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I thought it was a fitting ending, didn't answer all the questions but it did bring home the point to the show, relationships and redemption, good and evil anything you care to draw from it.
Personally, I believe they survived the crash. The numbers drew them to the island to redeem themselves for the things they had done in life. One by one, they died on the island Jack was the last to have his epiphany, and they were all in the flashsideways waiting for Jack. When Jack began to die his two story lines crossed, hence his bleeding neck.
He woke John Locke up after surgery, and right before surgery he said to Locke "If I can fix you Mr. Locke, then I can be at peace." And he did, waking Locke up in the process, that's why Locke said you don't have a son, and I hope someone does for you what you did for me. Meaning Jack woke him up to the truth, and he knew right then where he was, but Jack didn't. The same realization that Sun and Jin came to in the hospital.
As for the smoke monster, I think the reason he had no name was because he represented all the people who were trapped in between life and death and couldn't move on. Which is why you can see faces in the smoke monster and hear voices in the jungle before he strikes. Jacob was the gatekeeper to the afterlife
Hurley and Ben were Jacob/Richard Alpert for the island for maybe YEARS after Jack died, but when they died or found someone to replace them, they learned of their purgatory before Jack did, hence why they were waiting for Jack. That's also why Christian said "they're (purgatory or whatever he called it) could last a nanosecond or could last centuries." Jack's just took longer.
Ben began to understand the moment Rosseau told him that Alex looked at him like a father, he started to cry right then, because IMO he understood that was his epiphany. And wanted to wait for Alex and Rosseau before moving on, also I believe there is a part of him that felt he wasn't deservant to cross with them. Lepedis, Miles, Charlotte, Daniel Whidmore, everyone else, wasn't ready to cross over.
Just my thoughts, for what it's worth I really enjoyed the whole fate element to everyone showing up to the concert and how all their paths met again, very similar to what brought them all together in the first place leading up to the plane crash.
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