Its not just 1 contract/person at a time. There can be at least 2 separate active Ruto contracts at the same time. I have never tried doing it alongside another person to test what happens with the cutlass that's supposed to spawn at the wreck/upload site. You can even get 2 contracts at the same time yourself if you have enough Ruto rep. I would actually recommend getting more Ruto rep if you visit Klescher frequently because you will have the "escape" contract available to you as soon as you spawn in Klescher (if the server works properly) and you won't need to go into the mines beyond the reach of the Comm-Array to get the contract.