This works!

create table #test( testtext varchar(30)

, MyRand varchar(5) DEFAULT(REPLACE( STR( ABS( CHECKSUM( NEWID() ) ) % 10000, 5 ), ' ', '1' ) ) )

go

alter table #test add whentext datetime

go

insert into #test(testtext,whentext)

select 'apples',getdate() union all

select 'grapes',getdate() union all

select 'bananas',getdate()

go

select * from #test

go