
Also, depending on the hardware, even taped, it will be awkward to paint.

With respect to reinstalling the hardwa

1. I would suggest using polysulfide for bedding, as it is an adhesive and a
sealant, ages well, remains moderately flexible, and is paintable.
Silicone is good except that the area and any 'mess' will likely never hold
paint.
5200 will bond the hardware and will be very difficult to remove.

Whichever bedding compound is used, do not fully tighten down the hardware
until the bedding has (mostly) cured. A day later, tighten it down, putting
final compression on the bedding.
When I have done my hardware, I have added a locktite to nuts after the
final tightening.

2. Ensure there is sufficient backup under the deck to take the loading
intended for the hardware. Now is your opportunity to improve your boat.



"Doug Dotson" wrote in message
...
I am quickly coming to the point of rebedding the deck fittings
on my boat. A brief history: wood decks off, screw holes filled,
core voids filled, now doing final sanding. I asked someone
(a boat yard professional) whether to rebed the fitting on the raw glass
or wait until after painting and bed them on top of the paint. He
said it is best to bed in the raw glass (gelcoat actually), then mask
them off and paint around them. That way if there is a paint failure
I won't have to deal with rebedding them again. Also, much easier to
remove them, sand under then and rebed them than have them all out
and having to fill them temporarily against the WX while painting is
going on.

Thanks!
Doug
s/v Callista