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

October 14, 2025 | 8:44 AM - Updated on November 10, 2025 | 12:08 PM
in ABSURDITY, COLUMNS, NEWS
14

By Karen Bergreen and Cynthia Kaplan

The Ruthless Advice column along with the West Side Rag are pleased to announce that after a long and pushy campaign, Cindy and Karen were awarded the Nobel Prize in Advice.

Dear Ruthless, 

I am part of a very long term friend group consisting of four couples. I’m pretty sure there is an affair going on between the wife of one couple and the husband of another. Do I say anything to anybody?

Signed,

Witness for the Transgression

Dear Witness,

KAREN: It pains me to say this because I love a juicy story, but keep your trap shut.

CINDY: I tend to agree with Karen on this. However, I would ask you, Witness, if either of them is a best friend, someone who would expect you to have their back? If so, you may consider what the over/under is re their feeling of betrayal when they find out you knew or suspected. I don’t know what over/under really means, since I don’t bet on sports, but it sounds right. If you do talk, make sure you’ve got your facts down cold.

Dear Ruthless,

My wife and kids and I are supposed to be staying with my wife’s cousins in Georgia, and I know they keep guns in the house. I’m really uncomfortable with this. My wife is agnostic, as she grew up around guns. Those were different times though, am I right?

Signed,

Peacenik on West 106th

Dear Peacenik,

CINDY: You are right. My uncle kept hunting rifles in a locked case and he told no one where the bullets were kept. But I wouldn’t want my kids in a house with guns. Some people treat them too casually and some people are just NUTS. Get a hotel room and only go to their house with assurances that they follow safe storage procedures.

KAREN: Tell him you’re bringing your guns.

Dear Ruthless, 

I work in an office with a communal fridge. Someone keeps taking my oat milk. I need to know how to handle this.

Signed,

Milkless in Manhattan

Dear Milkless,

KAREN: I’m not going to judge you if you put some curdled milk in the carton or set up a nanny cam.  But I also want you to get your oat milk.  Could you get a teeny tiny fridge for your desk or carry the oat milk back and forth? Sidebar: I’m surprised two people in one office drink oat milk.

CINDY: There was a time before interweb newspapers when someone kept stealing our analog NY Times from in front of our door. I left a note that said: IF YOU CAN AFFORD TO LIVE IN THIS BUILDING, YOU CAN AFFORD TO BUY YOUR OWN PAPER. It was effective. Write your name in large Sharpie letters on the carton along with a judgmental message.

Dear Ruthless,

My roommate is also my landlord. She charges me reasonable rent but she’s always leaving me Post-It notes like “Remember to take out the trash if you have time.” And, “Could you vacuum?”  I never see her doing these things and I’m conflicted about whether I should say something.

Signed,

Not Your Maid

Dear Not,

KAREN: I would roll over here.  It’s so hard to get reasonable rent in this city.

CINDY: Don’t say anything. Just create a schedule with the days of the week along the top and all the tasks down the left side. Write your name into some boxes and hers into others. Tape it to the door of the fridge.

Dear Ruthless,

I live in a building where board members think they are morally superior to mere shareholders.  They talk about governance as if it’s a public service. Any suggestions on how to deal?

Signed,

Irritated

Dear Irritated, 

KAREN: Yes, board members often act as if they are ruling a fiefdom, but that job sounds like a time suck.  They have to go through everyone’s building applications, shoulder responsibility for finances, oversee staff and make sure the property value isn’t sinking.  That’s a lot.  If they want to feel important, let them.

CINDY: I wouldn’t be on a building’s board for all the potato chips in the world. What a thankless job fit only for people who are community minded or like to be in charge, usually the latter. I feel superior NOT being a board member.

Read all Ruthless Advice columns here.

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

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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.

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14 Comments
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E. Lang
E. Lang
1 month ago

Congratulations on your Novel. What took them so long?

0
Reply
E. Lang
E. Lang
1 month ago

I meant Nobel, of course.

2
Reply
Biggest Fan
Biggest Fan
1 month ago

Having been suckered into being on our board, I especially appreciated today’s column! And congrats on being included in this years NY Comedy Festival! I’ve heard the show is on a rare Sunday night, 11/9, at 6pm at NY Comedy Club 236 W 78th St. Special guest: CNN’s “Have I Got News For You” Michael Ian Black!

4
Reply
Peter
Peter
1 month ago

“They talk about governance as if it’s a public service.”

By all means, run for the Board, and explain that you’ll treat the task as a private enterprise, entirely for your private benefit.

The words you’re looking for are “Thank you!”

What in the world…

7
Reply
Dino Vercotti
Dino Vercotti
1 month ago
Reply to  Peter

Heheh. Love. the hyper-sensitive reactions. Keep ”em coming.

0
Reply
Susan
Susan
1 month ago

Congratulations on the Nobel Advice Prize. Well deserved!

1
Reply
Lll
Lll
1 month ago

On regarda to suspected cheating. My friend’s husband lost a very long friendship because he had a feeling his friends wife was cheating, and said nothing. The wife left him and he was shocked and never forgave those who had a feeling and said nothing.

1
Reply
Harry
Harry
1 month ago

Milkless could always buy a container of real milk and one of oat then swap them and sit back and watch the lactosional fireworks. Hopefully the office has good ventilation.

3
Reply
Huh
Huh
1 month ago
Reply to  Harry

Or replace the contents with different drinks every few days. Chocolate milk one day, Cranberry juice the next. The thieves will give up in confusion.

3
Reply
JimmyJohn
JimmyJohn
1 month ago

The Board members at 30 Lincoln are like Mafi members and untouchable, try getting any answers good luck.

0
Reply
josephine
josephine
1 month ago

Is ‘agnostic’ the right word to use????

1
Reply
Charleigh
Charleigh
1 month ago
Reply to  josephine

Yes. Besides the religious connotation, it also means not committed to any particular view.

2
Reply
Mark
Mark
1 month ago

Make sure the guns are locked away, and send them this website. https://safercountry.org/

0
Reply
M K
M K
1 month ago

Respectfully disagree on the aside questioning the popularity of oat milk! I find it to be the best substitute for dairy milk — many in my office (and household) agree 🙂

0
Reply

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