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Matchmaker For Executive Singles

Matchmaker For Executive Single in Toronto and Beyond – Personalized Connections for Busy Professionals

Finding love shouldn’t feel like another job, at Single in the City we specialize in helping busy professionals find meaningful connections. Our  boutique agency creates tailored matchmaking plans designed to fit your unique goals.

No one-size-fits-all solutions here—just personalized guidance and expert matchmaking to help you succeed in love.

Does this sound like you?

Too busy to find love

Need privacy and discretion

Attracting all the wrong people

Zero interest in online dating

Our Matchmaking process

Curated Matches Just For You

Working with a matchmaker is one of the easiest ways for career-oriented men like you to date intelligent, attractive women who have been hand-picked for you based on what you are looking for. Your matchmaker will work with you one-on-one to determine what you’re looking for in a match and relationship so they can introduce you to ladies who you’ll enjoy getting to know. Working with a matchmaker may be right for you — you’ll never know if you don’t try!

Our Process

Let's get to know you

In order to get started, your matchmaker will help you fill out your profile, including your personal biographical information, previous relationship experience, your ideal partner preferences, and what you’re hoping to find in your next relationship.

Personalized search

Once your matchmaker has a thorough understanding of your relationship needs they’ll get to work finding the right matches for you. Using both our database and a collaborative network of other matchmakers, we’ll be on the search for singles who fit your criteria. All of our clients go through a rigorous screening process to ensure that we introduce you to matches that we feel are compatible with you and your needs. Once we find someone who we think is a perfect match for you, your matchmaker will share their profile. This includes information about them, photos and additional details that will help you decide if you would like to be introduced to them.

The first date

Once you’ve approved a potential match it’s time for the magic to happen! Your matchmaker will share your match’s contact information so you can take the first step and start the conversation. You’ll be able to set up your first date – we recommend basing this around your and your match’s personality and preferences. If you need help with planning a date that you both will enjoy, our team will support you through this process, along with tips to help you make the most of the experience.

The post-date debrief

 After your date, your matchmaker will be in contact for a debriefing session, where you’ll be able to share how the date went and receive feedback. They’ll also be able to help you decide if you’re ready to take things further with your match or to see where things can improve for next time. We’ll be with you every step of the way to help you find the match – and the relationship – that you deserve!
Are you ready to get started? It’s time to take the first step toward finding the relationship you’ve been looking for. Click here to get started with our matchmakers – we can’t wait to meet you!
We also have a free database for our female clients to join. If you’re ready to take the next step and are looking for a committed relationship, there’s never been a better time to get started. Click here to learn more and start building your profile today!

TESTIMONIALS

What Our Clients Have to Say

~ Ash 2016

stars

Met My Match Through Expert Help

“I hired Single in the City to manage my online dating account because I found it so time consuming and just didn’t ‘have the time. They re-wrote my profile which I love and found me some great matches online. I have met a great lady and have been seeing her now for a few months.”

~ Steve 2017

stars

Dating Profile Revamp Led to Love

“I was having a hard time getting any messages back when I reached out to the ladies online, I was so frustrated with it all until Laura told me about this service. I’m only 2 months in and I’ve had a few dates so I’m pretty pleased so far.”

~Jorge 2016

Ash 2016

Finally Finding Success in Dating

“I actually gave up on online dating for about a year, I found it to be a daunting experience. I’d send messages with no response and it kinda hurt my feelings. I was quite skeptical about this service until I started getting dates with people I’m actually attracted to. Thanks! “

~Danielle 2019

stars

Frustration Turned to Dating Success

“Single in the City is amazing! I’ve attended several speed dating events, which are always professionally run and at cool venues. Laura is also a great matchmaker, having set me up with several awesome guys (one resulting in a 6 month relationship). She is super responsive, provides solid dating advice and is just generally a really cool person!”

~Jelena D 2023

Reviews

Skeptic Finds Real Connections Online

“Great event for singles and opportunity to spent the New Years Eve in a pleasent atmosphere, well organized, with good music, appetizers and champagne at midnight. Thank you so much! We are fortunate to have you. Happy New Year!”

~Chloe 2022

Stars

Skeptic Finds Real Connections Online

“Great event for singles and opportunity to spent the New Years Eve in a pleasent atmosphere, well organized, with good music, appetizers and champagne at midnight. Thank you so much! We are fortunate to have you. Happy New Year!”

Matchmaking For Men

Matchmaking For Women

Our Services

Are You Ready To Find The Best Last Relationship of Your Life?

Matchmaking

Book a consultation now.

You’re successful. You’re driven. Your time is precious. Let our team sift through potential matches to help you find the perfect match that you’ve been looking for. 

Date Coaching

Book a consultation now.

Attracting all the wrong people? Don’t want to waste your time on dates that go nowhere? Date coaching is also available for you to navigate today’s dating world.

Image Consulting

Book a consultation now.

Do you feel like your image is holding you back? You’ve conquered the business world. Our image consulting will help you get that confidence you need to get control of your love life as well.


Matchmaking Q&A


Women

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How does the process work?

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Women are our candidates, and men are our clients. We invite you to fill out this form to be added to our free database. We’ll only reach out if we believe one of our male clients could be a good match, and at that time, we’ll schedule an interview to assess compatibility.

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What are the qualifications to be considered as a candidate?

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All women are welcome to register. We look for candidates who are genuine, open to finding meaningful connections, and ready to meet successful, relationship-minded men.

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What types of men do you typically work with?

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We work with successful, busy professionals seeking long-term relationships but lacking the time to date. Our clients are high achievers looking for meaningful connections with like-minded individuals who share their values.

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Do you offer advice or coaching during the matchmaking process?

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B

While date coaching is included only for our paid male clients, we encourage you to consider our coaching services to help you enhance your dating journey and achieve your relationship goals.

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Can I participate if I live outside the main city areas?

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B

Yes, absolutely! We work with online databases and partner with matchmakers in different regions to find matches for clients outside of major cities.

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Do you offer advice or coaching during the matchmaking process?

C
B

While date coaching is included only for our paid male clients, we encourage you to consider our coaching services to help you enhance your dating journey and achieve your relationship goals.

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How many dates will I get?

C
B

Our process is designed to prioritize meaningful connections. We carefully review compatibility with our male clients, and if we feel there’s a potential match, we’ll reach out to schedule a Zoom call with our matchmakers. This ensures that any introductions we facilitate are thoughtful and have the best chance for success.

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Is there an age limit for candidates?

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B

No, we welcome candidates of all ages! 

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How much does matchmaking cost?

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B

Matchmaking with us starts at $10,000 for our exclusive Executive Package. This premium service is designed for those serious about finding a meaningful connection. Unlike other matchmakers, we only take on clients we genuinely believe we can match, ensuring a personalized and focused approach.

Our unique advantage lies in our extensive pool of potential matches, as we not only work with paying clients but also offer free membership for women. Additionally, we host regular singles events and activities, giving us access to a larger, dynamic network to scout potential matches.

By choosing us, you’re investing in a tailored matchmaking process that prioritizes compatibility, quality, and success. Our comprehensive package also includes date coaching to refine your approach and prepare you for meaningful connections.

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How do you matchmake someone?

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B

Our goal is to create meaningful connections based on compatibility, not random pairings. Once you fill out the profile form under the Women Sign-Up section, our team will review it carefully. If we feel a male client may be a good match for you, we will reach out to arrange a Zoom call with our matchmakers. All your information remains strictly confidential, but we reserve the right to share your photo with potential matches to ensure mutual interest.

Men

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How does the process work?

C
B

Women are our candidates, and men are our clients. We invite you to fill out this form to be added to our free database. We’ll only reach out if we believe one of our male clients could be a good match, and at that time, we’ll schedule an interview to assess compatibility.

Closed image alt text
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What are the qualifications to be considered as a candidate?

C
B

All women are welcome to register. We look for candidates who are genuine, open to finding meaningful connections, and ready to meet successful, relationship-minded men.

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Opened image alt text

Is there an age limit for candidates?

C
B

No, we welcome candidates of all ages!

Closed image alt text
Opened image alt text

Do you offer advice or coaching during the matchmaking process?

C
B

While date coaching is included only for our paid male clients, we encourage you to consider our coaching services to help you enhance your dating journey and achieve your relationship goals.

Closed image alt text
Opened image alt text

Can I participate if I live outside the main city areas?

C
B

Yes, absolutely! We work with online databases and partner with matchmakers in different regions to find matches for clients outside of major cities.

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Are you a good fit for Single in the City’s Executive Matchmaking Service?

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B

If you’re seeking a personalized, professional matchmaking experience and are ready to invest in finding love, you could be an ideal candidate! Our clients are often successful men who understand the value of time and prefer a tailored approach to meet like-minded partners.

 

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How many dates will I get?

C
B

Our process is designed to prioritize meaningful connections. We carefully review compatibility with our male clients, and if we feel there’s a potential match, we’ll reach out to schedule a Zoom call with our matchmakers. This ensures that any introductions we facilitate are thoughtful and have the best chance for success.

Closed image alt text
Opened image alt text

Is there an age limit for candidates?

C
B

No, we welcome candidates of all ages! 

Closed image alt text
Opened image alt text

How much does matchmaking cost?

C
B

Matchmaking with us starts at $10,000 for our exclusive Executive Package. This premium service is designed for those serious about finding a meaningful connection. Unlike other matchmakers, we only take on clients we genuinely believe we can match, ensuring a personalized and focused approach.

Our unique advantage lies in our extensive pool of potential matches, as we not only work with paying clients but also offer free membership for women. Additionally, we host regular singles events and activities, giving us access to a larger, dynamic network to scout potential matches.

By choosing us, you’re investing in a tailored matchmaking process that prioritizes compatibility, quality, and success. Our comprehensive package also includes date coaching to refine your approach and prepare you for meaningful connections.

Closed image alt text
Opened image alt text

How do you matchmake someone?

C
B

We focus on creating meaningful connections based on compatibility, not random pairings. By getting to know your values, goals, and preferences, we carefully match you with singles who align with what you’re seeking in a partner.

We go beyond our database by tapping into exclusive events and a larger network, ensuring more opportunities for a perfect match. Our goal is to help you form genuine connections that align with your relationship goals.