If you’re well liked by the NCR, you can use your reputation to intimidate him into just quitting. That will convince him to resign without any extra payment. If you have 50 points in Speech, you can threaten to tell the Omertas where he’s hiding. If you take this deal, you’ll only get 300 caps, since the 200 cap debt comes out of your payment. Note that he’s actually fairly cooperative, and will agree to quit, but he demands that the Company pay off his debt to the Omertas. Walk up to him and ask about his work with the Crimson Caravan Company. He’s usually just playing a slot machine by the bar. You can find Jamison in the Atomic Wrangler in Freeside.
You need to get Henry to quit the Crimson Caravan Company so that he’ll stop embarrassing the company and holding back the branch.
You Can Depend on Me - Intimidating Henry Jamison Go back to Alice and hand over the signed contract to get a lot of caps for a pretty simple speech. Note that this also opens her up as a companion. Just use one of these to convince Cass to sign the contract. More advanced options (without any extra reward) are also available at 75. You can do this with 50 points in Speech or Barter. If you talk to her, she’s pretty much ready to sell, except she needs a little bit of a push to give up the rights to the name and overall company. You probably already talked to Cass, and if you were paying attention on the road, her caravan was completely destroyed. You Can Depend on Me - Buying out Cassidy Caravans
Report the delivery back to Alice McLafferty to get access to the good quests. After you hand it over, you’re actually done. Travel to Camp McCarran and go into the research lab on the bottom floor and talk to Dr. Your first mission is a simple delivery, at least if you are still friends with the NCR. The Crimson Caravan Company’s compound is just outside of New Vegas. She’ll mark them on your map and will actually start this quest, if you ask about caravan work in the area. Note that if you are having trouble finding the Crimson Caravan Company, you can talk to Cass at the Mojave Outpost. The Crimson Caravan Company is quite powerful, but they’ve had some problems recently and could use some help from a mercenary.
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