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Singles Sparks - CT and NY Matchmaker Insights for Singles - November 23 Edition

  • Writer: Jill Dunn
    Jill Dunn
  • Nov 24
  • 4 min read
Singles Sparks, Your Weekly Love Link, Jillin It. Professional, Local, CT matchmaker, Jill Dunn

Hello LoVers,


Gratitude as a dating strategy? I DIG! With Thanksgiving this week, I want to offer a reframe for you: GRATITUDE isn’t just a mindset tool, it really is a dating strategy. When you shift from “nothing is working” to NOTICING the people, opportunities, and lessons that are SHOWING UP, your energy CHANGES, your CONFIDENCE rises, and you start ATTRACTING from a place of ABUNDANCE instead of scarcity. It’s amazing how different dating feels when you’re not searching from a deficit. There are NO BAD DATES (well, sometimes there are) but for the most part they’re human experiences that we can learn, grow and expand from and for. Give it whirl. xo


Andddd our Annual Singles Holiday Soiree is LIVE! Get your tickets here!


Take a moment to GET IN THE FREE DATE-A-BASE! This is the first place I look to make matches for my private matchmaking clients. It costs you nothing but can give you everything! You may get an email or a call from me or someone on my team to connect you with a private matchmaking client. Take that call!


Want to chat? Get in touch to see if I can help and get in the Jillin’ It LoVe Club to be matched FIRST.


In this week’s HOT TOPIC, we’re talking about how “the ick” is ruining dating. Plus, read ourTOP 3 ways to move an online chat to an in-person date. And don’t miss this week’s funniesat the bottom. Gotta laugh because this dating game is NO JOKE!


Check this week’s Singles Spotlight to see if YOUR match is featured this week. Then, click hereto schedule a 10 minute call so I can learn a bit more about you and see if my private and personalized Matchmaking service is right for you.


Big love to you always!

xo,

Jill

Single Bells! Singles Holiday Soiree is LIVE! 12/11!

Single Bells! Single Bells! Join us for a holiday soirée like no other, curated especially for the vibrant singles in our community. This is an open-aged event. All are welcome!


And because 'tis the season of giving,*Bring a small wrapped gift to participate in the gift exchange. This'll be fun and a great way to get to connect with other singles.


Remember, dressing to impress isn't just a suggestion—it's your ticket to staying on the "nice list" and making a memorable impression. So, come decked out in your finest attire and get ready to connect, celebrate, and perhaps find that special someone amidst the festivities!


GET TICKETS!

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Singles Spotlight: Is SHE Your Match?

GUYS between the ages of 65 and 72 in NY..… Are you smart, creative, funny, kind, and emotionally intelligent? Do you appreciate the arts and enjoy the city and the beach?


If this sounds like you, you may be a match for my vibrant and genuine client, E. Photography is her passion and creative outlet, and she never says no to a night at the theater, a museum opening, or an opera. She divides her time between the city and North Fork where she enjoys swimming, reading, and recharging by the sea.


If you are a good match and are interested in learning more,  email me!


HOT TOPIC: How “The Ick” is Ruining Dating

Even when your intentions are clear, it’s common to let assumptions dictate your dating choices, which can create a gap between perception and reality. Instead of seeing people as complex, we reduce them to checklists of “icks:” small behaviors or quirks that people consider instant turn-offs. While it’s practical and often helpful to know exactly what you can’t stand or absolutely don’t want in a partner, focusing too much on icks can backfire.


Read about it here and tell me what you think!

A surprised man in a winter coat with an open mouth stands in a forest. His expression suggests shock or disbelief.

TOP 3: Ways to Move from an Online Chat to In-Person Date

  1. Bring Up a Shared Interest and Suggest Meeting Around It: If you’ve bonded over coffee, food, music, or activities, use that as the bridge: “You mentioned you love iced chai…want to grab one this weekend?” It feels organic and tied to your existing conversation.

  2. Use Timing + Momentum: When the conversation is flowing and you’re already laughing or sharing stories, that’s the perfect moment to say: “This would be way more fun to talk about in person — want to meet up?” You're simply shifting an already good vibe offline.

  3. Offer a Low-Pressure Mini Meetup: Keep it casual and easy to say yes to: “I’m free for a quick coffee or walk this week — what’s your schedule like?” Short meetups feel safe, doable, and low-stake.


Book a call with me to see if I can help you meet your dating goals. Email me

Man in a white sweater smiles while talking on a phone. Reflective surface shows his face. Text "BOUNCE" in the corner, indoor setting.

CT and NY Matchmaker Insights for Singles

The Funnies! Because You’ve Got to Laugh…

Text message exchange with awkward repetition, labeled "Me trying to flirt." Messages in blue and gray, casual mood, neutral background.

Cartoon of a woman at a laptop with sarcastic text about online dating. Green background with "ROTTEN eCARDS" logo in corner.










CT and NY Matchmaker Insights for Singles

CT and NY Matchmaker Insights for Singles


Curious about Matchmaking? Schedule a call to see if my matchmaking service is something we should consider for you.


I’m here for you with more opportunities than EVER! Year round singles events,  The Match of the Month Blind Date Activation, Jillin' It Singles Supper Club, Solo to Sparks Dating Intensive, my private and personalized Matchmaking service, complimentary singles network and 203 Singles Facebook group, Meet Up Group, The Four Day Flip and so much more. Here for you!


CT and NY Matchmaker Insights for Singles Jill Dunn Jillin' It



Curious about Matchmaking ? Schedule a call to see if my matchmaking service is something we should consider for you.l to see if my matchmaking service is something we should consider for you.all to see if my matchmaking service is something we should consider for you.

 
 
 

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