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

Jill Dunn
3 days ago4 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - March 8 Edition
Communicate about communication? Yep! One thing I am constantly reminding singles to do in early stages of dating is to simply talk about how they like to communicate. Not just what you say but how (and how often) you say it. Some people love texting all day, some prefer a quick check-in and then connecting in person, and others would rather hop on a quick call than send 25 messages back and forth.

Jill Dunn
Mar 94 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - March 1 Edition
There’s a lot of conversation right now about dating more intentionally…fewer alcohol-fueled first dates, more clarity, more presence. And I fully support that. Being grounded enough to actually feel the person in front of you? That’s so powerful. But here’s the nuance…

Jill Dunn
Mar 24 min read


The Value of Professional Matchmaking Services: Matchmaking Benefits Explained
Finding lasting love can sometimes feel like searching for a needle in a haystack. With so many dating apps and social options, it’s easy to get overwhelmed or discouraged. That’s where professional matchmaking services come in! I want to share with you why these services are truly valuable and how they can transform your journey to finding a meaningful relationship. Let’s dive into the matchmaking benefits explained and explore how personalized connections can make all the d

Jill Dunn
Feb 284 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - February 22 Edition
Valentine’s Day has come and gone. (Phew!) The roses are gone, the pressure is off but winter is still very much here. If you feel that subtle emotional defrost happening… that quiet longing for something new… you’re not alone. This is the time of year when singles get honest and still have time to sit in it. Honest about app fatigue. Honest about wanting something real.

Jill Dunn
Feb 244 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - February 15 Edition
Hoping you had an acknowledgment of LOVE in one way or another yesterday on Valentine’s Day. Remember that romantic love is only one form of love. Look around and you will see that friends, family, and even your pets all contribute to the love that fills your heart and your days.

Jill Dunn
Feb 164 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - February 8 Edition
Valentine’s Day can feel complicated for singles…especially if you’ve been genuinely showing up and putting yourself out there for a while. If this week brings up a mix of hope, fatigue, or quiet discouragement, you’re not alone. Dating burnout isn’t a sign of failure; it’s usually a sign that you care and that you’re discerning but you’re going for it anyways. The goal isn’t to harden or retreat, but to stay open in ways that feel supportive and sustainable.

Jill Dunn
Feb 94 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - February 1 Edition
What women want on a date and what men want on a date aren’t always the same and that makes sense. We are different. Women often want to feel chosen, relaxed, and emotionally safe. Men often want to feel successful, appreciated, and at ease. Finding the middle ground shouldn’t feel performative. When he leads without pressure and she responds without over-managing or feeling the need to carry the date, both people get to show up more honestly.

Jill Dunn
Feb 24 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - January 25 Edition
Have you ever noticed that dating gets frustrating when your focus is on what other people aren’tdoing? That’s the fastest way to feel powerless. They aren’t replying, following through, showing up and it’s so frustrating! I get it! Flip the script. What is in your control is your energy, your consistency, how intentionally you show up, and your ability to stay grounded instead of falling in love with someone’s potential.

Jill Dunn
Jan 263 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - January 18 Edition
January has a way of making dating feel like a full-time job. MORE apps, MORE dates, MORE effort… and somehow LESS clarity. But dating should be FUN, it shouldn’t feel like a HUSTLE. Dating success doesn’t come from grinding harder, it comes from dating with intention, emotional availability, and better discernment.

Jill Dunn
Jan 194 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - January 11 Edition
I don’t know who needs to hear this, but just so you know…you ARE going to meet someone, and when you do, it’s going to make perfect sense why it didn’t work out with anyone else. The person who is right for you is out there getting ready to meet you too, doing their own healing, on their own path, longing for you just the same.

Jill Dunn
Jan 134 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - January 4 Edition
Happy New Year! Andddd it’s “Dating Sunday”…the busiest day of the year on the dating apps. So what does this mean for you? It means activity is high, but discernment is everything.
If you’re logging on today, think quality over volume: update one current photo, send one message rooted in curiosity (not chemistry), or suggest a simple, real-world in-person meet up if the energy is there.

Jill Dunn
Jan 53 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - December 28 Edition
If you’re looking at a New Year’s Eve without someone to smooch at midnight, I want to offer you a little food for thought… not because you’re doing anything wrong, but because maybe you need a little reminder that you’re EXACTLY where you’re meant to be. You don’t actually attract what you want, you know? You attract WHAT YOU ARE.

Jill Dunn
Dec 30, 20254 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - December 21 Edition
During this season, I’m wishing you BIG LOVE in whatever way you’re celebrating, or simply moving through right now. A gentle reminder: the quality of your life isn’t measured by what’s missing, it’s shaped by what you choose to notice. There is LOVE around you right now, even if it doesn’t look the way you imagined yet. Let it count.

Jill Dunn
Dec 22, 20254 min read


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

Jill Dunn
Dec 16, 20254 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - December 7 Edition
So many singles unknowingly treat their love life like they’re waiting for a holiday Hallmark-movie moment… for the universe to drop someone in their path, timing magically aligns, and suddenly it all unfolds perfectly. I’m a hopeful romantic too but… most connections don’t arrive like a holiday miracle. The people who participate, who show up, who put themselves in the rooms where connection can actually happen… they are the ones who reap the rewards (and the relationships).

Jill Dunn
Dec 7, 20254 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - November 30 Edition
I have NEVER done this before but, this year has been extraordinary. The connections, the momentum, the growth, the friendships, and the relationships that have formed through the Jillin’ It community have truly blown me away. I’ve been reflecting on the people who show up with courage and curiosity and I want to celebrate and encourage that energy.

Jill Dunn
Dec 1, 20255 min read


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

Jill Dunn
Nov 24, 20254 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - November 16 Edition
We all have a “pattern blind spot” in dating. That one familiar “type” we keep choosing, even when we swear we’ve evolved past it. I can’t tell you how many times someone describes their “ideal partner,” to me and they have unknowingly given me a detailed rundown of their ex. Often times it’ll be the same traits, same energy, same emotional outcome just waiting to happen. That’s a pattern blind spot at work.

Jill Dunn
Nov 17, 20254 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - November 9 Edition
Tomorrow morning I take the mic, presenting at the International Matchmaker’s Alliance Conference, speaking on the topic of Events and Authenticity. I’ll be sharing with colleagues how hosting MEANINGFUL events and building AUTHENTIC community can elevate the matchmaking experience for our clients.

Jill Dunn
Nov 10, 20254 min read
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