Hard to say.
I don’t think you could conclude anything from Heenan’s work with Gino Monsoon because it would have been a different kind of on air relationship between Ross & Bobby.
A lot of folks forget that Heenan went about 220 lbs., was at (or just over) the 6-ft. mark, and used to wrestle. Even so, Bobby could act chicken shit and beg off of Gorilla, who also wrestled, but was a lot bigger and tougher.
Heenan also worked well with Mike Tenay because “The Professor” came across so intelligently. Even though Tenay was no match for Heenan physically, he was intellectually imposing. Mike could rattle off a few sophisticated paragraphs of dialogue and Heenan would act all confused and frustrated, and basically concede. But Tenay was no J.R. He was skilled, but lacked the presence and rapport that Ross has with the fans.
Lawler is a (semi)retired wrestler, as was Heenan.
Jerry is a heel announcer, as was Heenan. Considering those similarities, I think Bobby & J.R. would have at least been on par with the J.R./King team.
However, Lawler’s best material was blue, generic, redundant/recycled, and a lot of it was public domain (or stock) lines that many other people have used.
Heenan’s comments were contextual (pertaining to the events at hand). Heenan would’ve offered something humorous, but with more substance, where Lawler may simply just scream, “PUPPIES!”
I think Ross would have had a little bit more to work with in Heenan.
But unless we could travel back in time and put Bobby in “The King’s” place, we’ll never know for sure.