I would this application of one of my ancestors and was hoping to find more on him and see the outcome or what roll it would be on.
http://www.genealogy.com/forum/regional/states/topics/ky/38414/
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This application was part of the notoriously flawed and consequently, rejected, 1896 Rolls. They were filled with an amazing amount of fraudulent in ineligible applicants, the tribe protested vehemently, and the Secretary ordered that the enrollment process be started over again from scratch. This family is not found on subsequent Dawes Rolls.
And the individuals that this query is referencing did not appear to have Cherokee citizenship in their lifetimes. They were living in Greenup, Kentucky rather early on (well before Cherokee removal or even early census records and the Reservation Roll were produced). The father, Berry, received bounty lands for his service during the War of 1812.