Is Dyno-tuning worth the cost?
With that said, I'd follow the other recommendation to take it back to your old timer... He had it right at one time and made the changes that changed that.. He knows your bike and will require the least "learning curve"..
I am not worthy...but you don't need a dyno, you need an air/fuel ratio check....if the magic 13:1 ratio is there and its running like crap then its something else wrong and either the dyno won't fix it or it will destroy itself during the run.
At the risk of being a smug ******....these are cruisers, if you tune the *** outta them and then thrash the snot out of them...they gonna die..."offerings to the God of speed" as Burt Monroe used to say.
Having said that...when you say it runs bad....what are the symptoms?
Is it running rich or lean? (And where? Cruise or WOT)
Accelerator pump dumping too much fuel or not enough?
If fueling is good, then you can concentrate on the ignition. Will save you time and money.
A good dyno operator will not run a bad running bike and will not continue a run if things look bad.
Even if a diagnostic dyno session does not pin point the exact problem, you will at least know what not to try to fix.
This stuff isn't rocket surgery. I was tuning air-cooled VWs in the late 70's and we never had a dyno. By "tuning" I mean setting the timing and setting/adjusting the carb. There's nothing else to it.
Dynos are very nice when you are doing things like experimenting with different, valves, heads, cam profiles, stuff like that. And on an computer motor where you can dial in all sorts of different ignition and FI parameters, dynos are a great help.
But for a mud-hut simple, carbureted Evo motor with a standard ignition system, any wrench who tells you you need to buy dyno time so he can tune it either doesn't know what he is doing or is milking you.
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