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Singles Sparks - CT and NY Matchmaker Insights for Singles - July 27 Edition
There are no hard and fast RULES for the early stages of dating that would apply to everyone. There truly is a lid for every pot but a first date conversation that excites one person may be a huge turn off for someone else. BUT with that said, there are so many times that I hear clients telling me about things that were said on first dates that make me CRINGE because they really just tank the vibe unnecessarily.

Jill Dunn
Aug 284 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - July 20 Edition
Most singles have a love/hate relationship with dating apps. Let’s be honest, it’s usually more hate than love. Sure, they’re convenient, but they often lead to burnout, ghosting, and connections that fizzle fast
Jill Dunn
Jul 233 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - July 13 Edition
Most singles have a love/hate relationship with dating apps. Let’s be honest, it’s usually more hate than love. Sure, they’re convenient, but they often lead to burnout, ghosting, and connections that fizzle fast
Jill Dunn
Jul 204 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - July 6 Edition
Did you get enough of the fireworks on the 4th? Ok. Good. Because in dating, we’re often told to chase that same spark, instant chemistry, butterflies, the “wow” factor right away. But here’s the thing: real, lasting connection often starts quietly.

Jill Dunn
Jul 63 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - June 29 Edition
“I am nervous about this date being a fail.” I just got this text message from a Matchmaking client about an upcoming date and believe me, I GET IT! That is a very common worry. My response: “A date is never a failure!

Jill Dunn
Jun 294 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - June 22 Edition
What if the way you’ve been dating is actually keeping you from the love you want? Hard to imagine. Right? On Saturday, Jillin’ It LoVe CluB members tuned for a conversation on how to “Date Like You Mean It: The Blueprint for Finding Real Love.” We explored how intentional dating, emotional availability, and aligned actions can transform your love life. It was a powerful reminder that real connection starts with showing up as your most authentic self. The ACTION that you take

Jill Dunn
Jun 223 min read


Singles Sparks - CT and NY Matchmaker Insights for Singles - June 15 Edition
It’s Father’s Day. This can be a happy day or a sad day for some but ultimately it can be a reminder of the love, strength, and guidance that shape us and the kind of partner we hope to find or become.

Jill Dunn
Jun 154 min read


Singles Sparks - Your Weekly Love Link - June 8
Coffee anyone? Coffee dates often get a bad rap, but they’re actually one of the best ways to get to know someone in a low-pressure, authentic setting. They create a relaxed, uncomplicated environment where both people can truly focus on conversation.

Jill Dunn
Jun 74 min read


Singles Sparks - Your Weekly Love Link - June 1
Here’s my PLEA for a 2nd date: If I had it my way everyone would consider every first date a two-part experience. Date One is just the vibe check. Awkwardness, nerves, and surface level conversation are totally normal and can sometimes get in the way of seeing something amazing under the surface.

Jill Dunn
May 313 min read


Singles Sparks - Your Weekly Love Link - MAY 25
Got questions about DATING? You’re in luck! I'll be LIVE on the Christine and Salt Show on 96.5 TIC this Wednesday at 8 AM, answering your questions live on air! Call or text your dating dilemmas to 860-247-9696 and yours may get answered. Can’t wait to chat with you!

Jill Dunn
May 243 min read


Singles Sparks - Your Weekly Love Link - MAY 18
Something hit to me this week as I’ve been considering candidates for different support roles here at Jillin’ It. It occurred to me how much dating is actually like hiring. You’re “hiring” for the most important position in your life. So, you should date like you're hiring: don't just look for chemistry, look for character. The elusive “sparks” are fun, but it's shared values, communication, and consistency that build real relationships.

Jill Dunn
May 174 min read


Singles Sparks - Your Weekly Love Link - MAY 11
Celebrate Mother’s Day with heart and humor in this week’s Jillin’ It newsletter. Dive into the science of attraction, spot the top signs someone’s not over their ex, and meet a thoughtful bachelor in our Singles Spotlight. Don’t miss our May 23 rooftop Singles Mixer or your chance to join the FREE Date-a-Base for personalized matchmaking. Join the Jillin’ It Love Club for exclusive access, roundtables, and more ways to spark real connections.

Jill Dunn
May 113 min read


Singles Sparks - Your Weekly Love Link - MAY 4
Join the Jillin’ It Love Club for expert matchmaking, exclusive singles mixers, and weekly insights to help you build lasting love. This week’s spotlight features a new rooftop event, signs your relationship may have lost its spark, and why healthy relationships sometimes feel “boring.”

Jill Dunn
May 53 min read


Singles Sparks - Your Weekly Love Link - APR 27
Join us Thursday for a one-of-a-kind singles event featuring live music, a free drink, and real-time matchmaking powered by relationship science. Match.Box pairs you with your most compatible partner based on shared values — all revealed through fun clues throughout the night! Limited men's tickets are available now. Plus, explore our latest Hot Topic on rebound relationships, discover why friendship-first dating works, and meet your potential match in this week's Singles Spo

Jill Dunn
Apr 274 min read


Singles Sparks - Your Weekly Love Link - APR 20
Dating success stories are here! Jillin It successfully connected a beautiful couple, Chris and Abby, and we all coulnd't be more thrilled.

Jill Dunn
Apr 215 min read


Singles Sparks - Your Weekly Love Link - APR 13
Dating success stories are here! Jillin It successfully connected a beautiful couple, Chris and Abby, and we all coulnd't be more thrilled.

Jill Dunn
Apr 144 min read


Singles Sparks - Your Weekly Love Link - APR 6
Dating success stories are here! Jillin It successfully connected a beautiful couple, Chris and Abby, and we all coulnd't be more thrilled.

Jill Dunn
Apr 94 min read


Singles Sparks - Your Weekly Love Link - MAR 30
Hello Lovers, “Thank you for convincing him to go on that date…. I’m so eternally grateful.” This a message I got from a woman who I...

Jill Dunn
Apr 14 min read


Spring Into Love: Cute & Fun Springtime Date Ideas to Spark Romance
Spring is finally here! The days are getting longer, the flowers are blooming, and there’s a fresh sense of excitement in the air.

Jill Dunn
Mar 153 min read


Singles Sparks - Your Weekly Love Link - MAR 18
Hello Lovers, Feeling Lucky? 🍀 Tonight is our Singles Mixer + Matchmaking event! Such a great group joining us. Don’t miss it! Get...

Jill Dunn
Feb 233 min read
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