Having digested the ending for a few days, I'm starting to realize a few issues I've had with the ending, and a good number of them seem to likely stem from the fact that episodes 4 and 5 have different writers.
1. Ben's treatment
For those who saved Ben in Episode 4, I feel like the writer for Episode 5 completely missed what the one for Episode 4 had been building up for the character. After his series of ****-ups I expected there to be some redeeming moment (or hell, even just an attempt at one). Instead, all we got was Ben falling to his death and providing no closure for his character arc.
2. Kenny's treatment
Related to the above. This probably doesn't come into play with the Christa version, but it makes absolutely no sense from what we've learned about Kenny in the previous episodes for him to just randomly flip on his opinion of Ben so much that he would just sacrifice himself for absolutely no reason. Honestly, he could have just shot Ben much sooner and escaped just fine, but I guess the writer felt that an uncharacteristic suicide was in order.
3. Omid and Chrsta's fate.
This was also pretty bad. No matter what you tell the two of them, the simply disappear without an explanation. Clem doesn't find them and they certainly don't find you before you turn. What the hell was the point of the option then telling them what they should do? Was it really that hard for Telltale to make just 3 scenes depending on what you tell them to do that shows their fate? Hell, for instance, if you tell them to find the boat it could cut to a scene where they get attacked and killed by a horde near the harbor. If you tell them to wait for Clem it could show them meet up, or fail to meet up even. To simply have them disappear forever without any explanation is poor closure and poor writing.
4. Clem's Parents.
This was by far the worst handled segment of the entire series. For all the build-up towards finding her parents, all we got out of it was a 10 second segment where Lee falls unconscious and Clem almost freaks out. For something they've been building up since Episode 1, the essential hand wave of "hey here they are" and instant removal was simply insulting. I honestly can't believe they thought this part was going to be well received. Another chance at actually solidifying a character arc that they simple dropped the ball on.
Not to mention the fact that it is simply illogical that Clem would see her parents right next to each other. I mean really, what kind of mega coincidence is that?
Well, those are my main gripes with Episode 5. On a positive note, I found the Lee and Clem final scene to be rather well done, as I did the arm removal scene. The Part where Christa just starts cutting before I could even finish my response was both an oh **** moment and one that made me laugh.