If the question was, "Should I rent an RV and hire a cfi to get my tailwheel endorsement, and transition training, at the same time?" the answer is that this may be difficult.
As you know E-AB aircraft cannot be used for compensation or hire, e.g. Not rented out. The FAA will issue a waiver (LODA) to that rule for transition training; but most FSDOs are limiting the LODA to transition training only, absolutely nothing else. No TW endorsements, no high performance endorsements, no flight reviews. To go this route you will need a very good friend to let you fly his RV for free; or, wait until after you have your own RV, then hire a cfi to give you whatever training you desire.
Citabria for TW endorsement looks like the best choice.