You know and love Milo Ventimiglia as super dad Jack Pearson on the hit NBC series This Is Us. But, as season three of our favorite binge-cry show comes to a close and Jack recedes further into the past, we can’t help but feel a little separation anxiety coming on. So, in true This Is Us fashion, we’re taking it back to the early days of the 41-year-old actor’s career. Here, ten photos of peak vintage Ventimiglia that’ll tide you over until season four.
In Honor of the ‘This Is Us’ Season 3 Finale, Here Are 10 Photos of Young Milo Ventimiglia
1998: 21-year-old Milo Being Very Tongue In Cheek
We’re just gonna leave this here.
2000:23-year-old Milo Hitting The Teen Choice Awards
We bet there was a Good Charlotte album in his Discman at this time.
2002: 25-year-old Milo Rocking Business Casual
…With a ripped (?) button-down, no less. To be fair, this was taken in the early days of Gilmore Girls when he was a total bad boy.
2004: 27-year-old Milo Perfecting His Smirk
This was around the time Jess asked Rory (Alexis Bledel) to run away with him. Milo, if you’re reading this, we would have.
2006: 29-year-old Milo Almost 30 Flirty & Thriving
I mean, the way Bledel is looking at him? Mood.
2009: 31-year-old Milo Doing His Best Clark Kent
This is what adulting Milo looks like, people. Take it all in.
2010: 32-year-old Milo Dabbling In Hipsterdom
Flannel? Check. Fedora? Check. Too cool for school pose? Check.
2012: 34-year-old Milo Making His Silver Fox Debut
Pass the salt and pepper, please.
2014: 36-year-old Milo Going For The Lob
At the time, Ventimiglia and those gorgeous locks had just wrapped a stint on Mob City and the Crackle series, Chosen.
2015: 37-year-old Milo On The Cusp Of A Big Break
In 2015, he was starring on an ABC series called The Whispers when it was suddenly cancelled. Frustrated with acting, Ventimiglia considered leaving the business and going to work on a vineyard, when all of a sudden a little show titled This Is Us came calling.
All’s well that ends with Milo Ventimiglia as Jack Pearson.