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

  • A Wine Shop Thrives for Decades in its Upper West Side Terroir
  • Something is Going on With Longtime UWS Grocery Store Broadway Farm: Closure Rumors Swirl
  • Someone is Reportedly Dumping ‘Dangerous’ Orange Powder To Ward Off Dogs in UWS Park
Get WSR FREE in your inbox
SUPPORT THE RAG

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

October 29, 2024 | 8:53 AM - Updated on November 10, 2025 | 12:14 PM
in COLUMNS
13
Cindy and Karen, the Ruthless advisors. Photo credits: Bill Westmoreland and JJ Ignotz

By Cynthia Kaplan & Karen Bergreen

By the time you read this, we’ll be less than one Scaramucci from the election. Do you have a voting plan? Do you have any plans at all? Make some plans! Go to your favorite Upper West Side restaurant! Shop until you drop! Spend like there’s no tomorrow, just in case there isn’t one! And send us your questions. Just because we’re at the brink, country-wise, doesn’t mean your petty concerns don’t interest us!

Dear Ruthless,

If I’m in a food takeout/pickup place and I have actually come into the store to order, is it OK to speak up if they are making me wait a long time because they are too busy fulfilling online orders?  I mean, I actually bothered to come to the store, shouldn’t my order be the priority?

Signed,

First in Line

Dear First in Line,

KAREN: While I applaud you for showing up at the restaurant, I can assure you they don’t care.  I suggest you order online or you bring a good book.

CINDY: My mother-in-law, the one who gave me the sparkly white beret, always says, “Don’t ask, don’t get.” I think you can politely mention your place in the order of things at the restaurant. And in life.

Dear Ruthless,

As director of a relatively new independent choir designed to be accessible to everyone (it’s called Everybody Sing), it is incumbent upon me to equalize the forces between treble voices, namely women, and lower voices, sung usually by men. My only tenor happens to be female; and some males, you know, sing soprano, but never mind about that. At the moment I have about 14 women and two men. Do you have any advice about where I might find a couple of additional gentlemen?

Searchingly Yours,

Rick Whitaker, Director

everybodysingnyc.com

Dear Director Rick,

CINDY: Hopefully your letter to us will inspire local singers of the male or deep-voiced variety to come forward! I would also consider stopping by a mix of Upper West Side sports bars, gay bars, and retirement communities. Oh, and fire stations, where I’d be happy to assist with recruitment.

KAREN: There’s a shortage of men in NYC, that’s just a fact. Ask any middle-aged divorcee.

Dear Ruthless,

Why do I always feel slightly guilty when I don’t buy snacks from the ladies in the subway wearing babies? Should I?

Signed,

Guilty Non-Snacker

Dear Guilty,

KAREN:  It’s easy to feel guilt in this city at every turn. And unless you have endless money, you can’t give to every single person or organization. I try to donate to charities that mean something to me and every now and then I will give to a person or a family on the street or train that tugs at my heartstrings.

CINDY: I think if you can get some peanut butter M&M’s or a Milky Way and help a baby at the same time, you should do it.

Dear Ruthless,

My brother’s wife is a major hypochondriac. We have to accommodate her every “illness” at family get-togethers, including some kind of “must eat early” thing.  Some years ago, she suddenly proclaimed she was allergic to pepper. Not peppers, PEPPER. And not just allergic: “deathly” allergic. Now, every family celebration is organized around her many restrictions. Please know that if I thought her allergy was a real thing, I would be very sympathetic. But she conveniently forgets about it when she eats a slice of pizza or generously helps herself to bottled salad dressing. This year I’m in charge of Thanksgiving. Do I have to keep up the charade?

Signed,

Deeply Annoyed

Dear Annoyed,

KAREN: I’m going to assume that your assessment of your sister-in-law’s manufactured allergy is spot on and that you are well aware of the breadth of deadly and scary allergies in today’s population. That said, there are people out there who confuse the term “allergic to” with “distaste for.” We all have this person in our lives and I am so sorry that you have to have one at your Thanksgiving table. I suggest you cook the Thanksgiving you want to cook. If her allergy is real, you can eat as late as you like going forward.

CINDY: Do you remember the children’s book, Bread and Jam for Frances? It is about a hedgehog named Frances who decides she will only eat bread and jam. So her mother gives it to her at every meal, in her lunchbox, and at snack time. Eventually, Frances gets very tired of missing out on yummy spaghetti and meatballs, pickles and poached eggs and such. I don’t know where I’m going with this, but I think there is something here for you to work with.

Read all Ruthless Advice columns here.

Subscribe to West Side Rag’s FREE email newsletter 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.

13 Comments
Inline Feedbacks
View all comments
Mary
Mary
1 year ago

You gals are hilarious!

12
Reply
JJJ
JJJ
1 year ago

Frances is a badger, not a hedgehog.

12
Reply
Cindy
Cindy
1 year ago
Reply to  JJJ

I stand corrected! This is what comments are all about, people! Getting to the truth!

10
Reply
Etk
Etk
1 year ago

If you like what you read, please come see Karen & Cindy in The Ruthless Comedy Show at 7:30pm tonight, 10/29/24 at The New York Comedy Club 236 West 78th Street!

11
Reply
Stef
Stef
1 year ago

I love this column!

14
Reply
Elgin
Elgin
1 year ago

Cheeky and charming.

11
Reply
Edge of UWS
Edge of UWS
1 year ago

Seeing Ruthless Advice on the email blast brings a smile to my face. Thank you!

9
Reply
Lydia Sugarman
Lydia Sugarman
1 year ago

I’m in 100% agreement with Karen’s advice for Thanksgiving dinner!

Let the brother and sister-in-law know that dinner will be served at ________ p.m. If the time and the set menu don’t work for the hypochondriac PiTA, she is welcome to either eat before coming or bring her own dinner to enjoy with the rest of the family or do both. She can always enjoy a glass of wine while everyone else enjoys a beautifully prepared and seasoned repast.

6
Reply
Lori
Lori
1 year ago

No comment for the poor person being tortured by the food control freak, but yes, Cindy, what a great book!

4
Reply
Lllll
Lllll
1 year ago

I laughed at “women wearing babies.”

I think it is better to donate to like WSCAH or an org that works with immigrants.

6
Reply
Julie Ziebold
Julie Ziebold
1 year ago

This newly featured WSR advice column ought to be weekly. Cindy and Karen are solving our West Side problems one babka (marble rye) at a time. For free.
BRING IT ON!

6
Reply
Sal Bando
Sal Bando
1 year ago

Chipotle fixed that problem by having two prep lines for food, one for online orders and one for people in the restaurant. Before that they had a major problem with stopping the one line serving people in the restaurant for online orders.

5
Reply
charles
charles
1 year ago

Comments to articles take too long to be rejected to be accepted.

0
Reply

YOU MIGHT LIKE...

City on Ice: Skating the Upper West Side, Then and Now   
COLUMNS

City on Ice: Skating the Upper West Side, Then and Now  

January 17, 2026 | 8:20 AM
UWS Weekend: Great Things To Do in the Neighborhood
COLUMNS

UWS Weekend: Great Things to Do in (and Around) the Neighborhood

January 16, 2026 | 8:30 AM
Previous Post

Popular UWS Bagel Spot Temporarily Closed by Health Department

Next Post

Councilmember Abreu Envisions a Future Where Pet Care is Part of Sick Leave

this week's events image
Next Post
Councilmember Abreu Envisions a Future Where Pet Care is Part of Sick Leave

Councilmember Abreu Envisions a Future Where Pet Care is Part of Sick Leave

Smart Curbs Implementation Launches on the UWS: New Bike Corrals, Truck-Loading and Drop-Off Areas

Smart Curbs Implementation Launches on the UWS: New Bike Corrals, Truck-Loading and Drop-Off Areas

Enjoy the Season and Leave the Cleaning to Well-Paid Maids

Enjoy the Season and Leave the Cleaning to Well-Paid Maids

  • 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.