I find people who actually study language are more tolerant toward different pronunciations and informal speech and colloquialisms and less likely to be grammar nazis.
"Do you feel like the answer depends on whether you're currently in the hole, versus when you refer to the events later after you get out? Assuming you get out."
XKCD should always include the alt text, imho. It's often the better punchline (as in this case, imho.)
Grammatically, no, because "or" is a coordinating conjunction (for, and, nor, but, or, yet, so), and coordinating conjunctions are a way to join two independent clauses, like a semicolon. They are used after an independent clause and a comma, and they are followed by another coordinating conjunction.
Here's two independent clauses: I got scratched by a cat. I'm sad.
Here's a way to join them with a semicolon: I got scratched by a cat; I'm sad. The semicolon replaces the period.
Here's a way to join them with a coordinating conjunction: I got scratched by a cat, so I'm sad. The , so replaces the semicolon/period.
Note that I got scratched by a cat so, I'm sad is incorrect, because to join two independent clauses, you're supposed to put the comma first and then the conjunction, in that order. Colloquially, people will often omit the comma entirely, to reflect pronunciation I guess. But as far as I can tell, people don't generally pronounce a pause between the coordinating conjunction and the following independent clause, so they don't put a comma there either.