Two people relaxed and laughing on a first date.

Matchmaking Over 50 in Toronto: What Changes, What Does Not, and Why It Works So Well

Matchmaking Over 50 Matchmaking Over 50 in Toronto: What Changes, What Does Not, and Why It Works So Well Dating apps get harder after 50. Matchmaking over 50, oddly, gets easier. Here is why, from a Toronto matchmaker who has been doing this since 2009. By Rebecca Cooper Traynor, Toronto Matchmaker · 5 min read…

An elegant couple holding hands across a table in warm light.

Matchmaking Introduction: How It Actually Works, From Search to Second Date

Inside a Matchmaking Introduction Matchmaking Introduction: How It Actually Works, From Search to Second Date Clients often assume I pull a name from a list. In reality, a matchmaking introduction has six steps, most of them invisible to you, and each one is there to protect your time. By Rebecca Cooper Traynor, Toronto Matchmaker ·…

Couple enjoying a romantic evening with white wine in a stylish bar setting.

Matchmaking Interview: What Actually Happens in Your First Real Conversation With a Toronto Matchmaker

Inside the Matchmaking Interview Matchmaking Interview: What Actually Happens in Your First Real Conversation With a Toronto Matchmaker People imagine a questionnaire and a sales pitch. In reality, the matchmaking interview is the most honest conversation about your love life you have had in years. Here is how I run it, and why. By Rebecca…

How to Choose a Matchmaker in Toronto: The Three Types, What They Cost and Who Each Is For (2026)

How to Choose a Matchmaker in Toronto How to Choose a Matchmaker in Toronto: The Three Types, What They Cost and Who Each Is For (2026) Toronto has more matchmaking services than any other city in Canada, and they are not all doing the same job. Here is how to choose a matchmaker in Toronto…

Couple enjoying a romantic evening with white wine in a stylish bar setting.

The Best First Date Questions That Spark Real Connection (Not Just Small Talk)

Tired of Small Talk on First Dates? You sit down. The drinks come. And then it begins… “What do you do?”“Where are you from?”“How long have you been on the apps?”“Been on any good dates lately?” Snooze. These aren’t bad questions — they’re just overused.And they don’t help you actually connect. As a dating coach,…

Match Me Canada, Toronto, Dating Coach, Online Dating, Matchmaker, Matchmaking

How to Spot (and Shift) an Anxious Attachment Style in Dating

Do You Feel Too Much, Too Fast? You meet someone. You’re excited.But within a few days, your brain starts spiraling. “Why haven’t they texted?”“Did I say something wrong?”“Do they even like me as much as I like them?”“Should I back off or lean in harder?” If this sounds familiar, you may be dating with an…

Match Me Canada, Matchmaker, Toronto, Matchmaking, Online Dating, Date Coach

How to Tell If Someone Is Actually Ready for a Relationship (Before You Get Too Invested)

Let’s Talk About “Potential” You meet someone. There’s chemistry. They’re charming, smart, into you… mostly.But something feels off.They’re inconsistent. Unclear. One foot in, one foot out. You start asking yourself: “Are they just scared? Do they need time? Or are they just… not ready?” Here’s the truth: relationship readiness isn’t a vibe — it’s a…

match me canada, Matchmaking, Matchmaker, Toronto, Date coaching, Online dating

The 3-Month Online Dating Takeover Program That Changes Everything

Feeling Burned Out By Dating Apps? Let’s be honest: dating apps were supposed to make things easier.But between ghosting, bland bios, endless swiping, and “wyd?” messages — it’s more exhausting than exciting. That’s why I created the 3-Month Online Dating Takeover Program — for singles across Toronto and Canada who are done wasting time and…

Match Me Canada, Matchmaker, Online Dating, Toronto

How to Start a Conversation on a Dating App That Actually Goes Somewhere

Let’s Be Honest… You matched. You waited. You thought: “Should I say hi?”And then… either nothing happened or someone hit you with a “Hey :)” — and the chat fizzled like warm champagne. Here’s the truth: most dating app conversations die because they never come alive in the first place. That’s where I come in.…

Toronto, Canada, Matchmaking, Online Dating Support

How to Write a Dating Profile That Attracts Real Love (Not Just Likes)

Let’s Start With the Truth If your dating profile feels like it’s not working, here’s what I want you to know: it’s not you. But it might be your words. Too many profiles read like a LinkedIn bio or a shopping list for a perfect partner: “I love travel, sushi, and Netflix. Looking for someone…