I have been pondering, is it possible that the Eastern Shore of Maryland could have become a seperate state.
I am looking at William Claiborne, winning the first naval battle in North America and so keeping his illegal activities a secret. Strengthening his claims on Kent Island and seeing the Eastern SHore of Maryland in Virgina, thwarting Calvert.
Or possible later, convincing Cromwell to give him commonwealth power to seize Kent Island and the Shore area for Virginia.
Possible points where the Eastern Shore could seperate could be during the Civil war, in amove somewhat like West Virginia's creation, when Virginia secedes- the Union seizes the Delmarva Penninsula and creates a new state from the Virginia portion.
Or before during Pre-Revolutionary period with a influx of quakers or such, and the Eastern Shore could seperate as similarly as RhodeIsland did.