Dating Coach for Men

December 2019 – This Just In…

December 2019 – This Just In…

MONTHLY NEWSLETTER: Here’s what’s happening Behind The Scenes at Dashing Date!


This month’s challenge is to GO ON A FUN HOLIDAY DATE!

What if you stripped away all the layers that have been keeping you from enjoying dating for what it’s meant to be, which is about getting to know someone right there in the moment.

Your challenge this month is to go on a fun holiday date! People are more open to saying yes to invitations this time of year and that created a great opportunity for you! Let’s make it happen.

Step 1: Find a date
Before you say ‘that’s the hard part’, know that you definitely have options. Here are some tips to get the wheels spinning.

Consider if there’s anyone you’ve…

  • Had your eye on for a while, maybe from your gym or a friend of a friend.

  • Been chatting with for far too long on a dating app and it’s time to make a move.

  • Been on a few dates with in the past and things fizzled out but there was no real reason for it.

  • Matched with at a previous speed dating event but never contacted. (Now it a great time to pull up those old matches emails. They’re like a modern day little black book.)  

Step 2. Set yourself up to win
Spend a bit of time thinking up a plan that would be hard for someone to say no to. Look up local events or shows with a festive theme. See if there’s a Christmas market in town. Consider restaurants or lounges that are known for their beautiful holiday decor. Find a unique activity or workshop, such as making chocolate or a wine tasting.

Step 3. Ask them out!
Everything is now in place to put your plan in motion. Be charming and pleasant when you do so, but also direct so there’s little room for ambiguity on their part. You don’t want to be waiting around for a confirmation.

Step 4. It’s your treat.
Make no mistake, this date is on YOU. Go in ready and happy to pay for all you’ve planned. Once you get together, be open about the date being your treat! (Pro tip: stating this upfront will alleviate any awkwardness when there’s a bill to pay, which is always a good thing.)

Step 5. No pressure allowed
Remember why you’re going on this date – to have fun and connect with someone during this most wonderful time of year. It’s not about expectations, it’s not about getting a second date, it’s not about you. Set your intention to do whatever it takes to have an enjoyable time together – and thats it!


Last week we finished up round one of our holiday speed dating events! This week is the final set of events we have this year.

You could still meet your special someone before 2019 is over. Sign up now!

Thursday, Dec 5th at 7:30PM: ‘Tis the season for mistletoe, snow, and ho-ho-ho! At our annual “Secret Santa” Speed Dating event, you can expect a festive twist!
Details: Click here
Cities: Montreal, Toronto, Ottawa, Vancouver and Calgary
Life Stages: Ready for Love, Happy & Wise

If you want to get a head start on your 2020 love life.. we got you. Check out what we have coming up in January by clicking here.


If you missed out last week and are curious about our upcoming events…here’s a little peek! Our guests had such a great time speed dating and a lot of fun with the gift exchange.  Keep reading to see what people had to say.

Secret santa gift exchange photo 3

“I had the best time tonight. Very fun, nice people and a great venue. All the women were fun, beautiful and had great personalities.” – Vancouver

“I went in not knowing what to expect, but felt very comfortable the whole evening. Our host was lovely and I felt that the men I met were all outgoing and comfortable in their own skins. Thank you, Dashing Date!” – Vancouver

“I think the one-on-one is fantastic compared to online, it gives you a good start and saves you a lot of time”  – Ottawa

“It’s a fun night. You get to socialize with lots of different singles all in one night. The experience is much better then online dating site.” – Ottawa

If you’ve been to one of events and would like to share your experience with us and encourage others, we’d love to hear from you! Click here to tell us about it.

The Quote We’re Still Thinking About: “A century is about events. A decade is about people.” — George Friedman

If you tried a monthly challenge, were inspired by something we shared, or there’s something specific you’d like to see more of from us, there’s nothing like real human interaction. So, LET’S TALK! Send us an email and a real human from our team will be happy to connect with you.

Questions about this event? Comment below!

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