I must be doing it wrong. Really happy with my old boat I rebuilt and repowered.
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My old boat came with an equally old 2-stroke johnny. It ran but was a pain to work on and dial in. I looked at buying a newer used motor but the prices were too close to just buying new. Ended up with a brand new merc and love it. No different than hoping in my truck and turning the key - fires up and you're off. Price tag stung a bit, but I figure theres 20 years of fun to be had and I know the motors history. I can do basic maintenance and the boat being rebuilt gives a very reliable, safe, fun platform for years to come.
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I love this.
I'm tempted to do a reconfiguration of the interior to improve storage space and move the gas tank out of the bow and place it on the centerline. EVA foam instead of carpet and do some rewiring while I'm tearing it apart. Probably 2-3 years out from that though.