These are strategic choices - I am assuming that any that I don't pick will have the same odds of losing as they currently have in reality.
I am not sure if that is really how you intended the question, but the candidates I would most like to lose have more to do with their office than them in particular. So, for example, I won't pick Bruce Rauner because he is going to lose anyway.
1) Greg Abbott (TX-GOV) - The veto would be huge for redistricting.
2) John Barrasso (WY-SEN) - Senate seat that Dems won't win otherwise.
3) Deb Fischer (NE-SEN) - Senate seat that Dems won't win otherwise.
4) Roger Wicker (MS-SEN) - Senate seat that Dems won't win otherwise.
5) Ted Cruz (TX-Sen) Senate seat that Dems won't winotherwise. I picked this rather than the other MS seat because the MS special election seat will be up again in 2020, so that would most likely only be a 2 year rental, whereas TX-SEN could be rented for 6 years.
The intent was to see which incumbents people really, deep down in their hearts, wanted to see booted out, whether this was a sure thing, an impossibility, or anything in between. But it's also interesting to see the different perspectives on the question.