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After 5 years I'm considering to get a Streetglide Special again, bought three new SGS's over the years, the last one was wrecked 5 years ago due to a cager hitting me in the rear.
Luckilly had a good insurance on the bike, and had a complete refund for the bike and all accesoires on it.
So I saw a 2016 SGS 103-TC with just around 7K miles and a 2018 SGS 107-M8 with 17K miles, both of them bikes are in mint condition and more or less for the same price.
The TC103's are already a few years on the market, so it's a trustfull machine, M8's are running like a sewing machine.
If you'd be happy with either, buy the one you can negotiate the biggest discount for (or most T-Shirts!). But really, if you are so uncertain you need advice, maybe put it off until you know your own mind. We're really good here at spending other folk's money .
Obviously the early M8's had some issues ,the M8 bike is a smoother machine, quieter and a better suspension. Depends on what you like. I have a 19 Road King I bought new and traded a 2011. I recently rode my neighbors 2012 touring bike, I would never go back.
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