Singles Sparks - CT and NY Matchmaker Insights for Singles - August 30 Edition
- Jill Dunn

- Aug 31
- 5 min read

Hello LoVers, I realize some of the dating advice I give works especially well in matchmaking because I have the advantage of talking to both people. I know he likes her but doesn't want to come on too strong. I know she likes him but is waiting for him to make the next plan. I can see when two people who actually like each other are overthinking, misreading each other, or about to get in their own way. And when I can coach them both to play by my "rules," something pretty beautiful usually happens: he makes the move, she receives it gracefully, and off they go into early dating and, oftentimes into relationship. But of course, I don't have a phone line attached to every date happening out there (imagine that!) which got me thinking... shouldn't we ALL be playing by pretty much the same rules? Treat people the way you want to be treated. If you like someone, let them feel liked. Assume good intentions before jumping to the worst conclusion. Be clear about what you need instead of expecting someone to guess. Give a little grace. Dating shouldn't feel like two people on opposing teams trying to gain the upper hand or constantly looking for reasons the other person isn't right for them. So cut that out. Would ya? Maybe my "rules" aren't really dating rules at all. They're relationship rules. They're human-being rules. The goal isn't to win the dating game. It's to get out of the game altogether...together. 💛 If you're tired of trying to decode modern dating, that's exactly where I can help. Through private matchmaking and coaching, we take some of the guessing out of dating so you can focus on finding and building the right relationship. Get in touch to schedule a complimentary 15 minute call to see if my private and personalized Matchmaking service is a fit for you and let's see what's possible. Not quite ready for full-service matchmaking? Join the Jillin' It Singles Network to be considered for current and future clients. You never know… In this week's HOT TOPIC, we're talking about texting after a date. Plus, read our TOP 3 signs a partner isn't ready for commitment. 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 here to schedule a 15 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… | |||
Sometimes the person who looks least like the person you thought you were supposed to choose ends up sharing the values that matter most. Tap the pic for the full story... | |||
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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. | |||
Jillin'It Featured in DatingNews.com | |||
Proud to be featured by DatingNews.com in 10 Tips From Matchmaking Industry Experts, sharing a little about how I found my way into this work and what I believe makes someone truly great at it. It's all for LOVE, but it's certainly not for the faint of heart. Read all about it here: How to Become a Matchmaker: 10 Tips From Industry Experts | Proud to be featured by DatingNews.com in 10 Tips From Matchmaking Industry Experts, sharing a little about how I found my way into this work and what I believe makes someone truly great at it. It's all for LOVE, but it's certainly not for the faint of heart. Read all about it here: How to Become a Matchmaker: 10 Tips From Industry Experts | Proud to be featured by DatingNews.com in 10 Tips From Matchmaking Industry Experts, sharing a little about how I found my way into this work and what I believe makes someone truly great at it. It's all for LOVE, but it's certainly not for the faint of heart. Read all about it here: How to Become a Matchmaker: 10 Tips From Industry Experts | Proud to be featured by DatingNews.com in 10 Tips From Matchmaking Industry Experts, sharing a little about how I found my way into this work and what I believe makes someone truly great at it. It's all for LOVE, but it's certainly not for the faint of heart. Read all about it here: How to Become a Matchmaker: 10 Tips From Industry Experts |
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Singles Spotlight: Is SHE Your Match? |
MEN, ages 54-63, in the CT/NY/NJ areas...Are you established, confident, and ready to enjoy life's pleasures? Are you a gentleman who values kindness? If this sounds like you, you might be a match for my grounded, intellectually curious, and refreshingly authentic client, E. E is the kind of person who is just as comfortable navigating the city as she is exploring a new travel destination. She values substance over status. Her worldview is built on a foundation of personal responsibility and community compassion. She's looking for a partner who shares this balance, someone who is kind, open-minded, and treats others with genuine respect. If you are a good match and are interested in learning more, email me! |
HOT TOPIC: Texting After a Date |
Here's a modern dating dilemma that your grandparents didn't have to deal with: After a first date, when should you text? The answer isn't obvious. If you text too soon, you might seem overeager, needy, and desperate. Then again, a next morning text shows you're interested and had a good time. |
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TOP 3: Signs a Partner Isn't Ready for Commitment |
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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.
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