Crimson Caravan

Crimson Caravan is one of the three major trading companies of the Hub, and later of the whole New California Republic specializing in high-risk jobs, such as water deliveries to Necropolis or Adytum, both through dangerous territories. They were considered to be insane by other merchants, but the pay was high (600 caps for a caravan guard) and they always made it to their target.

2161
In 2161 they were headed by Demetre Romara, with his daughter Keri working the schedules (and caravaneers from time to time). Their travel destinations included Junktown, Boneyard, Necropolis and Brotherhood of Steel.

2253
As of 2253, Ailis McLafferty is the owner and operator of the Crimson Caravan Company. She doesn't take any shit and rules the company with almost military strictness, but far more efficiently than the military. She saw the order to accompany Governor Joseph Dodge to Hoover Dam as an opportunity to expand her caravan empire. She puts on a great show of support for Dodge and his efforts, but she secretly wants to see him fall flat on his face. When he does, she will seize the opportunity to take over Hoover and shape it into a town that would be the envy of the wasteland.

According to dialogue files from Van Buren, Crimson Caravan thugs seized the Grand Canyon aerial tram.

2280
Crimson Caravan also operates in New Vegas. Ringo is one of their traders. The New Vegas Crimson Caravan is going bad lately, and Alice came to sort it out. They own a camp there.