For documentation purposes I had to put the new name and homeport on my boat, but since the whole boat is in need of major paint work I elected to take a shortcut and just repaint the transom myself, thinking that at some point the whole boat will probably get repainted.
I got decent results using Interlux Brightside (It's so darned convenient to walk into a marine supply store and buy the factory color off the shelf

) thinned with about 25% Penetrol, rolled on with a foam roller. After several attempts at tipping with a brush I discovered that re-rolling with the same roller knocked out most of the bubbles. So I kept doing it as the paint set up until I was satisified with the finsih.
It came out reasonably well, and it probably would have looked even better were it not for the previous tipping attempts with the brush.
That's what worked for me. YMMV.