The Real Life Entrepreneur Series
At Work Smart Canada, I know entrepreneurship doesn’t happen in a vacuum. Life shifts — leaving your job, divorce, health changes, grief, loss, burnout, financial stress, caregiving, major transitions — don’t stop just because you’re building something. In fact, they often make business feel harder, not easier.
That’s exactly why I created The Real Life Entrepreneur Series — a set of free, practical, live workshops for women business owners who are working hard to stay entrepreneurs even while life gets heavy.
Each workshop focuses on real challenges many women face and gives you structure, clarity, tools, and momentum that fit the life you’re living today.
The Caregiving CEO:
Structure for Business + Family
If you’re caring for one or more parents while running a business, you may feel like you’re carrying a constant weight.
You’re trying to show up for everyone — and your needs keep falling to the bottom of the list.
This free workshop will help you rebuild structure, protect your time, reduce overwhelm, and create a plan that supports your business and your caregiving responsibilities — without guilt.
Holding It All: This Workshop is for Entrepreneurs Supporting Parents
NEW Date:
Wednesday, April 8th, 2026
Time: 7:30-8:30pm ET
There is no fee to attend. Registration is required.
The Sustainable CEO:
A New Way to Work in Peri & Menopause
If your business used to feel easier and now everything feels harder… you’re not imagining it.
If peri-menopause or menopause is shifting your energy, focus, mood, sleep, or capacity — it makes sense that running your business the same way isn’t working anymore.
In this free workshop, you’ll learn how to rebuild structure, time management, and expectations around the woman you are today — so you can stay in business without burning out or constantly feeling behind.
It’s time to recalibrate & rise by building a business that fits your life now.
NEW Date:
Wednesday, April 22nd, 2026
Time: 7:30-8:30pm ET
There is no fee to attend. Registration is required.
The Steady CEO:
From Surviving to Steady
Big life shifts can wreck your focus, confidence, and motivation — and make you feel like your business is slipping through your fingers.
If you’re navigating separation, divorce, grief, or a major life transition, you may feel like you’re trying to run your business while carrying a heavy emotional load.
This workshop is for women entrepreneurs who want to rebuild momentum, create structure, find purpose, and move forward without shame, pressure, or pretending everything is fine.
Because it may not be fine.
And that’s OK.
It’s time to start moving from surviving to steady … one breath, one decision, one step at a time.
Date: Monday, May 4th, 2026
Time: 1-2:30pm ET
There is no fee to attend. Registration is required.
Staying in Business is Braver Than Starting One
Starting a business is often celebrated.
Launching something new.
Signing your first clients.
Building momentum.
But far less attention is given to what it takes to stay in business when life changes.
Caregiving.
Divorce or relationship changes.
Grief and loss.
Health challenges.
Burnout.
Financial stress.
Shifting priorities.
Boredom.
These moments don’t just affect your personal life — they affect your capacity, energy, and leadership as a business owner.
Yet most entrepreneurs continue trying to run their business as if nothing has changed.
This workshop is a conversation about what it really takes to sustain a business through real life.
Because entrepreneurship must evolve with the person running it.
Date: Tuesday, March 24th, 2026
Time: 7-8:30pm ET
There is no fee to attend. Registration is required.
Who Am I
Hi, my name is Jodi and I’m offering these workshops because I work with, and alongside, so many wonderful women who are experiencing or have experienced so many disruptors and shifts in their lives.
I see them trying to do it all. I see them burning out. I see them shutting down. And I want to do more.
Why?
Because I’ve tried to do it all myself too.
Since 2019:
I worked full-time and ran a part-time business (since 2014)
I started attending medical appointments with my parents whose health was declining
I separated and divorced my ex (14 year relationship) in 2020
I moved twice
I worked with multiple therapists and healthcare providers to assist me with anxiety and nervous system overload
I put boundaries in place with family members who were toxic, disrespectful, narcissistic and lived with addiction challenges
I tried dating, then stopped, then tried again, then stopped, then tried a final time
I quit my full-time government job in April 2022 to pursue full-time entrepreneurship (goal and dream of mine!) and said good-bye to a toxic boss and chaotic work culture
I met my current partner in October 2022
We moved in together in May 2024
I became a full-time bonus mom to four young women
I lost my dad in December 2024
I am a caregiver for my mom currently while running two businesses, living in a different city and overseeing a household of 6 (plus two pups)
My life has had monumental, world-shattering shifts. I have cried and lost more in the last five years than in the previous 30.
But I have also gained so many precious moments and beautiful people - that I never would have met or experienced without those losses and shifts.
I share my story because it’s one of thousands or hundreds of thousands around the world.
Of women, wearing superhero capes and continuing to step-up and help everyone. But losing site of who they are and what they want.
I lost myself for a long time. I didn’t show my pain or talk about my loss. I kept them quiet, to myself. I kept my head buried. It was easier.
I knew I needed to find a better way to live my life and be the person I wanted to be.
And day by day, I continue to move forward - seeking out the best in myself and other people. Working with experts and those who are a few steps ahead of me. They show me the way, the light, the possibilities.
And now, I want to you show you all the beautiful possibilities that lay ahead for you! I know you need support and a gentle hand to guide you. I hope you consider letting me into your support circle.
