The BCD536HP is technically 'capable' of monitoring a Project 25 Phase II system such as PCWIN, but doesn't always do a very good job of it. The BCD536HP doesn't handle simulcast signals very well, and PCWIN is full of simulcast signals. Location can make all the difference. If you get a signal of similar strength from multiple system transmitters at your location, the scanner may not work as well as compared to a location where one signal is much stronger than the rest. So if it is working, but not working very well (i.e. missing some transmissions but not all, or transmissions just don't sound great), it is probably just the fact that the BCD536HP uses an older, cheaper technology that isn't well suited for monitoring these types of systems. The cure for this is an SDS100 or SDS200 scanner, or a Unication receiver, all of which use the proper technology to decode a Project 25 Phase II system such as PCWIN better.
The other possibility is which site you are listening to. All TPD talkgroups are found on Simulcast A and other sites as needed. TPD A3 (Team 2) is almost always also heard on North Simulcast. But the other TPD talkgroups aren't always heard on North Simulcast - it depends on whether a system subscriber on the northwest side is affiliated with North Simulcast and monitoring or scanning a particular talkgroup. At Orange Grove and Shannon you should be able to hear Simulcast A ok, even though that area is best served by North Simulcast. If your monitoring interest is TPD, I suggest you try locking onto Simulcast A only, so that you at least know you're listening to a site that is carrying that talkgroups that interest you, and try that for a while. If that doesn't work well, you may just need to switch to a scanner that was actually designed for better monitoring of this type of system.
I can hear all TPD talkgroups nearly perfectly when traveling in the Orange Grove & Shannon area, but I use a SDS100 scanner.