Shanny In The City Toronto Boutique Matchmaker Motivates Singles To Find Love

Women's Dating

Shanny in the City — Toronto’s Boutique Matchmaker Motivates Singles to Find Love Through Private Consultations & Social Events

Hayley Matthews

Written by: Hayley Matthews

Hayley Matthews

Hayley has over 10 years of experience overseeing content strategy, social media engagement, and article opportunities. She has also written hundreds of informational and entertaining blog posts. Her work has appeared in numerous publications, including Bustle, Cosmo, the Huffington Post, AskMen, and Entrepreneur. When she's not writing about dating news, relationship advice, or her fantasy love affair with Leonardo DiCaprio, she enjoys listening to The Beatles, watching Harry Potter reruns, and drinking IPAs.

See full bio »

Edited by: Lillian Castro

Lillian Castro

Lillian Guevara-Castro brings more than 30 years of journalism experience to ensure DatingAdvice articles have been edited for overall clarity, accuracy, and reader engagement. She has worked at The Atlanta Journal and Constitution, The Gwinnett Daily News, and The Gainesville Sun covering lifestyle topics.

Discuss This! Discuss This!
Advertiser Disclosure

The Short Version: If you want to eliminate bad dates from your social calendar, you can hire a professional matchmaking firm to hand-select compatible dates and save you time in the search for a relationship. Matchmaker Shannon Tebb founded Shanny in the City to help Toronto singles make a love connection in a streamlined dating process. She pays close attention to each client’s dating preferences, values, and style so she can make a smart match with a high chance of success. Additionally, Shannon backs singles as a dating coach and event organizer, empowering singles to date on their own time. She’ll even come along as a wingwoman to boost your confidence in a social setting. With such personalized services, Shannon Tebb provides the emotional support and professional assistance that spurs singles into fulfilling relationships.

Growing up with a single mom meant Shannon Tebb became familiar with how dating works from a young age. As she watched her mom navigate the dating scene, she felt fascinated by the whole mysterious process. While her classmates spent their time thinking about movies and Barbie dolls, she found herself wondering about attraction and relationships.

Photo of Shannon Tebb, Founder of Shanny in the City

Matchmaker Shannon Tebb founded Shanny in the City to help singles become 100% ready to date.

She felt drawn to the topic of relationships throughout her life. She attended Carlton University where she studied Sociology and Like Skills Coaching at George Brown College to learn more about how people interact and became the go-to person for dating advice for all her friends. Then, when Shannon saw the movie “Hitch” in 2005, she knew she’d found her calling in life.

“I wanted to do that, what Will Smith was doing, but in real life,” she said. “I feel really passionate about helping men and women be better daters.”

She started her own dating consulting business in 2010, and today Shanny in the City is ranked among Toronto’s top matchmaking firms with a variety of hands-on services to support singles looking for love.

From writing dating profiles to arranging dates, Shannon takes proactive steps to ensure her clients maximize their dating potential and see results in a short period of time. Commitment-oriented men and women can register online to learn more about the matchmaking process and see if Shannon’s coaching style, singles events, and networking opportunities are a good fit.

“I want to work with people who are serious about finding a relationship,” Shannon told us. “I’m the next step after online dating. I get my clients feeling excited and relaxed when they show up for a date.”

Shannon Tebb Has Over a Decade of Experience Matching Clients

Shanny in the City’s matchmaking package

ushers singles through a personalized and effortless dating experience. In an initial consultation, Shannon discusses the new member’s expectations and goals before agreeing to take that person on as a client. She screens all date prospects so you don’t have to waste time swiping online or scanning a bar for a good first date.

“I’m known as the headhunter for the heart,” Shannon said. “My clients don’t have to do much work — just say yes or no to a dating profile and then sit back while I arrange the date. It really takes the pressure off of dating.”

Working mostly through referrals, Shannon has steadily grown her client base of singles ranging in age from 25 to 55. Singles come to her boutique matchmaking firm because they want to invest in long-term love. Over the past decade, she has honed the process of making a match and getting her clients feeling confident when going out on an arranged date.

“Shannon Tebb is a very conscious, genuine person who offers an amazing dating experience for her clients.” — an anonymous client of Shanny in the City

Shannon approaches matchmaking with an inclusive and positive attitude. Her studies in anthropology inform her view on relationships and family dynamics, giving her a broad cultural awareness so she can connect with clients of all backgrounds.

“I identify with people, and I understand that everyone’s different,” she said. “That helps people trust me and want to work with me as their matchmaker.”

Action-Oriented Coaching on Dating & Life Skills

As part of her dating consulting package, Shannon engages with singles in 60-minute sessions over Skype or in person to develop personalized dating strategies that will work. Skyping with clients from around the world, the dating coach shares her expertise in flirting, interpreting signals, rekindling romance, making the first move, and other dating skills. She can also help fine-tune a client’s online dating profile so it best represents the single person’s good qualities.

Singles of all experience levels receive warm and clear guidance from Shanny in the City. The services change to suit the individual’s needs. In one-on-one dating consultations, Shannon focuses on improving body language, conversational style, and confidence levels. During more in-depth life skills coaching, she works on goal-setting, personal style, relationship skills, and active listening and, ultimately, gives clients the tools to become more attractive and accomplished in all aspects of life.

Shannon aims to make her clients feel comfortable on a date. During mock dates, she offers clients a way to practice their dating etiquette and receive specific feedback on what they can improve. She gives her clients detailed notes about their dating blind spots so they have a resource to study up on their own time.

Screenshot of Shanny in the City's homepage

From online dating management to wardrobe consultations, Shannon offers valuable advice to single men and women.

Oftentimes, Shannon points out details — like to order share plates and sit at the bar instead of a table to avoid the interview experience — most daters might not think about, but should consider when going out with someone. The action-oriented dating coach wants her clients to know what to do on a date so it lessens their nerves on the big day and they enjoy more successful dates as a result.

“I’m not your sister, your mom, or your best friend, so I’m not going to sugarcoat anything,” she said. “I’m going to give feedback that’ll hopefully impact your life and allow you to be the best single you can be.”

If you’re more interested in doing than talking, you can hire Shanny as your personal wingwoman to accompany you out on the town. Through this service, singles enjoy Toronto’s dating hotspots with a dating expert by their side working to hook them up with choice date prospects. “I go above and beyond for my clients,” Shannon said. “I’m gaming the room to find them dates.”

“Shannon helped me out tremendously,” wrote a 47-year-old male client in a testimonial. He credited Shannon’s dating consultations with raising his confidence in the dating scene. “I improved myself and changed for the better, and I’m now dating someone who is important to me.”

Seasonal Social Events Invite Men & Women to Mingle Freely

Canadians eager to date on their own can attend Shanny in the City’s singles events held throughout the year. These dynamic get-togethers invite singles to enjoy a happy hour at a local venue and mingle in a casual dating atmosphere.

Photo of a singles event hosted by Shannon Tebb and Toro Wine Bar

A recent event organized by Shanny in the City included complimentary Spanish tapas, summer sangria, and a local DJ.

You don’t have to be single to have a good time at these social gatherings. It’s all about networking with people and finding date opportunities in every new connection. Maybe the person you meet is married, but he or she has a single friend who’s perfect for you. Shannon said it’s important to go in with an open mind and a friendly attitude to make the most of the event.

“People always have a good time,” she told us, “and a lot of singles meet and end up dating, which is amazing because that’s why I do it.”

In the coming years, Shannon hopes to host more educational events, such as dating seminars for millennials, and grow her experience as a motivational speaker. “I like the idea of helping a lot of people all at once,” she said, “and expanding my brand across Canada.”

Shanny in the City: Personal Wingwoman & Headhunter for the Heart

After decades of experience and education, Shannon’s childhood curiosity about dating has developed into a full-fledged career. Based in Toronto, she operates a professional matchmaking firm helping hundreds of single men and women find love. The savvy dating expert excels at explaining to her clients how to act to attract their dream dates.

Many client testimonials speak to her success in the dating world. “I used Shanny in the City to find the love of my life,” wrote one 42-year-old client. “I was extremely serious about wanting to find love, and Shanny understood what I was looking for in my partner, and she delivered.”

As a matchmaker, dating coach, and wingwoman, Shannon offers Toronto singles a variety of ways to get their love lives into shape. Whether you’re looking for a lifelong companion or just some advice on what to say on a date, Shanny in the City can point you in the right direction.

“I’m a support system for singles,” she said. “As a dating and life coach, I’m touching people’s lives, and, as a matchmaker, I’m helping them find a relationship. It’s very fulfilling work.”

Advertiser Disclosure

DatingAdvice.com is a free online resource that offers valuable content and comparison services to users. To keep this resource 100% free, we receive compensation from many of the offers listed on the site. Along with key review factors, this compensation may impact how and where products appear across the site (including, for example, the order in which they appear). DatingAdvice.com does not include the entire universe of available offers. Editorial opinions expressed on the site are strictly our own and are not provided, endorsed, or approved by advertisers.

Our Editorial Review Policy

Our site is committed to publishing independent, accurate content guided by strict editorial guidelines. Before articles and reviews are published on our site, they undergo a thorough review process performed by a team of independent editors and subject-matter experts to ensure the content’s accuracy, timeliness, and impartiality. Our editorial team is separate and independent of our site’s advertisers, and the opinions they express on our site are their own. To read more about our team members and their editorial backgrounds, please visit our site’s About page.