It should not weep. At all. Although many owners put up with a little blue spotting. In my book, a drip or the smell of fuel in the cabin is a grounding item.
A reseal lasts 10-15 years, but it varies greatly depending on who did the job the last time. There is also some concern that hard landings and operating from rough/grass fields may contribute to leaking due to the wing flexing slightly.
To reseal properly, you have to scrape/grind off every bit of old sealant while working through the small inspection holes. It is very labor intensive and costs $8000 or more to do right. When faced with minor leaks, as in a little blue staining at a rivet or nutplate, there are those people who will dump more sealant at that spot. Trouble is, that may not be where the leak is actually occurring. If you seal it from the outside or just remove a screw, glop on some sealant and reinstall the screw, the leak may just move to a new spot.
Then there are bladders. Some owners opt to put in bladders rather than reseal. It costs you fuel capacity and useful load. I sold my Mooney a while ago, but as I recall the bladders weren't a panacea either. I had my wings sealed done by the late, great Charlie H. at Wet Wingologists and was happy with the job he did.
