Who else wants to have ​more fun in their business 

and get great results in 2024?

Double Line

Join us for Planning Day where you'll be taken through ​a process that will help you create a plan to reach your ​most inspired goals in a way that generates more fun in ​your business than ever before.

 

BUSINESS DOESN'T HAVE TO BE HARD OR EXHAUSTING ALL THE TIME

In fact, if it is, something is wrong.

Here’s how you can make that happen:

Changing the narrative that ​success requires more work ​and sacrifice...

(ummm, no thanks!)

Creating a plan that focuses ​on you getting better ​results from doing less.

(yes, please)

Join us for Planning day, Wed & Thurs, November 29 & 30, 2023

JOIN PLANNING DAY 2024

Testimonials

Anna de Acosta, Mindset Coach

​​​This was the most value I’ve gotten ​from any online event ever! And I’ve ​been to a lot! Thank you so much. ​My mind is blown!

Patricia Lochner

This was the best planning event to date. I loved the brainstorming time with others. It really gave me an opportunity to dive deeper into what was going to serve me best next year. Thank you, Jennifer, and to everyone that showed up willing to invest in yourself and others. I love this joyous, heart-centered community.

Tera McDonald, Founder of Kalawikk

​​​I wasn't sure at first if Planning Day was 'right' for me. But I’m glad I took the leap. Not only did I learn so much more than I expected in a short period of time, I made connections within the class that are business leads and future friendships . Jennifer broke things down into easy to manage chunks of information, provided space to discuss them with other entrepreneurs and then wrapped it all up leaving me motivated and committed to the best 2023 I can dream up! 

Lauren Ritchie, Therapist

Planning day was highly valuable in helping me gain clarity on my business goals and focus for 2023. Thank you Jennifer!

Ditch Hustle Culture, Redefine Success & Create A Joyous Business!

Over the course of 2 days you'll:

Create a strategic plan that gives you space ​to reach your goals in a way that feels good ​to you (simplify & streamline);

Have time to work ON your business and ​brainstorm with other smart and creative ​entrepreneurs;

Get inspired by becoming exceptionally clear ​of what requires your full attention (no more ​shiny objects taking up your time).

Over the course of 2 days you'll:

Create a strategic plan that gives you space ​to reach your goals in a way that feels good ​to you (simplify & streamline);

Have time to work ON your business and ​brainstorm with other smart and creative ​entrepreneurs;

Get inspired by becoming exceptionally clear ​of what requires your full attention (no more ​shiny objects taking up your time).

At Planning Day you'll have fun planning a year ​that ditches hustle culture for good.

 

Doing more creates clutter and chaos.

Doing less creates clarity and ease.

Clarity and ease creates focus and productivity.

Focus and productivity creates results!

JOIN PLANNING DAY 2024

Testimonials

Leslie Bridger, Author & Coach

My biggest win of the day was becoming crystal clear on the two projects I’m meant to focus on in the first two quarters, and the handful of things that will help me execute both with as much ease and grace as possible!

Kena Paranjape, Founder & Coach

As someone who is relatively new in my business, planning day became a foundation for how I approach my business next year. Extremely valuable!

Roxana Radescula, Leadership Coach & Trainer

This is my second year attending Planning Day with Jennifer and it's even better than last year! Jennifer's insights and training, the group discussions, breakout rooms, handout, speakers, everything is so well thought and prepared! I'm happy to have been a part of it and get the clarity of what I'm doing right and what else I can do to grow my business in 2023! I wholeheartedly recommend Jennifer's planning days - and her trademark Joyous Journey! - to every entrepreneur who want to build a sustainable business and get the support they need, with lots of laughter and joy on top!

Marianne Preston

I feel more energized, focused, excited and prepared for 2023! 

This was a fabulous opportunity to plan for 2023. Jennifer’s skill and experience set the stage for 2 engaging days with great content, speakers and opportunities to plan and troubleshoot.  It will be amazing year. Thanks

Once You Have Your Plan, We’re Going ​To Take It To Another Level

Double Line

You’re going to dive into the mindset you'll require to work less and get results! 

If you ever wonder to yourself...

  • Am I really good enough to do this (hello imposter syndrome)?
  • Can I really say that (yeah, you can)?
  • How will get things done if I keep procrastinating?

Or my personal favourite (because no entrepreneur has ever said this before…)

Oh, yes, can you feel it?

The sting of a busy day or week but knowing nothing really ​moved you forward in your goals?

Yeah, been there, done that.

During the second day of Planning Day (yes, it’s 2 days), 

we’re going to focus on helping you step into the person you need to be 

to run your successful company.

What got you here won’t get you there and that’s why we’ll be unlocking the ​inner game of your next level so that you follow through on your word to ​yourself, stay focused and take consistent action.

JOIN PLANNING DAY 2024

Planning Day Speakers

Now, in its third year, our speakers take planning day to new heights and give you ​that extra competitive advantage as you go out into the world. 

This year’s speakers will cover topics from DEI, energy and health, cancel culture, ​using your intuition in your business decisions and using your personal story to create ​more trust and sales in your business.

Tammy Plunkett, Author, Speaker, Coach, Advocate

How to make your marketing inclusive while avoiding getting canceled


Are you committed to making a positive impact while avoiding the pitfalls of cancel culture? Tammy offers you a roadmap to authentic marketing and lasting influence.

Gain the tools to navigate complex conversations, understand diverse perspectives, and foster a community of support.

Priya Sam, Storytelling expert, Keynote Speaker & Presentation Coach

How to create connection, trust and sales in your business ​by harnessing the power of your personal story


Expert storyteller Priya Sam will take you through a process that will enable you to find your most important turning points that reveal the gold of your unique journey that will create true connection with your audience. This is what will help you stand out amongst your competitors and have your potential clients choosing you!

Adam Walsh, The Entrepreneurs Health Lounge

Leveraging health for a better life and business.


We’re always told that trying to do too much in our own businesses is what creates the bottleneck. While that is true, there is one factor that comes a step before that, and that is our health.

Without optimal health as an entrepreneur we can’t perform at our best. This means our creativity, leadership and focus will suffer.

Adam will share with you ways to leverage your health through energy and mindset so that you can show up as the healthiest most vibrant version of yourself who can run your business with clarity, confidence and focus.  

 

Lisa K, PhD, Intuition Expert Teacher, Author, Speaker

Make Better Business Decisions With Your Intuition


Every day you make dozens of decisions that impact your business. Bad decisions can be costly. Each business decision can either propel you to your goals faster, or worse, lead you down the wrong path, leaving you behind. Decisions accumulate and the more good decisions you make, the faster you’ll be successful and increase your income.

The best decisions are made with both thinking and intuition. Intuition is what gives you the shortcut to your goals and achieve the success you haven’t had before. No one has taught you how to use your intuition in decisions, until now. Lisa K. is an expert in intuition and she’s going to show you how to instantly recognize your intuition and know what it is telling you, so you know the best business decision to make.

 

Tera McDonald, Kind Space Creator, DEI Expert

Sharing Indigenous perspective for new gains in DEI


You’ll discover what two eyed seeing is and why it matters when it comes to DEI. Leave inspired with three things you can do today to start your DEI journey.

Testimonials

Mary Ellen Flesher

Planning Day was Awesome! I got so much out of the 7+ hours including more clarity on my niche, great ideas for marketing and a lot of motivation going into 2023. Jennifer is an excellent business coach who has many helpful answers and creative ideas when you're stuck. 

Jill Weatherhead

The speakers were amazing and I gained a lot of great tips! The handout was so helpful to keep it all in one place. 

Josie Smith

Planning Day was a total game changer for me. As an accidental entrepreneur I've spent more time doing my work (coaching) v.s. growing my business AND no brainer this = no growth! Now I feel like after years in my career floundering, I have a powerful new mindset and a completed marketing plan to springboard my 2023! Best time and money I've spent on my biz all year! Thank you! 

Lieke K

My first planning day and I absolutely loved it! Hearing the stories of the participants and guest speakers really encouraged me. Along with Jennifers amazing knowledge and workbook, I feel I have what I need to make 2023 a great year! I feel ready to show up for my business and clients! Thanks so much, Jennifer☺️

TORONTO INTEGRATION DAY

Friday, Dec 1, 2023

Craving some in person connection that will help you integrate ​your 2-days? Then join us for Integration day where you’ll be in ​an intimate setting of 10 incredible peers who all just went ​through our virtual planning day process alongside you.

We’ll have a day that starts out with a mini-brand shoot by the ​incredible Mike Day (who’s done many of my photo shoots) ​where you’ll get pictures in the gorgeous loft space we’ve ​secured near the Distillery District in downtown Toronto.

Mix this with scrumptious healthy food, incredible conversation, ​fun exercises for breakthroughs and distinctions and of course…* ​hugs *… you’ll leave feeling ready for 2024 with new friends, ​colleagues and a sense of community.

Toronto Testimonials

Planning Day is a gift of self-care. Making the commitment to work ON your ​business as you take a short break from working IN your business is the gift that ​keeps on giving. I found the combination of different activities, break out rooms ​and guest speakers a brilliant combination! I loved the addition of the Toronto ​Integration Day. It was warm, inviting and personal. It was a great use of time ​and such a fun, creative and meaningful way to look at planning.”

-Suzy Rosenstein, Midlife Coach & Podcast Host


 

“Not only did I get some amazing mental and energetic shifts (that I needed badly ​and made all the difference) but I made some amazing connections and friends. I confess I've been itching for this year's Planning event for 2024. It's actually on ​my birthday, so Happy Birthday to me, I can't think of any better way to celebrate ​myself, my business and get that boost in momentum, inspiration, clarity and ​strategy.”

- Magda Juliana Diaz, Mentor & Coach


 

As a mom of five, it's hard to find the space in my home and uninterrupted time for planning my business. So just getting away and being with other women for a day is so powerful. The connections you make, the deep conversations that you can have, it's unlike any other environment.

Jennifer does a really great job at creating a safe space where you can fully be yourself. I felt supported and witnessed in the group by the incredible women. It was a privilege to be there in person among them."

-  Anna de Acosta

ARE YOU READY TO HAVE MORE FUN IN YOUR ​BUSINESS AND GET GREAT RESULTS IN 2024?

Planning Day 2024

Join us online via Zoom on
Wed & Thurs, Nov 29 & 30, 2023
10am EST - 4pm EST

Toronto Integration Day

Friday, Dec 1, 2023
10am - 4:30pm EST
*Only 10 3 Spots Remaining*

Planning Day Online

  • 2-days of Live Hotseats, training and coaching (Value of $897)
  • Your 2024 Strategic Business Plan ($397)
  • Members area with access to recordings ($97)
  • BONUS 1 - How To Get Clients Through Speaking with Rina Rovinelli ($97)
  • BONUS 2 - How To Skyrocket Your Instagram With Reels with Nikki Donnelly ($97)
  • BONUS 3 - Take Profitable Business Photos That Attract Your Ideal Clients with Zayna Rose ($97) 
     

 $97

JOIN N​OW

Planning Day VIP

  • 2-days of Live Hotseats, training and coaching (Value of $897)
  • Your 2024 Strategic Business Plan ($397)
  • Members area with access to recordings ($97)
  • BONUS 1 - How To Get Clients Through Speaking with Rina Rovinelli ($97)
  • BONUS 2 - How To Skyrocket Your Instagram With Reels with Nikki Donnelly ($97)
  • BONUS 3 - Take Profitable Business Photos That Attract Your Ideal Clients with Zayna Rose ($97)
  • Bonus Q&A Call in January 2024 ($147)  

 

$137

JOIN N​OW

Planning Day Online + Toronto Integration Day

  • 2-days of Live Hotseats, training and coaching (Value of $897)
  • Your 2024 Strategic Business Plan ($397)
  • Members area with access to recordings ($97)
  • BONUS 1 - How To Get Clients Through Speaking with Rina Rovinelli ($97)
  • BONUS 2 - How To Skyrocket Your Instagram With Reels with Nikki Donnelly ($97)
  • BONUS 3 - Take Profitable Business Photos That Attract Your Ideal Clients with Zayna Rose ($97)
  • Bonus Q&A Call in January 2024 ($147)
  • Mini Lifestyle Photo Shoot with Mike Day ($497)
  • Delicious healthy snacks and lunch ($79)
  • Brainstorming, breakthroughs, hugs and incredible connection in a gorgeous loft space (totally priceless)

 $444

JOIN N​OW

Bonuses

Last year we had three incredible speakers who rocked the stage and brought ​so much value to every entrepreneur in our virtual room. 

Whether you want to get the most out of your photos this year, learn how to ​get clients from speaking or increase your Instagram engagement and sales, ​you’ll find your answers right here with our bonuses.

MEET YOUR GUIDE

Hi, I’m Jennifer Trask

Hello my fellow entrepreneur,

Join me on the revolution to ditch hustle culture, redefine success and create a joyous business!

One that allows you to make a positive difference in the world with your gifts AND make a great living that allows you to live the kind of life you desire.

Working harder isn't the answer.

Working in a focused way that uses your strengths and leverages your resources, is the new way forward.

You don't have to hustle for your worth. You're already worthy, now you just need the most fun pathway there!

I've been working with entrepreneurs like you since 2010 and love seeing them win at this game because they get their life back.

You're a catalyst for change, so let's not get an over scheduled calendar to get in your way.

If you're new here, hello there! I'm Jennifer Trask and aside from my very well earned, 'In the trenches' degree in entrepreneurship earned building my business as well as my helping my hundreds of clients, here are a few other "official" facts 😉


⭐️ Toronto Star Readers voted me Toronto’s Best Life Coach two years running (2019, 2020) and Toronto's Best Business Consultant in 2022. Thanks Toronto!!

👩🏻‍🎓I have a Bachelor of Commerce in Marketing and an MBA in International Business

🙋🏻‍♀️ I'm an NLP Practitioner

🌎 I love all things entrepreneurship and was a digital nomad for 3 years living in Australia, South America and the US.

✈️ I love to travel and have been to 27 countries so far!

 ☕️ I love coffee!!

💫 When I'm not Coaching clients or my Joyous Journey members, you can usually find me at a local coffee shop or at the beach reading, contemplating or feeling grateful for my view.

Testimonials

Kerri Best

If you’re searching for ways to build, refine or scale your business, while experiencing joyful tribe connections, look no further, Jennifer Trask has you covered! Jennifer is passionate about helping people be successful and you can feel it as you work with her. I felt so stuck and she has helped me identify the block(s) and find/utilize the appropriate tools for me to, not just move past it but, use it to skyrocket to my next greatest success adventure!

GET BETTER RESULTS BY DOING LESS & ​FOCUSING ON WHAT MATTERS MOST

FOR 2024 

The planning process we go through during this two-day ​period will empower you to cut out a lot of the noise ​that is stealing your time, focus and energy.

You’ll leave clear and focused as well as inspired to work ​in a new way in 2024 that will get you results you’ll love!

JOIN PLANNING DAY 2024

FAQ's

JOIN PLANNING DAY 2024