JillinIt Matchmaking Service Reviews [Best CT Matchmaker?]

JillinIt is a Connecticut-based matchmaking service founded by Jill Dunn in 2018. Based in Norwalk, CT, the service offers matchmaking packages ranging from $1,995 to $2,695 per month with a 3-month minimum commitment. VIP packages range from $30,000 to over $60,000. There are currently no online reviews on platforms like Trustpilot, Yelp, or the BBB.

Jill Dunn got into matchmaking when she became single in 2016. After her divorce, she began looking for ways to embrace her newly single status by attending various mixers around town. But her efforts to meet new people proved fruitless.

Her frustrations led her to take action, as she shared with CT Insider:

“I started my business in 2018 by throwing singles mixer events for people to meet. I had a background in throwing events, so as a person who loves love, I wanted to connect the two.”

Dunn launched 'JillinIt' in 2018 in Norwalk, CT. While she primarily works with singles in nearby areas, her reach has extended to other cities across the United States. 

As her JillinIt events gained popularity, Dunn expanded her services to offer matchmaking and coaching. She believes these additions allow her "to connect singles that are unable to make it to events or singles that happened to be at different events."

Not only is Dunn dedicated to helping singles find love, but she is also actively seeking it herself. This led to involvement in a reality show. 

In 2022, Dunn appeared in an episode of "Five Guys A Week," a Lifetime TV series in which each episode features 5 single men and 1 single woman living under the same roof. The woman eliminates each suitor one by one to see if she can find someone special.

In an interview with Connecticut News 12, she shared, "I'm a single who's serious about getting serious.”

For those interested in working with Dunn as a matchmaking client, the process starts by preliminarily choosing a matchmaking package from the website and filling out the corresponding online inquiry form. 

Next, a member of the JillinIt team will reach out to book a one-on-one consultation. This meeting is aimed at getting to know you better and learning your match preferences, deal-breakers, etc.

If you decide to move forward with the service, you will pay all applicable fees and sign a contract. 

Once you’ve paid in full for your package, the search begins. 

Dunn explained the process this way:

"Once I find someone I think they’ll like, I reach out to them. If it’s a match for both parties, I coordinate a time and a place for them to meet. After every date, I check in with clients and see what went right and what went wrong. This helps guide their next date."

In addition to matchmaking, JillinIt provides dating coaching sessions and packages. According to Dunn, she has always enjoyed working with individuals as a coach and mentor.

“I was born to teach and I make sure to make this experience as comfortable and teachable for my clients [as possible]. Dating should be fun and enjoyable. It should not feel like a chore.”

Dunn emphasizes the importance of singles venturing into the dating world with a clear understanding of their relationship goals. 

They should be able to identify their deal-breakers, red flags, and attain a certain level of self-reflection. In her own words, 

“Nothing is better than learning about yourself and knowing your worth.”

Dunn frequently organizes mixers, speed dating, and other events for Connecticut singles, hosting a few JillinIt events each month. When asked about her most successful offering, Dunn mentioned in an interview with Hamlet Hub that her singles events might surpass her matchmaking endeavors. 

“My singles events are very popular and well attended and I have those usually once or twice a month in and around Fairfield County. I really put my heart into making sure everyone feels safe, comfortable, and connected. Matchmaking is a close second!” 

JillinIt offers a range of matchmaking packages from Basic to VIP.

Basic Package: $1,995 per month with up to 3 potential matches per week. Requires a minimum 3-month commitment.

Premium Package: $2,695 per month with up to 6 potential matches per week. This level includes extra vetting, screening, and background checks for matches. Requires a minimum 3-month commitment.

Elite Package: Same monthly cost as Premium but offers a 1-month discount for those ready to commit to 7 months paid upfront.

VIP Matchmaking: By invitation only, ranging from $30,000 to more than $60,000. You can express interest through the website to be considered.

Database Membership: You can join JillinIt's network of singles for free. However, no active search on your behalf is included. You'll only be considered as a possible match for paying clients, and you may never be contacted this way.

Dating Coaching: Stand-alone sessions run from $100 for 30 minutes to $175 for 60 minutes. Discounts are available for purchasing sessions in bulk. A monthly membership option costs $2,500 and requires a 3-month commitment.

When it comes to online matchmaking service reviews, you won’t find any for JillinIt on platforms like Trustpilot, Yelp, and the BBB. 

While those star ratings and insights into customer experience can be helpful, in this case your decision will come down to factors like how you felt during the initial consultation, where your matches come from and, of course, cost.

JillinIt's package pricing and contract length fall along the same lines as other elite matchmaking services catering to Connecticut singles.

But not all of them take the same approach to finding your ideal partner. 

Enamour, for instance, is a white glove matchmaking service that curates an ultra-exclusive, invitation-only database. But that’s just the beginning.

Enamour’s team leverages recruiting technology and an extensive network of scouts to significantly broaden its reach. No stone is left unturned in the quest for your perfect match. Enamour service begins around $20,000 for a 6-month contract.

VIDA Select is another Connecticut matchmaking service that should be on your radar. Like Enamour, VIDA also takes a tech-forward approach to matchmaking rather than limiting the search to an internal Rolodex of clients and those hoping to be matched with them.

VIDA’s matchmakers have been in the trenches since 2009, helping thousands and thousands of singles find love. Some packages are offered on a monthly basis, with the price starting at $1,595. Because it's pay-as-you-go, there is no long-term contract required.

VIDA also offers a "90-Day Match Guarantee" package that includes at least 5 highly curated matches for $5,750. Results guaranteed, or your search continues at no additional cost.

On average, VIDA clients feel sparks fly with someone special within just 3 months of beginning service. 

Why not see if VIDA is the right service for you, too? Start by seeing if you qualify here!