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Premium Introductions for Meaningful Relationships

A private matchmaking agency for growth-minded, emotionally intelligent men and women who are ready for a deeper kind of relationship.

STERLING MATCHMAKERS

About

ABOUT

Private. Discreet. Intentional.

 

I created Sterling Matchmakers for men and women who value depth, intention, and real connection. After years of working closely with people on emotional intelligence and personal growth, one truth became clear to me: exceptional individuals want more than surface-level dating. They want someone who truly aligns with who they are.

Sterling was built on that belief. Every introduction is private, thoughtful, and highly curated... crafted with the same care and intention I’d want for myself. This isn’t about algorithms or chance. It’s about bringing the right people together with purpose.

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OUR PROCESS

1

 

APPLY

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Begin by submitting a private application. Every submission is reviewed with intention and discretion to ensure genuine alignment with Sterling’s selective program

2

 

PERSONAL INTERVIEW

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If selected, you’ll be invited to a private conversation. We'll talk about what matters to you: your lifestyle, your values, and the kind of connection you want to build. It’s comfortable, conversational, and aligned with your pace

3

 

PROFILE CREATION

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Your profile is crafted with care. We focus on what we've come to know about your values, your energy, and the qualities that define how you connect... so every introduction is made with purpose, not guesswork

4

 

MATCHING & GUIDANCE

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Your introductions begin. Each match is personally selected through thoughtful insight and a deep understanding of compatibility. Sterling offers guidance throughout the process to help you navigate your connections with clarity and confidence

“Trusted by heart-centered, growth minded professionals across the GTA and beyond"
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There's never a more perfect time than this moment

Contact Us

Toronto, ON

Private Office - By Appointment Only
Email: jonathan@sterlingmatchmakers.com

© 2025 by Sterling Matchmakers. All rights reserved.

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