So Hello again, apologies for resurrecting the dead (though a good day to do so) and finally for the double post.
Del Boy has returned home for the winter and is ready for her winter renovations. And I was looking for some advice as I have grand plans - but sensibility may need to come into practice before I charge headlong into the sunset.
Firstly the boat got a single sail this year

and I managed to put a hole in the deck (double

). Which has put consideration into play.
Previously I was thinking I would strip and re-varnish the deck and strip and re-2 pack the hull in a none vulgar red and white (that pink / purple it currently is, is just hideous in my eyes). Jobs a good un, that in itself would have been the perfect introduction winter project for in maintaining a wooden boat.
So the hole in the deck needs repairing (I'll take photos at the weekend) and I need some help with the type of veneer on the ply, my assumption is stripy sapele. However I would like to re-deck the whole boat and convert it to deck stepped mast rather than its current hog stepped configuration - my thoughts are around it being more likely for me to find 2nd hand spares what with most current boats being hull stepped and secondly when my daughter is finally old enough to sail with me, a more flexible rig will be more forgiving.
So the next questions is how far should I go with the renovation this winter? I can't currently afford to convert the boat across to deck stepped as I would need to source, new mast, boom, spin poles, sails etc. I could just patch the hole, rub down the existing varnish, re-varnish and then fair the hull and re-paint it. Although I could patch the hole and completely strip the whole boat down to bare wood, varnish and 2 pack the hull.
The later is my preferred choice, however, it's quite a bit of work if in a couple of years I am looking at doing it all over again. How often I should be doing a complete all paint stripped restoration with a wooden boat. Every 5 years? Every 10?
If it's something that's done regularly, then I'll proceed with that option - but if it is seem as a longer fix, that just receives tidying up then maybe I should just wait.
So many questions and I have many more to come. I think the above is possibly a splurge of words and if it doesn't make sense feel free to poke me with broken tiller extension and laugh away...
I look forward the sage and level headed wisdom of the CVRDA forum ensemble.