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Fearless Training

Zen Habits offers a variety of opportunities to support you on your journey of meaningful change and intentional living


From a free foundational training and a vibrant community experience to in-depth group coaching or personalized guidance from Leo, you’ll find the perfect option to meet your unique needs.

Fearless Living Academy Icon

Fearless Living Academy

Membership Experience

A powerful action-based system to help you craft the life you've always wanted

  • Join focus groups to train in facing what blocks you
  • Discover accountability systems that fit your needs
  • Connect with a community committed to intentional living
  • Participate in live calls and expert-led workshops
  • Access video courses on habits, purpose, and impact
  • Explore a collection of meditations by Leo

SHOW DETAILS

Learn more about what FLA offers you:

  • Discover how Fearless Living Academy can help you create a meaningful life through small, consistent actions
  • Learn about FLA's The Practice, a structured approach to daily growth and impactful personal shifts
  • Explore the power of focus sessions to tackle meaningful projects and build life-changing habits

Monthly ($29) or annual ($249) membership

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Fearless Mastery

Training & Coaching Program

Zen Habits' flagship training and coaching program — four months of teachings, practice, coaching, and a community walking alongside you to support deep transformation in how you work and live.

  • Learn to work with resistance, overwhelm, self-doubt, and old patterns that hold you back
  • Build sustainable practices and structures that support your deepest purpose
  • Develop clarity and focus so you can create meaningful, lasting change in your work and life
  • Join a community walking alongside you, offering connection, accountability, and shared growth
  • Deepen self-compassion and cultivate the mindset to sustain transformation for the long term

SHOW DETAILS

The Fearless Mastery program includes:

  • Choose from three paths — Productivity, Creators, or Business — each suited to your focus
  • Weekly live coaching calls and small group work
  • 1-on-1 coaching sessions and weekly check-ins to keep you accountable
  • Office hours and focus sessions to advance your meaningful work
  • Monthly practices and workshops
  • A four-month subscription to Fearless Living Academy after the program ends

Enrollment for the Spring 2027 cohort of Fearless Mastery opens in November. Stay tuned!

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Private Coaching with Leo

One-on-One Coaching

Transform your life with Leo's personalized coaching. Overcome resistance, break old patterns, embrace uncertainty, and cultivate mindful habits to align your actions with your deepest purpose

A high-impact coaching experience for those ready to make bold, transformative changes in their lives. Limited spots available.

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3 Pillars of Fearless Living

Free Training

Explore the foundational pillars that will guide you to live fearlessly and purposefully. Dive into the principles that support a life of courage and intentionality

A practical 3-step training with actionable steps to build habits, discover your purpose, and overcome resistance.