The M62 4.4 and the 4.6 are basically the same motor. The timing chain mess is exactly the same and therefore the 4.6 will suffer the same fate as the 4.4 if/when the guides fall apart. Personally I wouldn’t buy any M62 motor based car, unless deeply discounted, if the seller can show that the guides have been done.

There is tons of advice and opinions on this subject in this, and other boards though if you’ve got the time. Some maintain that you can drop the lower pan and look for plastic bits, and/or snake a camera down the oil filter hole and get a look at the guides. I think that the plastic bits of the guides age and you are on borrowed time by 150k. I am an average mechanic though, but one who reads a lot. To be fair, my 2002 4.4 made it to 150k and although it was clattering for years on start, it hasn’t failed.

I can’t speak about the hitch mod, but I have seen several good threads on adding hitches on this forum. I would be prepared to drop some money into leaks in general, but possibly the valley pan and pipes if they haven’t been re done recently too.

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Original owner 2002 E53 X5 4.4i to 4.6i swap
2026 G80 M3 6 spd
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1998 BMW E36 M3 Sedan
2004 BMW E46 M3
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1993 Mopar 318 Jeep Grand Cherokee
2015 V6 Jeep Grand Cherokee