Hi Chris,
As it's not expensive, replacing string every couple of years is probably advisable. If you don't splice it yourself, Jimmy Green or Swallow Boats can make up a replacement endless loop to the correct length out of 8mm three-strand polyester for securing your jib boom. My spare cost less than £10 back in 2011. The shroud lashings are 3mm 8-plait polyester, which costs about 60p a metre. Buff versions of both types of string are readily available online from Classic Marine
http://www.classicmarine.co.uk/boatstore/prodtype.asp?strParents=0,76&CAT_ID=173&numRecordPosition=1Instead of the standard twisted shackle, some of us use jaw-jaw swivels like this to secure our jib boom endless loops to our boats
https://www.s3i.co.uk/swivel-jaw-jaw.php I've never heard of anyone using wire strops on their jib boom - I should think that this would make it more resistant to swapping sides in a tack. If you do use a jaw-jaw swivel, which is longer than a twisted shackle, the endless loop for the jib boom will need to be made a bit shorter than standard.
I think that those of us (including me) who have experimented with different and more complex ways of securing our shrouds have reverted to simple polyester lashings in the end. There was the case of a Drascombe Coaster a couple of years ago that tried a fairly complex arrangement of adjustable shroud strops incorporating upper and lower blocks that gave multiple purchase. Unfortunately the hardware on one side failed, the boat turned turtle and the crew had to be rescued by the RNLI. I had a shroud fail a few years back because one of my shackle pins came undone, not because the lashing parted. Rigging screws also have a habit of unscrewing themselves, especially if the boat is bouncing around on the back of a trailer. I use screws to keep my plank bowsprit bobstays under tension but will probably revert to good old polyester lashings this season. I've tried Dyneema for shroud lashings but now prefer polyester, which has a bit more give in it. On the whole, I have more faith in my standard bits of string (despite exposure to Greek UV) than in any stainless hardware.