Make 2022 The Year You Build Your Profitable, Sustainable & Joyous Coaching Business! Click HERE To Join The Joyous Journey!



Jennifer Trask

Hello there my fellow entrepreneur!

I’m thrilled that you stopped by. It’s my life's passion to help driven, visionary entrepreneurs like you, build a joyous, profitable business that you LOVE! 

I deeply believe that if you have a dream in your heart that is calling you, you are FULLY capable of making it happen. 

And for you, one of your big dreams is building your business.

But, sometimes on the way to building our businesses we can come across some stumbling blocks… or… A LOT of stumbling blocks!

Those blocks can take the fun and joy out of business. And when you aren’t having fun and living in your joy, then you aren’t accessing the best version of yourself. That’s when business start to get extra hard, we lose confidence and our clarity can get foggy.

It happened to me and luckily, with the help of some mentors, I was able to make my way through the dark and back into the light.

Now, I pass on what I’ve learned to my clients and customers around the world so that their journey’s can be filled with more clarity, confidence and courage which leads to consistent action and results! 

When you’re going for your dreams consistently you’ll be having the time of your life!

Here’s the story of how I made my way here.

My official media bio is at the end of the story.

My Road To Coaching Coaches... 

Getting here wasn’t what I had initially set out to do. When I began my first business back in August 2008, I had a list of 5 things I wanted to achieve: 

  1. To be my own boss
  2. To be 100% digital
  3. To be able to help millions of people
  4. To be able to make as much money as I wanted
  5. To love what I do so I would never have to work a day in my life! 

I’m happy to tell you that in 2012 I achieved my goal. Of course it wasn’t all roses, unicorns, and sunshine. I’m FAR from an overnight success. The first 4 years were tough with two different businesses that didn’t work out. I had a lot of ups and downs, but my determination to create my own reality always persevered.

Back in late 2012 when I was doing marketing consulting, I took a look at my life. I knew I was close to ‘breaking through’, but something was off. I wanted to use my talents, skills and passion to really make a difference and to achieve those goals on my personal list. But I knew that the work I was doing wasn’t going to get me there. It was at that time when I realized that my favourite client was a life coach. Not only did I love working with her, but it made my heart soar when I thought about the people I would indirectly impact: the people who would become her clients, customers, and tribe. Those people would be touched by her. And lives were changed… all because, together, we helped her build her business.

That’s when the magic happened. I knew that with my business background (I have a Bachelor of Commerce Co-operative in Marketing and an MBA with an International Business focus), my internet training, and my passion for self help, that THIS was how I would help the most people: by helping the people who were helping people… coaching coaches. 

When I shifted my focus to working exclusively with coaches, everything changed. I went from always trying to get more clients, to being fully booked. Everything I was learning finally clicked, and my effort seemed to get magical results for myself and my clients.

Then in 2017 something unexpected happened...

I was loving working with coaches but over the course of time I had this inkling in my gut that change was coming. I felt the call to work with entrepreneurs beyond the coaching industry.

I remember looking at my clients and my group programs and realizing that my business had changed a lot over the five years. 

When I began I had focused a lot on marketing strategy. But slowly, over time as I worked with more clients, mindset work started to seep in. 


Because it was the biggest thing people needed to get results in their business's. 

I had attracted some AMAZING clients who took course after course but just couldn’t seem to get results no matter how much marketing or sales training they did. 

However, when we shifted our focus to developing their mindset so that they could get out of their own way and take consistent action they started getting better results!  

We worked on things like: 

  • confidence in putting themselves out there (more visibility anyone?)
  • learning how to ask for and receive more money (getting rid of those pesky stories that block money!)
  • setting healthy boundaries with family, clients and employees so they can live in their families, say ’no’ and have time to focus
  • how to be vulnerable in their marketing and be more ’them’ (because nothing sells you like you!)
  • how to stop feeling like an imposter, owning their awesomeness and letting it SHINE (because you are AWESOME)

This was the work that my clients needed and over time what I realized was that my work went from... 

80% strategy, 20% mindset


80% mindset, 20% strategy. 

Mindset is the work that every entrepreneur needs.

You business will only grow as much as you do. 

In a world where you can be torn down for speaking your truth, you’ve GOT to have courage and a core confidence within yourself to trust in your vision and not listen to the naysayers (including your head at times). 

And that’s the work I am most passionate about.

I work with visionary entrepreneurs who want to move beyond fear, doubt and frustration and step into their true confidence, clarity and courage so that they can CATAPULT their business and have the income and impact they desire! 

If that excites you, be sure to say hello because I want to talk to you!  

With over 20 years of experience in marketing and sales, 11 years as an entrepreneur, and serving 100's of customers and clients in 5 continents, I'd love to help you break through! 

To learn more about working together, come over to the Coaching Page.

Jennifer -sign



  • has a goal to travel to 100 countries. So far she’s been to 27. 
  • has lived in 4 continents and 8 countries for extensive periods of time. 
  • grew up in an entrepreneurial household. Her father, Wayne Trask was a hugely successful entrepreneur and philanthropist. Her brother runs several successful ventures, and her two sisters have business degrees and work in business as well. 
  • loves yoga, the outdoors, and weight training for exercise. 
  • has 2 nieces and 4 nephews whom she loves to play with and cheer on in their sports, art and music!  
  • will eat any raw vegan dessert you give her (Yum!)... especially chocolate ones! 


Jennifer -podcast

Driven with a desire to help the world’s creatives and problem solvers thrive, Jennifer has spent over a decade helping driven entrepreneurs build powerhouse mindsets that enable them to take action built on incredible courage, confidence and clarity. Combined with strategic business direction, Jennifer’s clients experience massive shifts and growth in their business’s.

She is proud creator of The Joyous Journey. An online community dedicated to helping entrepreneurs build a profitable business they love. 

Equipped with her MBA in International Business and over a decade of ‘in the trenches’ experience with her own business and with clients, Jennifer is leading a new wave of entrepreneurs to learn how to drive great results while also enjoying their life with high levels of alignment, flow and joy!

As an international speaker, Jennifer has spoken in Canada, The U.S. and Australia. Jennifer was voted 'Best Life Coach' by The Toronto Star Readers Choice Awards 2019!

She has been featured in the Huffington Post, the award-winning book, 'Living College Life In The Front Row' by celebrated coach Jon Vroman, Inspired Coach Magazine and Upwork Digital Nomad series.

When she is not traveling the globe (she’s been to 27 countries and counting), Jennifer calls Toronto, Canada home.

Get in touch with Jennifer!