I probably didn't understand your simple point because you rambled here and there initially.
You can equally apply that line of thinking to prostitution, would Jesus have told Mary Magdalene to be happy with her wages? Highly unlikely, in fact. No.
If Jesus told the Roman soldier to be happy with his wages, he is either condoning the military job or rather neutral to it. If he was against it, you have to think of a scenario of something else he might be against. Prostitution is one, how about hired hitmen? Would he have told hired hitmen to be happy with their wages? Again, highly unlikely.
You did construct a strawman, because what you said there makes it seem like I said "because Jesus said nothing about it, therefore it must be correct" - which is absolutely not what I said. I said that Jesus told the Roman soldier to be happy with his wages, and therefore his job in Jesus' perspective was probably not immoral.