About this Event
Mix & Mingle: Cuffing Season Edition
Paint & Date — Argument-Free Relationships
Chicago singles, Cuffing Season continues with a different kind of date night.
On Monday, October 12, we're combining a sexy, upscale Paint & Sip atmosphere with real conversations about something almost every relationship experiences: arguments.
The goal isn't to teach you how to never disagree. It's to talk about how to disagree without destroying the relationship you're trying to build.
8PM–10PM | PAINT & TALK + LIVE Q&A
Grab a drink, pick up a paintbrush, and join the conversation.
While you paint, Coach Love Isn't Enough will host a live Q&A on Argument-Free Relationships—communication, disagreements, triggers, listening, boundaries, conflict resolution, knowing when to walk away, and how to have difficult conversations without turning every disagreement into a fight.
Bring your questions. Bring your dating experiences. Bring the situations you normally take to the group chat.
Paint. Talk. Ask. Learn.
10PM–11:30PM | DATE & TALK
Then we put the paintbrushes down and turn up the social side of the night.
Meet other Chicago singles, have a drink, start a conversation, flirt, make a new friend, and practice some of what we just talked about.
This isn't about forcing a match.
It's about creating an environment where singles can learn something, meet someone, and have a good time doing both.
Monday, October 12, 2026
8PM–11:30PM
Park Manor 75
600 E 75th Street, Chicago, IL
Don't Just Get Cuffed. Date Better.
If these conversations make you realize there are things in your own dating life you'd like to work through privately, the Singles-Only Cuffing Season Coaching Special is still available.
Private 1-on-1 sessions: $50
3-Month Program: $400 with weekly sessions
The special ends December 2, 2026.
Purchase your Cuffing Season session:
https://partners.simply.coach/b/copacetic-coaching/coach-love-isnt-enough
Create. Connect. Date.
Real Talk. Real Growth. Real Love.
Event venue & nearby stays
Park Manor 75, 600 East 75th Street, Chicago, United States
Concerts, fests, parties, meetups — all the happenings, one place.