Replying to Bootfit help

Alright, this is kind of a long story, more like a theory actually about my boots, and I want to know, from any boot fitters here, if the story sounds logical and plausible.

In 2002ish I decided to buy some new ski boots. I went to a shop and after measuring my foot the guy brought out a pair or Blue Raichle Flexon Comps (with the kniessl logo on the tounge, but everywhere else it said Raichle on it). He said they were the last pair, left over from a few years ago, and that they were my size. This was size 27. I had been using some old rear entry boots up until this point, the size was much smaller than I had been skiing, but overall they were a great fit, so I bought them. I was glad to be out of a rear entry boot. Looking at these boots it appears they have an Intuition liner in them which was molded to my foot without a footbed. I had a fun time in these boots, I occasionally had black toenails, which for a while I thought was because of too tight of a fit or something. I never had any other problems with that boot (besides people making fun of me for being in such an old boot, which didn't really bother me).

In 2006 I decided it was again time to buy some new boots. I was convinced that the size 27 was too small for me and that was the reason I was having black toe. At this time, I was still kind of oblivious to all the facts of ski boots, and have since learned a ton from boot fitters etc. Anyway. I was fit into a size 26.5 Tecnica Diablo Magnesium boot by all the boot fitters. I am a very aggressive skier, and have always skied in Utah, but since I was in High School during 2001-2004 and was living out of the country from 2004-2006 I hadn't ever really invested in powder skis, although powder was my favorite discipline. The 2006 season was going to be my first real powder only year. I skied snowbirds terrain park occasionally, but really didn't ski park much at all. I focused really on skiing the mountain. I bought some 4Frnt VCT's and loved them as my first powder ski. I have been skiing powder my whole life, but it seemed that my new boots were causing me quite a bit of pain, and not from being size 26.5. My arch was in so much pain over half the time that I almost threw up several times. So, at the beginning of this season, I decided to invest in some footbeds. I got some surefoots, since I was able to get a deal on them, and thought it would cure my problem. They did. But they brought a whole new deal of problems, First they were taking up too much room in my toe box, causing my circulation to be cut off. I asked them to trim them and trim them but nothing helped. Finally a guy took my boots from me and ground the natural arch and some of the cork off of my boot board. Now my toes had circulation. I was skiing park this year since I now have a PC and an Alta pass and frankly missed park skiing. I came up short on a few tables and bruised my heel pretty bad (which I kind of thing is a mixture of the hardness of surefoot footbeds and having some of the cork removed from my bootboard) (THAT IS ONE THEORY I WISH TO HAVE COMMENTED ON). My next question is this. When I switched from Flexon's to Tecnicas, I did notice that I could ski switch a little easier with a stiffer tounge to lean forward against, and I noticed that I was able to straightline crud a ton better (although this might have been due to fatter/stiffer skis, more than due to a stiffer boot). If I were to get a pair of Full Tilt boots next year with a super stiff tounge would I have the same support needed for charging super hard at Alta and Snowbird? Also, How many of the above problems do you think I can blame on my boots? And what other solutions would you recommend for my problem?