Going to have to go with the first time I did the starter in my 79, took me two days to get the damned thing out.... Since then it's only take half an hour out and back in... definitely a trick to it... A close second were the rear shocks, should have been easy, but two of the bolts snapped off and had to be drilled out.. Very annoying to hold a drill upside down for an hour drilling......

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2004 F150 4.6L -My Daily
2007 Volvo XC70 -Wife's Daily
1998 Ford F150 -Rear ended
1989 J-spec 420SEL -passed onto its new keeper
1982 BMW 733i -fixed and traded for the 420SEL
2003 Volvo V70 5 Speed -scrapped
1997 E290 Turbo Diesel Wagon -traded for above
1992 BMW 525i -traded in
1990 Silver 300TE -hated the M103
1985 Grey 380SE Diesel Conversion, 2.47 rear end, ABS -Sold, really should have kept this one
1979 Silver 300D "The Silver Slug" -Sold