Eyeglasses: Original Penguin (The Murphy), $147. If you are looking for something similar but at a slightly lower price point, my go to for eyewear is Warby Parker. You may want to check out the Edgeworth in whiskey tortoise, $95.
Jacket: J.Crew (Cotton Fishtail Parka), $248. Act fast if you like this jacket. J.Crew is offering 30% off thru 4/27 with code GOSHOP thru 4/27.
Plaid Button Down: Polo Ralph Lauren, $90. Other options (because I couldn't find this top!): (1) Nordstrom: Bonobos Ray Plaid Standard Fit, $85; (2) Nordstrom: Vintage Oxford Trim Fit, $78; and (3) Urban Outfitters: Brixton Howl Plaid Button Down, $54.
Knit Jogger Pants: BDG, $49.