have been around the block a few times
To be very experienced, either in a particular area or in one's life overall. Yes, the new hire is young, but she's been around the block a few times. She was managing a whole department at a prominent PR firm before she came here. Your aunt might seem boring these days, but she's been around the block a few times—she even went to Woodstock as a teenager!
have been around the block a few times
(of a person) have a lot of experience. North American informal