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declare @test as table(str varchar(1000));

insert into @test values
('#Test#SQL#'),
('Test#SQL'),
('#Test#SQL'),
('Test#SQL # ');

select case when left(str, 1) = ' # ' and right(str, 1) = '#'
then left((right(str, len(str) - 1)), len((right(str, len(str) - 1))) - 1)
when left(str, 1) = '#' and right(str, 1) <> '#'
then right(str, len(str) - 1)
when left(str, 1) <> '#' and right(str, 1) = '#'
then left(str, len(str) - 1)
else str end as str
from @test;

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edited nov 26

created may 8 17 anonymous