DSG isn't known to be a problem in these, but I'm sure someone will chime in with an irrelevent tale of woe. There are reports of failures and issues, but nothing like what's been seen with other DSGs and auto transmissions.
Main concern is EGR issues, and this applies to both the single turbo and Bi-turbo engines. Not easily bypassed or deleted as it's all ECU-controlled. Make sure the service history is spot-on, and the correct engine oil has been used. Running gear is pretty much the same as the previous T5, but with a newer generation Haldex. If you get the Bi-turbo, they come with 17in wheels, and bigger front brakes.
Only major differences with the servicing is that you'll need to do a timing belt and water pump every 105K/7yrs, and service the DSG every 60K. Haldex is done every 3yrs from MY10, as opposed to every 60K/4yrs previously. I can't remember if the previous ones had a filter on the Haldex, but the new ones don't.
'07 Transporter 1.9 TDI
'01 Beetle 2.0
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