DogTags to Ownership cover art

DogTags to Ownership

DogTags to Ownership

By: Julie Austin and Matthew Cain
Listen for free

DogTags to Ownership is the podcast designed for military members and veterans ready to transition from service to success in business. Whether you’re considering entrepreneurship for the first time or are already on the path to business ownership, this show provides the tools, insights, and inspiration you need to thrive.


Hosted by U.S. Army Officers Julie Austin and Matthew Cain, we explore the unique strengths veterans bring to the entrepreneurial world, share actionable advice from experts, and feature inspiring stories of those who’ve successfully made the leap.


Tune in to transform your military experience into a foundation for innovation, resilience, and business leadership.


#DogTagsToOwnership #VeteranEntrepreneurs #MilitaryToBusiness #VeteranOwnedBusiness

© 2026 DogTags to Ownership
Economics Political Science Politics & Government
Episodes
  • S2:E25: Mastering Delegation and Category Design with Jaime and Sara
    Jun 23 2026

    Send us Fan Mail

    Summary:

    In this inspiring interview, Jaime and Sara share their remarkable journey from military service and homelessness to building a successful business focused on delegation and virtual assistance. Discover their insights on category design, leveraging AI, and creating a life of purpose and impact.

    Key Topics:

    • Jaime and Sara's journey from military to entrepreneurship
    • The concept of delegation intelligence and installing delegation departments
    • Category design and creating a new market category
    • Leveraging AI to enhance business operations
    • Overcoming challenges of homelessness and rebuilding life

    Chapters:

    1. 00:00 Introduction to Jaime and Sara Jay
    2. 01:50 Jaime's Military Journey and Transition to Civilian Life
    3. 05:25 Overcoming Homelessness and Finding Purpose
    4. 07:20 Sara's Perspective and Their Unique Meeting
    5. 10:14 Building a Life Together and Personal Growth
    6. 14:46 From Corporate to Entrepreneurship: Jaime’s Career Path
    7. 19:24 The Birth of Bottleneck and Its Mission
    8. 21:11 Understanding Delegation Intelligence and Its Importance
    9. 28:23 AI and the Future of Work: Embracing Change
    10. 32:01 Navigating Financial Responsibilities
    11. 34:02 Challenges in Business Ownership
    12. 39:44 Overcoming Obstacles and Embracing Change
    13. 46:36 The Importance of Delegation Intelligence
    14. 49:13 Final Thoughts and Recommendations

    Resources:

    Play Bigger by Christopher Lockhead
    Category Pirates by Christopher Lockhead
    Delegation IQ Platform







    Support the show

    Visit our website: https://www.dogtags-to-ownership.com/

    Follow us on Social Media

    Instagram/Facebook/Threads: @dogtags_to_ownership

    X: @DTO_Podcast

    TikTok: @dogtags_to_ownership

    Show More Show Less
    53 mins
  • S2:E24: Turning Collapse into Comeback: Lessons from Scott Lackey
    Jun 16 2026

    Send us Fan Mail

    Summary:

    Join us as Scott Lackey shares his remarkable journey from military service to entrepreneurship, including the lessons learned from failed inventions, the power of stewardship, and the importance of resilience. Discover how his experiences shaped his new book 'Wake Up to Die Again' and gain insights into turning setbacks into comebacks.

    Key Topics:

    • Military service and leadership lessons
    • Invention and innovation failures and successes
    • The concept of stewardship versus ownership
    • Resilience and overcoming setbacks
    • The story behind the book 'Wake Up to Die Again'

    Chapters:

    1. 00:00 Introduction to Scott Lackey: A Veteran's Journey
    2. 03:16 Military Service and Early Experiences
    3. 06:16 Transitioning to Civilian Life and Entrepreneurial Aspirations
    4. 08:58 The Birth of the Wire Dog Idea
    5. 11:47 College Life and Career Path
    6. 14:09 The Childhood Health Passport: A New Venture
    7. 19:20 Challenges and Lessons from the Business World
    8. 23:01 Stewardship vs. Ownership: A New Perspective
    9. 27:39 The Power of Response
    10. 28:21 Unpacking Trauma Through Writing
    11. 29:33 Facing Broken Promises
    12. 30:55 The Journey to Becoming an Author
    13. 32:49 Engaging with Readers
    14. 34:33 The Importance of Conversations
    15. 37:17 Advice for Veterans
    16. 38:40 Book Recommendations and Final Thoughts

    Action Items:

    • Reflect on your own stewardship in life and business.
    • Practice forgiving yourself for past mistakes.
    • Embrace resilience and small wins to achieve big goals.

    Resources:

    Scott Lackey's Website









    Support the show

    Visit our website: https://www.dogtags-to-ownership.com/

    Follow us on Social Media

    Instagram/Facebook/Threads: @dogtags_to_ownership

    X: @DTO_Podcast

    TikTok: @dogtags_to_ownership

    Show More Show Less
    43 mins
  • S2:E23: Strategic Transition: How Javier Guitron Built Wealth After Military Service
    Jun 9 2026

    Send us Fan Mail

    Summary:

    In this episode, Javier Guitron shares his unique journey from military service to successful real estate investing and risk management. He discusses the importance of strategic planning, continuous learning, and leveraging relationships to achieve financial independence and personal growth.

    Key Topics:

    • Military transition and career planning
    • Real estate investing and property management
    • Building relationships and leveraging networks

    Chapters:

    1. 00:00 Introduction to Javier Guitron
    2. 02:20 Javier's Military Journey and Transition
    3. 06:22 Real Estate Ventures and Lessons Learned
    4. 14:28 The Importance of Education and Skills
    5. 14:51 Catalyst for Real Estate Investment
    6. 21:23 Building Relationships and Mentorship in Real Estate
    7. 22:42 Unapologetic Authenticity
    8. 22:59 Lessons from Loss
    9. 23:45 Managing Properties and Life
    10. 23:45 Transitioning to Risk Management
    11. 23:51 Understanding 1099 vs W-2
    12. 26:10 Advice for Aspiring Entrepreneurs
    13. 27:46 Influential Voices in Business
    14. 30:04 Making Your Bed: A Personal Touch






    Support the show

    Visit our website: https://www.dogtags-to-ownership.com/

    Follow us on Social Media

    Instagram/Facebook/Threads: @dogtags_to_ownership

    X: @DTO_Podcast

    TikTok: @dogtags_to_ownership

    Show More Show Less
    32 mins
adbl_web_anon_alc_button_suppression_t1
No reviews yet