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Planning Day 2025

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Create your 2025 strategic business plan in two days! 

You can have more leads and sales for your business by having a focused plan that utilizes your strengths and is easy for you to follow through on. 

 

Planning Day 2025 is Wednesday & Thursday, Dec 4 & 5, 2024.

Say good-bye to wasting time on busy work that gets you nowhere.

No more posting on social media hoping you'll attract clients.

Here’s how you can make that happen:

Go from doing a lot of random strategies you've learned over the years hoping they'll work and losing sleep about your lack of progress...

(Yikes!)

Create a plan that focuses ​on leveraging your strengths, what you enjoy and having compelling messaging and offers that speaks directly to your ideal client.

(Now we're talking!)

Join us for Planning Day, Wed & Thurs, Dec 4 & 5, 2024

JOIN PLANNING DAY 2025

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 year I can dream up! 

Lauren Ritchie, Therapist

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

Imagine waking up everyday feeling confident and clear about what you need to do to grow your business. 

After attending Planning Day 2025 you'll:

Feel in control because you’ve got a plan that’s working for you (no more worrying if what you're doing is working).

Enjoy your work days because you'll no longer be overwhelmed or procrastinating.

Understand how to evaluate your strategy so that if you need to make changes, you’ll know when and how.

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 enjoy creating a strategy ​that is focused on your strengths and getting the best results with the least effort.

 
JOIN PLANNING DAY 2025

Here's What Will Happen At Planning Day 2025...

Discover Value Before We Go Live.

To prepare you for a fantastic two days in our live portion, you'll be given some prep work to do. 

The prep work will guide you through three main sections... 

2024 REFLECTION

Before you focus on the future, you'll take some time to look at what you have achieved and what has been working for you in 2024. 

VISION & GOALS

Once you're in the zone from realizing how awesome you are, now you're going to be taken through a series of questions to help you open your mind to your 2025 possibilities. 

THE BIG WHY

Lastly, you'll get clear on WHY you're doing what you're doing and get reconnected to the deepest part of your intention and vision so that when you hit an inevitable bump in the road you won't give up. 

Let the awesomeness begin...

CELEBRATE

We kick off Day 1 with sharing your wins from this year and your vision and goals for next year. 

MAGNETIC MESSAGING

Then we move into a powerful exercise that will help you create a magnetic message that will leave your potential clients feeling seen, heard and understood by you content. 

MAGIC INTRO OFFER

Now that you have your prospective clients attention, it's time to create a Magic Intro Offer that converts them into your 1-1 or group program at up to an 80% conversion rate! 

PROJECT PLANNING

We'll end the day by planning out the projects that will help you create your most powerful 2025! 

The magic continues...

DAY 1 SHARES

We'll kick off day 2 by sharing wins, ah-ha's and answering any of your questions from day 1 content. 

HABITS & ACCOUNTABILITY

The best laid plans are nothing without consistent execution. Here you'll get my favourite tools to ensure you follow through on the regular. 

MARKETING PLANNING

Now that you know what you want to promote, you'll map out how you're going to market it. 

CONFIDENCE

We'll end Planning Day  with my favourite confidence exercise that will leave you feeling energized, excited and empowered!

 

Both virtual days will include...

  • Live hot seats;
  • Break out rooms with your fellow entrepreneurs;
  • Quiet time to work on your business;
  • Lunch & bathroom breaks;
  • Q&A

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 next year! 

Marianne Preston

I feel more energized, focused, excited and prepared for next year! 

This was a fabulous opportunity to plan. 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

Planning Day Speaker 

With social media creating so much comparison as well as inflated realities about what success looks like for online service providers, I asked my colleague and friend Alicia Robertson of Make Lemonade to come share with you the truth about what it has taken to build her million dollar online coaching business.
 
She happily agreed and is not holding anything back. 

Alicia Robertson, Founder of Lemonade LIfe

How I built a million dollar online coaching business.


Do you ever wonder what it REALLY looks like to build a million dollar online coaching business? 
 
Alicia is going to share her journey to building her company Lemonade Life that serves 1,000's of women going through divorce over the last 5 years. 
 
You'll learn how she went from running a successful real estate company with her then husband to going through a divorce, learning to co-parent, becoming a certified Coach and building a company in the online coaching world. 
 
She's won't be holding back anything and sharing what it REALLY takes. Get ready for some real talk about life as a successful woman entrepreneur.  

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 next year. Jennifer is an excellent business coach who has many helpful answers and creative ideas when you're stuck. 

Lynn MacDonald

Planning day was fantastic. The timing was perfect for the workshop as it made me start planning in advance.

Jennifer was great and the materials she prepared for us to do before workshop was critical.

I had an ah-ha moment before starting the workshop. Amazing!

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 into next year! Best time and money I've spent on my biz all year! Thank you! 

Erin Bouchard

I absolutely love planning days with Jennifer. They are the perfect time to get out of your business and focus on the big picture.

Jennifer is the right coach to facilitate these planning days.

She's high energy, and knowledgeable but also straight to the point to keep us on track.

It provides a great combination of learning, personal reflection, and talking it out with like-minded business owners.

TORONTO 

MASTERMIND

Friday, Dec 6, 2024

Craving some in person connection that will help you integrate ​your two days? Then join us for our Mastermind 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.
 

This day will have time for each person to get feedback and discussion on their business. You'll also go through some powerful exercises to help you breakthrough any blocks that will hold you back from executing your 2025 vision. 

You'll also leave with some incredible new headshots taken by my favourite photographer, Mike Day.

Mix all of this with scrumptious healthy food, incredible conversation  and of course…* ​hugs *… you’ll leave with a full heart and deep excitement for 2025!

 

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


 

"The Mastermind Day is my favourite out of the whole 2024 Planning workshop. Its a day to not only "integrate" the info we learned but also to integrate the energy of it and getting to spend a whole day with Jennifer is truly inspiring and pumps you up.

Jennifer is a walking example of living a life and running a business not just through passion but fulfillment and happiness. It is a joyous journey and it is possible for all of us."

- 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, Intuitive Guide

The Planning Mastermind Day in Toronto was one of the highlights of my year. There is something magical when a group of women come together to encourage and support each other.

Jennifer curated a perfect day of connection with business and personal growth - at times light-hearted, at times down-to-business, and always captivating and joyous. Thank you Jennifer, for creating a day to celebrate and boost my business. A perfect way to wrap up the year."

-  Chris Swail, Life Coach

The Toronto Mastermind Day was an incredible experience surrounded by such inspiring entrepreneurs. 

There was a lot of great sharing and good laughs. I learned that I need to stop listening to the outside chatter and focus on my goal to help my clients.

This day set me up for success in 2024 because it helped me break through my limiting beliefs. I realized that being among like-minded entrepreneurs is key to supporting each other throughout this remarkable journey."

-  Tanya Cullen, Dietician

"The Toronto In-person Day was amazing. I loved the opportunity to network with other amazing business owners trying to make a difference in the world.

I enjoyed the pace and the discussions.

If you want to feel energized for your next business year, you MUST attend this event. So worth it!

Thanks Jennifer for coordinating and facilitating this wonderful event. I'm looking forward to next year's In-Person Event."

-  Lynn MacDonald, Consultant & High Performance Coach

ARE YOU READY TO HAVE MORE FUN IN YOUR ​BUSINESS AND GET GREAT RESULTS IN 2025?

Planning Day 2025

Join us online via Zoom on
Wed & Thurs, Dec 4 & 5, 2024
10am EST - 4pm EST

Toronto Mastermind Day

Friday, Dec 6, 2024
10am - 5:30pm EST
*Only 10 1 Spot Remaining*

Planning Day Online

  • Prep Work ($97)
  • 2-days of Live Hotseats, training and coaching (Value of $897)
  • Your 2025 Strategic Business Plan ($397)
  • Recordings for 1 Week ($47)

Total Value $1438 for only... 

$97

Early bird pricing on now for just $67

JOIN N​OW

Planning Day VIP

  • Everything in Planning Day plus...
  • Lifetime Recording Access ($97)
  • BONUS: Discover Your Super Power Training ($199)
  • BONUS: Become An Abundance Magnet Training ($199)
  • BONUS: Live Fine Tune Your Plan call in January 2025 ($250)

 Total Value $2136 for only...

$147

Early bird pricing on now for just $97

JOIN N​OW

Planning Day Online + Toronto Mastermind

  • Everything in VIP Plus...
  • Photo Shoot with Mike Day ($497)
  • Delicious healthy snacks and lunch ($100)
  • Masterminding, brainstorming and breakthroughs ($1499)

 Total Value $4232 for only...

$599*

Early bird pricing on now for just $499

*10 1 spot left*

JOIN N​OW

MEET YOUR GUIDE

Hi, I’m Jennifer Trask

Hello my fellow entrepreneur,

This is our sixth year running planning day for passionate, women entrepreneurs like you. 

It's one of my favourite events to host because everyone gains so much clarity and insight in two jam packed days. 

As well, the process helps you focus on creating a plan that will empower you to reach your goals in a way that is doable. 

You won't be over-scheduling yourself and getting yourself into overwhelm, you'll create a clear plan that will allow you focus on doing a few things really well. 

As a catalyst for change, you need a strategic plan that allows you to both get results and flourish as the leader of your business. 

You'll get that with our Planning Day Process. 

I look forward to seeing you there! 

If you're new to me, hello and welcome! 

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 & 2023. 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! Lately I have been doing a lot of road trips to see more of my beautiful province, Ontario.

 ☕️ 🍁I love coffee and autumn! Nature's rainbow and a hot drink? Yes, please! 

💫 When I'm not coaching clients or my Joyous Journey members, you can usually find me at a local coffee shop, on my bike or at the beach in a Muskoka Chair feeling grateful for my view.

Testimonials

Heather Beck

Jennifer skillfully walks you through what needs to be considered as you grow your business.

Whether you're super new to entrepreneurship, or have a thriving business, she's got you covered!

I loved stepping into my strengths, and leave feeling empowered and excited for the upcoming year.

Stephanie Rainey

Your next year is coming like it or not. Will you be ready? The good news is Jennifer Trask can take you through planning your best next year yet. Celebrate your wins, set new goals and come up with a plan for how to hit those goals — Jennifer makes that possible!

Bree BV

I found the prep work for this workshop really helpful to get me thinking, reflecting and able to get more out of this planning workshop.

I loved how actionable the material is and that I feel like I am well on my way to having a plan on what the next year will look like for success in my business.

Jennifer has an amazing and encouraging energy and I was so inspired by all of the incredible business owners who were also in this workshop!

Kim Cheel

I love these sessions because it starts with the highlights of last year, so you don't enter the session thinking you did poorly and beat yourself up.

It's meant to build you up, improve on previous years, and learning new skills and strategies.

It's a great way to plan for the next year and get excited about the possibilities!

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

FOR 2025 

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 and energy.

You’ll leave clear and focused as well as inspired to work ​in a new way in 2025 that will get you results you’ll love!

JOIN PLANNING DAY 2025

FAQ's

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