WORKSHOPS & SPEAKING
Hi I’m Sheri. Founder of Keep on Dreaming Up 🪽.
A seasoned experience creator, coach, mentor, business operator and someone who has been at the front of the room for years and for thousands of people. While I love a big room moment, I am also at home with intimate groups where I can really create an experience with signature sessions and high value - teaching, speaking and workshopping.
I have a range of signature workshops and speaking topics rooted in the three pillars - magic, strategy and wellbeing. Aimed at founders, entrepreneurs, leaders, big dreamers and their teams.
I believe in recognizing and supporting the whole human, the reimagined aligned success they can cultivate and threshold moments they can overcome and accelerate with the right tools at the right time.
I share my gifts as I say, so they can shine in theirs.
Each session from the signature menu is unique but can be blended together based on your goals. Do expect storytelling, practical tools, and good energy and humour.
I can present at leadership summits, executive rooms, retreats, off-sites, in house workshops and events.
Human connection is strategic, and for every AI implementation, there should be a human one too.
If you don’t already have an IRL strategy for your business or enterprise, I can also help here.
The Menu
Strategy
Magic
Wellbeing
SIGNATURE SESSIONS 🪽
THE IRL ADVANTAGE: IN-PERSON CONNECTION AS STRATEGY
I take my two decades of experience creation, direction and business knowledge and share it with you. From curation techniques, budgeting and post mortems to the data around the importance of an IRL strategy these days.
We can choose from the following sub topics to create the most meaningful talk or workshop suited to your needs -
We look at the how aka simple logistics and meaningful curation
The importance of event flow
Taking a value driven approach
Aligning IRL to your strategy and why
The unique needs and wants of your community and teams.
Perk or expectation?
Solving for belonging, wellbeing and loneliness to maintain retention
Making sure there is repeatability and sustainability for long term success and good metrics
Making sure to include leaders and teams - sometimes to close the gap between them
Events as integrated brand strategy - a must these days.
THE ALIGNED LEADER: REIMAGINING SUCCESS METRICS
Founder success and fulfillment are not always synonymous and often that silo effect of building creates fragmentation and ultimately dissatisfaction. A struggle to maintain the energy levels to keep performing and the road to burnout can seem too close.
Metrics are usually quite singular whereas I created a formula that includes seven to accelerate the road to satisfaction and cohesive success.
This session works through the seven areas that make up the full human ecosystem. It’s an interesting exercise in a group setting and leads to great discussions and aha moments.
The honesty around optimization and where to start shifting attention, is interesting and unexpected. Desire vs output is often not as aligned as we would like and we get to shine a light on why with fun and of course compassion. It’s a part of the founder's and leaders journey and the space to envision a new version of success is really valuable. It tends to go somewhere nobody expects.
People leave with clarity and a new sense of empowerment.
I always say, why are you working so hard if it only shows up in one metric when you want all?
Note: The Aligned Leader is a broad body of work that can also be a keynote.
THE HEART MAGIC METHOD
I created this method during the most challenging time of my life.
I realized all the tools I have accumulated over the course of many years, allowed me to imagine a life of purpose and heal with grace. A life that is fuelled by a full cup and fulfillment.
These days in the world of high achievers, that may seem frivolous, but when things are in overwhelm mode and I know that feeling well, these tools aligned me to the my best self, identity and anchored self mastery.
This is an immersive experience that can be a single workshop a talk or an entire retreat framework. It speaks to the inner operating system that cultivates everything an ambitious human needs to flourish from the inside out.
Blending neuroscience, nervous-system work, and ancient wisdom made practical, Heart Magic gives leaders the tools to make clearer decisions, stay anchored under pressure, and build from a full cup.
Part teaching, part experience, it's where strategy and self-trust meet, and where high-achievers connect to the intuition and clarity that fuel their best work. Where magnetism and expansion become a baseline. It’s a deep and very nourishing dive, that will have you walking away refreshed, anchored and empowered.
THE MOONSHOT CIRCLE EXPERIENCE
If you were to declare your big dreams out loud in a circle of your peers, how would that feel?
The Moonshot Circle Experience helps you explore just that.
There’s something really impactful that happens when you put a group of entrepreneurs, founders and leaders into this experience.
They surprise themselves, they create connection amongst peers, they find that their desires are meant to be witnesses and also created. It’s somewhere in between accountability and exploration. This experience was created in 2022 and ran as a monthly event and also brought into aligned rooms. It was very effective and I had many repeat entrepreneurs that attended monthly.
We start by mingling then break into smaller circles/groups. Depending on the size of the overall group, but typically about 8. Then we tune in together as a collective and a theme is introduced with some insights. I can either create one with you relative to a problem you are solving or bring a menu I have.
The signature default question is - what are your big dreams?
Then we move around the circle with everyone having a set time to answer uninterrupted. Usually 2 min.
Once that is complete, we can open up for discussion at the end.
One of the rules is that we can offer feedback and uplift, but there is no fixing or advice given by peers, beyond the facilitation. There are always too many fixers, we need more uplifters and authentic sharing.
There is something unique about being witnessed uninterrupted in a loud world. It creates such a deep sense of belonging and connection.
The format is extremely simple which also makes it the most impactful.
This can be repeated quarterly either with my team or I can advise yours to lead it as well. It can also be a precursor to deeper team discussions, strategies, ecosystem exploration and idea generation.

