The Scoop: Laura Bilotta has been in the dating industry for 16 years and has positioned herself as one of the leading matchmakers in Toronto. Her company, Single in the City, offers comprehensive dating services to support clients in the Greater Toronto Area. Laura has developed one-on-one dating coaching, hands-on matchmaking, and special-interest singles events to help her clients improve themselves and land a terrific date. Now she plans to expand these services to include an online webinar that teaches single men how to become more confident and capable daters. Laura’s new self-help program will offer actionable insights for singles struggling to get a handle on the modern dating scene.

Laura Bilotta wears many hats in the dating industry. She’s a matchmaker and dating coach, and she’s also a blogger and radio host. She has authored a book on finding a life mate, and she has built a company to help get singles dates. Whether she’s organizing a speed dating event or offering online dating management, Laura is a down-to-earth professional with a lot of expertise to share with singles.

Laura founded Single in the City in 2002 to give Toronto singles dating resources they could rely on. Today, she runs the largest event-based dating company in the area.

Photo of Laura Bilotta, CEO of Single in the City

Laura Bilotta founded Single in the City in Toronto to help local singles meet new people at fun, low-key events.

During her 16-year career, Laura has hosted over 1,800 singles events in the Greater Toronto Area, and she has Skyped with coaching clients around the world. Wherever she goes, she does her best to make the dating scene a friendlier, healthier, and happier place.

Her accessible and practical guidance has benefited singles of all ages. “I often have people in their early 20s sign up for date coaching, and I’ve also had some people in their 70s,” Laura said. “Being single at any age can be challenging, so it always helps to get an expert opinion.”

Laura and her team take a hands-on approach to dating coaching and matchmaking. They’ll even take over their client’s dating site accounts and deliver potential matches to them, thus making online dating less stressful and time-consuming.

Although Laura has been in the dating industry for a long time, she told us she continues to learn from her clients and grow her services to suit their needs. In the next year, Single in the City will expand to offer more online courses, host more niche events, and build on its reputation in Canada and beyond.

“I’ve been in the dating industry for 16 years, and I think that I’ve been able to help bring fun, quality events for singles to the Toronto area,” Laura said. “Going forward, I want to continue to help people find their perfect match and help to normalize being single and the dating process.”

Single in the City™ Becomes a One-Stop Shop for Daters

Laura told us that men reach out to her every day asking questions about how to approach women and what to say to them. Some of these guys are painfully shy and stuck being single simply because they don’t know the rules of attraction or the nuances of dating.

Single in the City logo

Single in the City offers dating coaching, matchmaking, events, and online courses to help singles find love.

“Not all single men are comfortable booking one-on-one date coaching sessions with me,” Laura said, “so we wanted to make a one-stop shop for everything a guy needs to approach women with confidence.”

In recent weeks, Laura and her team have begun developing a webinar-style program to inform and support men in the dating scene. This online program will be there for clients when they need it. They can go through the materials at their own pace and in their own time, and it’s always there to refer to before or after a big date.

The new program will teach men everything they need to know about approaching women with confidence and charisma. Its step-by-step guidance can help participants build self-esteem and feel more comfortable in social situations. Laura told us she will tackle important issues like what to wear and what to say when meeting someone new.

Single in the City will add this online course to its library of resources and services that support singles on the journey to love. Whether you’re looking for a speed dating event, a matchmaker, or hands-on advice, you can trust Laura and her team to deliver the goods.

Launching RSVP Events for Niche Groups

Maggie and Geoff met at a Single in the City speed dating event in January 2012, and they couldn’t take their eyes off each other. It only took them four minutes to know they were right for one another. They’ve now been married for over a year. “We recommend your event to all we meet,” they wrote in a thank-you note. “That singles night was a great experience.”

Love stories like that are the reason Laura got into the dating industry, and she is gratified when she hears from participants who found love at her events. And there are many of them out there. Throughout her career, Laura has hosted over 1,800 events which have attracted over 82,000 participants in total.

Photo of a Single in the City singles event

Single in the City welcomed the new year with a bang by hosting a singles party in Bangkok Garden.

Laura has arranged speed dating and singles events for the general public, and now she plans to create more targeted opportunities for singles to meet people of similar ages, backgrounds, and interests

The problem with targeted singles events is they can be too focused. Maybe there aren’t enough single 30-something Asian professionals interested in speed dating in the Greater Toronto Area — but maybe there are. Laura has come up with an RSVP system to ensure she meets the expectations of her clientele and gives them enough options to be successful.

Single in the City now encourages potential attendees to indicate their interest in prospective niche events. Singles can push a “notify me when available” button on TBD events for Christian singles, geeky singles, gay singles, and other types of daters. If enough people say they want a particular event to happen, Laura makes it happen. This gives her team a way to cater to the needs and preferences of singles and ensure its events are standing-room-only.

“This has been a very successful system so far because it allows us to test out different markets and gauge what people are interested in,” Laura said. “Our demographics are constantly growing, especially because of all the new niche speed dating events that we’re hosting.”

In the coming months, Single in the City will also host more dances for over-40 singles. These dances offer a fun and relaxed environment to mix, mingle, and ask someone to dance. Laura said she understands how difficult it can be for singles over 40 to meet date prospects their age, and her dances offer an old-school dating alternative to online dating and nightclubs.

An 80% Match Rate & Glowing Testimonials

Single in the City provides comprehensive dating services that work for singles of all ages and backgrounds. Her matchmaking firm’s affordable pay-as-you-date model has allowed young professionals to join her network and meet compatible dates in Toronto, Mississauga, Oakville, Burlington, or Hamilton.

The typical matchmaking client is a working professional between 35 and 50 years old, and the majority of her clients make at least 75k a year. These are well-established and successful members of the community. They don’t need help finding a date — they need help finding the right date.

Laura can help with that. As a matchmaker, she boasts an 80% match rate and stands behind the quality of her singles network. Her experience, intuition, and insight have steered many singles toward their dream dates.

“Laura hit the nail on the head on the very first go. We’ve been dating for six months.” — Mikayla, a Single in the City client

Jenny had to wait three months for Laura to find her special someone, but she said it was all worth it because she ended up in a relationship after that first match. “It’s three months later, and we’re still going strong,” Jenny said. “We’re looking forward to spending the holidays together, and I’m very happy to have someone to kiss under the mistletoe.”

“Thank you Laura for matching me up with Lucas,” said Andrea after six blissful months of being in a relationship. “I never thought a matchmaking service could really work, and I’m extremely happy that I didn’t have to pay a fortune to meet someone.”

Laura Reminds Singles That Dating is an Adventure

Laura has spent over a decade building her reputation as a noteworthy matchmaker, events planner, author, and dating expert. She has written a self-help book and coached singles around the world, all while hosting thousands of events in Canada. Today, Single in the City has educated and assisted thousands of daters.

The company’s niche dating services, resources, and events support singles looking for a relationship, and Laura’s positive encouragement and advice helps them gain confidence in the dating scene. At the end of the day, Laura’s job is to make the dating experience more enjoyable and rewarding — and that’s something she takes great pride in doing well.

“Dating should be a fun adventure, not something you have to do to get to the end goal,” Laura said, “and I hope that Single in the City makes the adventure great for people.”

Advertiser Disclosure 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 on the page (including, for example, the order in which they appear). 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.