I kind of agree with Otto on waiting till you paint the whole truck. You might be able to spot paint the tailgate, but it would be tough to match the rest of the truck.

In order to fix the tailgate dents (first pics you posted) it would probably be necessary to drill out the spot welds holding the end piece on the left side so you have access to put something like a pipe inside as an anvil. I did a similar thing on my bedsides (a ball bearing on a slide hammer with marks to get the ball in the right place from the end) but that already had an open end. The tailgate is 16 gauge (or thicker) and would be hard to work without some heat. You might be able to weld puller points in the dents and use heat to pull them back up. Here's some pics of my tool I used as an anvil on the bedside rolls.
BTW, your tailgate looks awesome compared to mine when II got the truck, it became a wall hanger. (more pics)
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Last edited by klhansen; 10/09/2026 11:49 PM. Reason: added pics

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.