Bulk is the biggest problem. Everything is bulky as heck. Smaller, less bulky is very expensive. Christine now has permanent lifting restrictions so we need to reduce our pack size/weight within our means. I will be ordering a Synmat come August. The largest NeoAir is less expensive ($150) but it is still "air" and thinner, so I will drop the $200 on the Synmat and expect to get at least 5 years from it to justify the cost. It will pack small and light and be a comfy 3 1/2" thick. Although the Tarn 2 tent I have for solo'ing does work for sleeping, I still need more room, something I can sit up in without my head hitting and the Tarn is kind of short, my toes hit the back wall and my head is against the door, so a Wanderer 2 or Tarn 3 will likely replace it this Winter, if I can afford it.
I don't mind making extra carries on a port, 3 or 4, that is fine, there is no rush and slow and steady wins the day.
We have hordes of gear collected, we need to sort and sell what we don't use now. Same goes for boats, what we don't use doesn't need to sit in the boat house collecting dust. We won't sell our Coleman stove collection, but we do have polished brass fuel tanks we can part with for lanterns. Anyone have a hankering for one?
Footwear is an ongoing challenge. I have good hikers that I keep for around camp and generally use just inexpensive water shoes in the canoe and on ports. I would like to try Baffin Amazon as they would suit all needs.
http://www.baffin.com/product-p/sprtw001.htm
Although we get by with the Swift Mattawa in Kev/carbon fusion, we are looking for a Kipawa in a similiar layup. It would be difficult to part with the Mattawa since it was one of the very first boats off the mold for this layup so it is special.
We may drop a size with our Eureka canoe packs, we have 115L size and may go to a 75L and see how well it works.
Gear is ongoing but for us, it mostly comes down to what we can afford.