There are several ways to do acheive the same...
Here is the simple/basic query which strikes to my mind immediately
SELECT A.ClaimKey,
CASE WHEN A.MinClaim > B.MinClaim THEN 'Y' ELSE 'N' END AS YesOrNoBefore,
CASE WHEN A.MinClaim > B.MinClaim THEN 'N' ELSE 'Y' END AS YesOrNoAfter
FROM
(
SELECT ClaimKey, MIN(ClaimSequenceNumber) MinClaim
FROM TESTTABLE
WHERE YesOrNo='N'
GROUP BY ClaimKey
)A
,
(
SELECT ClaimKey, MIN(ClaimSequenceNumber) MinClaim
FROM TESTTABLE
WHERE YesOrNo='Y'
GROUP BY ClaimKey
)B
WHERE
A.ClaimKey = B.ClaimKey