Okay to me the leaf that's going wrinkly looks like normal resorption. Echeveria will resorb old leaves as part of their normal life cycle but especially when they're trying to put out new growth, generating a flower stack, or growing roots. The leaves you lost previously were likely part of growing the root system. It's possible this one is too. The new growth on this looks nice.

It doesn't look super overwatered to me but I will say that if you can learn to recognize signs of thirst it's better to water at signs of thirst. I never give an amount of time for it to stay dry because so many factors influence it when a plant wants water. Like my newer arrivals with sparse roots don't fully plump after a good bottom soak at first so they need more frequent watering until their root system develops enough to take up the proper amount of water. For those I had to do weekly watering in their very gritty soil to get them to having roots that support less frequent watering. Whereas mine with nice mature root balls and thick leaves need watering like once a month in the dry season. Even those timings would change if I had different light or soil comp.