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So, I'm a middle-aged dad with a wife and 3 kids. For 10+ years now, I've had this car-guy dream project of buying a late 1930's touring sedan, like a big-body Olds or Cadillac, then putting a modern diesel truck drivetrain and suspension under it, a giant air conditioner, and using it as the family road trip vehicle for vacations like visiting national parks. However, my oldest kids (twins) are 12 already, and I realized a few years ago that even once I started on that project, it would take me 5+ years to actually build it with my full-time+ job and other dadly responsibilities. I woke up one day and realized that I just didn't have enough years with the kids still at home to actually use and enjoy something like that if it took me that long.
So I decided to take a smaller bite at the vision of the dream Family Truckster and shoot for an "easier" version. I spent a fair amount of time thinking about it and narrowed it down to 3 primary criteria:

I settled on what I felt was my best option - Buying a GM B-body wagon and diesel-swapping to a Duramax 6.6l V8, which I'll almost certainly do some mild modifications to so that I can break drivetrain parts with 800-ish lb/ft of torque.
And after several months of searching, I found one in the glorious pre-COVID heyday of summer 2019.
Of course, it was 1300 miles away and had a blown headgasket, so I needed a Flawless Plan to retrieve it:
Yes, I know it would have been MUCH easier to just diesel swap the Escalade I bought...but what fun would that be?
So I decided to take a smaller bite at the vision of the dream Family Truckster and shoot for an "easier" version. I spent a fair amount of time thinking about it and narrowed it down to 3 primary criteria:
- It needed 3 rows of seating
- It needed to be able to tow 7000-ish pounds comfortably, and when I say comfortably I mean with a chassis and brakes that can handle taking that weight over the Rockies and also enough power to do 80+MPH up the side of a mountain with that trailer hooked up. I've been spoiled by more than a dozen years with big-block 3/4 ton trucks.
- With that power, it still had to get 25+mpg on the highway when not towing
I settled on what I felt was my best option - Buying a GM B-body wagon and diesel-swapping to a Duramax 6.6l V8, which I'll almost certainly do some mild modifications to so that I can break drivetrain parts with 800-ish lb/ft of torque.

Of course, it was 1300 miles away and had a blown headgasket, so I needed a Flawless Plan to retrieve it:
Yes, I know it would have been MUCH easier to just diesel swap the Escalade I bought...but what fun would that be?