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.

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.

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!

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.

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.

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.”

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

Dating success stories are here! Jillin It successfully connected a beautiful couple, Chris and Abby, and we all coulnd't be more thrilled.

Dating success stories are here! Jillin It successfully connected a beautiful couple, Chris and Abby, and we all coulnd't be more thrilled.

Dating success stories are here! Jillin It successfully connected a beautiful couple, Chris and Abby, and we all coulnd't be more thrilled.

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...

Spring is finally here! The days are getting longer, the flowers are blooming, and there’s a fresh sense of excitement in the air.

Hello Lovers,  Feeling Lucky?  🍀   Tonight is our Singles Mixer + Matchmaking event! Such a great group joining us. Don’t miss it!   Get...

Hello Lovers,  There really is an  art  to letting go.  It’s a practice.  Acceptance .  This is a hard-earned lesson but one that...

Hello Lovers,  I want you to know something.   Although we continue to grow, this here is still just  me and you.   I genuinely care...

Hello Lovers,  If there were 2 words that summed up the most important piece of dating advice it would be these two: Choose wisely.  ...

Hello Lovers,  First of all let me say this: Please, TELL ME!  I just ran into  another  couple that met at one of my events and for some...

Hello Lovers,  What a week!   So many new singles have joined us this week after catching me live on Thursday on  Good Morning CT  so...

Hello Lovers,  BIG WEEK for us, Singles!  So many opportunities for connection and spreading the LoVe! Let me count the ways…I’ll be on...

Hello Lovers,  Ah! February! The month of  LOVE , my  FAVORITE ! But, singles, but here’s something you need to hear: You’re going to...