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
    • ADVERTISE
    • GET WSR FREE IN YOUR INBOX
    • SEND US TIPS AND IDEAS
West Side Rag
No Result
View All Result
No Result
View All Result

Favorite WSR Stories

    SUPPORT THE RAG
    Get the neighborhood news that matters.
    Sign up for our free newsletter

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

    April 28, 2026 | 8:34 AM
    in ABSURDITY, COLUMNS, NEWS
    7

    By Karen Bergreen and Cynthia Kaplan

    Editor’s note: This month, Broadway lyricist Amanda Green is filling in for Karen Bergreen, who is on hiatus.

    April is not the cruelest month. February is. Seriously, one poem and April gets a bad rap? We here at Ruthless think April is pretty great. We’ve stopped dressing in head to toe wool and performance fabrics and we’re leaving the apartment for more than just the necessities. Most of all, we’re seeing our friends again! We’re meeting them on street corners, strolling the avenues together, and snacking at outdoor cafes. Friends are so important! Take time this spring to reach out to the ones you’ve been missing, check in on the ones you’ve been worried about, get yourselves outside for meet ups, park walks, and bike rides in your bike helmets. Also, Your Ruthless Advisors would like to take this opportunity to welcome the West Side Rag’s newest columnist: Scott Etkin of UWS Shed Watch. Your shed queries can now be sent directly to the expert!

    Dear Ruthless,

    I’ve been asked to be best man by a friend I’m just not that close to. I don’t know if I’m the default person, or he just likes me, or thinks I’d pull some good best man weight, but I’d like to say thank you but no thank you. I have no idea how to do it.

    Signed,

    Okay Man

    Dear Okay Man,

    CINDY: This is a hard one. Being a best man or best woman (the whole maid thing is like, yuck) is an honor but can also be a burden, both time-wise and financially. If you really want out, I see two options. One, tell him you have another obligation on that date. This is if you are okay skipping the wedding entirely. Two, try honesty. Tell him you are deeply honored but feel you are just not the right man for the job. Perhaps you can offer to talk him through his options and help him come up with a friend better suited.

    AMANDA: I don’t know. I think you have to go through with it. He reached out to you for whatever reason to support him. And it’s an honor. Maybe you’ll grow close over the process. So start planning the Bachelor Party (no strippers please! Keep it classy!) and Best Man up bruh!

    Dear Ruthless,

    My neighbors and I share access to our small building garden. It is kept neatly,  with some mismatched furniture and a patch of grass my husband mows with an old rotating mower. Now that spring is here, I’d like to do some planting, maybe get some nicer furniture, and use the garden more often. I’ve polled the building to gauge interest and whether people are willing to chip in. They aren’t. Should I just go ahead at my own expense? I worry I’ll be mad when everyone enjoys the free fruits of my labor.

    Signed,

    Gardening for Group

    Dear Gardening,

    AMANDA: Ah, do it! Get the nice stuff you enjoy and enjoy it. And if others do too–good on them and you. Life and summer are too short. You can also feel free to borrow their nice gardening tools and partake of their chips and guac with impunity if they’re hosting a party.

    CINDY: I agree. If you can afford to, and no one objects to having nicer stuff (I had a boyfriend once who got mad at me because I cleaned his bathroom. He felt judged. He was.) then garden away. There is a good chance people will thank you and may even ask to chip in after the fact or make a communal offering in return.

    Dear Ruthless,

    My new neighbor rides his bike everywhere, which is great, but I’ve seen him in the hood and it turns out he is one of those people who rides in the wrong direction and doesn’t pay attention to traffic lights. I think these people are thoughtless and a danger. Can I say anything to him without sounding like a scold or a buttinsky?

    Signed,

    Wary Walker

    Dear Wary,

    CINDY: Why can’t we bike like they do in Scandinavian countries? We’ve all seen the pictures. Riders stop at the light, and no one is in head-to-toe Lycra pretending they’re competing in the Tour de France. I would suggest you compliment your new neighbor’s climate-positive choice and tell him you’ve seen a lot of bikers riding against traffic and ignoring street lights and signs, and you certainly wouldn’t want to see him get hurt.

    AMANDA: Buttoutsky, unless you find yourself in the elevator and can say with good will, “I see you riding against the traffic sometimes. That can be dangerous. Be careful.” Of course if you come into direct contact with him in that kind of situation, feel free to let fly with your New York best.

    Dear Ruthless,

    A very dear friend gives me beautiful birthday gifts. We have totally different tastes but she buys based on her own. I love her and don’t want to insult her but, oh, how I’d love to return some of these things and buy something I’d love. Should I tell her?

    Signed,

    Grateful, But

    Dear But,

    AMANDA: Depends. If they give you a gift and say something like “this is just so… you!” I think you have to keep it. Even if you secretly wonder if they really know you at all. Likewise, if it’s personal, precious to them, sentimental. If they get you a puce sweater, but you prefer blue (and really, why wouldn’t you?) I think it’s absolutely fine to exchange for something you’ll love and wear. Do you need to tell them you did so? Not unless they ask.

    CINDY: Nope. Dear friends are hard to come by and you want to keep them. In a similar vein, my kind and generous mother-in-law often buys me clothes I would never choose for myself. I thank her profusely and wear the thing when I visit. Except for the white, pearl-encrusted beret, which some of you may remember from Chanukah, 2024. Sure, kind and generous mothers-in-law can be hard to come by, too, but that was a bridge too far.

    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 Cory Kahaney), 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.

    Amanda Green is a two-time Tony Award, Grammy-nominated lyricist/composer and award-winning performer. She currently serves as the first woman president of The Dramatists Guild of America. She is also a proud, life-long denizen of the Upper West Side. 

    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.

    7 Comments
    Biggest fan
    Biggest fan
    5 months ago

    Your wit and wisdom continues! Many thanks ladies

    2
    Reply
    Sal Bando
    Sal Bando
    5 months ago

    Don’t do the best man thing. Your heart’s not going to be into it. People are going to know. Goodness knows what he might expect from you. You really want to give the toast at this guy’s wedding and organize whatever else plus the gift etc? Do everybody a favor and just don’t.

    0
    Reply
    Anon
    Anon
    5 months ago
    Reply to  Sal Bando

    But this groom may notnhave abother option. Lots of peiple (and it seems to me men more than women) have no close friends. So if he doesn’t have a brothrt he might be in a bind

    0
    Reply
    Joey
    Joey
    5 months ago

    Okay Man – Just say no and be done.
    Grateful But – Did you ever hear of regifting?

    0
    Reply
    Jake
    Jake
    5 months ago

    One of my old friends divorced his first wife named Ruth and after several year married his second wife also named Ruth. I guess he could never write for this column because he is no longer Ruthless.

    3
    Reply
    A. Bancroft
    A. Bancroft
    5 months ago

    How do I tell the Ruthless Advice columnists that their advice this week was really not particularly ruthless?

    0
    Reply
    Yuen
    Yuen
    5 months ago

    The honesty option is brutal but probably the right call. Who wants to stand up there pretending to be someone’s ride-or-die while secretly resenting the whole thing? Though the fake obligation route might save everyone from an awkward conversation that could linger for years.

    0
    Reply

    YOU MIGHT LIKE...

    UWS School Returns to Beloved After-School Provider Less Than a Month After Disputed Change
    NEWS

    UWS School Returns to Beloved After-School Provider Less Than a Month After Disputed Change

    October 1, 2026 | 1:20 PM
    Riverside Park’s Drainage Renovations Continue Behind Schedule on the Upper West Side
    NEWS

    Riverside Park’s Drainage Renovations Continue Behind Schedule on the Upper West Side

    October 1, 2026 | 10:02 AM
    Previous Post

    Tulips, Tulips, and More Tulips Are Blooming in the West Side Community Garden

    Next Post

    Smorgasburg, Popular Food Market, Headed to the Upper West Side This Summer

    this week's events image
    Next Post
    Monday Bulletin: UWS School Hit Hard by Increase in Students Needing English Help; Artists Invited to Enter Design Competition for Skating Rink Poster; Saul Zabar Honored Food-centric Shiva

    Smorgasburg, Popular Food Market, Headed to the Upper West Side This Summer

    Jack Schlossberg Shares His Thoughts on the UWS and His Congressional Campaign

    Jack Schlossberg Shares His Thoughts on the UWS and His Congressional Campaign

    Openings & Closings: Orwashers; Blank Street Coffee; Fillup Coffee; The Cutting Edge Barber Shop; 111 Hair Studio; Auntie Anne's and Carvel; Taco Bell

    • 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.