Can't Get Randomized Flag Spawns to Work

[Scary Monsters]

I'm working on a project that emulates Counter-Strike's hostage mode where BLU team has to grab RED flags and brings them back to their spawn, in arena mode.
These flags are spawned in with point_templates because otherwise Arena and CTF aren't compatible, but they have to be from point_templates anyway because I use a logic_case to activate a random template which contains a select pair of flags on round start.

Logically everything seems sound, however:

• When the round starts, this error messages appear in console for a random group of flag and template numbers each time:

Couldn't find any entities named item_teamflag*, which point_template point_template* is specifying.

• When the templates are called to spawn the flags, usually it results in this message:

CreateInstance called on a point_template that has no templates: point_template1

• Sometimes one flag does manage to spawn, even though all templates are flag pairs.
• Other times everything just works and a flag pair spawns as normal.
• As a bonus, trying to add time to team_round_timer isn't working, even when done manually through ent_fire.

Am I doing anything wrong? Is there anything that can be done to circumnavigate these issues?

 

[Tiftid]

The reason why the later templates can't find their flags is because those flags have actually been deleted by the older templates.

This is why point_template1 works totally fine, since it's essentially reserving flags 1 and 2 for its exclusive use.

We could enable the "Don't Remove Template Entities" spawnflag to fix this, but that would break the arena logic.
So, what we have to do - even though it's ugly - is make new flags for each possible template state.

Here's an updated VMF with that in place:

 

[Scary Monsters]

So, what we have to do - even though it's ugly - is make new flags for each possible template state.

I had a feeling that would be the case. Thank you for already seeing to it, though! Very generous. I respect the Phantom Blood pfp, too.