Here's what I did when working on oil can dents in the roof of my 1951. With a piece of plywood on the roof and some stout wood spreading the load on the floor, I could cut a 2x4 slightly long and then tap it vertical to push the roof up. Then work around it with a slapper to get the dent worked out.
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Kevin
1951 Chevy 3100 work truck
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1929 Ford pickup restored from the ground up. | 1929 Ford Special Coupe (First car)
Busting rust since the mid-60's
If you're smart enough to take it apart, you darn well better be smart enough to put it back together.