Singles Sparks - CT and NY Matchmaker Insights for Singles - March 15 Edition

Hello LoVers,

What if you knew you were only… 20 rejections away from the “yes” that could change everything? The introduction, the opportunity, the relationship that makes all the first dates along the way well worth it. You’d probably start moving through those rejections a lot faster, wouldn’t you? You’d probably start asking for what you want more often and more boldly. Right?

That’s the shift I want you to try this week: aim for rejection. Literally GO GET REJECTED. Start the conversation with someone who feels “out of your league.” Ask for the number. Make the bold ask in other areas of life too — ask for the favor, the hook up, the opportunity you assume might be a no.

Here’s why this works: when rejection becomes part of the process instead of something to avoid, it loses its power. Psychologically, you stop protecting your ego and start building resilience — which is actually one of the most magnetic qualities a person can have. And ironically, when you remove the pressure to succeed, you often hear yes far more than you expect. So go collect a few thoughtful rejections this week and see what happens. Either way, you’re winning.

If you’re ready for more structure and support in your dating life, the waitlist is open for my private matchmaking programs. The right matches happen when timing and courage meet intention.

Not quite ready for full-service matchmaking? Join the Jillin’ It SIngles Network to be considered for current and future clients. You never know…

• Did you know that I’m answering your dating questions on the radio every Thursday at 7:30 am on The Christine & Salt Show on 96.5 TIC?  Have a question you want answered on air? Submit it here.

Want to chat?  Get in touch to schedule a complimentary 10 minute call to see if my private and personalized Matchmaking service is a fit for you.

In this week’s HOT TOPIC, we’re talking about the science of smell and attraction. Plus, read our TOP 3 signs you are in the friendzone. And don’t miss this week’s funnies at 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

Incase you missed it on Insta…

Be honest, are you overwhelmed by options… or underwhelmed by connection?

On air with Natasha Lubczenko on CT New 8, we talked about what’s shifting in 2026. And what I’m seeing with Tri-state singles all day, every day is this: People are done with high-volume dating. And are more drawn to actually exploring one connection instead of half-investing in five.

I’d genuinely love to hear, are you speeding up or slowing down this year? 💭… Click here to view.

Singles Spotlight: Is SHE Your Match?

MEN, ages 40-56, in the CT/NYC area… Are you thoughtful, intellectually curious, and emotionally steady? Do you take initiative and enjoy new experiences?

If this sounds like you, you may be a match for my intelligent, grounded, and warm client, A. A enjoys riding horses, spending time with friends over dinner, visiting museums, and traveling. She’s open-minded, realistic, and appreciates nuance. She doesn’t need a partner to complete her life—but she very much wants companionship, closeness, and the joy of having someone by her side. A mother of young children, she’s open to a blended family dynamic with a like-minded and kind-hearted man.

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

HOT TOPIC: The Science of Smell and Attraction

Unlike sight or sound, smell has a direct pathway to the amygdala and hippocampus—the regions involved in emotion and autobiographical memory. Because of this connection, memories triggered by scent are often more vivid and emotionally intense than those triggered by sight.

Read about it here and tell me what you think!

TOP 3: Signs You Are in the Friendzone

1. They talk to you about other people they’re dating: If someone regularly shares details about their romantic interests or asks for advice about other people, it often means they see you as a trusted friend rather than a romantic option.

2. Physical and romantic signals are absent: They may hug hello or goodbye, but there’s no flirting, lingering touch, or romantic tension. Compliments tend to be friendly rather than romantic.

3. They emphasize your friendship: Phrases like you’re such a good friend and you’re like family to me. These statements often reinforce how they categorize the relationship.

   
   

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

CT and NY Matchmaker Insights for Singles

The Funnies! Because You’ve Got to Laugh…

CT and NY Matchmaker Insights for Single

CT and NY Matchmaker Insights for Singl

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!

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.