system
Given the following post, respond as if you're commenting on Reddit:
human
[Star Trek] Why does Starfleet keep sending highly recognisable figures on infiltration missions?

Dear Admiral

I have been working in Starfleet intelligence for some time now, and have been increasingly confused over many of our actions. Namely, every time there is an important infiltration mission, why do we constantly send high-ranking, valuable ships captains who can be easily recognised, instead of using trained intelligence personnel.

Take for example operation 'Apocalypse Rising' where we needed to send an infiltration unit to the Klingon's homeworld to expose Chancellor Gowron as a changeling. Instead of a highly trained infiltration team, we sent Captain Sisko (the commander of Deep Space 9, our only link to the mysterious wormhold aliens), Odo (Starfleet's only asset in regards to the changelings), Chief O'Brien (a low ranking technician with no infiltration experience) and Worf.

Worf wasn't in disguise, he was just using a fake name. Gowron knows Worf by sight. We sent them into an event where Gowron was going to meet every single person present and shake them by the hand. Did we hope that he just wouldn't recognise Worf? It didn't matter as Sisko got recognised first, given that Sisko is a high ranking Federation officer who high ranking Klingons would likely know by sight - and did!

The entire mission was just placing some emitter balls at each corner of the room. Tom and Fred from special ops could have done that, and they've never shared a blood wine with General Martok or personally pissed off Gowron so wouldn't have been recognised. So why did we send highly recognisable figures and not even disguise their faces? And not even bother giving Worf a disguise?

Digging further, I've found we keep doing this! Captain Picard, the captain of the Federation flagship Enterprise keeps getting dropped into terribly dangerous situations such as when we dumped him on Romulous (where he was instantly recognised), into Cardiassian space (which yes, that was a trap designed to ensnare him, but did we really need to send half his command staff with him rather than military support?).

I refuse to believe any of these missions needed these important individuals on the ground. They could have acted in an advisory capacity. Or at least have actual support from actual trained operatives. And they are inevitably recognised as they are so high-profile and recognisable!

So why do we keep sending highly valuable assets into enemy territory with no expert support and without even disguising their faces?
gpt
NO NO NO! "infiltration" implies it is hostile, and millitary-like. it sounds mean. We aren't any agressive, stupid brutes that still wage war, are we?  
We call it "diplomatic missions", which of course are most effective With celebrities.  
Now, who is your superior? "Starfleet intelligence" sounds millitary like, and we don't need stuff like that. Everyone can just be friends!