Given all of the recent misfortunes of the Blazers, Wesley Matthews may deserve the most sympathy. At the time of his signing, he thought he was stepping into the best of both worlds- a significant contract given he'd only been pro for one year, and nonetheless signed by a team on the cusp of having a breakout season.
Yet at this point in time, I think Wes has really gotten the raw end of the deal here, to the fault of no one in particular. On an effort and consistency basis, one could argue that Portland's top three performers this short season have been Wes, Andre Miller and Marcus Camby. While Andre and Marcus are at the twilight of their careers, and are much less contractually-bound to the Blazers, Wes has 4+ years of his contract to fulfill with the sudden mediocre Blazers.
Roy has the same contract length, but he has his max contract and unstable knees and has (understandably) yet to figure out his new role. Aldridge is overpaid, and may or may not pan out to be the player we are all hoping he becomes. As for Oden, not much needs to be said. Nic Batum, who obviously has a ton of potential, is slowly shedding his "young/still learning" label and has to start building some consistency in his game. As for the rest of the roster, I don't think anyone else, as of right now, can be considered a significant building block for the Blazers.
I know the season is young, and I know there are tons of scenarios that could play out for each of these important Blazers (and thus as a whole), but it doesn't seem too far-fetched to envision this team in the medium-range future without Andre and Marcus, with Oden struggling to come back on the Blazers or someone else, Lamarcus never reaching his perceived ceiling, Roy never returning to All-Star status, and Batum never panning out or perhaps traded.
Game in and game out, Wes brings a level of determination and drive this season that's only been matched by the wily veterans Miller and Camby. I can imagine him laying awake at night and wondering how he will endure this bumpy journey. I feel for him