If TL make playoffs

Does TL pick penny up on a permanent deal?

Yes

the roles might be an issue though

if they don't and keep cereal they are on par with Loud for worst management of a roster

Not sure... But this will get penny a T1 job somewhere.

acting like they not making playoffs when they either play ch0n0 or pooper rex

I think it's too early to say anything for certain, there's still gonna be role issues unless penny picks up the sentinel role.
they looked good on icebox just now but that's just because it's icebox where you can run basically any comp and still win off of a nats lurk.