Three adults pose in matching Brad Lippitz Group shirts at an outdoor booth.

Into the Weekend 9.18.26

  • Brad Lippitz
  • September 18, 2026

Into the weekend!

Three adults pose in matching Brad Lippitz Group shirts beneath a Compass canopy.

As a relatively-observant-sometimes-observant-observant-in-my-own-way type of Jewish man, I love it when people tell me to have a “Happy Yom Kippur.” And that’s because of all the gazillions of holidays celebrated by all the thousands of religions in all reaches of the planet (even Orlando), Yom Kippur ranks #1 in the most miserable category. Nothing else comes close.


It’s not happy. It’s not merry. It’s not joyful. It’s not Hallmark-worthy.


No one in their right mind looks forward to Yom Kippur.


No presents, no glowing candles, no dancing, no festive (and often tacky) decorations and (even tackier) sweaters.


AND NO FOOD OR DRINK FOR 24 HOURS (although I think you’re allowed some water to take with your anti-anxiety meds).


And all of this is on purpose. We’re supposed to wallow in despair as we contemplate our lives, ask forgiveness from those we’ve wronged, atone to you-know-who for our sins, and make a last-ditch effort to be sealed in the “Book of Life” for yet another year.


Even though you may have had a good track record up til now, Yom Kippur marks a new playing field, and everything is up for grabs.


A tall order, indeed.


Inasmuch as I would prefer to focus on the choice between vintage and new construction condos, crazy scenarios when buying and selling, bad decorating choices, and the merits of staging with just a bit more than the ubiquitous white orchid in the entry hall, I’m afraid I’ve got to focus on the weighty crap at hand.


So, if you can figure out a way to pronounce it, do your best to say "G'mar chatima tovah," which sorta means have a good final sealing. Otherwise, it’s totally cool to say “Have an easy fast.” Even though we all know it will be anything but.


On that note, I forgive, I atone, and, of course, I wish you a great weekend!


Best,

Brad

Things to do this weekend...

Riverfront cityscape with a steel bridge, blue water, and a red-brick clock tower building.

Lakeview East Festival of the Arts

Dates: September 19 - 20

Times: 11:00 AM - 7:00 PM Sat,

10:00 AM - 6:00 PM Sun

Location: Broadway from Belmont to Hawthorne

The Lakeview East Festival of the Arts, co-sponsored by The Brad Lippitz Group, showcases more than 150 juried artists featuring paintings, sculpture, photography, furniture, jewelry and more. These original pieces are for sale in a wide range of price ranges. In addition to the art, the Festival has become a center of activity for the weekend with live demonstrations, entertainment stages, family activities and a garden oasis. 

For more than 18 years, the Lakeview East Chamber of Commerce has presented one of the most unique and popular art festivals in Chicagoland. Every aspect, from artists to musicians to vendors and everything in between, is specifically selected by the Chamber in order to bring the best to the heart of Lakeview. Make sure you stop by The Brad Lippitz Group booth right in front of our office at 3323 N. Broadway to say hi - you might even walk away with some fun swag! Hope to see you this weekend!


Musician onstage faces a dense outdoor concert crowd beneath leafy trees.

Retro on Roscoe

Dates: September 18 - 20

Time: Times Vary

Location: 2000 W Roscoe St

A tradition for more than 30 years, this Roscoe Village throwback extravaganza is packed with live music, a classic car show, vintage shopping, and old-school fun for all ages.

Guitarist performs toward a sunlit crowd, with drums and amplifiers in the foreground.

Riot Fest

Dates: September 18 - 20

Time: Times Vary

Location: Douglas Park (Ogden Ave & Sacramento Dr)

One of Chicago’s most anticipated annual music festivals returns with a powerhouse lineup plus carnival rides, art installations, and a full schedule of after-shows.

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If you or someone you know have something that could work for our clients -

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Check out previous "Into the Weekends" on our website here.


Into The Weekend! — Brad Lippitz’s Musings, 2020–2026

Check out our new flipbook containing the past 6 years of Brad's musings here!

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Compass RE is a licensed real estate broker. All material is intended for informational purposes only and is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to the accuracy of any description or measurements (including square footage). This is not intended to solicit property already listed. No financial or legal advice provided. Equal Housing Opportunity. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions.

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