When I got to this step I wasn't sure which option I was supposed to choose, but realized either option can be correct, it just depends on what YOUR stats are at the time in YOUR game. Each has a different requirement; if you meet the requirement of the option you choose, you succeed.

The "You owe us" option shows right there: "Respect 75". You just need your rating with the 1337 Crew faction to be at least at 75.

The "Convince them" option is trickier. It seems to be based on the Leadership skill of the character you sent to do this quest, but it doesn't say what skill level is needed. I tested this using a char with Leadership = 6.5 and failed.
I DID already have high enough respect to pass the "you owe us" option, so I reloaded my last save (hooray for every-turn autosaves!) and did that. I recommend that anyone who has 75+ faction Respect, do the "you owe us" option. Those who don't, send a character with Leadership skill of... at least 8, maybe 9.