Proxy settings frequently being ignored

I've got a frustrating issue with proxies that I hope someone can shed some light on.
I've got a relatively normal networking set up (statically assigned IP address via local LAN), and any web access must be via a proxy. I've got my proxies set under networking options, and using Safari I can browse the web, and Software Update works. I have only one Location defined.
I also have a number of other pieces of software installed that access the web and supposedly use the proxies set under networking options. e.g. Version Tracker, Mac Fixit, and a couple of other lesser known pieces.
Now here's the annoying part; a lot of the time these pieces seem to ignore the proxy settings and try to go direct (I know this because I can see the packets bouncing off my gateway/firewall). Other times they will honour the proxy and work as expected (this seems to be the exception rather than the rule however :/ ).
For the life of me I can't figure out what the magic ingredient is when it all works as expected. When it doesn't work properly, I can go to the command line and "scutil --proxy" will show the proxy settings as they should be. But they seem to be either unavailable to the offending applications or the Location is screwed up or something.
Does anyone have any idea on why on earth this might be happening? I'd love to get to the bottom of this and have my proxies work consistently...

Well that prompted me to check again the most notable program I have that has this issue - Version Tracker.
So doing a "Check" results in a connect via HTTPS to the VT servers after the disks have been scanned, which works as expected and I can see the entry in my proxy logs.
CONNECT client.versiontracker.com:443 - DIRECT/66.179.48.104
Then clicking on one of the items that is available to update, which is supposed to load info about the package in the pane below the results, hits my firewall as it tries to go direct via HTTP. So VT is successfully using HTTPS, but not HTTP.
However, as stated originally, my HTTP proxy is definitely set and Safari, et al work when I try and test them. Now I know it's likely that VT itself has some issues in it's code, but I suspect there is something more than just a bug in VT going on here. I've noticed other apps not work as well (these failures are all HTTP). And sometimes VT works and returns the info screen (unless on some rare occasions VT decides to use HTTPS for these screens as well - however, I can't reproduce this; sometimes it works and sometimes it doesn't).
So programmatically speaking, is there more than one way for an app to get proxy details? Does the system cache this result anywhere? Is it possible for something to interfere with this process or possibly corrupt any cache, etc? It certainly seems odd that an app can get back (and use) the HTTPS proxy details correctly but not the HTTP proxy details. :/

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