986 boxsters are cheap and they made a lot of them - this means lots of amateur racing and development of a spec class - racing drives aftermarket support.
986 boxsters are cheap and they made a lot of them - similarily, a lot more caymans were made than 987 boxsters; hence you see more caymans racing and support for that than you do for the 987 boxster.
986 boxsters are cheap and they made a lot of them - the are accessable to the average guy, who then encounters the cost of porsche maintenance which drives the strong diy community. really, a guy who drops $150k on a 911 is not going to diy on his car.
finally, re your question on commonality. i would just note that current porshe practice is to do two updates for each generation of car - a mechanical update and a cosmetic update. cosmetic happens with the rollout of the new generation (986 to 987, 987 to 981, etc.) and mechanical happens mid-run (986 got better cams in 2003, 987 went to dfi in 2009, etc.). as such, you'll see a lot of commonality in mechanical components between late 986 and early 987.
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