Is it possible to have multiple connections of UDM to a SQL-LE?
It is possible, but the SQM-LE can only handle one connection request at a time or there will be no answer to requests. This would work if UDM was just used to take occasional manual readings.
What are the gotchas of doing this?
If you are doing continuous logging on both UDMs connected to one SQM-LE, then there will likely be times when the SQM-LE can only answer one UDM and data will be lost.
If you want this for the purpose of a reliability in case one computer crashes, then you might be able to set a smaller trigger frequency at prime number timings, for example, one UDM set to trigger every 61 seconds, and the other every 67 seconds. There would be some overlap, but there would still be lots of readings to work with.