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  • Daily Email - Wednesday - 10/14/2026

Daily Email - Wednesday - 10/14/2026

I LOVE puzzles, and my partner just got me one from Magic Puzzle Company that is genuinely insane. The pieces are all these wonky little shapes, but the craziest part is that the puzzle is split into sections, and once you finish it, you literally rearrange those sections to reveal a secret addition to the puzzle.

I know that sounds confusing, but I swear you just have to get one and experience it for yourself because I’m obsessed.

Before I disappear into puzzle mode for the rest of the week…

The Infinite Wrench throws 30 original plays at you in just 60 minutes, and no two shows are ever the same. Expect a rapid-fire mix of funny, weird, thoughtful, uncomfortable, chaotic, and completely unexpected moments, all pulled from the here-and-now. Enter to win tickets!*

JUST ANNOUNCED

DOUBLE THE VENUES, DOUBLE THE CHAOS

Radius and Cermak Hall have a stacked run of shows coming up. Between late nights, huge production, bass-heavy sets, and more than a few chances to score free tickets, there’s basically no excuse to stay home. Pick your room, find your people, and make a night of it.*

MARISCOS SAN PEDRO X DO312 PRESENT:

WIN STUFF WEDNESDAY: COASTAL MEXICAN SEAFOOD FROM MARISCOS SAN PEDRO

Mariscos San Pedro has been serving coastal Mexican seafood in Pilsen since 2024, right inside the Thalia Hall building, from the chefs behind Le Bouchon, Obelix, and Taqueria Chingon. I’m talking charred octopus on a toasted bun with jalapeños, pepitas, and fresh herbs. It’s the kind of bite you’ll be thinking about all week.

Win a $100 gift card to Mariscos San Pedro and close out Hispanic Heritage Month with a seafood feast.

NO THEME, JUST GOOD PLANS

via giphy

EVERY WED 10.14 - 12.16 - DAVID PARR: TIME TRAVELER at CHICAGO MAGIC LOUNGE*

FRI 10.16 - OSEES FT. BRIGID DAWSON at THALIA HALL

SAT 10.17 - THE WELLNESS RETREAT FT. ELDERBROOK at NORTHERLY ISLAND

SAT 10.17 - DEADMAU5 at NAVY PIER

SUN 10.18 - SOPHIE TRUAX at SUBTERRANEAN

The 10-Minute Responsible Thing

Life insurance is easy to avoid, because it’s really not that fun to think about. If given the choice, we’d prefer to use our brain power imagining a horse wearing a cowboy hat… But this needs to be done. 

Ethos makes the insurance of life a lot easier to deal with. You answer a few health questions online, skip the medical exam altogether, and most people get approved the same day. Every plan includes a free will, so you can knock out two of life's least fun tasks at once. Policies start around $54 a month*, and more than 500,000 families have already gotten covered through them. If people depend on you - a spouse, kids, parents, a horse wearing a cowboy hat, anyone - it’s one of the most assuredly useful things you can take care of in about 10 minutes.*

LOCALS ONLY

  • The Chicago International Film Festival kicks off today, bringing films and filmmakers from around the world to screens across the city. Get in early, catch something you won’t find on your usual watchlist, and maybe leave with a new favorite. See what’s screening.

  • Top Dog Daycare & Hotel is celebrating its grand opening with a full-on pup party. Tour the new space, check out River North’s largest dog daycare play yard, snag a free pet portrait, enter the costume contest, and stick around for treats, games, giveaways, and more. RSVP for free.

WIN STUFF

🚨 LAST CHANCE:

🔥 TRENDING:

I’ll be busy fighting for my life against tiny cardboard pieces, but y’all go make some plans. 🧩