This experience is designed for people whose interests don’t fit neatly into a single category.
Instead of forcing everything into a single lane, this course explores how your diverse interests might actually be the foundation of a thoughtful and flexible career.
You have multiple interests or skills and struggle to explain how they fit together
You’ve been told you need to “pick one thing” but that advice has never felt quite right
Your career path has been nonlinear, exploratory, or difficult to describe
You’re curious about portfolio careers, creative work, or building multiple streams of meaningful work
You enjoy connecting ideas across disciplines and exploring unexpected directions
You’re rethinking what a sustainable, meaningful career might look like in a rapidly changing world
Each week introduces a new lens for understanding your interests, experiences, and possibilities. Through reflection, discussion, and small experiments, you'll begin connecting ideas that may have previously felt scattered.
Week 1 — The Myth of Focus
Explore the cultural pressure to specialize and why many meaningful careers emerge through exploration and combination instead.
Week 2 — Mapping Your Multitudes
Identify the interests, skills, experiences, and curiosities that make up your personal ecosystem.
Week 3 — Patterns and Connections
Look for themes and intersections that reveal how seemingly unrelated interests might reinforce each other.
Week 4 — Small Experiments
Design small, low-risk ways to explore potential directions rather than waiting for a single perfect plan.
Week 5 — Portfolio Careers
Learn how people combine multiple roles, projects, and income streams into flexible career structures.
Week 6 — The Economics of Enough
Consider what kind of financial and lifestyle balance supports the kind of work you want to pursue.
Week 7 — Telling the Story
Develop language for explaining your work and interests in a way that others can understand.
Week 8 — Designing Your Next Chapter
Bring your insights together and identify possible next steps for shaping your portfolio of work.
“This course doesn’t treat curiosity like a distraction. It creates space to explore it with structure and support. Sometimes we just need a little validation that it’s okay to try something new.”
Previous Cohort Participant
“As you move through the material, you start to see how everything builds on itself and why each piece matters. Design thinking magic.”
Previous Cohort Participant
“Adults don’t get enough chances to learn and grow through fun. This course created that space while helping me think through possible life paths — exciting and a little scary in the best way.”
Previous Cohort Participant
“This course doesn’t treat curiosity like a distraction. It creates space to explore it with structure and support. Sometimes we just need a little validation that it’s okay to try something new.”
Previous Cohort Participant
No. In fact, many participants join because they don’t have a clear next step yet.
This course is designed to help you explore your interests, notice patterns, and experiment with possible directions. The goal isn’t to arrive with a perfect plan; it’s to develop better ways of thinking about what might come next.
Participants often include people who are:
Plan for about 2–3 hours per week.
This includes the weekly live session plus time for reflection exercises or small experiments between sessions. The activities are designed to fit into real life rather than feeling like homework.
Live participation is encouraged because the cohort conversations are an important part of the experience.
However, sessions are recorded and shared with participants, so you’ll still be able to follow along if you miss one.
Not directly.
While some participants may be thinking about job changes, the course focuses more broadly on understanding your interests, patterns, and possibilities. Many people find that clearer career decisions follow naturally from that process.
Cohorts are intentionally small so participants have space to contribute and get to know each other.
This creates a supportive environment where people can share ideas, ask questions, and learn from each other's perspectives.
This course may not be the best fit if you’re looking for a rigid step-by-step career formula or a quick answer about what job to pursue next.
Instead, the course emphasizes curiosity, experimentation, and reflection as ways to discover meaningful directions over time.
The live cohort version of the course is $800.
Your enrollment includes all live sessions, course materials, and access to the cohort community during the program.
A self-paced version of the course will also be available later at a lower price for people who prefer to work through the material on their own.
If you enroll and realize the course isn’t the right fit, you can request a full refund within the first week of the program. Because the course is cohort-based and space is limited, refunds are not available after that point.
Meet your instructor
Design thinking coach, educator, facilitator, and mixed-media artist.
Emily Holmes is a design thinking strategist, facilitator, and visual artist who helps people and organizations tackle complex challenges through human-centered design and creative exploration. She believes deeply in the power of collaborative, rapid experimentation to unlock insights, spark creativity, and generate meaningful solutions.
Over the past several years, she has worked as a consultant and trainer with dozens of organizations, guiding teams through design sprints, research activities, and innovation workshops that help them better understand their users and experiment with new ideas. Her consulting work has included collaborations with organizations such as NASA, The Nature Conservancy, and major universities and cultural institutions, including work on a multi-institutional digital archive for artist Judy Chicago.
Before launching her consulting practice, Emily served as Director of User Experience for Research and Development at Hobsons, a global education technology company. There she introduced user research and Lean UX practices into the product development process and helped lead the development of a college and career readiness curriculum for first-generation teenagers that generated more than $8.5 million in revenue during its first year.
A lifelong creative, Emily has also been an exhibit designer for an interactive science museum, a professional singer, a front-end developer, a web consulting entrepreneur, a fire juggler, and the owner of a stained glass studio whose work was sold through galleries and catalog companies around the world. She also sells her mixed-media work, including paintings, collage, glass, and metal work, to galleries.
Emily holds a BA in Art History and Visual Art from Duke University and a Master’s degree in Human Factors from Bentley University. She lives on a small island on the Outer Banks, off the coast of North Carolina.
In this course, Emily brings a creative and exploratory approach that helps participants notice patterns, connect ideas, and experiment with new ways of thinking about problems, possibilities, and the design of their own lives.
Meet your instructor
Human-centered learning strategist, facilitator, and personal stylist.
Lee is a human-centered learning strategist, facilitator, and personal stylist with over 10 years of experience helping people navigate change, express who they are, and show up with intention — in their work, their lives, and what they wear.
Through their independent consultancy, Learn & Work, Lee weaves together human-centered design, adult learning and development, and facilitation to create engaging, holistic learning experiences that improve culture and organizational development. Lee holds an MA Ed. in Adult Learning and Development from Portland State University and certificates in Human-Centered Design from the LUMA Institute. They've contributed to government agencies, tech, higher education, retail, healthcare, and more — designing everything from collaborative decision-making processes to workshops and engagement programs.
Whatever the context, Lee embeds joy and play, nervous system awareness, and equity and inclusion approaches to build solutions that are useful, usable, and desirable.
As a stylist and founder of Out of the Closet Fits, Lee extends this same philosophy into the wardrobe. They help people and professionals express their values and presence through what they wear — with a focus on restyling existing wardrobes to unlock fresh combinations and authentic personal style without starting from scratch. For Lee, getting dressed is a daily practice of self-expression and confidence.
In this course, Lee brings a reflective and exploratory perspective that helps participants connect ideas, question assumptions, and experiment with new ways of thinking about career and purpose.
Emily Holmes
Design strategist, mixed-media artist, and founder of Curious.
Emily helps individuals and organizations navigate complexity through design thinking, creativity, and human-centered methods. Her work focuses on helping people uncover insights, connect ideas across disciplines, and approach uncertainty with curiosity rather than fear.
Her own career has taken a portfolio path, spanning strategy consulting, teaching, visual art, and creative facilitation. This mix of work has shaped her belief that meaningful careers often emerge through experimentation, reflection, and the gradual discovery of connections between interests.
Through Curious, Emily explores how creative thinking, design methods, and artistic practice can help people imagine new possibilities for both work and life.
Lee Wilmoth
Human-centered learning designer, facilitator, and personal stylist.
Lee designs learning experiences that help people navigate change, make sense of their experiences, and develop language for expressing who they are and how they work. They partner with organizations and communities to create thoughtful learning environments grounded in human-centered design, adult learning, and facilitation.
Their work draws on a wide range of influences, including art history, movement practices, and embodied learning. Lee is particularly interested in how identity, values, and creativity shape the way people show up in their work and lives.
In this course, Lee brings a reflective and exploratory perspective that helps participants connect ideas, question assumptions, and experiment with new ways of thinking about career and purpose.
Many meaningful careers don’t begin with a perfectly defined path. They emerge through curiosity, experimentation, and the gradual discovery of connections between interests.
