New York City Gay Matchmaker | Elite Gay Matchmaking
Finding love in NYC is tough, but it doesn’t have to be.
At Best Man Matchmaking, we have a network in Manhattan of professional gay singles who are serving ambition, commitment, and something real; our men are tired of swiping and ready for something real.
We are the #1 gay matchmaking service in Los Angeles, and the most trusted name in gay matchmaking nationwide, for gay men, by gay men.
Whether you’re based in SoHo, Chelsea, or the Upper East Side, we bring a boutique, curated experience to matchmaking, fully personalized, deeply vetted, and absolutely private.
Meet Your Gay New York Matchmakers
Anthony Canapi – Founder & Chief Gay Matchmaker
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Daniel Cooley – Co-Owner & Chief Gay Matchmaker
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Shiiy S., – Membership Manager & Associate Gay Matchmaker
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Wade K., – Matchmaking Partner
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Our Unique Approach to Matchmaking
Personalized Gay Matchmaking- no apps or swiping.
We’re not quantity- we’re quality based. We take the time to scout, recruit, vet, and qualify each potential match to ensure your experience is fruitful. Each match is hand-selected by our NYC team, ensuring only the most compatible bachelors are introduced to you.
Deep vetting of all matches.
We hear you, and support you & your dating goals. Your dedicated team will personally discuss your preferences, goals, and expectations before handpicking matches that align with your vision for a relationship. We provide full transparency throughout the process, making sure you are always informed and comfortable.
Discreet and Personal Service
With a small, dedicated team of experts, we provide you with in-person, confidential, and discreet matchmaking. Our back-to-basics approach ensures that every step of your matchmaking journey is private and tailored specifically to your needs.
National Recognition.
We’ve proudly helped thousands of successful gay men nationwide find the kind of love they once thought was impossible. Our work speaks for itself, and the media has taken notice: from Yahoo, Huffington Post, Pride.com, L.A. Blade, and more!
Investment Packages
Private Matchmaking
VIP Matchmaking Service
– Assigned Your Own Private Matchmaking Collective.
– Signature Date Experience with Your Matchmaking Team,
– Pre-Date Consultations with Your Relationship Strategists.
– Hand-picked Introductions from a Curated Circle of Distinguished Bachelors.
– Guaranteed Introductions with White-Glove Date Planning.
– Post-Date Insight & Refinement Sessions.
– Direct Access to Your Matchmaking Team.
– Invitation-Only Access to Exclusive Social Experiences.
Gay-tabase Matchmaking
Passive Matchmaking Service
– Opportunity to be matched with one of our Private Matchmaking Clients (not guaranteed)
– Invites to our Singles Mixers, Parties, Retreats, and more
How It Works
Level 1: Initial Questionnaire Form and Discovery Call
To get started, potential clients will fill out our initial questionnaire form by clicking the “Get Started Here” button. The initial questionnaire will go over your personal background and professional accolades, but most importantly, what qualities and values you seek for in your future partner. After filling out your initial questionnaire form, one of our Gay Matchmakers will review your questionnaire, and be in touch with you to schedule your personal consultation.
Level 2: Matchmaking Consultation with a Gay Matchmaker
Potential clients will schedule and hop on a sixty (60) minute Matchmaking Consultation with one of our Matchmakers via In-Person or Virtually by Zoom. During your consultation, our Gay Matchmaker will learn more about you, what you seek in your future partner, discuss our matchmaking process, and select & move forward with a matchmaking investment membership based on your requirements, preferences, wants, and needs in your love journey!
Level 3: Professional Date with your Matchmakers
New Matchmaking Clients will be invited to a two (2) hour, date (professionally!) with your Matchmaking Team. During the dinner, your Gay Matchmakers will learn more about you and what you are looking for in a partner in full-depth: from hobbies, interests, community service, religion compatibility, seeking marriage or a life partner, do you want to have kids, even ask what’s your sexual preference in the bedroom (yes, we ask that question, and must take everything into account), alongside having a nice dinner and a few drinks (because we gays love to socialize and have some good food and beverages).
Level 4: Sit Back, Relax, and Review Potential Matches
As your team gets to know you, they will be working on your behalf behind the scenes- depending on the Matchmaking Investment purchased; Matchmaking Clients will either continue with further sessions with our team of Gay Experts (whether it’s a photoshoot, coaching, styling, even Tarot Card and Astrology) or go on standby as your matchmaking team will begin the matchmaking process; scouting, recruiting, vetting, and curating quality potential matches. Matchmaking Clients will receive an email and/or text from your Matchmaking Team to present, review, and approve potential matches.
Level 5: Planning The Date
Once the Matchmaking Client and his match approve to meet one another, your Matchmaking Team will coordinate the first date- from the date, time, and location, we will even send you a date email regarding all of the date details, alongside our matchmaking guidelines and tips for your first date! Dates are planned as In-Person Dates, such as happy hour or dinner at the promenade!
Level 6: Post-Date Feedback and Call to Action
The day after the first date, our matchmaking team will send both the client and his match a date feedback form to fill out to see how the date went. Both daters will have the opportunity to follow-up with one of our Gay Matchmakers to discuss the date in-depth, and discuss a call of action- whether that’s both daters agreeing to meet for a second date or moving on to the next match/respectfully declining a second date.
Sounds good?
Get Started Today!
Frequently Asked Questions
What makes Best Man Matchmaking different from other Matchmakers or Matchmaking Companies who work with Gay, Bi, and Queer+ Men?
Best Man Matchmaking is a proud LGBTQ+ owned and operated matchmaking service, run by a team of gay men who specialize in connecting Gay, Bi, and Queer+ Men. We are committed to providing personalized matchmaking that is truly rooted in our lived experiences.
While many matchmaking companies claim to work with LGBTQ+ individuals, there are key differences:
– Some services primarily cater to gay men, but do not specialize in them.
– Many matchmaking services focus primarily on heterosexual matchmaking and only offer LGBTQ+ services as an additional offering.
– Some matchmaking companies are led by individuals who have not, and will never lived the LGBTQ+ experience, which can impact their understanding of the nuances of dating as a Gay, Bi, or Queer+ person.
– A number of services are not actively involved in advocating for or supporting the broader LGBTQ+ community.
At Best Man Matchmaking, we are a team of gay men who are deeply passionate about helping our community. Our Co-Owners, Anthony Canapi and Daniel Cooley, are both certified as Professional Matchmakers, and bring their personal insights and experiences into their work as Gay Men. They understand firsthand the challenges, growth, and unique needs of dating in the gay space, and are dedicated to creating authentic and meaningful connections for our clients.
Our mission is to bring real, meaningful connections back into your dating life, with a focus on understanding, compassion, and shared experiences. We don’t just match people – we build relationships based on what matters most to you.
How many matches do you guarantee in a matchmaking investment?
The number of matches you can expect depends on your unique preferences, needs, and goals for your romantic connection, as well as the duration of your matchmaking investment. We guarantee that you will meet at least 3 potential matches, with the possibility of up to 10 matches within your investment. Our goal is to ensure that each match is aligned with your values and desires, so we focus on quality and meaningful connections, not just quantity.
Will I be able to see photos of my match beforehand?
Absolutely! At Best Man Matchmaking, we understand that physical attraction plays a significant role in compatibility. While emotional and intellectual connections are crucial, we also believe that a genuine, physical connection is important for building a meaningful relationship. Our Co-Owners, Anthony and Daniel, often share that “while you may match perfectly on paper and share similar energy, physical attraction is key to moving beyond a platonic connection. Without that spark, even the best matches can remain just friendships or, at worst, ghosted.”
We want you to feel confident and excited about your connection, so we ensure that you can view photos of your match beforehand to help you make an informed decision.
I’m based outside New York, do you work with and take on clients outside New York?
Yes, absolutely! At Best Man Matchmaking, we proudly work with clients across the United States of America. While our strongest service networks include California, Arizona, Texas, and Florida, we’ve successfully helped clients from many other cities and even internationally, including in Mexico and England.
If you’re located outside our strongest networks and can’t travel for dates, we’re happy to refer you to one of our trusted LGBTQ+ matchmaking partners who can offer personalized support in your area.
We’re committed to helping you find meaningful connections, no matter where you are!
What is your success rate/how many clients get into exclusive relationships from the service?
At Best Man Matchmaking, we believe that success is more than just finding an exclusive relationship. We define success in many ways, including gaining dating confidence, developing a deeper self-awareness, or simply learning more about what you truly want in a partner. These are all important steps in the journey toward a meaningful connection.
That said, Anthony and Daniel have matched hundreds of gay singles who have transition into exclusive relationships, with some even taking the next step and getting married! We are dedicated to helping you on your path to finding the connection you deserve, and we would love to help you achieve the same success.
What’s the frequency at which I will meet my matches during my membership?
The frequency of meeting matches varies, as we believe in quality over quantity.
At Best Man Matchmaking, we don’t simply share a set number of profiles each month for the sake of it. Instead, we take our time to ensure that each match is thoughtfully selected, focusing on both compatibility on paper and shared energy. We value a traditional, organic approach in our scouting and recruitment, so while there may be some waiting to ensure the best match, we are committed to getting it right.
Each month, you’ll receive an update via email, text, or phone call to keep you informed about your progress and the status of your matchmaking journey.
Do you offer coaching?
Yes, we do! Our Founder and Co-Owner, Anthony Canapi, is not only a Certified Matchmaker, but also an Award-Winning Gay Dating Coach; Anthony is recognized by DatingNews.com as one of the “10 Best Gay Dating Coaches of 2024.”
At Best Man Matchmaking, we offer a personalized 1-on-1 Coaching Package designed to help you achieve dating success and build the meaningful connections you’re looking for. We’re committed to guiding you through the process with expertise and care to ensure real, lasting results. Please email Anthony at anthony@bestmanmatchmaking.com to inquire!
Do you offer therapy?
Not just yet, but it’s coming soon! Our Founder and Co-Owner, Anthony Canapi, is on track to complete his Master’s in Clinical Psychology, specializing in LGBTQ+ Affirmative Psychology by Summer 2025. In addition, he’s currently undergoing clinical training as a Marriage and Family Therapist, utilizing Client-Centered, Narrative, Acceptance and Commitment Therapy, and Brainspotting modalities.
By the end of 2025, our goal is to offer personalized therapy services, including individual, couples, and group therapy specifically tailored for gay men. We are committed to providing expert guidance and compassionate care to help you achieve lasting growth and fulfillment.
Anthony Canapi
Award-Winning LGBTQ+ Dating Expert | Pre-Licensed Mental Health Professional | Founder & Co-Owner
Anthony Canapi stands at the forefront of LGBTQPIA+ dating, relationships, and mental wellness, renowned for his transformative approach to authentic connection and healing.
As the Founder & Co-Owner of Best Man Matchmaking, Anthony has redefined luxury matchmaking for Gay, Bi, Trans, and Queer+ men across the nation.
Best Man Matchmaking is widely recognized as the premier gay-owned and operated matchmaking firm in the United States, celebrated for its unwavering commitment to discretion, integrity, and heartfelt service. Anthony’s visionary leadership has crafted a sanctuary where successful men discover meaningful, lasting love beyond the superficial.
In 2024, DatingNews.com honored Anthony as one of the Best Gay Dating Coaches, an accolade that speaks to his dedication in guiding clients through the complexities of love with clarity, confidence, and compassionate expertise.
Holding a Master’s Degree in Clinical Psychology with a specialization in LGBT-Affirmative Psychology from Antioch University – Los Angeles, Anthony blends clinical insight with soulful presence. Currently serving as a Mental Wellness Counselor at the Transgender Health & Wellness Center, he brings a uniquely holistic perspective to his work.
Whether through bespoke matchmaking or therapeutic support, Anthony creates transformative experiences where love is not just possible, it is inevitable.
Daniel Cooley
Co-Owner | Chief Gay Matchmaker | Elite Love Connector
Daniel Cooley is a distinguished West Hollywood socialite, celebrated superconnector, and one of the nation’s foremost, go-to Gay Matchmakers.
As Co-Owner, Chief Gay Matchmaker, and Elite Love Connector at Best Man Matchmaking, Daniel brings a rare blend of heart, intuition, and strategic insight to crafting meaningful, conscious connections.
Over a decade ago, Daniel founded The Thrive Tribe, a pioneering nonprofit dedicated to dismantling the stigma around HIV/AIDS and championing PrEP access for Gay, Bi, Trans and Queer Men. Dubbed “The Divine Connector,” Daniel grew the community from a handful of members to a thriving network of thousands, many of whom sought his guidance beyond advocacy, turning to him for support in finding genuine love.
With over 13 years as a trusted massage therapist primarily serving GBTQ clients, Daniel has witnessed firsthand the loneliness, pain, and longing many men face in their search for connection. This deeply personal experience fuels his passion for matchmaking, helping men move beyond isolation toward authentic partnership.
In 2023, after successfully collaborating with Anthony Canapi and industry veteran Mason Glen, Daniel joined Best Man Matchmaking, leveraging his diverse expertise, from nonprofit leadership to real estate, entertainment, massage therapy, and spirituality, Daniel is dedicated to creating transformative, queer-conscious matches for men ready to find their life partners.
Shelley “Shiiy” Sims
Membership Manager | Gay Matchmaking Associate
*Supervised by Anthony Canapi, Founder & Co-Owner
Shiiy Sims is a Membership Manager and Gay Matchmaking Associate at Best Man Matchmaking, celebrated for his expertise in crafting authentic connections and fostering vibrant LGBTQ+ communities.
With a refined talent for matchmaking, client relations, and event curation, Shiiy creates elegant, meaningful experiences where singles can meet, connect, and spark lasting relationships. Shiiy’s track record includes hosting exclusive singles mixers and pop-up events across Atlanta, Denver, and Fort Worth, efforts recognized by Voyage ATL and Bold Journey for their impact in cultivating genuine spaces for connection.
Having journeyed through diverse careers, from professional chef to model and actor, Shiiy brings a unique blend of creativity, empathy, and charisma to his matchmaking practice. His unwavering passion for helping clients find love and belonging infuses every interaction with heart and a touch of sparkle.
Michael Samplawski
Client Acquisition Specialist | Gay Matchmaking Associate
*Supervised by Anthony Canapi, Founder & Co-Owner
Michael is a dedicated Client Acquisition Specialist and Associate Gay Matchmaker at Best Man Matchmaking, bringing a refined blend of creativity, empathy, and strategic insight to his role.
With a background as a professional makeup artist and a passion for fitness, wellness, and the outdoors, Michael approaches matchmaking with a holistic understanding of personal growth and authentic connection.
Michael’s commitment to self-development informs his personalized approach to client relationships, ensuring each individual feels seen, valued, and supported throughout their journey. His appreciation for conscious events and design history adds a thoughtful, curated touch to every interaction and matchmaking experience.
Rooted in his Italian and Polish heritage, Michael brings cultural depth and warmth to his work, alongside a natural ability to foster genuine connections. Known for his approachable nature and unwavering dedication to client progress, Michael excels at guiding successful gay men toward meaningful, lasting relationships.
Tony Smith
Matchmaking Partner
Tony Smith is an esteemed Gay Matchmaker and the dedicated Matchmaking Partner representing Colorado for Best Man Matchmaking.
With over 20 years of deep roots in Denver, Tony brings a wealth of experience in community building and creating lasting connections. His lifelong commitment to fostering connection shines through his extensive work organizing festivals, events, and serving on various boards and commissions- all focused on strengthening community ties.
Inspired by his own successful 20+ year marriage, Tony founded his own matchmaking company in Denver, driven by a passion for the transformative power of meaningful relationships. Now, as Best Man Matchmaking’s Colorado Partner, he combines his expertise and heartfelt approach to craft authentic matches grounded in trust, integrity, and lasting love.
Wade Kyle
Matchmaking Partner
Known affectionately as “The Magical Matchmaker,” Wade Kyle is a gifted Gay Matchmaker and dedicated Matchmaking Partner representing Best Man Matchmaking in New York’s Partner Service Area.
Originally from a small town near Pittsburgh, Pennsylvania, Wade’s journey into the world of love and connection began early, shaped by his experience navigating identity in a close-knit community.
Educated at Point Park University, a beacon of LGBTQ+ inclusivity,, Wade honed his passion for matchmaking and the art of authentic connection. In 2016, he embarked on a new chapter in New York City, where he refined his craft and expanded his reach within the LGBTQIA+ community.
Wade’s approach uniquely blends matchmaking expertise with esoteric insight, weaving cosmic bonds that honor the full spectrum of identity and desire. Guided by the principles of the gay liberation movement, disability advocacy, and intersectionality, Wade is deeply committed to pairing every client with their perfect match. With a heart full of compassion and a spirit energized by queer joy, Wade strives to create a world where love transcends boundaries, and every soul discovers its counterpart.
J’Lamar Nichols
Matchmaking Partner
J’Lamar Nichols is a distinguished Gay Matchmaker and Matchmaking Partner at Best Man Matchmaking, renowned for his dedicated focus on serving Black and African-American GBTQ+ men.
With a passion for elevating the dating experience, J’Lamar combines personalized matchmaking with transformative self-development coaching tailored to the unique needs of same-gender-loving men.
Beyond matchmaking, J’Lamar is a celebrated Dating Coach, TV Personality, Talk Show Host, and Certified Life Coach with over a decade of dynamic experience in the media industry. His work spans hosting, producing, and creating original content for prominent outlets including AfterBuzz TV, Black Hollywood Live, PopFuzion TV, Talk It Up, National Black Television Network, and iElevatePlus TV. J’Lamar’s expertise and charisma have also been showcased on the E! Network’s hit series Dating No Filter, further solidifying his reputation as a leading voice in the intersection of love, identity, and media.
Lou Florez
LGBTQ+ Tarot & Intuitive Guidance Specialist
Lou (Awo Ifadunsin) is Best Man Matchmaking’s esteemed in-house Tarot and metaphysical reader, renowned for his profound ability to cultivate spiritual connection and empowerment.
A Priest, lecturer, author, medicine maker, and activist, Lou’s interdisciplinary work weaves together herbalism, ecology, divination, poetry, psychology, religious studies, gender and sexual studies, mixed-media art, and perfumery. His unique practice channels the Spirit that permeates these diverse fields, creating transformative experiences designed to activate the Spirit within each client, guiding them toward clarity and soulful alignment.
Kevin Kasir
LGBTQ+ Life & Mindset Coach for Men
Kevin Kasir is Best Man Matchmaking’s dedicated in-house Life and Mindset Coach, passionate about guiding men to their highest potential through sustainable self-growth. As a gay man who has broken molds and overcome challenges, Kevin draws from his background leading support groups for anxiety and depression, as well as experience as a school teacher, to help clients build lasting habits that transform mental, physical, and social wellbeing.
Kevin empowers clients to envision and become their ideal selves with personalized coaching rooted in compassion and actionable insight.
Kyle Thomas
LGBTQ+ Astrologer & Relationship Advisor
Kyle Thomas is Best Man Matchmaking’s celebrated in-house Astrologer and a globally recognized pop culture astrologer. Featured on Access Hollywood, Good Morning America, The Today Show, E! Entertainment, People Magazine, Cosmopolitan, and more,
Kyle’s expertise lies in harnessing the power of the stars to illuminate personal and cultural trends. Based in Los Angeles, Kyle blends over a decade of professional astrology and celebrity life coaching to provide cosmic guidance that elevates our clients’ journeys in love, life, and beyond.
John “Trossey” Trosset
LGBTQ+ Personal Stylist & Image Consultant
John “Trossey” Trosset is Best Man Matchmaking’s trusted in-house stylist and image consultant, known for crafting polished, upper-echelon looks for discerning gentlemen.
From wardrobe revamps to image consultations and curated shopping experiences, Trossey ensures every client exudes confidence and sophistication before their big date. His award-winning work has graced RuPaul’s Drag Race, Harper’s Bazaar, the Grammy Awards, and Bravo, with features in Know Magazine and runway appearances for designer Victor Puglielli.

