Update.. I received two quotes today. The one guy seemed more interested in tuck pointing the house than anything else. He quoted $2,500 to tuck point the chimney and the rest of the house, wherever needed. The second was a guys who spent about 20 minutes with me on the phone last week. He answered a lot of my questions, and I felt very comfortable with him possibly doing the work. So, I was looking forward to his quote. Just from our conversation, I was leaning toward going with whatever his recommendation was. I was surprised...He told me that I shouldn't do anything. He said the chimney has a lean, but is structurally sound. He said I shouldn't do anything with it at this point in time, and to call him back 5 years from now. I emailed the Milwaukee brick Layers Union that is actually up the road from my house. I figured it couldn't hurt to see if they could recommend someone. They did recommend a mason, that I left a voicemail with today. I'll update once I hear back from him. Thank you guys for all your 2 cents, it is helpful.
@dvellone after this final quote, I might go the structural engineer route just for piece of mind.