Parker wrapped up summer school last week, signaling that the start of the school year is just around the corner. Even post-college and pre-kids, when there were no school supplies to purchase and no real indication that a “new year” was on the horizon, September has always conjured up for me feelings of newness, a fresh start, a prime time to set new goals and start working to reach them. In the same way that my twelve year old self would begin planning first week of school outfits, mixing and matching denim shorts with ribbed tees and colored overalls with floral tops, my thirty-four year self starts gravitating towards more pulled together ensembles. Linen dresses naturally progress towards the back of the closet as woven tops and cropped trousers begin to take their place. Looking to channel your own bold boss vibes this September? Take a note from these looks below and feel free to peruse the shopping round up at the end of the post with some of our favorite pieces we’re coveting for fall… Midi length trench or duster coats are très chic. (via Collage Vintage) Oversize glen plaid blazer? Yes, please. (via We The People Style) Love the juxtaposition of the soft dress with the tailored blazer. (via 9-5 chic) If I had a uniform, this would be it. (via Dallas Wardrobe) The skirt suit for when the calendar says fall, but the temperature gage in your car is still clearly reading summer. (PS. You can also wear the jacket with jeans for casual Fridays.) via Take Aim Love this dress and how easily it can go from office to weekend. (via Kendi Everyday) See also: The Short Suit. We’re in. (via Man Repeller) Go bold or go home. (via Atlantic Pacific) You can literally never go wrong with an all cream or white ensemble, no matter the season.(via Collage Vintage) We’re crushing on sweater tanks, how about you? (via Livvy Land) Is Rock N Roll Office Chic a thing? It should be. (via Happily Grey) Because I’ll never tire of pattern play. (via Atlantic-Pacific)