Jon Macaskill

Jon Macaskill Jon Macaskill is an influencer

Dad First šŸ”¹ Men Talking Mindfulness Podcast Cohost šŸ”¹ Keynote Speaker šŸ”¹ Entrepreneur šŸ”¹ Retired Navy SEAL Commander

Colorado Springs, Colorado, United States
142K followers 500+ connections

About

Who am I?

I’m Jon Macaskill, a retired Navy SEAL Commander turned mindfulness teacher, leadership coach, and resilience practitioner. My journey has taken me from the battlefield to the boardroom… from leading elite teams under pressure to helping leaders navigate complexity with clarity and composure. I’m a Christian, and my faith is a steady compass guiding how I lead, serve, and show up.

At the heart of it all, I lead with clarity, courage, and compassion to help others unlock their potential. I use my voice, presence, and past...especially the hard parts...to empower people to live and lead with integrity, resilience, and heart.

What do I do?

I help leaders and teams grow by blending mental toughness with emotional intelligence. Through 1:1 coaching, workshops, and keynotes, I teach practical tools to build clarity, trust, and resilience. I’ve worked with Amazon, Microsoft, PepsiCo, and more—and across every high-performing team, one truth holds: you can’t lead others well if you don’t lead yourself first.

What makes my approach different?

I believe grit and compassion are two sides of the same coin. My leadership lens is forged through discipline and refined by deep work in presence, empathy, and connection. I help leaders navigate stress, communicate with impact, and build cultures that elevate performance and people while staying anchored in what matters.

I model what it means to be strong and compassionate… disciplined and self-aware… driven and deeply human. Every interaction is a chance to build trust, challenge the status quo, and make life better for my family, my teams, and everyone I encounter.

I also co-host Men Talking Mindfulness, a podcast about leading, living, and showing up fully… especially when it’s hard.

Let’s connect if you’re:
• A leader building a high-performing team
• Someone facing stress or decision fatigue
• Ready to lead with greater awareness and purpose

Message me to start the conversation—or follow along if you’re here to learn. Either way… welcome.

Articles by Jon

Activity

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Experience

  • US Navy

    US Navy

    24 years 6 months

    • US Navy Graphic

      Navy SEAL Officer (Retired in August 2020)

      US Navy

      - Present 5 years 3 months

    • US Navy Graphic

      Navy SEAL Officer

      US Navy

      - 19 years 4 months

  • Frogman Mindfulness Graphic

    Owner / Keynote Speaker / Mindfulness, Wellness, and Leadership Mentor

    Frogman Mindfulness

    - Present 8 years 1 month

    Colorado Springs, Colorado, United States

    Jon Macaskill (pronounced Muh-KAS-kill) is a retired Navy SEAL Commander turned mindfulness teacher. He’s taking what helped him excel in his professional life and heal in his personal life and now sharing this with others to help them do the same!

  • UVA Darden Executive Education & Lifelong Learning Graphic

    Adjunct Faculty

    UVA Darden Executive Education & Lifelong Learning

    - Present 5 years 2 months

  • Calm Graphic

    Consultant / Content Creator / Keynote Speaker

    Calm

    - Present 1 year 10 months

  • Men Talking Mindfulness Podcast Graphic

    Podcast Co-founder, Co-host, and Producer

    Men Talking Mindfulness Podcast

    - Present 5 years 9 months

  • The Outlier Project Graphic

    Advisor

    The Outlier Project

    - Present 2 years 3 months

  • Movement Rx Graphic

    Mindfulness Coach

    Movement Rx

    - Present 5 years 1 month

  • My Steady Mind Graphic

    Partner

    My Steady Mind

    - Present 4 years 9 months

  • CEC Graphic

    Director of Talent Optimization

    CEC

    - 1 year 4 months

    Dallas-Fort Worth Metroplex

    As the Director of Talent Optimization at CEC Facilities Group, I partner with our leaders to enhance performance, foster growth, and maintain a strong focus on psychological safety. My role is about unlocking potential and equipping our team to thrive in a dynamic, high-pressure environment while ensuring the well-being of our people.

    What I Do:
    • One-on-One Coaching: I meet with leaders to assess performance, address challenges, and provide tailored strategies that prioritize…

    As the Director of Talent Optimization at CEC Facilities Group, I partner with our leaders to enhance performance, foster growth, and maintain a strong focus on psychological safety. My role is about unlocking potential and equipping our team to thrive in a dynamic, high-pressure environment while ensuring the well-being of our people.

    What I Do:
    • One-on-One Coaching: I meet with leaders to assess performance, address challenges, and provide tailored strategies that prioritize psychological safety alongside leadership excellence.
    • Goal Setting and Alignment: I help executives set actionable goals aligned with personal growth, company objectives, and fostering a culture where team dynamics encourage collaboration and trust.
    • Overcoming Obstacles: I identify barriers—whether mindset, habits, or external factors—and develop strategies to create environments that support success and emotional well-being.
    • Building Confidence and Resilience: I empower leaders by reinforcing strengths and introducing tools to stay calm and focused under pressure while fostering environments where teams feel safe to innovate, collaborate, and grow.
    • Accountability and Follow-Up: Regular check-ins help track progress, adjust strategies, and ensure psychological safety and trust are consistently upheld and improved.

    My Goal:

    I strive to build a culture of trust, growth, and high performance. By optimizing talent and embedding psychological safety into our leadership practices, I aim to drive individual and organizational success while safeguarding the well-being of our team.

  • 3D Media

    3D Media

    2 years 9 months

    • 3D Media Graphic

      Member of the Board of Advisors

      3D Media

      - 1 year 4 months

    • 3D Media Graphic

      Partner / Special Projects and Leadership Advisor

      3D Media

      - 4 months

      Colorado Springs, Colorado, United States

    • 3D Media Graphic

      Partner / Director of Business Development

      3D Media

      - 1 year 2 months

      Colorado Springs, Colorado, United States

  • Veteran's PATH Graphic

    Deputy Executive Director

    Veteran's PATH

    - 1 year 6 months

    Colorado Springs, Colorado, United States

  • US Navy Graphic

    Navy Aircrew Survival Equipmentman (PR)

    US Navy

    - 11 months

Education

Licenses & Certifications

Volunteer Experience

  • The Mindfulness and Positivity Project Graphic

    Board Member

    The Mindfulness and Positivity Project

    - Present 2 years 8 months

    Education

  • The 38 Challenge Graphic

    Member Of The Board Of Advisors

    The 38 Challenge

    - Present 3 years 5 months

    i18n_veterans

  • Trails of Purpose Graphic

    Member Board Of Directors

    Trails of Purpose

    - 2 years 8 months

    Social Services

    Trails of Purpose is a 501c3 located in the Nation's most densely Veteran populated area, Hampton Roads, Virginia. We operate as a Certified Professional Association of Therapeutic Horsemanship International (PATH int'l) Center.

    We are driven for innovative Veteran community. We are passionate about creating a safe environment in which relationships with both humans and horses can thrive in. We believe in natures ability to heal. We see the value in reigniting purpose in the lives of…

    Trails of Purpose is a 501c3 located in the Nation's most densely Veteran populated area, Hampton Roads, Virginia. We operate as a Certified Professional Association of Therapeutic Horsemanship International (PATH int'l) Center.

    We are driven for innovative Veteran community. We are passionate about creating a safe environment in which relationships with both humans and horses can thrive in. We believe in natures ability to heal. We see the value in reigniting purpose in the lives of Veterans.

    In addition, we also believe in the healing capabilities of equine partnerships. Horses, as prey animals, have mastered the skill of listening and sensing over the previous centuries. They are highly sensitive and incredibly honest. They cause their human partners to be open to trust and willing to work. Our program utilizes Equine Assisted Activities to grow the bond between horses and humans alike. Powerful growth can happen when we step along side each other and a horse.

  • Defense Entrepreneurs Forum Graphic

    Local Coordinator

    Defense Entrepreneurs Forum

    - 1 year 8 months

  • Elite Meet Graphic

    Local Coordinator

    Elite Meet

    - 1 year 9 months

Skills

Courses

  • Mindfulness Based Stress Reduction - Center for Mindfulness in Medicine, Health Care, and Society

    -

Honors & Awards

  • Alumnus Under 40 Distinction Award

    Ruston High School, Ruston, LA

Organizations

  • COMMIT Foundation

    Member

    - Present
  • UDT SEAL Association

    Member

    - Present
  • Elite Meet

    Member

  • The Honor Foundation

    Ambassador

Recommendations received

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    LinkedIn User

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