say I have 3 values, Bill, Steve, Jack. and I want to randomly update a table with those values, eg
Update contacts set firstname = (\'Bill\',\'Steve\',\'Jack\') whe
You can do this with the following trick:
update c set name=ca.name
from contacts c
outer apply(select top 1 name
from (values('bill'),('steve'),('jack')) n(name)
where c.id = c.id order by newid())ca;
c.id = c.id is just a dummy predicate that forces sql engine to call subquery for each outer row. Here is the fiddle http://sqlfiddle.com/#!6/8ecca/22