Interesting thread from the OP and I know exactly what you are getting at with the point you are making.
Thought I'd just weigh in with a couple of bullet points whilst people are comparing/giving "facts" out on the two players....
Commitment to the club
- Both players are currently contracted to Sheffield United, with their current deals coming to an end
- Matt Killgallon told Radio Sheffield before christmas that his agent and the club were talking about a new contract and that at his stage of his career he had to look after himself money wise
- Sky Sports News just happened to bump into Killa walking his dog in October (after the comments on Radio Sheffield above) - Killa said that the Blades had put nothing in front of him, that he needs a good deal at his age and that the Premier League game would suit him more as there is more time on the ball and less heading.
- Just before Christmas, Monty said that he hoped to agree a new contract with the Blades in the coming weeks, but was in no hurry to see his future resolved and had no intention of looking for a move.
- Monty said in another interview that he was in talks but was fully focused on playing the important games over the Christmas period. He went on to say that he'd been with the club through thick and thin and loves the Blades. Adding that he is very happy to be a part of what we are doing and he's in no rush to leave it behind.
It's incredibly difficult to measure the two players commitment unless you actually know them very well.
If all we can do is compare the two side by side from media quotes... It appears that one is going out of his way to shoehorn a big deal from the club and attract interest from Premiership clubs. Whilst the other is wanting a new deal and says he loves the club and wants to stay.
On the basis of purely press comments, they look like chalk and cheese.
Now both of the lads are professional footballers, not short of a bob or two, but will always be on the look out to get themselves the best possible deal (with agents forcing this issue even if the players aren't)... So they would both like as much money and favourible terms as possible.
Both players will strive to play at the top level, so again, them and their agents would aspire to be Premier League players.
I'm of the opinion if either of them were offered good terms at an established Premier League club, they wouldn't have ties strong enough as to turn them down.
It'd be nice if everyone pulled a Whitehouse-esque style commitment to the club, but it simply very very rarely happens.
So going purely by what we've seen/been told about matters, my opinion is...
Killa has decided he needs a big contract before he gets any older and is of the opinion that he is Premiership class. His idea of a big contract is far more than the Blades can afford (I've been told the amount + bonuses from a fairly solid source) and attempts at closing the gap between what we can afford and what Killa wants have been fruitless. This means, Killa's agent gets him some airtime on Sky Sports News and in the press in an attempt not only to force the Blades hand, but alert clubs to his availability.
Discussions with Newcastle, have then either not gone as planned for Killa or not gone as required for the Blades, therefore he's stuck and making himself less popular with some fans. One possibility and the perfect solution from an agents point of view is what I refer to as the James Beattie defence

, only executed in a poorer way. James Beattie has never wanted to leave a club, making it look like the selling club are either cashing in or forcing him out. Of course, for James or James' agent, they are more than happy to stay at the club providing they are compensated adequately for their services.
So in summary, if there is a better offer he'll be off. If the Blades cave into demands, he'll stay, until his demands increase. All the time,mention he's staying, in order to improve his image with fans/look less of a mercenary but achieve the same effect.
In terms of Monty, I've not yet heard what it is he would require to sign another contract. I think given a better offer, as 99% of footballers, he'd be off. What he's done differently to Killa however, is come out and state that he expects to sign a new contract and loves the club. Saying that he has no intention of looking elsewhere. Now of course, this could be another tactic and adaptation of the James Beattie defence, but it's a lot closer to at least sounding commited to his current club and sounding less like a set of demands.
So yeah, I was attempting to say that footballers have little loyalty and want as much as possible and to play at the top level and that we really have no idea how "loyal" either of them are to the cause deep down. I'm not saying there is anything wrong with players wanting as much money as they can get, or play at the highest level they can.