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.

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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.

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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.

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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.

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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.

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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.

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In this episode, Craig and Andrew engage with Vijay Rajendran, a founder and entrepreneur, discussing the multifaceted challenges of leadership in startups. They explore the transition from being a 'Chief Everything Officer' to a more strategic role, emphasizing the importance of frameworks, resilience, and effective communication in navigating the startup landscape. Vijay shares insights on the learnable aspects of fundraising, team building, and the necessity of creating systems that allow for reflection and growth. The conversation highlights the significance of a growth mindset and the need for founders to adapt as their companies scale.

Takeaways:

Leadership in startups requires adaptability and learning.

Founders often start as 'Chief Everything Officers'.

The 80-20 rule is crucial for early-stage leadership.

Fundraising, sales, and team building are learnable skills.

Creating frameworks can empower teams and reduce guesswork.

Resilience is key to navigating the ups and downs of startups.

Effective communication systems are essential as companies grow.

A growth mindset allows leaders to overcome challenges.

Onboarding processes are vital for new team members.

Reflection on processes helps improve decision-making.

For more information on Vijay or his book and coaching please checkout www.mystartupsystem.com

Link to his book below

The Funding Framework
https://a.co/d/fICjVfd

To reach Craig or Andrew and see their resources visit the sites below.

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In this episode, Andrew and Craig discuss the importance of problem solving in leadership, drawing from Craig's experiences in Afghanistan. They explore how leaders can creatively address unexpected challenges, the significance of collaboration and trust within teams, and the opportunities that arise from tackling problems head-on. The conversation emphasizes that effective leadership involves not only solving problems but also fostering relationships and building trust within and outside the organization.

Takeaways

• Leadership is fundamentally about problem solving.
• Creativity plays a crucial role in addressing unexpected challenges.
• Leaders must adapt to unique situations that may not align with their training.
• Taking on additional responsibilities can lead to growth and learning.
• Collaboration is essential for effective problem solving.
• Trust is built through consistent actions and support.
• Problem solving can create opportunities for team bonding and collaboration.
• Addressing problems for others can lead to unexpected positive outcomes.
• Effective leaders leverage their team's strengths to find solutions.
• Building relationships is vital in both military and business contexts.

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