Yea it's always a great idea if you haven't got three overagers already to pick one up! For me though I always have more issues with having my underagers being good enough to play on the big club, but only able to have two on the team haha.
Have you been able to figure out how to use the player search filters effectively? One thing that helps me a ton (especially if I'm hunting to undrafted prospects) is configuring my filters for age, availability/rights, and certain attributes I'm gearing towards like passing and shooting for forwards, or glove and blocker for goalies
That's where your shortlist scouting is especially helpful, because some diamonds in the rough may be found in leagues you never considered or are too small for dedicating a scout