Category: Chicago

The Night I Fell In Love With Logan Square All Over Again (Blame the Neon, the Nachos, and a Stranger Named Doug)

If you’ve ever had one of those Chicago nights where you tell yourself, “I’m only going out for one drink,” and then suddenly it’s midnight and you’re discussing the moral implications of oat milk with a stranger named Doug… congratulations, you’ve lived in Logan Square. Last Friday, I wandered back into the neighborhood for what […]

Alinea Doesn’t Disapoint

Alinea 1723 N Halsted St, Chicago, IL 60614 Some restaurants feel like experiences before you even sit down, and Alinea is one of them. It stands quietly on Halsted with an entrance that almost whispers rather than announces itself. There is no shouting, no drama. Just confidence. The kind of confidence only a restaurant with […]

Calling Matilda Home

Matilda Restaurant 535 N Wells St, Chicago, IL 60654 Some dates start off ordinary and stay that way. Others start with a spark and end with a full fire you were absolutely not expecting when you put on your makeup in the bathroom light. My night at Matilda Restaurant in River North belonged in the […]

Gliding Through the Holidays: My Entrepreneur’s Guide to Ice Skating at Millennium Park

As a 30 ‑something founder who spends most days toggling between investor calls and product roadmaps, I have a confession: I’m a sucker for sparkly winter magic. When the mercury drops and Chicago’s twinkling holiday lights flicker to life, I trade my stilettos for skates and head straight for the McCormick Tribune Ice Rink at Millennium […]

Exploring the Vibrant Culture and Community of Oakland: A Guide to the City

Oakland’s got this cool mix of culture and community that’s hard to find anywhere else. It’s a city where every neighborhood feels like its own little world, each with unique vibes and stories. From the lively streets of Downtown to the chill corners of Rockridge, there’s always something to see or do. Whether you’re into […]