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The Daily Dish Bravo Rewind

Captain Glenn Shephard Shares a Surprising Throwback Photo (Hint: He "Had More Hair Back Then")

Our jaws dropped at this photo of the Below Deck Sailing Yacht captain from his "Bosun days." 

By Cynthia Robinson

OK, Captain Glenn Shephard just shared an incredible throwback photo we didn't know we needed. 

How to Watch

Watch Below Deck Sailing Yacht on Bravo on Monday, October 7 at 9/8c and next day on Peacock. Catch up on the Bravo app

On February 27, the Below Deck Sailing Yacht captain took to his Instagram page to reveal an old photo of himself before he was a captain — in his "Bosun days," to be specific. 

Keep scrolling to get all the details! 

Captain Glenn Shephard shares a surprising throwback photo 

"Back in my Bosun days. Had a bit more hair back then," Glenn captioned an old photo of himself pictured in a dark-colored T-shirt, shorts, sunglasses, and, yes, a "bit more hair" compared to today.

As the BDSY boss explained, the ocean backdrop photo was from his days before he was a captain. "No idea why I was so serious for this one," Glenn joked about his earnest expression in the photo. 

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If you ask us, Glenn looks great then and now!

Captain Glenn Shephard responds to criticism on his “age difference” with his girlfriend, Dani

The last time we caught up with the captain was back in November 2023 when he had a few things to say about commentators discussing his relationship with girlfriend Danelis “Dani” Jimenez

FYI: Dani is 19 years younger than Glenn. With that in mind, apparently some people have criticized the couple's relationship due to their age gap. Glenn, however, wasn't having the negativity and set the record straight in a November 21 Instagram post. 

Below Deck Sailing Yacht's Captain Glenn Shephard smiles as girlfriend Danelis Jimenez touches his shoulder.

“Some here have commented that Danelis looks like my daughter or I’m old enough to be her dad,” Glenn stated. “I knew this apparent age difference would be an issue for some, but my feeling is when you find someone who you click with that is perfect in every other way, when it comes to love and happiness, I can think of no other best time to throw caution to the wind,” Captain Glenn shared about his partner. “Like I always say, life is short and you only die once and when you do, you stay that way for a very long time.”

Glenn concluded his post with a final thought, writing, “To all of you who have maybe had that thought and chose to keep it to yourselves, thank you.”

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