Singles Sparks - CT and NY Matchmaker Insights for Singles - December 14 Edition

Hello LoVers,

One of the fastest ways to feel unsteady in dating is to crowdsource your decisions. Too many cooks in the kitchen is never a good thing. Friends mean well, group chats have opinions, and social media is very loud but most advice is filtered through someone else’s history, heartbreak, and blind spots.

When you hand your power over too easily, you stop trusting your own instincts… and that’s when dating starts to feel confusing instead of intuitive. Your intuition is information. It just needs discernment, not dismissal. Take advice with a grain of salt, especially from people who haven’t navigated the modern dating landscape and definitely from those toxic “Are We Dating the Same Guy” Facebook groups (more on those soon ). And, yes, someone who has walked alongside singles through this exact thing () can be incredibly helpful but the real win is learning to trust yourself again. Intuition leads the way; guidance just helps sharpen it and that’s where I come in.

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

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!

In this week’s HOT TOPIC, we’re talking about the reasons why you are still single. Plus, read our TOP 3 ways to embrace being single during the holidays. 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

Loved seeing you at the Singles Holiday Soiree!

The Singles Holiday Soirée was a BLAST! Singles showed uppp and what a great group it was! Lots of digits exchanged, dates set up, laughs, good times and even a little dancing under the mistletoe. My heart is full. 

Several singles from the event are now going on dates with my private clients as well. You never know where a connection may lead you, singles. It’s not easy to show up for events like this but look at YOU, doing hard things. Proud of you! xo

Up Next - LoVe CluB Monthly Roundtable 12/22

December 22, 7pm. This is Jillin' It LoVe CluB Members-only, group roundtable for singles. This month's topic is Dating Like It’s Already Happening: Small Shifts, Big Love Energy for 2026. Before love arrives, it shows up in small ways — in how we respond, what we allow, how we speak to ourselves, and the energy we bring into dating.This last LoVe CluB presentation of the year is not about learning more. It’s about stepping into the version of you who is already loved, already chosen, already emotionally safe and dating from that energy going forward.

**Participation in this event requires an annual membership to the Jillin' It LoVe CluB. This ticket pays for the first month. Join the LoVe CluB here.

Singles Spotlight: Is SHE Your Match?

GUYS between the ages of 38 and 50 in NYC..… Are you supportive, playful, confident, kind, and respectful? Are you generous and emotionally aware with a sense of humor? Do you enjoy good food, great trips, and spontaneity?

If this sounds like you, you may be a match for my warm and charming client, K. K is emotionally self-aware, an excellent listener, empathetic, and someone who takes people as they are without trying to change them. She has an engaging personality, strong personal integrity, and values honesty. She is an avid reader who enjoys walking around the city, discovering great restaurants, and spontaneous adventures.

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

HOT TOPIC: Why Are You Still Single?

Understanding why you are still single requires looking at how you approach relationships and what kind of partner you are. This type of self awareness and emotional intelligence is not necessarily innate especially if you did not have a healthy relationship modeled for you growing up. Many singles need help learning the skills that are key to building successful romantic relationships.

Read about it here and tell me what you think!

TOP 3: Ways to Embrace Being Single During the Holidays

1. Lean into your chosen family: Friends, siblings, coworkers, neighbors — these are real connections. Plan moments of warmth: a brunch, a game night, a gift exchange, or simply coffee with someone who lights you up.

2. Limit comparisons: Seeing couples everywhere can trigger “Why not me?” Mute accounts that make you feel less-than.

3. Say “no” to draining events: You’re not obligated to answer invasive questions or appease uncomfortable relatives. Protect your peace. Protect your time. Boundaries are a gift to your future self.

   
   

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 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!

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.