And for Tom Brady, it's really just getting started. The ex quarterback shares his oldest son, 18-year-old Jack, with his former girlfriend Bridget Moynahan. Recommended video You may also like WATCH: Tom Brady talks about his family"A week in Alaska with my three best friends. © Instagram Tom Brady vacationed with his three kids this past weekTom and Bridget, 55, have remained amicable co-parents, despite separating 20 years ago. © Instagram His oldest son Jack will be heading to college this fall"So proud of our boy Jack.