Our team has spent time with Courtney Grow, and she is indeed as devastatingly charming, and clever in person as she appears on her Instagram account, @courtneygrow. Known for her singular style, but keen eye for sourcing pieces that strike a balance of high-low, her Instagram Stories and Substack have become a guilty shopping pleasure for so many of us—as well as a steady stream of outfit inspiration.

Ahead of the Summer Chapter Two launch, we invited Courtney—who recently relocated with her family to Brooklyn—to preview the collection, and asked her to poll her followers for their most pressing style questions. With a room at the famed Chelsea Hotel as her backdrop, Courtney tackled everything from a Summer uniform update to a dress that truly goes from day to night with equal aplomb (and wit).

Q: "SOUTH OF FRANCE FOR A WEDDING, BUT WANT A DRESS I CAN WEAR MORE THAN ONCE ON MY 10-DAY TRIP."

A: A perfect wedding guest dress, the Maryanna Dress brings your A-game without being ostentatious. Likewise, it’s ideal for un petit marché around St. Tropez in search of the best Caprese.

Q: "SUMMER UPDATE TO MY JEAN-AND-A-TEE UNIFORM."

A: I went white on white with this look, but the Diya will pair well with almost any pair of jeans or shorts in your wardrobe.

Q: "A DRESS WITH VACATION VIBES—WHETHER I'M ACTUALLY ON HOLIDAY OR NOT."

A: Pretty enough to go to dinner yet casual enough to let it touch an Adirondack chair, the coastal essence of this dress begs to be worn somewhere there’s salt in the air.

Q: "A LOOK THAT WORKS FOR RUNNING AROUND THE CITY FOR A DAY OF APPOINTMENTS AND MEETINGS, AND A LATE DINNER WITH FRIENDS."

A: Long enough to sit at a glass conference table, but short enough to go straight to dinner, I like styling the Monroe Dress with the boots to bring an edge.