Caleb's ability to show his emotions was the only interesting thing he had going for him. He should certainly be commended for defying the moronic notion that there is a massive biological difference between the emotions of men and women. There's far more evidence to suggest that the difference exists largely due to the way in which males are conditioned to be "tough" from an early age.
This form of conditioning is probably one of the most damaging influences in our society. When women are emotional, they cry. When some men get emotional, they beat up their wives, or attack people in the street. We blame everything from alcohol to video games, yet we seem to ignore the possibility of an underlying cause, other than the supposedly mild altering effects of testicles. ... "oh, it's just the testosterone... boys will be boys..."
As for Caleb fitting in at work, I don't think it would be much of a problem. The volunteer firefighters I know don't tend to fit the same mold as military and police personnel, although I guess paid firefighters might be a different breed. Even so, Matt seemed to tolerate Caleb's emotional side.