Episodes

  • Leadership in High-Risk Operations
    Jan 28 2026

    This conversation discusses the critical aspects of leadership in high-risk military operations, focusing on the complexities involved, the importance of trust, communication, and planning, and how these elements contribute to successful outcomes. The speakers emphasize that effective leadership is not just about high-ranking officers but involves all levels of personnel working together to achieve a common goal. They also discuss the significance of presence and trust-building over time, highlighting that these factors are essential for executing complex missions successfully.

    Takeaways

    • Leadership is the key differentiator in high-risk operations.
    • Building trust takes time and consistent effort.
    • Effective communication is crucial for mission success.
    • Planning should be thorough and well-communicated.
    • Trust is bi-directional and essential for team performance.
    • High standards in training lead to better outcomes.
    • Presence of leaders during planning builds trust.
    • Complex operations require managing multiple risks.
    • Differentiation in performance comes from people, not just technology.
    • Leadership is a continuous journey of improvement.

    www.commandpostcohort.com

    www.outsiders-group.com

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    31 mins
  • Unlocking High-Performance Teams Through Trust - The Command Post Leadership Sysytem
    Jan 21 2026

    In this episode of the Command Post Cohort, hosts Craig and Andrew kick off Season 2 by discussing the foundational elements of effective leadership, particularly focusing on trust as the cornerstone of high-performing teams. They introduce their upcoming book, which outlines a system designed to help leaders build trust through five key mechanisms: standards, communication, decision-making, planning, and presence. Throughout the conversation, they emphasize that trust is not given but earned, and that leaders must be deliberate in their actions to foster a culture of trust within their teams.

    Craig and Andrew discuss each of the five mechanisms, explaining how they interconnect and contribute to a cohesive leadership strategy. They share practical examples and anecdotes to illustrate their points, highlighting the importance of clear expectations, effective communication, and the leader's presence in building trust. The episode wraps up with a preview of their new book's release.


    www.outsiders-group.com

    www.commandpostcohort.com


    Takeaways

    Trust is the cornerstone of high-performing teams.

    Leaders must earn trust through deliberate actions.

    Effective communication is essential for building trust.

    Decision-making processes impact team trust.

    Presence and support from leaders enhance team morale.



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    33 mins
  • Big news and Audio recorded Live in Austin at the MCM3 with Brandon Cates
    Nov 24 2025

    Craig and Andrew announce their book being released in 2026 and share the audio from the live crossover podcast from the Monthly Military Connected Mentorship Meetup with special guest Brandon Cates CEO of Ametrine.


    www.commandpostcohort.com

    www.outsiders-group.com

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    27 mins
  • The Human Element in Leadership
    Oct 22 2025

    Summary


    In this episode, Craig and Andrew explore the human side of leadership, emphasizing the importance of servant leadership, team dynamics, and the challenges leaders face in asking for help. They share stories and insights on how building relationships and trust within teams can enhance collaboration and operational effectiveness. The conversation highlights the need for leaders to recognize their own vulnerabilities and the value of seeking assistance from others, ultimately fostering a supportive and productive work environment.


    Takeaways

    • Leadership is about taking care of your people.
    • Servant leadership is a two-way street.
    • Building relationships is essential for trust.
    • Asking for help can be a challenge for leaders.
    • Small acts of kindness can demonstrate leadership.
    • Organizations are made up of individuals with unique needs.
    • Outsourcing can be a smart business decision.
    • Leaders must prioritize their own well-being to support their teams.
    • Effective leadership involves recognizing when to seek assistance.
    • The human element in leadership is complex and variable.


    www.outsiders-group.com

    www.commandpostcohort.com

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    27 mins
  • Facing Adversity in Leadership
    Oct 15 2025

    In this episode, Craig and Andrew discuss leadership lessons drawn from Andrew's military experiences, particularly focusing on the challenges faced during combat deployments. They explore themes of resilience, the weight of command, overcoming fear, and the importance of optimism in leadership. Through personal stories, they illustrate how leaders can navigate adversity and maintain a positive outlook, even in the face of significant challenges.

    Takeaways

    Leadership is about facing adversity head-on.

    Experiencing fear can lead to personal growth.

    The anticipation of challenges can be more daunting than the challenges themselves.

    Resilience is built through overcoming difficult experiences.

    Leaders must maintain a positive mindset to inspire their teams.

    Mistakes are a part of the learning process in leadership.

    Historical context can weigh heavily on decision-making in leadership roles.

    Optimism is essential for effective leadership.

    Courage is necessary to push back against authority when needed.

    Leaders should focus on instilling hope in their teams.


    www.outsiders-group.com

    www.commandpostcohort.com

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    25 mins
  • The Power of Purpose in Effective Leadership
    Oct 8 2025

    In this episode, Craig Oglesby and Andrew discuss the concept of Commander's Intent as a leadership tool, emphasizing its importance in both military and business contexts. They break down the components of Commander's Intent, including purpose, key tasks, and end state, and illustrate how these elements empower teams to operate effectively and make decisions independently. Through real-world examples, they demonstrate how a well-crafted Commander's Intent can guide organizations in achieving their goals and adapting to changing circumstances.

    Takeaways

    Commander's Intent is a crucial leadership tool.

    It condenses complex operations into clear directives.

    Understanding the 'why' behind tasks enhances team motivation.

    Key tasks are the critical actions needed for success.

    The end state defines what success looks like.

    Empowering teams requires clear communication of intent.

    A well-crafted intent can guide decision-making at all levels.

    Clarity in purpose helps prevent miscommunication.

    Effective leadership involves taking the time to articulate intent.


    www.commandpostcohort.com

    www.outsiders-group.com

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    32 mins
  • Navigating Cross-Functional Leadership
    Oct 1 2025

    In this episode, Craig and Andrew discuss the complexities of cross-functional leadership through a military operation story. They explore the challenges of communication, planning, and execution in high-stakes environments, emphasizing the importance of collaboration and understanding among different teams. The conversation highlights how miscommunication can lead to operational hurdles and the necessity of constant communication to ensure success.


    Takeaways

    Cross-functional leadership is essential for success.

    Message sent may not be message received.

    Constant communication is key in operations.

    Training differences can lead to misunderstandings.

    Mitigating risks requires thorough planning.

    We had to work together to accomplish our goals.

    Cross-functional teams face unique challenges.

    Leadership is about constant effort and collaboration.


    www.outsiders-group.com

    www.commandpostcohort.com



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    22 mins
  • When to Break the Rules in Leadership
    Sep 24 2025

    In this episode, Craig and Andrew discuss the concept of breaking rules in leadership. They explore the idea of 'disciplined disobedience' as a necessary skill for leaders, emphasizing the importance of critical thinking and understanding the purpose behind tasks. Through real-world examples, they illustrate how effective communication and trust within teams can empower individuals to make decisions that may go against established protocols. The conversation highlights the balance between adhering to rules and exercising flexibility to achieve organizational goalsTakeaways

    Breaking the rules can sometimes be necessary for effective leadership.

    Disciplined disobedience is a deliberate and intentional action.

    Critical thinking is essential for leaders to navigate complex situations.

    Empowerment and trust within teams lead to better decision-making.

    Communication challenges can lead to misunderstandings in decision-making.

    Understanding the purpose behind tasks is crucial for effective execution.

    Leaders should encourage independent thinking rather than blind obedience.

    Real-world examples illustrate the importance of flexibility in leadership.

    The balance between rules and flexibility is key to organizational success.

    Effective leadership requires a culture of trust and open communication.


    Free resources and more services available at our websites.

    www.outsiders-group.com

    www.commandpostcohort.com


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    28 mins