I would definitely change the timing chain out, What about your valves? A little money spent on the top end, can save you big dollars. For as the transmission, Change filter fluid and drive.
2000 Ford 7.3 Powerstroke 4x4
2006 Mazda Tribute
1983 Black 300 D (donated to charity)
1993 Teal 300 D (160K) Sold
"I love the smell of burnt diesel fuel in the morning, it smells like ....VICTORY"