My bare T-111 sided shop was about 15 years old & looking pretty sad & weathered- probably about the same as what you're describing.
About 5 years ago, I had my buddy Jeff who is professional painter get after it.
I hit it with a power washer first, and it brought it back amazingly. Looked almost new again.
Think it still looks pretty good IMHO, 5 years later.
Might have him put another coat on it next year or two.
Jeff's got a sweet looking barrier blue Tripower 66 GTO.
You might know him if you're in our area of the NH seacoast.
I'm sure he'd give you a good deal as one of our local pontiac brethren.
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1966 GTO (Red) WARPATH
469CI TriPower 4-Speed
1965 GTO (Black) TRIPOWR
455CI Weiand Dragstar with 6 Strombergs
4-Speed
1965 GTO (Blue) 3X24SPD
464CI TriPower 4-Speed
1963 Tempest (Red) VIOLENT
440CI 2X4 Mag Nash / T400 (for now..)
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