Your Vision. Your Journey. Your Transformation.
Spring Cohort ✦ February 2 - June 2
Zen Habits' most powerful program — four months of teachings, practice, coaching, and a community walking alongside you to support deep transformation in how you work and live.

Over the years, Fearless Mastery has supported hundreds of creators, leaders, and change-makers in bringing their most meaningful work to life.Now, for the first time, the program is evolving into three distinct journeys, each designed to meet you where you are in your work and life.

Build the foundations and structure for meaningful, sustainable work.
For those who feel overwhelmed, stuck in cycles of procrastination or burnout, or who've tried productivity systems that didn't last.

Transform your creative vision from aspiration into reality.
For those with a dream project that keeps being put off, who feel the gap between what they want to create and what they're accomplishing.

Business
Deepen your leadership capacity and scale your work in sustainable, aligned ways.
For leaders ready to move beyond old patterns, navigate the challenges of growth, and expand their impact. Transform not just your business, but how you show up as a leader.
All three journeys share the same foundation: working with resistance, overwhelm, and uncertainty rather than fighting against them. You'll cultivate mindfulness and presence, build habits that sustain you, and develop the self-compassion needed to keep going when things get hard.Whether you're building foundations, bringing a vision to life, or expanding your leadership, you'll be supported by practices that honor your well-being as much as your work.

Fearless Mastery is built on three interconnected forces that create the conditions for transformation.
The practices, teachings, and weekly sessions that guide you through the program. A framework that supports your practice and keeps you moving forward.
A community that sees you, supports you through challenges, celebrates your wins, and offers the connection and accountability that help you stay engaged with your work.
Personal guidance that reveals your patterns, uncovers blind spots, and brings awareness to how you work and live. Transformation that happens from within.

What's Included
Weekly calls (mix of teaching, group practice, coaching, and group accountability)
Monthly practices
1-on-1 coaching
Weekly check-ins
Office hours (shared across programs)
Focus sessions (shared across programs)
Plus, the Creators and Business programs include collaborative workshops and a Breakthrough Project that serves as the focus for your work throughout the program.
Creator of Zen Habits, one of the world's most influential blogs on mindfulness and simple living with over a million readers. Leo has authored several books on habits, simplicity, and meaningful change.For decades, Leo has guided thousands of people through profound personal transformation, teaching them to work with resistance, navigate uncertainty, and deepen into their purpose. Through his coaching programs, retreats, talks, and writings, he helps people transform not just their habits, but how they show up for their lives.

Three distinct journeys, each designed to meet you where you are in your work and life.
Productivity
Build solid foundations for your work and well-being
12 seats
Creators
Transform your creative vision from idea to reality
8 seats
Business
Deepen your leadership and expand your impact
5 seats
Fearless Mastery
Spring Cohort ✦ February 2 - June 1
Build the foundations for meaningful, sustainable work through a productivity practice grounded in mindfulness and systems thinking. You'll learn to understand and work with your patterns, design structures that support both your work and your wellbeing, and develop a practice that adapts as your life evolves.

Who It's For
This program is especially designed for those who:
Feel constantly overwhelmed, overstretched, or stuck in their work
Find themselves caught in cycles of overwork, procrastination, or burnout
Struggle to find time, energy, or focus for their most meaningful work
Have tried multiple productivity systems that didn't last, and want an approach that feels more personal and sustainable
The difference between wanting to change and actually changing often comes down to structure. This program provides a framework that supports you through four months of focused work — every element designed to work together to guide and hold you.

Essentials
Weekly live 90-minute sessions (Mondays at 11am Pacific / 2pm Eastern via Zoom) that blend learning, practice, and accountability. You'll have teaching sessions that offer guidance and direction, group practice that deepens your engagement, coaching that addresses your challenges, and accountability sessions where you share progress and receive support from the group.
Two 1-on-1 coaching sessions throughout the program (one with each coach) that help you recognize patterns that hold you back and develop new ways of approaching your work. These sessions offer a space to reflect deeply, work through resistance, and receive guidance focused on your growth.

Practice & Accountability
Each month introduces a specific focus for your practice — something to explore, work with, and return to throughout the weeks. Each one offers a lens through which to observe your patterns and practical ways to engage with what you're learning.
A weekly check-in space for staying connected to your work and the community. Share victories, intentions, challenges, or reflections — it's optional and flexible, designed to support your accountability in whatever way feels most helpful.

Shared Across Programs
One-hour group coaching sessions for ongoing support. Whether you're navigating resistance, facing blocks, or need a fresh perspective, these sessions provide space to work through challenges and get the guidance you need.
Co-working sessions designed for deep, uninterrupted focused work. You'll have protected time to make real progress on your most important tasks while being supported by the presence of others engaged in their own meaningful work.

What to Expect
Over four months, you'll move through a clear progression: starting with clarity on your purpose and direction, then understanding how your current productivity system operates, designing structures and practices that serve you, and finally developing the skills to sustain your practice over time.You'll gain practical capabilities for working with overwhelm, resistance, and imperfection, alongside a reflective practice for adapting as your life changes.
Topics You'll Cover
Foundations of mindful productivity
Clarifying your purpose and using vision to set direction
Understanding your relationship with productivity and current patterns
Working with limited resources: time, energy, and attention
Recognizing cognitive biases, resistance, and procrastination patterns
Understanding and working with overwhelm and time anxiety
Decision-making, self-trust, and designing for simplicity
Building sustainable routines, setting boundaries, and cultivating focus
Finding joy in the process rather than rigid outcomes
Self-compassion, imperfection, and the skill of beginning again
Reflection practices and adapting as your life evolves
Meet the teachers and coaches who will guide you through this journey.

Founder of Zen Habits and executive coach with decades of experience guiding people through transformation. Leo specializes in helping people work with resistance and navigate uncertainty, supporting them to deepen into their purpose and transform how they show up for their work and their lives.

Member of the Zen Habits team, Fearless Mastery alumni, and educator with over 15 years of experience. Diana specializes in understanding how people work and what it takes to create lasting change. Her approach combines insight into human behavior, systems-thinking, and strategies for building effective productivity practices.

Key Details
Duration & Dates
The program runs for 18 weeks. Our kickoff call will be on February 2nd and we'll close with a final session on June 1st.
Weekly Calls
All weekly calls are 90 minutes long and are held on Mondays at 11 am Pacific / 2 pm Eastern via Zoom.
Please note that Daylight Saving Time changes occur at different dates in the US and Europe, and some countries don't observe DST at all. Check your time zone to confirm the call time in your location and ensure you'll be available throughout the program.
Community Space
You'll gain access to our Circle community space two weeks before the program starts. During this time, you'll complete some preparatory materials. Circle is where you'll connect with your cohort, share weekly check-ins, and access program resources.
Office Hours
We offer office hours at various days and times to accommodate different schedules, hosted by coaches from all three programs. You'll receive the schedule in advance so you can reserve your spot for the sessions that work best for you.
Coaching Sessions
You'll be able to schedule your four 1-on-1 coaching sessions flexibly throughout the program. We recommend spacing them out, but you can schedule them when they'll serve you best. You'll have access to the coaches' calendars for booking.
Recordings
All sessions are recorded and available to you (teaching, group practice, accountability calls, and office hours), except when we're working in small breakout groups.
Productivity Program: Pricing
12 seats available
You can choose from two forms of payment.
★ Early bird fees apply until December 20, 2025 (midnight Eastern) ★
Option 1 • Split Payments
| Early Bird | Standard Fee |
|---|---|
| $1,680 split in 6 payments of $280 | $2,100 split in 6 payments of $350 |
You'll be charged the first monthly payment when you enroll. The remaining five payments will be automatically charged monthly.
Option 2 • One-Time Payment (10% off)
| Early Bird | Standard Fee |
|---|---|
| Single payment of $1,440 | Single payment of $1,800 |
You'll be charged the full amount when you enroll.
Exploratory Call
Not sure which program is right for you, or whether Fearless Mastery is a good fit? Schedule a 30-minute call with Leo to discuss your situation and explore which journey makes sense for where you are right now.

Frequently Asked Questions
What happens if I cannot attend the weekly calls?
Weekly calls are a core part of the program. Please commit to attending the weekly calls. That said, we understand life happens. All sessions are recorded (except small group breakout work) so you can catch up if you need to miss a call.
Can I enroll in two programs at the same time?
No. You won't be able to participate in more than one program at a time. Each program requires significant time and focus to get the full benefit. If you're interested in multiple journeys, please complete one before moving to the next.
Is there a refund policy in place?
We don't allow refunds, to serve you fully committing to the program, and because when you sign up, you're taking up a limited spot.
What if I need to drop out or can't complete the program?
We ask that you do a call with us before you exit, and not just drop out via email. We don't offer refunds because of limited spots.
How much time should I expect to commit each week?
Plan for 3-4 hours per week: 90 minutes for the weekly call, plus time for your monthly practice, weekly check-ins, and working on your focus areas. Some weeks may require more, especially if you attend office hours or focus sessions. The program works best when you give it consistent attention.
Fearless Mastery
Spring Cohort ✦ February 3 - June 2
Bring your creative vision to life by moving from idea to embodiment. You'll develop the capacity to stay engaged with your creative work, navigate resistance and self-doubt, and deepen your self-trust and creative integrity as you complete a meaningful project.

Who It's For
This program is especially designed for those who:
Have a passion project, dream, or meaningful work that keeps being put off
Feel the gap between what they want to create and what they actually accomplish
Want to turn their vision into tangible reality
Need structure and support to stay engaged with their creative work
Want to move beyond circling the same patterns and actually bring something to life
The difference between wanting to change and actually changing often comes down to structure. This program provides a framework that supports you through four months of focused work — every element designed to work together to guide and hold you.

Essentials
Weekly live 90-minute sessions (Tuesdays at 9am Pacific / 12pm Eastern via Zoom) that blend learning, practice, and accountability. You'll have teaching sessions that offer guidance and direction, group practice that deepens your engagement, coaching that addresses your challenges, and accountability sessions where you share progress and receive support from the group.
Two 1-on-1 coaching sessions throughout the program (one with each coach) that help you recognize patterns that hold you back and develop new ways of approaching your work. These sessions offer a space to reflect deeply, work through resistance, and receive guidance focused on your growth.

Practice & Accountability
Each month introduces a specific focus for your practice — something to explore, work with, and return to throughout the weeks. Each one offers a lens through which to observe your patterns and practical ways to engage with what you're learning.
A weekly check-in space for staying connected to your work and the community. Share victories, intentions, challenges, or reflections — it's optional and flexible, designed to support your accountability in whatever way feels most helpful.

Project Development
A meaningful, self-chosen project meant to help you create a breakthrough for yourself. This will be the vehicle for turning your vision into a tangible reality, requiring you to stretch beyond your comfort zone. It serves as a container for growth, challenging you to push beyond familiar patterns, navigate obstacles, and foster meaningful transformation.
These workshops are where ideas come alive through the power of group collaboration. You'll connect with others to share insights, challenge assumptions, and unlock new possibilities for your project. It's a space where collective energy helps you move beyond what you could do alone.

Shared Across Programs
One-hour group coaching sessions for ongoing support. Whether you're navigating resistance, facing blocks, or need a fresh perspective, these sessions provide space to work through challenges and get the guidance you need.
Co-working sessions designed for deep, uninterrupted focused work. You'll have protected time to make real progress on your most important tasks while being supported by the presence of others engaged in their own meaningful work.

What to Expect
Over four months, you'll develop the capacity to stay engaged with creative work through all its phases — from initial vision through the messy middle to completion. You'll learn to work through resistance, self-doubt, and perfectionism, navigate the inevitable obstacles that arise, and deepen your self-trust and creative integrity. Whether you're working on a passion project or bringing a meaningful idea to life, you'll build the skills to see it through.
Topics You'll Cover
Clarifying your creative vision and purpose
Understanding your creative process and patterns
Working with resistance, fear, and creative blocks
Navigating self-doubt, perfectionism, and imposter feelings
Staying engaged through the messy middle of creative work
Building and trusting your creative integrity
The role of practice, process, and experimentation
Receiving feedback and collaborating with others
Bringing creative work to completion
Self-compassion and working with setbacks
Sustaining creative momentum over time
Meet the teachers and coaches who will guide you through this journey.

Founder of Zen Habits and mindfulness coach with decades of experience guiding people through transformation. Leo specializes in helping people work with resistance and navigate uncertainty, supporting them to deepen into their purpose and transform how they show up for their work and their lives.

Zen Habit team leader and breathwork and embodiment coach, Amanda has been a participant, leader and coach in Leo's Fearless Mastery program since Day 1 of the program (in 2020). She's also graduated from Leo's Fearless Coach Training Program, and helps people find their authentic selves while shedding old self-beliefs.

Key Details
Duration & Dates
The program runs for 18 weeks. Our kickoff call will be on February 3rd and we'll close with a final session on June 2nd.
Weekly Calls
All weekly calls are 90 minutes long and are held on Tuesdays at 9am Pacific / 12pm Eastern via Zoom.
Please note that Daylight Saving Time changes occur at different dates in the US and Europe, and some countries don't observe DST at all. Check your time zone to confirm the call time in your location and ensure you'll be available throughout the program.
Community Space
You'll gain access to our Circle community space two weeks before the program starts. During this time, you'll complete some preparatory materials. Circle is where you'll connect with your cohort, share weekly check-ins, and access program resources.
Office Hours
We offer office hours at various days and times to accommodate different schedules, hosted by coaches from all three programs. You'll receive the schedule in advance so you can reserve your spot for the sessions that work best for you.
Coaching Sessions
You'll be able to schedule your four 1-on-1 coaching sessions flexibly throughout the program. We recommend spacing them out, but you can schedule them when they'll serve you best. You'll have access to the coaches' calendars for booking.
Recordings
All sessions are recorded and available to you (teaching, group practice, accountability calls, and office hours), except when we're working in small breakout groups.
Creators Program: Pricing
8 seats available
You can choose from two forms of payment.
★ Early bird fees apply until December 20, 2025 (midnight Eastern) ★
Option 1 • Split Payments
| Early Bird | Standard Fee |
|---|---|
| $2,400 split in 6 payments of $400 | $3,000 split in 6 payments of $500 |
You'll be charged the first monthly payment when you enroll. The remaining five payments will be automatically charged monthly.
Option 2 • One-Time Payment (10% off)
| Early Bird | Standard Fee |
|---|---|
| Single payment of $2,080 | Single payment of $2,600 |
You'll be charged the full amount when you enroll.
Exploratory Call
Not sure which program is right for you, or whether Fearless Mastery is a good fit? Schedule a 30-minute call with Leo to discuss your situation and explore which journey makes sense for where you are right now.

Frequently Asked Questions
What happens if I cannot attend the weekly calls?
Weekly calls are a core part of the program. Please commit to attending the weekly calls. That said, we understand life happens. All sessions are recorded (except small group breakout work) so you can catch up if you need to miss a call.
Can I enroll in two programs at the same time?
No. You won't be able to participate in more than one program at a time. Each program requires significant time and focus to get the full benefit. If you're interested in multiple journeys, please complete one before moving to the next.
Is there a refund policy in place?
We don't allow refunds, to serve you fully committing to the program, and because when you sign up, you're taking up a limited spot.
What if I need to drop out or can't complete the program?
We ask that you do a call with us before you exit, and not just drop out via email. We don't offer refunds because of limited spots.
How much time should I expect to commit each week?
Plan for 3-4 hours per week: 90 minutes for the weekly call, plus time for your monthly practice, weekly check-ins, and working on your focus areas. Some weeks may require more, especially if you attend office hours or focus sessions. The program works best when you give it consistent attention.
Fearless Mastery
Spring Cohort ✦ February 3 - June 2
Deepen your leadership capacity and expand your impact. Take your business to the next level. You'll work through the challenges of scaling your work, move beyond patterns that hold you back, and develop new ways of showing up as a leader — transforming not just your business, but how you lead.

Who It's For
This program is especially designed for those who:
Are ready to move beyond old patterns and expand their leadership capacity
Want to scale their work and impact in sustainable, aligned ways
Need support navigating the challenges of growth and expansion
Are at a crossroads and ready to commit to the work that moves them forward
Want to be supported, challenged, and held accountable in ways that help them move beyond what they thought was possible
The difference between wanting to change and actually changing often comes down to structure. This program provides a framework that supports you through four months of focused work — every element designed to work together to guide and hold you.

Essentials
Weekly live 90-minute sessions (Tuesdays at 11am Pacific / 12pm Eastern via Zoom) that blend learning, practice, and accountability. You'll have teaching sessions that offer guidance and direction, group practice that deepens your engagement, coaching that addresses your challenges, and accountability sessions where you share progress and receive support from the group.
Two 1-on-1 coaching sessions with Leo that help you recognize patterns that hold you back and develop new ways of approaching your work. These sessions offer a space to reflect deeply, work through resistance, and receive guidance focused on your growth.

Practice & Accountability
Each month introduces a specific focus for your practice — something to explore, work with, and return to throughout the weeks. Each one offers a lens through which to observe your patterns and practical ways to engage with what you're learning.
A weekly check-in space for staying connected to your work and the community. Share victories, intentions, challenges, or reflections — it's optional and flexible, designed to support your accountability in whatever way feels most helpful.

Project Development
A meaningful, self-chosen project meant to help you create a breakthrough for yourself. This will be the vehicle for turning your vision into a tangible reality, requiring you to stretch beyond your comfort zone. It serves as a container for growth, challenging you to push beyond familiar patterns, navigate obstacles, and foster meaningful transformation.
These workshops are where ideas come alive through the power of group collaboration. You'll connect with others to share insights, challenge assumptions, and unlock new possibilities for your project. It's a space where collective energy helps you move beyond what you could do alone.

Shared Across Programs
One-hour group coaching sessions for ongoing support. Whether you're navigating resistance, facing blocks, or need a fresh perspective, these sessions provide space to work through challenges and get the guidance you need.
Co-working sessions designed for deep, uninterrupted focused work. You'll have protected time to make real progress on your most important tasks while being supported by the presence of others engaged in their own meaningful work.

What to Expect
Over four months, you'll work through the inner and outer challenges of leadership and growth. You'll gain clarity on your priorities and direction, recognize patterns that limit your leadership, and develop sustainable approaches to scaling your work. Through coaching and a small group of fellow leaders, you'll navigate the complexities of expansion while staying grounded in your values.
Topics You'll Cover
Clarifying your vision and strategic direction
Working with resistance, fear, and limiting beliefs as a leader
Scaling your work while maintaining alignment with your values
Building sustainable systems for growth
Decision-making and strategic thinking
Navigating the challenges and complexities of expansion
Delegation, team building, and empowering others
Managing energy, capacity, and avoiding burnout
Self-trust and confidence as a leader
Adapting your leadership as your work evolves
Meet the teacher and coach who will guide you through this journey.

Founder of Zen Habits and executive coach with decades of experience guiding people through transformation. Leo specializes in helping people work with resistance and navigate uncertainty, supporting them to deepen into their purpose and transform how they show up for their work and their lives.

Key Details
Duration & Dates
The program runs for 18 weeks. Our kickoff call will be on February 3rd and we'll close with a final session on June 2nd.
Weekly Calls
All weekly calls are 90 minutes long and are held on Tuesdays at 11am Pacific / 2pm Eastern via Zoom.
Please note that Daylight Saving Time changes occur at different dates in the US and Europe, and some countries don't observe DST at all. Check your time zone to confirm the call time in your location and ensure you'll be available throughout the program.
Community Space
You'll gain access to our Circle community space two weeks before the program starts. During this time, you'll complete some preparatory materials. Circle is where you'll connect with your cohort, share weekly check-ins, and access program resources.
Office Hours
We offer office hours at various days and times to accommodate different schedules, hosted by coaches from all three programs. You'll receive the schedule in advance so you can reserve your spot for the sessions that work best for you.
Coaching Sessions
You'll be able to schedule your four 1-on-1 coaching sessions with Leo flexibly throughout the program. We recommend spacing them out, but you can schedule them when they'll serve you best. You'll have access to Leo's calendar for booking.
Recordings
All sessions are recorded and available to you (teaching, group practice, accountability calls, and office hours), except when we're working in small breakout groups.
Business Program: Pricing
5 seats available
Choose the payment option that works best for you.
★ Early bird fees apply until December 20, 2025 (midnight Eastern) ★
Option 1 • Split Payments
| Early Bird | Standard Fee |
|---|---|
| $3,360 split in 6 payments of $560 | $4,200 split in 6 payments of $700 |
You'll be charged the first monthly payment when you enroll. The remaining five payments will be automatically charged monthly.
Option 2 • One-Time Payment (10% off)
| Early Bird | Standard Fee |
|---|---|
| Single payment of $3,040 | Single payment of $3,800 |
You'll be charged the full amount when you enroll.
Exploratory Call
Not sure which program is right for you, or whether Fearless Mastery is a good fit? Schedule a 30-minute call with Leo to discuss your situation and explore which journey makes sense for where you are right now.

Frequently Asked Questions
What happens if I cannot attend the weekly calls?
Weekly calls are a core part of the program. Please commit to attending the weekly calls. That said, we understand life happens. All sessions are recorded (except small group breakout work) so you can catch up if you need to miss a call.
Can I enroll in two programs at the same time?
No. You won't be able to participate in more than one program at a time. Each program requires significant time and focus to get the full benefit. If you're interested in multiple journeys, please complete one before moving to the next.
Is there a refund policy in place?
We don't allow refunds, to serve you fully committing to the program, and because when you sign up, you're taking up a limited spot.
What if I need to drop out or can't complete the program?
We ask that you do a call with us before you exit, and not just drop out via email. We don't offer refunds because of limited spots.
How much time should I expect to commit each week?
Plan for 3-4 hours per week: 90 minutes for the weekly call, plus time for your monthly practice, weekly check-ins, and working on your focus areas. Some weeks may require more, especially if you attend office hours or focus sessions. The program works best when you give it consistent attention.