Date on Purpose: An Intentional Dating Experience for Singles (Ages 45-60)

Schedule

Fri May 08 2026 at 07:00 pm to 09:00 pm

UTC-04:00

Location

Walkerville Brewery | Windsor, ON

A curated intentional dating event series for singles who date like they mean it.
About this Event

A curated dating experience for singles who are ready to date like they mean it.

If dating has started to feel stale, guarded, or just… plain empty… you’re not imaging it.

Many people have given up.

Not because they don’t want love. Or are boycotting connection.

But because they’re EXHAUSTED with the state of modern dating.


It’s the fact that we’ve been trained to treat people like Amazon products.

Like we can swipe left and right until our brain melts without any real conversation.

Nothing to risk, with nothing to gain.

And what’s crazy is most people don’t even realize they’ve adapted to it. Like something’s missing but they can’t quite name it.

Dating shouldn’t feel like this… and I can’t sit back and accept this as normal.


That’s why Date on Purpose is here to disrupt the system. This isn’t just a singles event. It’s a different way of relating.

This night isn’t about matching with as many people as possible.
It’s not about creating instant sparks.
It’s not about maximizing for volume.

It’s about restoring something simple: human connection:

  • Presence.
  • Real conversation.
  • Mutual effort.
  • Eye contact that lasts longer than five seconds.
  • Listening without planning your next move.

Here, you have the space to ACTUALLY notice chemistry…. And maybe realize someone outside of your comfort zone might surprise you.


So, What Makes This Different than Other Dating Events?

This IRL intentional singles event is designed to make connection feel HUMAN again. It’s curated and structured without being thrown in to a room to “mix and mingle” or having the pressure of sharing your personality in the span of 2 minutes or less.

Instead, you get to walk in a room… exhale a small sigh of relief and relax in knowing you can show up as imperfectly human. No judgement.


What this is NOT:

THIS IS NOT SPEED DATING where you’re rushing to explain yourself while anxiously waiting for a timer to go off.

A loud bar where you yell “WHAT DO YOU DO” over music all night.

A singles “mix and mingle” where everyone’s forced into conversation pretending they’re not nervous. Let’s face it, everyone is… even me.

There is no tolerance for judgement, or being rude. This is a space where everyone is welcome.

We’re not doing surface level conversation. This is for people who actually want to have deep conversation and learn something new about someone and maybe even themselves.


But here’s the magic:
  • Everyone who enters the room has registered, been personally vetted (by yours truly) and WANT to be there.
  • You’ll be seated in groups of 4-6 at themed tables with curated prompts that go beyond small talk (so you’re not awkwardly wandering around or wondering what to say)
  • You’ll have timed rotations that give you enough space to have real conversations with each person at the table AND you’ll have free time to continue those conversations afterwards.
  • These curated conversation prompts are there to help you communicate like a human, and ask questions that you WANT to know the answers to…maybe even ones you’ve never asked yourself
  • A balanced gender ratio and capped numbers for experience not for match optimization
  • You’ll receive one delicious beverage (alcoholic/non-alcoholic) included
  • A welcome gift bag (because, YES - we deserve nice things)
  • The best part? A room full of intentional singles who committed to showing up for the same reason you did. And if we’re honest? That already says a lot.
  • You might not meet your soulmate, but you’ll definitely find people who align with you.

Who This Is For:
  • You’re still hopeful that love and connection exist.
  • You’re over the apps and miss how it used to feel like in the old days (before swiping)
  • You’re open people outside of your “usual type because your type might actually BE the problem.
  • You’re ready for something real – not to collect numbers, or just “seeing what’s out there”.
  • You’re willing to show up in real life instead of hiding behind convenience and a screen.
  • You believe connection still matters… even if you’ve been disappointed before.
  • It’s for people who are ready to date like they mean it.

Not perfectly.
Not fearlessly.
...but on purpose

Event Details


📍 Walkerville Brewery - 525 Argyle Rd, Windsor, ON N8Y 5B2
📅 Friday, May 8th 2026
⏰ 7pm – 9pm
🎟 $50 Early Bird / $55 Regular
🍷 One drink included

💜 One DOP Survival Bag (everything you need for a great night)
🎟 Limited tickets available



🔥 STEP ONE: Purchase your ticket here 🎟️

‼️IMPORTANT NOTE‼️: WE HAVE LIMITED TICKETS FOR MEN & WOMEN. PLEASE PURCHASE BASED ON YOUR SEX.

** Tickets are NON-REFUNDABLE unless the event is cancelled. **



🔥 STEP TWO: Register yourself for the event (for all paid guests)👇
NOTE: If you've already filled this out for a previous event, you do not need to fill this out again - you're welcome)

After you purchase your ticket, you’ll be asked to complete a required registration form.It takes less than 3 minutes and helps us ensure the room feels welcoming, balanced, and aligned. ‼️IMPORTANT NOTE‼️: EVERY TICKET HOLDER MUST FILL OUT A REGISTRATION FORM IN ORDER TO ENTER EVENT. 👇👇👇

FILL OUT THE REGISTRATION FORM HERE -

*** 👉 FYI: NO REGISTRATION FORM = NO ENTRY. ***

(We promise it’s not intense)

If you’re over dating apps but not over the idea of love,this is your chance to try something new—without the weirdness.

Ready? Let’s do this.Your couch will still be there tomorrow. This moment? Not so much.


Where is it happening?

Walkerville Brewery, 525 Argyle Road, Windsor, Canada
Tickets

CAD 56.50 to CAD 62.15

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