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8-Figure CFO on Why Chasing Perfection Leads to Failure | Jon Blair - E17

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Manage episode 502808468 series 3664045
Content provided by Dusty Holcomb. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Dusty Holcomb or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

Dusty is joined by Jon Blair—heavy metal guitarist turned purpose-driven entrepreneur and founding executive at Guardian Bikes—for a conversation on how clarity beats chaos in both business and life. Jon shares his unconventional journey from touring musician to scaling a startup from zero to eight figures, raising $15 million, and ultimately launching Free to Grow CFO to help D2C brands build smart, scalable finance operations. They unpack the lessons of navigating multiple “startups” at once—including business, family, and personal growth—while embracing imperfection, focusing on the few things that truly move the needle, and leading with intentionality. Jon reflects on the influence of faith, the discipline of planning, and the power of defining your role so you can operate in your unique strengths. Along the way, he offers practical wisdom on seasons of life, parenting with purpose, and finding joy in the journey rather than the end goal. This episode is a masterclass in balancing ambition with presence, and in building something meaningful without losing sight of what matters most.

Key Timestamps:

(00:00) - Meet Jon Blair: From Heavy Metal to CFO

(05:44) - Balancing Music and Business

(08:46) - Navigating Leadership and Family Life

(17:49) - Advice for Aspiring Entrepreneurs

(23:57) - Implementing Weekly and Quarterly Planning

(25:28) - Embracing Imperfection in Leadership

(32:17) - Teaching Principles to Children

(39:23) - Rapid Fire Leadership Insights

Key Topics Discussed:

Leadership Unlocked, Leadership Insights, Dusty Holcomb, Servant Leadership Principles, Self-Leadership Strategies, Growth Mindset in Leadership, Integrity and Leadership, Leadership Development Resources, Effective Leadership Habits, Empowering Leadership Techniques, Senior Executive Insights, Leadership Quotes and Reflections, Leadership Podcast, Executive Coaching, CEO Podcast, Business Leadership, Leadership Growth, Leadership Journey, Stories From Leaders, Leadership Tools, High-Performing Teams, Leadership Mindset, Decision Making, Personal Growth, Leadership Coaching, Organizational Leadership

Mentions:

Website: https://freetogrowcfo.com/

LinkedIn:

Mentions:

The War of Art: Break Through the Blocks and Win Your Inner Creative Battles by Steven Pressfield

Traction: Get a Grip on Your Business by Gino Wickman

The 7 Habits of Highly Effective People by Stephen Covey

More of Leadership Unlocked:

Check out our leadership development resources at https://arcqusgroup.com/

Contact me at [email protected]

  continue reading

24 episodes

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Manage episode 502808468 series 3664045
Content provided by Dusty Holcomb. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Dusty Holcomb or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

Dusty is joined by Jon Blair—heavy metal guitarist turned purpose-driven entrepreneur and founding executive at Guardian Bikes—for a conversation on how clarity beats chaos in both business and life. Jon shares his unconventional journey from touring musician to scaling a startup from zero to eight figures, raising $15 million, and ultimately launching Free to Grow CFO to help D2C brands build smart, scalable finance operations. They unpack the lessons of navigating multiple “startups” at once—including business, family, and personal growth—while embracing imperfection, focusing on the few things that truly move the needle, and leading with intentionality. Jon reflects on the influence of faith, the discipline of planning, and the power of defining your role so you can operate in your unique strengths. Along the way, he offers practical wisdom on seasons of life, parenting with purpose, and finding joy in the journey rather than the end goal. This episode is a masterclass in balancing ambition with presence, and in building something meaningful without losing sight of what matters most.

Key Timestamps:

(00:00) - Meet Jon Blair: From Heavy Metal to CFO

(05:44) - Balancing Music and Business

(08:46) - Navigating Leadership and Family Life

(17:49) - Advice for Aspiring Entrepreneurs

(23:57) - Implementing Weekly and Quarterly Planning

(25:28) - Embracing Imperfection in Leadership

(32:17) - Teaching Principles to Children

(39:23) - Rapid Fire Leadership Insights

Key Topics Discussed:

Leadership Unlocked, Leadership Insights, Dusty Holcomb, Servant Leadership Principles, Self-Leadership Strategies, Growth Mindset in Leadership, Integrity and Leadership, Leadership Development Resources, Effective Leadership Habits, Empowering Leadership Techniques, Senior Executive Insights, Leadership Quotes and Reflections, Leadership Podcast, Executive Coaching, CEO Podcast, Business Leadership, Leadership Growth, Leadership Journey, Stories From Leaders, Leadership Tools, High-Performing Teams, Leadership Mindset, Decision Making, Personal Growth, Leadership Coaching, Organizational Leadership

Mentions:

Website: https://freetogrowcfo.com/

LinkedIn:

Mentions:

The War of Art: Break Through the Blocks and Win Your Inner Creative Battles by Steven Pressfield

Traction: Get a Grip on Your Business by Gino Wickman

The 7 Habits of Highly Effective People by Stephen Covey

More of Leadership Unlocked:

Check out our leadership development resources at https://arcqusgroup.com/

Contact me at [email protected]

  continue reading

24 episodes

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