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MATCHMAKING, Chicago

“Prior to working with Sameera, I had tried two other matchmakers. While I had a few good dates, these matchmakers didn’t seem to really understand me and made a lot of assumptions. The result were dates with women who, while delightful, were not a compliment and certainly not a long term match. Sameera was able to turn things around pretty quickly and I soon found a woman I quickly fell in love with. While not the least expensive, I wish I would have gone with Sameera’s service first.”

– Arron T., New York

More than a match

We’ve seen plenty of matchmakers and agencies appearing and disappearing over the last decade. Some are decent. But many have lost site of a certain standard that it means to help someone find a genuine and lasting relationship. For many matchmakers, a “match” can just mean helping you find a person you don’t mind dating for a while as soon as possible. Our standard is much higher.


Our system is simple, yet unique. Thanks to our proprietary approach, our team of experts, and a highly experienced sense of intuition, we’ve developed a successful path to helping you find someone you can finally connect with. In addition to our in-house methods, we have curated relationships with vetted associate matchmakers internationally. Our engagements are confidential and extremely valuable to our clients. We only take clients that we can service successfully. In the unusual case where a match doesn’t turn out well, we will continue the process. We also do ongoing work to enrich on a constant basis. New introductions are being added all the time. In each and every approach we take to find your ideal someone, we have one priority and that is your ultimate satisfaction.

A SUPERIOR MATCHMAKING EXPERIENCE

01Save Time

Dating the wrong person can waste your time, energy & emotions. Meet only hand-selected, pre-screened, and personally interviewed single women who match your requests. You also save money by working with us in the long term. The worst thing a person can do is spend enormous amounts of money & time on the wrong people.

02The Right Match Sooner

You will gain access to some of the most impressive, high-cultured, intelligent and beautiful single members in the nation. We give clients access they wouldn’t otherwise have!

03Long Term Compatibility

People invest in cars, their businesses, they hire professionals to train them or train their million dollar performing teams, why would they not invest in the quality of their personal life and wellbeing for the future.

How it works?

Depending on the package you opt for, you will be placed with either Sameera Sullivan or one of her matchmakers. We will guide you through a process that may include one-on-one coaching sessions, the chance to really get to know yourself and your needs in a relationship via in-depth personality profiling with one of our resident psychologists.

Take a step back and enjoy the journey. There will be no more drain on your time looking for love (and as a side benefit, your matchmaker also vets your potential dates ahead of time).

We recognize all the issues that come with dating and building a solid connection, so we tailor our approach to your specific requirements in such a way to buffer you from experiencing those hardships.

Elite matchmaking for affluent professionals in Chicago

Sameera Sullivan has set herself apart as one of the nation’s most successful matchmaking service providers focusing on consulting for high net worth individuals with unmatched experience in the convoluted world of dating. Her team’s experience means you don’t spend wasted time on incompatible people and more time dating a wonderful person.

Sameera believes every single man and woman deserves to meet his or her perfect lasting life partner. She and her team work tirelessly to ensure our company provides the best result for all our clients. We match only introductions who display the best chances for long-term healthy and nurturing relationships. We screen, vet and do thorough background work. Our clients only see profile photos of people who have been completely vetted and approved for their disposition through our proprietary match and psychology based process. We are completely transparent with our clients and will give them thorough debriefings on the potential matches we’ve found for them.

With Sameera Sullivan’s matchmaking service you get:

  • – Boutique one-on-one attention with CEO, Sameera Sullivan (or team matchmaker) rather than an account manager.

  • – The most detailed searches with comprehensive vetting.

  • – Psychological profiling of prospective matches. Sameera personally interviews final candidates.

  • – Guarantee of quality based on the highest success rate in the industry.

  • – Ability to pause services while seeing someone and role retainer into a second year if needed.

  •  – Proven to prevent up to 90% wasted time as compared to dating without a professional matchmaker.

Dating the wrong person can waste your time, energy and even have a high emotional cost. Meet only hand-selected, pre-screened, and thoroughly interviewed single people who line up with your requests. Our clients also save money by working with us in the long term. We see many clients many clients who wasted time and money on all the wrong people prior to coming to us.


You will gain access to some of the most impressive, high-cultured, intelligent and beautiful single members in the nation. We give our clients access to introductions they wouldn’t otherwise have!


People invest in cars, their businesses, they hire professionals to train them or train their million dollar performing teams. Doing the same for your dating life makes equal sense.


We believe that success is measured by the results our clients experience. We pride ourselves on customer satisfaction and the abundance of referrals we receive. 75% of our clients end up in long term relationships of a year or more.

See also our service in other areas:

    COMPLIMENTARY MATCHMAKING CONSULT Application form

    Sameera works one-on-one with just a handfull of exclusive men per year. She can also work with you on a limited basis in conjunction with her unrivaled expert team. Fill out the application and we’ll schedule your phone call with Sameera so that we can go over your best options.