West Side Rag
  • TOP NEWS
  • OPEN/CLOSED
  • FOOD
  • SCHOOLS
  • OUTDOORS
  • REAL ESTATE
  • ART & CULTURE
  • POLITICS
  • COLUMNS
  • CRIME
  • HISTORY
  • ABSURDITY
  • ABOUT US
    • OUR STORY
    • CONTRIBUTORS
    • CONTACT
    • GET WSR FREE IN YOUR INBOX
    • SEND US TIPS AND IDEAS
West Side Rag
No Result
View All Result
SUPPORT THE RAG
No Result
View All Result

Favorite WSR Stories

  • City Halts Plan To Close Upper West Side Middle School: ‘Our Focus Must be on Healing’
  • New Absolute Bagels Changes its Name After Threat of Legal Action, Manager Says
  • New Affordable Housing Development Set For Upper West Side: What to Know
Get WSR FREE in your inbox
SUPPORT THE RAG

Ruthless Advice for Upper West Siders: All of the Answers With None of the Expertise

February 17, 2026 | 8:29 AM
in ABSURDITY, COLUMNS, NEWS
15

By Karen Bergreen and Cynthia Kaplan

Editor’s note: This month, a guest columnist, Emmy-Award-winning comedian Judy Gold, is filling in for Karen Bergreen, who is on hiatus.

We love the Winter Olympics. It is an excellent excuse to watch TV in the daytime. Not that everyone needs an excuse, but some of us do have an internal No Daytime TV rule that can only be broken to go live to Special News Coverage, Congressional hearings, or, once every two years, to watch the Olympics. Who wants to miss live luging? Not us. Does an unwatched stone curl? Never. Do we think a biathlete is the only person who should have a gun? We do. Where else can you see an athlete interviewed just after winning a medal admit to the entire world he was unfaithful to his girlfriend? Nowhere, since Maury Povich retired. The Olympics give us faith in humanity no matter how boring the event. And speaking of humanity, let’s hear it for those stateside winter superstars: Minnesotans.

Dear Ruthless,

Someone in my building put out a basket of whistles in the entryway. I know we should take them and be ready to blow them. I want to protect my neighbors but the truth is I’m terrified to get involved in that way. Am I a terrible person if I don’t?

Signed,

Can’t Whistle

Dear Can’t,

JUDY: Have you ever thought about a career as a referee? What about as a crossing guard? Just kidding. Fear is a very tricky thing. If you’re too afraid to blow a whistle, then find something else to do that you’re comfortable with. You’re not a terrible person. You’re human. Protect your neighbors in the way that feels most comfortable to you.

CINDY: If there was ever a time to put on your big person pants, this is it. That could mean something different to everyone. You might wear capris or, God forbid, barrel shaped jeans. If you can’t be a frontline resistor, there are other things you can do. Donate money to food banks in affected cities, knit red antifascist hats, call your representatives and tell them to abolish ICE. There’s a job for everyone and someone for every job. I just made that up and I think it’s good.

Dear Ruthless,

I had a horrible date with a guy on a dating app and I just ran into him at a restaurant in my neighborhood … with my neighbor! I thought this guy was a real jerk. Do I say something to her?

Signed,

Liz (not my name) on Hinge

Dear Liz,

JUDY: OMG! This is so rich! Ask your neighbor to have coffee and then inquire about her love life. Spill to her that you went on a date with the same guy you saw her dining with at your neighborhood restaurant. Tell her you want to compare notes and make sure I am sitting at the next table. Looking forward!!

CINDY: It’s entirely possible he was a jerk only to you. Next time you run into your neighbor, say you saw her at the restaurant on what looked like a date and ask how it was. Some people’s jerks are other people’s just rights.

Dear Ruthless,

I love the super in our building–he’s very responsive when I have an issue inside the apartment. The problem is I have some issues OUTSIDE the apartment, i.e. hallways, garbage cans, laundry room etc, which he says are up to the management company. I’m afraid to complain because if they think I’m a troublemaker they might refuse to renew my lease. What should I do?

Signed,

Renter’s Dilemma

Dear Dilemma,

CINDY: A responsive super is a gift from the gods, particularly Hammarskjold, the Norse god of hammers. Try polling your neighbors to see if they have the same concerns. Perhaps a group letter to the management company would take the onus off of you. Do any of your issues present a danger? I once told an elderly aunt that if she didn’t fix the deck railing at her summer house one of her gin-and-tonic wielding pals would lean on it and go right down and then sue the pants off her. That did the trick.

JUDY: I love this question for many reasons! I have been living in the same rent stabilized apartment since 1989. It’s the thing in my life that’s stable–besides my pet horse! Get it? Stable? I digress. I love my super, too. He’s part of the family. Now, lucky for you, my partner is a landlord, so I was able to obtain professional advice. It is, in fact, the super’s job to take care of building issues. And the management company likes to get feedback, since they want to make sure the building is running properly. As for your concern about your lease, if you are paying your rent, then they can’t just kick you out. I mean, you live on the UWS, I’m sure you’re not even CLOSE to being a nuisance. Also, nice Xmas tips buy some goodwill.

Dear Ruthless,

I’m very close with my cousin. We grew up together and are like sisters. She just got married and the guy is very nice, but I’ve noticed that he walks all over her and she lets him. He has her running around like a crazy person acquiescing to his demands. It’s not like she doesn’t notice–she complains to me all the time. How do I help her without making her feel worse?

Signed,

Concerned Cousin

Dear Concerned,

CINDY: My father used to say things to my mother like, “Sandy, is there any more butter?” If a thing didn’t present itself before him, he liked to question its very existence, and only my mother could reassure him by jumping up from whatever she was doing and producing the thing. Once my husband stood in front of me in our apartment while I nursed our baby and asked, “Do we need more diapers?” I thought about divorcing him but instead said, “Why don’t you look in the diaper drawer?” If she doesn’t stop it now, she’s cooked.

JUDY: Concerned, my friend, this is a tough one. It’s so hard to get in the middle of relationships. As a lesbian, I have many friends who are married to other women. And I mean DRAMA! When they complain about their spouses, my rule is to validate their experience with an “Oh, that’s awful,” or “That sounds so annoying,” and then ask if they want my advice. Often, I want to excoriate their partner’s behavior, but I also know they are going to make up in two days. So, I say you need to buckle your seatbelt for this bumpy ride and give your cousin lots of hugs.

Karen Bergreen and Cynthia Kaplan are the co-creators of The Ruthless Comedy Hour, a comedy variety show for grownups with brains. In its 11th year, it features top stand-up comedians (including this month’s guest columnist Judy Gold), musicians and celebrity interviews, and addresses social, political and local concerns by making brutal fun of them. Bergreen is a veteran stand-up comedian and author of two acclaimed novels. Kaplan tours extensively with her comedy rock band, The Cynthia Kaplan Ordeal, and is the author of two just as acclaimed collections of humorous essays.

Judy Gold has had stand-up specials on HBO, Comedy Central, LOGO and Netflix. She is the author of Yes I Can Say That, When They Come For The Comedians We’re All In Trouble, a critically acclaimed book on free speech and cancel-culture. Judy has written and starred in three hit Off-Broadway one person shows, and has scores of TV, film and theater credits that span decades. Look for her in the upcoming Hulu series, Not Suitable For Work, or at a comedy club in your neighborhood. She is honored and humbled to be filling in for Karen this month.

Got a question in need of ruthless advice? Email Ruthless at info@westsiderag.com.

Read all Ruthless Advice columns here.

Subscribe to West Side Rag’s FREE email newsletter here. And you can Support the Rag here.

Share this article:
SUPPORT THE RAG
Leave a comment

Please limit comments to 150 words and keep them civil and relevant to the article at hand. Comments are closed after six days. Our primary goal is to create a safe and respectful space where a broad spectrum of voices can be heard. We welcome diverse viewpoints and encourage readers to engage critically with one another’s ideas, but never at the expense of civility. Disagreement is expected—even encouraged—but it must be expressed with care and consideration. Comments that take cheap shots, escalate conflict, or veer into ideological warfare detract from the constructive spirit we aim to cultivate. A detailed statement on comments and WSR policy can be read here.

guest

guest

This site uses Akismet to reduce spam. Learn how your comment data is processed.

15 Comments
Inline Feedbacks
View all comments
Pete
Pete
20 days ago

,Only on the UWS would someone say: “big person pants.” Sheesh. What an insult to language and, really, to intelligence.

9
Reply
NoPete4Me
NoPete4Me
20 days ago
Reply to  Pete

,Based only on this, I don’t suspect that I’d enjoy knowing you. (starting my post with a comma was poetic and intentional)

Last edited 20 days ago by NoPete4Me
0
Reply
AnnieNYC
AnnieNYC
20 days ago
Reply to  Pete

hmm … I’m pretty intelligent, and I am not insulted. Language is a forgiving thing, especially colloquial usage of language. So, apparently it is only an insult to some persons (and to their perception of what language ought to be for everyone else), whether they have big pants or small pants or no pants at all. Cheers. (me in my not very big person pants)

7
Reply
Kimberly
Kimberly
20 days ago

Im sorry but you are not a good neighbor if you are preventing ICE from removing criminals from the neighborhood.

13
Reply
roger
roger
20 days ago
Reply to  Kimberly

FYI not having papers is not a crime. It’s a civil offense. Proof is, no one is prosecuted for it. In fact, in 2006 there was an attempt to make being in the country without papers a crime. It failed.

3
Reply
D M
D M
20 days ago
Reply to  roger

Please don’t create confusion.
Not having documents on your person is not a crime. Not having a documented status is a crime.

– Being undocumented / overstaying a visa →
civil immigration violation, not a crime.

– Crossing the border without inspection (first time) → Can be a federal misdemeanor.

– Re‑entering after deportation → Can be a felony.

– Using fake documents / fake or stolen SSN / someone else’s identity → Can be crimes (fraud, identity theft, etc.).

-Working without authorization (worker) → Typically a civil immigration violation, not a separate crime.

– Knowingly hiring undocumented workers (employer)
Civil fines, sometimes criminal penalties.

5
Reply
Anon
Anon
20 days ago
Reply to  Kimberly

What will blowing a whistle accomplish?

5
Reply
E. Y.
E. Y.
20 days ago
Reply to  Kimberly

If ICE were removing criminals that would be true. However, they are removing anyone who looks Latino, whether they have done anything wrong or not. The people they remove are put in detention centers without trials, and are mistreated, poorly fed, and denied medical attention. Not to mention ICE shooting people in the back and in cars without any reason.

19
Reply
Famous Original UWS Dad
Famous Original UWS Dad
19 days ago
Reply to  E. Y.

In what way is this hyperbole helpful? Whether one agrees with the current immigration enforcement policy or not, it is clearly not the case that anyone who looks Latino is being removed.

3
Reply
Antoine
Antoine
20 days ago
Reply to  E. Y.

Anyone in the country illegally has, by definition, broken the law and needs to be removed. Since you seem to care about them so much, how many of them will you be hosting in your apartment to take care of them? No one has been shot for no reason, and no one here legally has been deported. The deluded fantasy world that liberals live in is actually frightening.

5
Reply
Biggest Fan
Biggest Fan
20 days ago

Thanks so much ladies for always brining laughs to my “in box”!

1
Reply
Susan
Susan
20 days ago

Always excellent advice!!

3
Reply
GG5877
GG5877
20 days ago

Just a heads up to my fellow old school New Yorkers, I was reprimanded a few years ago for referring to my Super as a Super….by the Super.

Apparently, they are Building Managers now and get offended by being called a Super.

I miss the last millennium:)

4
Reply
Cindy
Cindy
20 days ago
Reply to  GG5877

Noted! Thanks!

2
Reply
Lisa
Lisa
20 days ago

“The management company likes to get feedback” — hahahahahahaha !!

0
Reply

YOU MIGHT LIKE...

Jing Fong, Popular UWS Chinese Restaurant, Permanently Closes
FOOD

Jing Fong, Popular UWS Chinese Restaurant, Permanently Closes

March 9, 2026 | 1:43 PM
Popular UWS Bagel Spot Reopens After Health Closure: ‘We Value Our Customers More Than Anything Else’
FOOD

Upper West Side Bagel Spot Named Among Best in New York City

March 9, 2026 | 12:08 PM
Previous Post

City Resumes Enforcement of Composting; What the UWS Numbers Show About Participation 

Next Post

UWS Broadway Farm Grocery Store is Fully Closed, But Unclear For How Long

this week's events image
Next Post
UWS Broadway Farm Grocery Store is Fully Closed, But Unclear For How Long

UWS Broadway Farm Grocery Store is Fully Closed, But Unclear For How Long

UPDATE: 94-Year-Old UWS Woman Missing For More Than a Month: NYPD

UPDATE: 94-Year-Old UWS Woman Missing For More Than a Month: NYPD

Openings & Closings: Tap; Mikado; Crepes on Columbus; Runaway Poppy; Grassroots Fitness Project

Openings & Closings: Tap; Mikado; Crepes on Columbus; Runaway Poppy; Grassroots Fitness Project

  • ABOUT US
  • CONTACT US
  • NEWSLETTER
  • WSR MERCH!
  • ADVERTISE
  • EVENTS
  • PRIVACY POLICY
  • TERMS OF USE
  • SITE MAP
Site design by RLDGROUP

© 2026 West Side Rag | All rights reserved.

No Result
View All Result
  • TOP NEWS
  • THIS WEEK’S EVENTS
  • OPEN/CLOSED
  • FOOD
  • SCHOOLS
  • OUTDOORS
  • REAL ESTATE
  • ART & CULTURE
  • POLITICS
  • COLUMNS
  • CRIME
  • HISTORY
  • ABSURDITY
  • ABOUT
    • OUR STORY
    • CONTRIBUTORS
    • CONTACT US
    • GET WSR FREE IN YOUR INBOX
    • SEND US TIPS AND IDEAS
  • WSR SHOP

© 2026 West Side Rag | All rights reserved.