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You know, I'm going to take a different tack to this. I do understand exactly about wanting to have an engine putting out more power. I just did this because I wanted the same thing. BUT, I would really suggest keeping the original engine/numbers matching combo you have, and INSTEAD puttting the money you would spend--and SAVING--by carefully coming up with a plan that would do exactly what you want. Many of the changes you can do YOURSELF... easily. For instance, a cam change is a piece of cake. There are a LOT great cams you can research here. The Andrews EV27 will let you keep your rockers and valve train geometry, although I would suggest using new lifters, and Andrews adjustable pushrods--the aluminum ones--that weigh less than stock and allow a faster revving of the engine, new pistons--you can probably go up to 10.1 on the compression. The carb rebuild is a GREAT idea and cheap! And, these changes will not hurt your lower end's--crankshaft's--reliability, even your transmission will be ok, BUT I would say, buy a six speed to help you get what you want. Look, all I am really saying is that you might be surprised by waht you can accomplish with your original engine/frame combo. Not just to save money, but you can do these things yourself. Tearing down the top end is not difficult, as is changing the cam, as is changing all the seals/gaskets/bearing... AND when you are done you will know you engine like VERY few people ever do. If the engine runs good after you set the timing, you could even change out the stock ignition. Another thing, many people think they can just "buy" a power plant change, but it doesn't work like that. You still have to have the right carb for it... the right ignition system, the right tranny for it... maybe a beefed up drive belt or primary... maybe the clutch?
Anyway, best of luck.
I have owned my 1990 FLHS from new and bought it bone stock. It was only around then here in the UK that decent ways of working around the emissions and noise restrictions were gaining ground. I modified it myself with stage 1 and cam plus ignition system (our bikes were more seriously restricted than US versions). That was great for a while, but I wanted more, so had the motor rebuilt with a stroker kit, head work, etc.
All that did was prompt me to want yet more so I eventually installed my S&S V107T, which gives me 107TQ and 101HP. Into three figures across the board! Is it enough? Well no! I am sure there is a point where there would be too much, but I am not sure where that is. A stock Evo will struggle to give the sort of torque curve (actually almost a flat line!) I currently have. Also as performance increases, there is the 'risk' of wanting yet more.
I was advised against an S&S 124, as they are not very bagger friendly, although there are several versions available now, for different markets. The German DIN version has lower CR and different cam and it would be interesting to know what it is like to ride - may even be bagger friendly!
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