HD makes a 103 stage 2 kit which works well but you can go with a 106 or a 107 kit. The kits are a bit spendy IMO, You can call forum member PC Pain at Horny Toad HD and get good prices on the individual parts. I got a brand new set of HD 103 jugs for around $250 shipped to my door and a set of flat top pistons which includes the rings for around $250 shipped, top end gaskets kits go for around $60.
The stock heads will give you plenty of performance so you don't need to waste a lot of money on performance heads.
You can use the same cam that is in the bike and see how you like it, you can also use the same pushrods and lifters. You can alway do a cam and adjustable pushrods later on if you want.
Top ends are a easy DIY and you can do it with basic hand tools with the only specialty tools being a good torque wrench and the HD touring bike service manual and you can save a lot of cash doing it this way.
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08 FLTR candy red sunglo,with 2015 103 HO, V&H Dresser Duals with Monster Rounds, Power Vision tuner, Willy Shiny Wheels and Forks and a bunch of other stuff.