Callahan is the worst contract BAR NONE of any forward contract the Lightning has on the books. And its not even remotely close. I can make a case that Matt Carle's $1,8M AND Condra's $225k, (combined 0 points and 0 GP) are better usage of CAP space than Callahan at this point in time.
Callahan should be a 60 point player on this team based on the amount of CAP space taken up. I'll give him a break because of intangibles. He is on pace for 16 points this season ... for a UFA vet scoring at this pace the market its probably around $1,2M CAP Space or JT Brown dollars on the HIGH end. I'll give him $500k for "Leadership". I'll give him another $500k for "elite PK abilities". I'll add another $500k for "elite forechecking and blocked shots". So I'll add $1,2M + $500K + $500k+$500k = $2.7M. At most, what I'd like to pay a UFA Vet (with this type of expected scoring) for elite intangibles is around $2.7M he is making $5.8M ... the difference in dead cap space or badly used cap space is greater than the combined salaries of the 2 aforementioned players.
Killorn is actually outperforming his contract by a small margin ... but still on the plus side. This is just in terms of expected forward point totals vs CAP space allotted on a per point basis.
Now this post is mostly in jest and not scientific nor serious (mostly) ... but let's keep things in perspective when it comes to CAP usage of players on the squad. Yzerman has a team that is vastly outperforming their contracts - Kuch, Point, Gourde, Vladdy are the highest outliers on the positive end while the team only has like 2 negative performing contracts ... HotPaquette & Cally. Paquette makes no money at all so he is actually only under-performing his contract by about ~$200k ... while Callahan is under-performing his contract by one of the highest amounts in the entire league.