When in doubt, go back to where you bought the goods and let them program it.
Bah. You coulda done it.
I've been playing with computer-connected scanners (all Uniden) since about 2003 so I tend to take things for granted.
The first thing I would try if I were a n00b would be to figure out what I wanted to listen to. Once you figure that out, you need to find out where they are. Pretend it's Tulsa Fire. They're on a Motorola trunked system (Type II, but they almost all are these days, save for newer ones which are P25). Tulsa started the system, but it now covers most of the populated areas of the state (roughly the I44 corridor, Tulsa to Lawton) and other systems, like the ones in Norman, Edmond, and Shawnee, have been linked in. Pretty cool.
OK, so you need to do a couple things. You need to put in the frequencies that make up the trunked system. Some scanners only need the control channels and some need all possible channels in the system. In Tulsa's case you need to figure out which tower you want to listen to. I'm not up there, but if you were down here, I'd tell you to find the info for Site 8, which covers the OKC Metro and use those channels. No idea which is "best" for Tulsa. ALL the known sites (towers) for the Tulsa/State system are in the RR DB.
In the software, there is some way to set up a "bank" or a "system" as Motorola Type II. Once that's done, either enter the control channels or all channels in the bank and you'll be half way there.
The other thing you need to know for trunking systems is which talkgroups you want to listen to. Think of these as virtual channels that can actually show up on just about any of the radio channels in the system. Enter those into the software, too. Pretty sure the Pro-164/PSR300 has alpha tags, so you can add a tag to each channel as well that says something like "Dispatch" or Fireground 1". ALL the known talkgroups for the Tulsa/State system are in the DB as well.
Once you've got all that stuff in the software, you connect the cable, make sure the software can "see" the radio, and upload.
See? So easy!
Lots of other stuff to do with the radio, but get a system in there and play. And the nice thing with the computer-connected radios is that if you screw up, who cares? Just reload. Only takes a few seconds.