That's a fair consideration-- there's a range and the Airboss series is towards the top of their range. In the past, VSA watches were lower and and they have tried to push up-market now that they have Wenger as their entry-level line. I'm happy with my three, but there's a clear difference with their lower-end stuff (e.g. quartz infantry or officer's models.)
I've handled other Hamiltons in that range, but honestly it's hard for me to find Hammies locally and I haven't seen that particular model. I've found their other field watches to be nice but not overwhelming or particularly interesting. the 42mm titanium is very nice, but not easily findable. The 42mm version in steel is solid, but lacks the multi-size numerals. I don't fundamentally dislike the larger/smaller numbers on some watches but I don't think Hamilton does a particularly good job of it. I know that bothers some people. Honestly the Hamilton is really not bad if it appeals to you. You're the one who has to wear it and like it. If someone gave it to me as a gift, I wouldn't be looking to sell it as soon as they look away ;-) I would opt for a higher contrast dial though, given the option.
I don't know if you're looking to expand beyond pure field watches, but you're right on the cusp of a lot of good pilot watches as well. If you catch a good gray market deal, the Oris Big Crown Pro Pilot 3-handers are essentially the same price as the VSA Airboss Black Edition and even something like an Archimede, Damasko, or lower-end Sinn might be worth a look.