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You get this quest from Alice McLafferty at the Crimson Caravan Company. You need to finish the first part of this quest to continue Heartache by the Number.

Delivering the Invoice[edit]

Alice McLafferty doesn't trust you much at first, so the first job she gives you is delivering an invoice. You need to take it to Doctor Hildern, who you can find at Camp McCarran. He is in the building to the right when you enter. When speaking to him you can also gain the quest There Stands the Grass, and also triggers ED-E's first audio log. After delivery, return to McLafferty. She will then trust you with further jobs.

Buying Out Cassidy Caravans[edit]

You can find Rose of Sharon Cassidy at the Mojave Outpost. She is at the bar drinking herself into a stupor because she is stuck at the outpost. You can convince her in several ways.

  • With 50 barter, she will sell the contract for an extra 750 caps out of your pocket.
  • With 75 barter and 12 whiskeys, you can challenge her to a drinking contest.
  • With 50 speech, she will sell out if you convince Ranger Jackson to let her go - complete Can You Find it in Your Heart?.
  • With 75 speech, you can just convince her without anything else.

After selling her caravan, she will become available as a companion.

The Gun Runners[edit]

This mission is optional and requires you to have high sneaking skill. You can turn it down by telling McLafferty you "don't do that sort of thing". She will accept this and find someone else.

Make sure to tell your companions to wait somewhere else. Use a Stealth Boy and go into sneak mode and be sure you are hidden. Pick the lock (requires 50 lockpick) and go in the front door. The terminal is in the back, and you need to avoid being spotted. The terminal is not locked, so you can retrieve the data easily. Sneak back out, making sure not to be spotted, and return the schematics to McLafferty.

Henry Jamison[edit]

Henry Jamison can be found in the Atomic Wrangler in Freeside. He is easily convinced to leave the company.

  • Convincing him with no skills gains you 300 caps.
  • 50 barter will get you 400 caps.
  • 50 speech will get you 500 caps.
  • A high NCR reputation will get you 500 caps.

He can also be killed to complete this part of the quest.

Returning to McLafferty will end the quest, and speaking to her again will start the Pressing Matters quest.