Say Yes Now & Figure It Out Later - with Brina Weiss

Say Yes Now & Figure It Out Later - with Brina Weiss

This week, I’m joined by my friend Brina Weiss—a fellow blonde, fellow Upper West Sider, and someone who truly lives by the motto say yes now, figure it out later. From growing up in the Five Towns to building her life in the city, Brina and I talk about sister life, spontaneous adventures, friendship, photography, and what it means to always be down for something fun. It’s a conversation full of laughs, relatable stories, and a reminder that sometimes the best moments happen when you stop overthinking and just say yes.

Kvetching with My Older Sister (She has Thoughts)

This week, I’m joined by my sister for a conversation that really covers it all—from what it was like growing up together to what it actually means to step into the role of the big sister. We get into our dynamic over the years, share some very real (and sometimes chaotic) dating stories, and unpack our love-hate relationship with New York—the highs, the lows, and everything in between. It’s honest, funny, and full of the kind of unfiltered moments you only get when you’re talking to someone who’s known you your entire life.

Crikey! It's the Upper West Side!

An Aussie lands on the Upper West Side and quickly realizes New York is not what the movies promised. From chaotic subways and aggressive walking speeds to bagels the size of her head, we’re breaking down the culture shock, confusion, and unexpected charm of NYC living. It’s accents, antics, and a whole lot of kvetching—mate.