With a Speech of 50, the Courier can suggest that the Outpost is a pretty terrible place to be trapped. Cass will agree, but will point out that Ranger Jackson won't let her leave. Complete the quest Can You Find it in Your Heart? or kill Jackson to get her to leave.
With a Speech of 75, the Courier can just challenge her by telling her she's responsible for the destruction of her caravan, and she'll reluctantly agree.
Cass is drowning her sorrows at the Mojave Outpost. Her advice? Go Work for the Crimson Caravan.
6
Pitch in at the Crimson Caravan company if you're looking for caravan work.
7
Return to Cass and see if you can get her to part with the title for Cassidy Caravans.
8
Clear the roads for Jackson in Mojave Outpost HQ to allow Cass freedom to leave.
9
(Optional) "Remove" Jackson as an obstacle without Cass or anyone the wiser.
10
Pay your respects with Cass at her caravan's grave.
20
Investigate the wreckage of the Griffin Wares caravan with Cass.
30
Track down Durable Dunn's missing caravan with Cass.
40
Investigate the Crimson Caravan for reasons behind the attack.
50
Investigate the Silver Rush in Freeside for evidence on the Van Graffs' guilt.
60
Take the evidence of the Caravan attacks to Jackson at the Mojave Outpost.
70
Quest finished
Evidence passed to NCR.
80
Find Alice McLafferty at the Crimson Caravan Camp and "settle accounts."
90
Find Gloria Van Graff at the Silver Rush in Freeside and make that bitch eat her hair.
100
Quest finished
Accounts settled.
Notes
After you complete the peaceful way of the quest the Van Graffs become hostile to you.
If you kill anyone of either factions after completing this quest the peaceful way, Cass will ask you why you did not keep it simple and kill them in the first place.
At the end of the peaceful solution Ranger Jackson warns the player not to kill McLafferty or Van Graff, or he'll "put you in chains." If the player then kills both characters and return to the Mojave Outpost, speaking to Jackson does not trigger any negative consequences.
It is possible to kill the Van Graffs first, by presenting Cass to them as requested, then objecting when they try to kill her. This method will still allow you to turn in the evidence from Alice McLafferty to Ranger Jackson, and complete the peaceful option.
PCPlayStation 3Xbox 360 If the player completes Can You Find it in Your Heart? and starts You Can Depend on Me before talking to Cass, when the player does talk to Cass this quest will begin abruptly with the "Clear the roads for Jackson..." and "(Optional) "Remove" Jackson as an obstacle..." completed, and no suggested next step.
PCPlayStation 3Xbox 360 When traveling from the east gate of Crimson Caravan Company to Durable Dunn's sacked caravan, the quest marker may lead the player through Isaac's house.
PCPlayStation 3Xbox 360 It is possible to finish the quest peacefully, then also kill both targets. Cass will gain the Hand of Vengeance perk and end up with both perks. (Note that the GECK scripts appear to take away the Calm Heart perk when the Hand of Vengeance perk is granted, but it appears that companion perks are handled specially - in-game testing shows that she keeps both perks.)
PCXbox 360 Telling Cass to wait outside and then collecting the evidence from the Silver Rush causes Cass to disappear from her spot. She will still be shown on the World Map, but not on the Local Map.
PCXbox 360 After getting the evidence at the Silver Rush (Note To Gloria), it may not say that you have completed the objective. However, you can still give the evidence to Ranger Jackson at the Mojave Outpost and complete the quest that way.
PlayStation 3Xbox 360 The quest can be stuck if you finish There Stands the Grass first and side with Keely about deleting the data. There will be only one dialogue option and it's only saying goodbye.
PlayStation 3Xbox 360 After taking Cass to any caravan wreckage or other location that triggers a conversation she may stop following the player and become passive.
Xbox 360 Sometimes the quest can stall after you get Cass to sell her caravan and the next step will not be viewable. There will also be no quest arrow on your map; recruiting Cass will fix the problem.
Xbox 360 Despite being dismissed, Cass may appear in the Crimson Caravan office when the player enters and kill McLafferty.
Xbox 360 The quest may halt after turning the evidence into Jackson. The quest doesn't get completed, and Cass doesn't get the perk.
The quest can be stuck if you first completed Young Hearts and convinced McLafferty to pay Janet. When you go to the Crimson Caravan to ask for work, the dialogue option will not appear.
