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Toronto Boutique Matchmaker & Dating Service
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Toronto Matchmaker

We specialize in boutique matchmaking for accomplished professionals who are serious about finding meaningful, lasting love. Each client is personally screened and matched with high-quality singles who align in values, lifestyle, and relationship goals. Our network spans Toronto and the GTA, and we’re proud to maintain an impressive 82% success rate, with most of our matches making it well beyond the third date. If you’re ready to meet someone exceptional, let us introduce you to your next best connection.

Dating Coach

Shannon Tebb is a Dating and Relationship expert that helps singles rediscover confidence and clarity in their love lives. With over a decade of experience and more than 3000 singles coached, Shanny provides creative, actionable strategies for those who may feel jaded, frustrated, or ready to break old dating patterns. Sessions are available in person or online, offering personalized guidance to clients locally and internationally. Book your one hour coaching session and learn how to attract, connect, and confidently land that second date.

Life Skills Coaching

Life skills coaching helps you identify the areas of your life that could benefit from growth and greater balance. Together, we focus on developing essential skills such as active listening, effective communication, giving and receiving feedback, emotional intelligence, and building an authentic connection- all key to building healthy relationships. Through this personalized coaching, you’ll gain the tools to work independently, maintain accountability, and track your personal growth.

Hire A Wingwoman

The Wingwoman service is designed for singles or divorces who may not have a network of friends to venture out with – or who simply want a confidence boost when re-entering the dating scene.  During a customized wing woman nightly focus on key aspects of modern dating, including first impressions, approach techniques, conversation flow, body language and date ready style. With a professional dating expert by your side, you’ll learn how to overcome dating nerves, refine your flirting skills, and authentically connect with potential matches.  Book your Wingwoman experience and discover  Toronto’s best social spots, how to become naturally magnetic, approachable, and ready to attract the right partner.

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