Also, I gamble with the "clique" of Wisconsin shooters like Billy TheKid, Berry, Chris Bonde, John Fields, Nate, etc. etc. I absolutely love how alive the pool scene is here in Wisconsin and needless to say these guys are helping me to improve. Their ratings (AA, master, grandmaster, etc.) are all based on the tournaments they've played in over the years.
-Richard
Since you are in Wisconsin I have to assume when you speak of letter rankings you are referencing BCA. I am not sure if there are any APA leagues in WI, but everything around here is BCA, many of the area players never even heard of APA. I am only an hour south west of you and play almost exclusively in the Fox Valley (Appleton) area. Once again, start playing in local tournaments, most use the Bonde scoring system (you said you play pool with him, he should be able to rate you much better than the people here that have not seen you play) or the mypoolstats.com system which I believe is one in the same with the Bonde system but I could be mistaken. Either way, the answer you seek can accurately be had from your playing partners rather than the people here trying to guess how well you play from a paragraph of written word or two from you. Maybe you were unaware of Chris's contribution to pool player ranking systems, ask him about it next time you play, I am sure he can accurately rate you.

https://www.facebook.com/MyPoolStats
link to Chris Bonde's mypoolstats facebook page