We did manage to resolve this issue last night... if you're using player outlines, it is highly recommended that you use the commands before you enter a game/demo to avoid any issues.
Anyway, in future development news, I am currently planning to implement a remote API accessible via WebSockets into StatusSpec. This API, in addition to the already discussed usage of implementing a remote console, could also be used for such purposes as directly grabbing the limited game data available from the client.
Unfortunately, I don't think I'll have the time to develop the many possible applications that could leverage such an API, and I would prefer to limit the initial release of an API to only the functionality that could immediately be used by other applications. Thus, in short, if you are a developer who has an idea that could benefit from the access that this future API can provide to the game client, please contact me (via TFTV PM, email, or Steam) so that we can discuss implementing what you need into this future API. Thanks again for your support.