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When the E60 first came out a lot of E39 drivers would not trade up they preffered the E39, it is a better car in my opinion.
Things to watch out for are Auto Gearboxes, a tell tale sign they are on the way out is when pulling up at a junction you can feel a jolt almost as if someone has just run in to the rear, it is a harsh downshift in to first gear. Obviously any slipping in the gearbox, it is lifetime oil but most of my friends that own them change it around 60,000 miles.
Poor handbrake can be rusty handbrake shoes, there is a small rubber grommet that can be retro fitted to the back plate to stop water getting in.
They are prone to small stones getting between the front back plate and the hub causing rattling over bumps, easy to slacken off the back plate and remove them, to prevent it reoccurring just bend in the gap with a small ball pein hammer at the two areas marked with red circles below.
You can contact Barry Sheward via the E30 Zone Facebook page too.
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Fixedwheelnut
For me the appeal of an E39 touring is paying £1-3k for a well built high end car that can slowly get a bit ratty and run into the ground. Show-ground ready doesn't make sense on a old car generally driving at high milage imo.
Other than that I loved that shape and always wanted a black E39 M5 as a kid "when I got older".