Welcome to the group.
For starters, there are very few roof leaks, and if they leak it is because people don't keep an eye on the Alpine window seals that are getting baked every day by the sun, yes they can fail and or be fixed pretty easily.
As for the differences between D1's and D2's, there really is alot in my option. The biggest difference between them is that when the D2 came out in 99, it was now all Bosch , no Lucas, and that is a hugh difference. The D2 is longer with more room has ETC and Hill Descent, many up graded features from radios through the suspension. They are quieter, smoother on the road and off then D1's and equal to the Di off the road.
Don't get me wrong, the D1 is a great truck no matter how much their owners grumble, I just feel the D2's have more to offer.
By the way, I own a 99 D2.
Hope this helps,
Mike J.
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