Location - Winnipeg

Find your happily ever after.

Guaranteed.

Winnipeg’s premier matchmaking service for busy professionals. Trusted since 2004 with an A+ BBB rating.

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Our personalized approach to creating lasting, meaningful relationships.

We learn all about you

Our Professional Matchmakers meet with and get to know you on a deeper level before screening and selecting your most compatible matches.

1

We search for your perfect match

Because we know you more personally, we are able to proactively connect you with the most eligible matches in your city.

2

We make dating easy

We take care of all the date arrangements and follow-up afterwards for your feedback so we can continuously fine-tune your match criteria.

3

Safe & private

We keep all of your details completely confidential so you can relax and enjoy your unique journey.

4

Personalized support

It’s all about you! As it should be. Our professional, intuitive, and experienced Matchmakers are here to find you your one true love.

5

Learn How It Works

Winnipeg

Since 2004, our dedicated Winnipeg Matchmakers have helped busy singles and professionals find love. Now it’s your turn.

Our passionate and intuitive dating professionals are here to hand-select and connect you with your perfect match, right here in Winnipeg; a vibrant city known for its rich culture, thriving arts scene, and warm prairie charm.

A welcoming place to fall in love. So now, we have just one question for you: Are you ready to start enjoying stress-free, personalized, and enhanced dating experiences?

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Our success stories

"Your service captured what internet dating could not – chemistry. You introduced me to the most amazing woman, and since then our life has been simply magical."

Larry & Sue (MARRIED)

Success Stories

Our guarantee

Our guarantee

Our professional, experienced and caring Matchmakers will work with your best interests at heart, every step of the way.

A personalized and intuitive matching process that helps you find your one and only.

A simple and straightforward dating journey, and absolute dedication to your overall experience, from consultation to perfect match.

Ask about our Relationship Guarantee™.

Our locations

Vancouver Alt Image Tag

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Toronto Alt Image Tag

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Ottawa Alt Image Tag

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Calgary Alt Image Tag

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Edmonton Alt Image Tag

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Winnipeg Alt Image Tag

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Victoria Alt Image Tag

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Halifax Alt Image Tag

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Dating advice from our experts

5 Steps That Will Help You Quickly Form A Deep Bond With Someone

March 5, 2026

Sometimes meeting & falling in love with someone seems like pure chance – you can’t make it happen – you can only wait and hope that it happens to you, right? Actually, wrong! Truth is, ...

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Love, Simplified: Canada’s Premier Matchmaker for Busy Professionals.

October 7, 2025

For over 20 years, Executive Search Dating has helped thousands of busy singles & professionals find real, lasting relationships - through a process that’s private, personalized, and proven to w...

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Valentine’s Day Dating Advice for Relationship - Ready Singles

January 23, 2026

Make Valentine’s Day 2026 the starting point of a brand new you. If you’re single, Valentine’s Day can be stressful. This year, instead of worrying about it, do something about it - and make thi...

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Located at the heart of the Canadian prairies, Winnipeg is a vibrant city known for its rich history, diverse culture, and warm community spirit. With its stunning rivers, expansive parks, and four distinct seasons, Winnipeg offers a beautiful backdrop to fall in love. From world-class attractions like The Forks and the Canadian Museum for Human Rights, to gourmet restaurants, lively festivals, thriving arts and theatre, and a passionate sports culture; there’s something here for everyone all year long. Whether you’re enjoying summer patios, exploring winter festivals, or experiencing the city’s renowned music and arts scene, Winnipeg is a place full of energy and opportunity. And there’s no better time than now to find your soulmate to share it all with.