So it seems like there is no perfect radio that can do it all. The search continues ....
There is, it's just out of your price range at the moment. VP-8000 would be a good option.
If you scale it back to just what you need, you may be able to bring the price down to a more manageable level.
You should skip the encryption. Any public safety agency that knows what they are doing will not load encryption keys into a privately owned radio. That goes against a number of requirements.
Unless you have access to a trunked radio system, there's no need to have that feature added. These won't do NAS, so that's off the table. Most system admins are not going to add a private radio to their system.
Unless 7/800MHz are used by one of the agencies you work for, you can drop that.
Sounds like you need a radio that does VHF and UHF with the P25 conventional and DMR modes. Analog is standard.
Ask around with the agencies you work with, find out who uses Kenwood or EF Johnson products, talk to their vendor and see if they'll cut you a deal.
On most of these newer radios, features can be added later if your needs change. You don't have to buy it all at once.
I expect you may be right. I have been keeping the two portables separate (HAM and work). However, with some agencies moving to DMR, I wanted my "work" radio to be able to do DMR as well as P25 and Analog. The FPP for me is a requirement because all CPS software seems to require Windows, and I have no interest in using a Windows computer, especially for just programming a radio. The BKR9000 seems to embrace this, as from what I have read, everything can be programmed from the Front Panel. Unfortunately, the BKR9000 does not have DMR.
Keeping the hobby and work separate will make this cheaper.
You are going to need programming software and cable to set up the radio features, you can't do that from the front panel.
I get the Mac/PC thing. Work lets me choose and I've had Mac for years. But for radio programming, I have a PC laptop. Maybe find yourself one of the many used Panasonic Toughbooks on e-Bay.
Not sure I'd go with BK until that radio has been on the market a bit longer. They had some challenges rolling that out and I think I'd give them some time to prove themselves before buying into that.
If was doing what you were doing, I'd go with either the VP8000 or the Tait 9900. Those are the only real options if you want multiband and DMR.
Or, get a Kenwood NX-5200 for VHF and an NX-5300 for UHF and be done. Do you -really- need VHF and UHF at the same time?