An advice column where Chicago can ask questions on how to navigate life transitions, relationships, family, finance and more.

Hey Chicago,

Are you getting anxious thinking your partner might propose too soon? Or worry your relationship isn’t going anywhere? Write in. Having trouble with an older co-worker who doesn’t take you seriously? Vent with me. Wondering about good places to meet new people? Ask Someone in Chicago.

If columnist Ismael Pérez doesn’t have the answers, chances are another Chicagoan will.

With this column — through every insecurity we overcome, gems we discover throughout our city, new passions we find within ourselves — you’ll leave feeling connected to someone in Chicago.

Tell us your story and Ismael will share his thoughts, tips, lessons learned and more in a weekly column.
Going on vacation alone can be fun when the only validation you seek is your own.
There’s no need to remove your “welcome” mat and get hostile about your husband offering your home for family gatherings, but serious talks will need to take place.
How this adviser countered paralyzing fear with energizing experiences.
Over the year there was advice that the advisor found hard to follow, a topic that brought new understanding and a tip that helped a reader.
“A happy mom creates a happier life” for the family, says one working mother.
Make him do you the favor of leaving by giving his presence purpose elsewhere.
Behind any kind of reward there should be recognition.
When we refuse to listen to the signs that tell us to slow down, the universe intervenes, and it’s not always pretty.
When in doubt, turn to what you feel is good, and use that to define your own purpose during your time on Earth.
You can still be friendly, but you have to stop treating your crush like a friend.