Shannon Tebb

Shannon Tebb, known as the “Headhunter for the Heart” has worked as a Wingwoman and Boutique Matchmaker since 2010. She has a passion for helping divorcee’s and singles get back into the dating scene and achieve 100% Date Ready status. Through the Wingwoman service, divorcees who may not have a singles network of friends, are able to learn simple interaction techniques with the opposite sex. We help master the initial approach, flirting techniques, conversation, and interpreting signals.Your Wingwoman assesses how you interact with men/women and coaches you on what needs to be improved. We meet prior to the session and discuss your needs and what you want to accomplish.

Male and female clients love the Wingwoman service as they learn about Toronto’s hotspots, and get comfortable again being in social environments. Rather then going out alone, they have a fun Wingwoman by their side that provides great dating tips in a constructive manner and they have a fun evening.

Client testimonial: “I absolutely loved the Wingwoman service that Shanny in the City provides. I used it a few times and it really helped my confidence and just being out there in the dating scene. For me, I loved it because most of my friends are married and being the single one it was hard going out by myself and meeting new people. Shanny organized the evening perfectly and I met people that I would have never met on my own. I loved it and anyone single in the cityshould definitely try this and you can start to meet so many people. So thank you Shanny!”

Besides Matchmaking & Wingwoman services, Shanny in the City offers the single divorcee Life Skills Coaching, Date Coaching, Date Prep and Online Profile Editing. We focus on action oriented coaching that includes mock dates so that you are guaranteed to land a second date and continously improve your dating strategies.

Shannon has her BA in Sociology/Anthropology, is a Certified Life Skills Coach and a Dating Expert. She has been featured in the Toronto Star, Huffington Post, VICE, Oh So Cosmo, KISS 92.5, CBC radio, and was the Spokesperson for She also was a writer for Eligible Magazine and View the Vibe.

To learn more about Shannon you can listen to her radio interview on CBC-Candy Palmater Show

You can also read about A Wingwoman Experience with a writer from the Globe & Mail:

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Angels Endorsement

Shannon developed the Wingwoman service for the divorce market because she is a strong believer that you have to throw yourself into the physical environment to practice the art of dating. By havng a dating expert by your side as your personal Wingwoman you feel more confident and learn how to market yourself as a single. Shannon understands that some divorcees may not have a singles network of friends to go out with after a divorce and are left feeling alone. Shannon can relate to divorcees as she grew up in with a single parent and knows the emotional struggles they go through getting back into the dating scene.

Through her experience, she listened to the dating obstacles, assessed the situation and felt compelled to offer sound advice and coaching that really works. Her clients leave her sessions feeling inspired, strong, and have a game plan that will push them to be their best. What makes her stand out from other professionals in her field is her authentic personality, energy, hands on experience, education and ability to connect with every client that enters her office.