Define "easiest" to program.
Does that mean you don't have to think much about it? Does it mean you don't have to spend an arm, three legs and a testicle for a rib and software? Does it mean just pushing buttons? There are pros and cons with all, and depending on what your definition of "easiest" is, that would dictate your choice. Is sensitivity the only requirement you have driving you toward a commercial radio, or are there other considerations?
It's quite easy to plug the laptop and rib and program a Motorola radio. Looking for simple? The Maxtrac is about as easy as it gets. Good luck getting the software, though. BTW, programming the Spectra can get pretty cumbersome. It'll do 128 channels, though. I LOVE my UHF Spectra! A rib can be purchased on eBay for $30-$40, and the cables for the older radios, you can those make yourself.
If easy means "keyboard programmable", well, maybe. There are a few out there. The GP68 series of Motorola portables are keyboard programmable and do the ham bands nicely. They're hard to get, though. The keyboard programmable radios often only have 16 or so channels. You want 100? That's a LOT of awkward button pushing, and falls outside of MY definition of "easiest". I don't know of any non-pc programmed radios with 100 channels. But that doesn't mean they don't exist.
Getting the software for ANY of the pc programmable radios can be a pain in the neck if you don't deal with the stuff on a regular basis. Motorola, you HAVE to buy it from them. Period. I understand the same is true of M/A Com. I don't know about Kenwoods or Icoms, since I have no need to touch their commercial gear. But I will tell you this - the performance of their commercial stuff is about the same as their amateur gear. That's not a dig. Don't buy a Kenwood or Icom commercial radio and expect a huge performance boost over a Kenwood or Icom amateur radio. They may be BUILT tougher, but the performance is about the same.
Uniden (and others) had some diode programmable radios back in the 80's. No software, no awkward keyboard sequences. Easy, right? Hmmm... programming binary codes with diode matrix's. Yuck.
There is some after market software for a few of the Motorolas, particularly the Syntor and Syntor X. The radios are cheap, are EXCELLENT performers, and you may not be locked in to buying the Motorola software.
So... this is all very complicated. I'd be asking myself what I'm trying to accomplish with all this, and see where that leads.