My guess: nowhere near 100 watts is getting to the antenna.
Who installed the antenna and put the connectors on the LMR400 cable and were they all new at the time? Got pics?
Which amplifier model, exactly? 1.6 / 100 seems like a lot of gain. [I wander off and find the
Henry specs] Yes, 5 in / 100 out is the lowest output spec for continuous/base and should be plenty for this application as long as much of it is actually getting to a working antenna.
A tech with a wattmeter would first check forward and reflected power at the amp output and then (if necessary) at the antenna.
Got a pic of the mobile install? It may not be needed, but a real antenna on top of the cab for the mobile makes sense if it can be done in a way that's durable. Just a cheap Laird or PCTEL 1/4-wave spike.
Others have covered how crazy it was to put you on 464.500 and 464.550, freqs that have been commonly put in radios by default and used without proper licensing for decades. There's mostly no such thing as unshared channels for your application, but depending on how far out in the country you are, a proper licensing guy should be able to find and co-ordinate something that's not in use anywhere nearby.
[Re-reading the thread for more detail, I see:]
Well, that sounds about right. Maybe there isn't a problem with the feed/antenna. I'm not familiar with their amps any more, but if it's +13 dB gain at 5W in (=100W out) and the input is turned down to 1.6W and the gain is the same there, output would be 32W, which might yield exactly the coverage you're seeing (and, coincidentally, be below the earlier-quoted 35W legal limit). Hmmm.
[and in the Henry specs:]