Captain Glenn Shephard hails from Montreal, Canada (via TV Over Mind). His exact age isn't known, but he's been yachting for about 20 years now. 

He says he first got into yachting when he saw an ad seeking a deckhand.

The Below Deck Sailing Yacht boss recently unexpectedly ran into none other than his Season 2 deckhand Sydney Zaruba while out and about in Palma de Mallorca, Spain.

"What a coinkydink!" Captain Glenn captioned the pic of their run-in on April 4.  "You’ll never guess who I bumped into while driving in the mountains above Palma this weekend."

Captain Glenn added of his Parsifal III crew member, "Sydney always puts a smile on my face."

Sydney commented "BESTIES BABY" on Captain Glenn's photo, along with two heart emojis.

She also shared the same photo in her Instagram Story,  along with the caption "Glenn [hearts] me & I [heart] Glenn."

after Captain Glenn's pic with Sydney, it was back to his regularly schedule on Instagram. 

Want more Below Deck Sailing Yacht? New episodes air every Monday at 9/8c or catch up on the Bravo app.