A decade of connecting singles. A more personal way to find love. Jill Dunn of Jillin' It brings a bespoke, private approach to matchmaking for singles who value their time, their privacy and meeting the right person.
The people who call Jill Dunn usually aren't short on options. They're accomplished, busy and discerning, and they've come to realize that the person they're hoping to meet probably isn't going to appear in their usual circles. What they want is someone with the judgment, the reach and the discretion to do the searching for them.
Almost always, by the time I'm done working with a client, it's because they're exploring a new relationship and don't need me anymore.
Jill understands that landscape from both sides. A Connecticut native, she found herself navigating dating after divorce and went looking for local events where she could meet other singles. When she couldn't find any that felt right, she drew on her event planning background and started hosting her own: speed dating nights and singles mixers built around warmth and real connection.
Those events grew into Jillin' It, now one of the most respected matchmaking and coaching practices in the region. Over the past decade, Jill has connected thousands of singles across Connecticut, New York and beyond, and her work has been featured in Maxim, on Lifetime TV, WTNH News 8 and CT Insider, among others. Today, her focus is bespoke private matchmaking: a more personal way to find love.
What Sets Her Apart
A selective, personal approach. Jill works with a select number of private clients, and every engagement begins with a personal consultation to ensure the right fit on both sides. That first conversation is as much about whether she can genuinely help you as it is about whether you want to work with her.
Connections beyond your circle. Jill isn't simply matching people from a database. Through her established network and, for select engagements, personalized recruiting, she identifies potential partners you might never have encountered otherwise.
Your time is valuable. She takes the time to understand who you are, what you value and the kind of relationship you want to build. From the search and screening to introductions, date coordination and follow-up, Jill manages the details so you can focus on the connection.
Discreet, thoughtful, personal. Every search is private and personalized to your unique preferences, with thoughtful screening, discretion and Jill's professional judgment guiding every introduction. She checks in after each date to refine what comes next.
"Almost always, by the time I'm done working with a client, it's because they're exploring a new relationship and don't need me anymore." (Jill Dunn)
Signature Matchmaking
For clients who want the most bespoke experience, Jill's Signature Matchmaking service is hands-on and highly discreet, with Jill leading every search herself. It includes personalized recruiting beyond her established network, a fully tailored search shaped around your life and priorities, and the level of confidentiality her clientele expects. Signature engagements are available by invitation only.
Why It Works
Jill's perspective is both personal and professional. Having navigated dating after divorce herself, and having spent ten years connecting singles, she understands the modern dating landscape from every angle. That firsthand perspective, combined with her experience in matchmaking, relationship dynamics, coaching and personal and professional development, allows her to bring both professional insight and genuine empathy to every client relationship.
As she puts it, she isn't selling dates. She's creating opportunities for meaningful connection through a thoughtful, selective and highly personalized process.
For discerning singles who value their time, privacy and meaningful connection, Jillin' It offers luxury matchmaking with a local touch. Private engagements are limited and begin with a personal consultation to determine mutual fit.
