Professional development that transforms real relationships, at work and at home.
Because your team is made of humans, and humans work better when they feel understood. Bring your people a workshop that strengthens communication, deepens trust, and transforms how they collaborate in real, everyday moments.
Why Forward-Thinking Companies Bring Ann In
Your company invests in people because you know this truth:
When your team feels supported, the entire organization benefits
- Better understanding → better collaboration
- Better communication → fewer misunderstandings
- Better emotional wellbeing → higher performance
- Better relationships → better retention and morale
Ann’s workshops are not “team building” in the traditional sense.
There are no trust falls, forced vulnerability, or awkward games.
Instead, she brings depth without heaviness, insight without jargon, and connection that is meaningful without being intrusive.
Values-driven companies hire Ann because they want their team to feel seen, grounded, supported, and capable of showing up as their whole selves — sustainably, not superficially.
What These Workshops Actually Do
Ann uses the Enneagram as a practical, accurate map of each team member’s communication style, stress response, and relational patterns.
During the workshop, your team will learn how to:
Understand each other’s communication + conflict styles
Why some people respond quickly while others need processing time. Why certain feedback lands well with one person and not with another. Why some go toward conflict, others go against it, and others go away from it.
Build a culture of emotional intelligence
Grounded, practical understanding of how humans work. This is not theoretical training. Your team walks away with tools they will use daily in Slack messages, meetings, feedback conversations, and collaborative projects.Â
Identify predictable stress behaviors
Each type has distinct tells and learning these creates more patience, empathy, and smoother collaboration.Â
Support each other in ways that actually work
Drawn directly from Ann’s type sheets (“How to support me,” “How I support others”).
Reduce friction and relational tension
Because when you understand the motivation behind a behavior, tension reduces and communication improves.
Navigate remote or hybrid dynamics with clarity
So your team understands how each person thrives in collaboration, autonomy, or structure.
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What's INCLUDEDÂ In Every Workshop
1
Pre-Work: Individual 30-Minute Coaching Session
Every participant receives a private session to:
- Confirm their accurate Enneagram type
- Identify their core motivations + blind spots
- Understand their conflict + communication tendencies
- Learn their stress signals and how to regulate them
- Explore how they best give and receive support
This aligns your team BEFORE they step into the group space — making the workshop exponentially more effective.
2
The Workshop (Half Day or Full Day)
A collaborative, energizing team experience that includes:
- Live teaching on the Enneagram’s structure
- Triads (head, heart, gut) and how they shape decision-making
- Instinctual stances (toward / against / away) in teamwork
- Real-time examples using your actual team dynamics
- Practical tools to apply immediately
No one is pressured to overshare.
No one is spotlighted.
Everyone is included and respected.
3
Integration Session (Optional or Included for Full-Day)
Each team member receives a follow-up private session to:
- Apply the material to their day-to-day communication
- Navigate specific workplace challenges
- Strengthen their relational patterns
- Build confidence in using what they learned
This is where the insights turn into actual behavior change.
Who This Is For
Ideal for teams that are:
- Small or mid-sized
- Values-driven, people-first
- Mission-driven or purpose-led
- In-person, hybrid, or fully remote
- Emotionally aware and invested in culture
- Growing and needing stronger communication structures
Ann is not for companies seeking productivity hacks or surface-level engagement.
She is for organizations who believe that investing in people is investing in outcomes.
Investment
Full-Day Experience
$4,800
Half-Day Experience
$3,100
*Travel fees apply outside Denver.
Give your team the gift of understanding — and watch the way their work transforms.
Working with Ann Kaplan for our Enneagram team workshop was an incredibly meaningful and impactful experience for our team.
We intentionally chose to do this work as a way to grow closer, deepen our understanding of one another, and learn how we can best collaborate as individuals and as a collective. Ann brings deep expertise, warmth, and a grounded, approachable style that immediately puts people at ease, whether they were brand new to the Enneagram or longtime enthusiasts.
She facilitated thoughtful, engaging conversations that helped our team better understand our individual motivations, communication styles, and stress responses, while also creating practical insights into how we can work more effectively together. What stood out most was Ann’s ability to translate Enneagram concepts into real-world, personal examples and actionable takeaways for collaboration, leadership, and day-to-day teamwork.
Our team walked away with a shared language, deeper empathy for one another, and tangible strategies for navigating differences with more clarity and respect. Ann is a gifted facilitator, listener, and teacher, and we would wholeheartedly recommend her to any organization looking to strengthen team connection, communication, and self-awareness.
- Elexis M. Schroder, SchroderHaus Marketing Communications Founder, Head of the Haus