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Perpetually cheerful and eager to please, Gracie Cooper strives to make the best out of every situation. So when her father dies just months after a lung cancer diagnosis, she sets aside her dreams of pursuing her passion for art to take over his Midtown Manhattan champagne shop. She soon finds out that the store's profit margins are being squeezed perilously tight, and complicating matters further, a giant corporation headed by the impossibly handsome, but irritatingly arrogant Sebastian Andrews is proposing a buyout. But Gracie can't bear the thought of throwing away her father's dream like she did her own. Overwhelmed and not wanting to admit to her friends or family that she's having second thoughts about the shop, Gracie seeks advice and solace from someone she's never met - the faceless "Sir", with whom she connected on a blind dating app where matches get to know each other through messages and common interests before exchanging real names or photos.