Thanks for the info jaybob. The oil and coolant when drained looked fine, nothing to make me think there was any oil in coolant or vice versa. Considering the amount of almost rounded fasteners I ran across and most of the fasteners being torqued down to much I believe- I think you are correct and the leak is/was coming from the bottom of the oil cooler.

As soon as I put everything back together, 1st stop will be a dealership to have brake booster recall done. Well that will be second stop, 1st stop will be returning the tools, CDs, etc you loaned me.

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2023 Ram 1500
1987 300TD
2002 ML 320
2001 Chevy Suburban
2006 S430 (gone and trying to forget)
1985 300TD (returned to father)
2007 GL320 CDI (sold to brother)
1995 E320 (sold)
1991 500SL (parted out)
1995 E300D (RIP)
1991 300D (RIP)
1995 E320 Wagon (sold)
1992 300TE (sold)
1988 300CE (sold)
1994 E320 (sold)
1995 E300D (sold)
1978 300D (RIP)
1987 260E (sold)
1992 400E (parted out)
1989 300E (parted out)