#16 From the Battlefield to the Boardroom: A Conversation with Mike Milano
In my latest podcast episode, I had the privilege of sitting down with Major General Mike Milano, a remarkable leader whose career spans commanding troops in combat to senior leadership roles at Target Corporation and beyond. This conversation is a treasure trove of insights on leadership, adaptability, and the power of vulnerability.
Highlights from the Podcast
Embracing Vulnerability as a Leadership Strength
One of the most compelling aspects of our conversation was Major General Milano's perspective on vulnerability in leadership. Contrary to common misconceptions, he argues that vulnerability is not a sign of weakness but a fundamental strength. He shares personal anecdotes illustrating how acknowledging one's limitations and seeking feedback has been instrumental in his growth as a leader.
"Vulnerability is the basis of nearly every positive leadership skill we can think about," Milano emphasizes. This approach fosters authenticity, humility, and a willingness to learn—qualities that are indispensable in both military and corporate settings.
The Power of Feedback Culture
Milano's tenure at Target Corporation taught him the immense value of a feedback-intensive culture. At Target, feedback wasn't just top-down but also lateral and upward. He recalls, "If you weren't actively soliciting feedback about yourself as a leader, then you weren't doing your job." This culture of continuous improvement is something he believes every organization should strive to emulate.
Adaptability in Unfamiliar Situations
Transitioning from the military to corporate America was no small feat for Milano. Yet, his ability to adapt and thrive in unfamiliar environments is a testament to his leadership ethos. He recounts his experience leading the Civilian Police Advisory Training Team in Iraq—a role he felt unprepared for. Relying heavily on his team's expertise and maintaining an open mind were key to his success.
"I was totally dependent on my team to help me understand the landscape and set the organization up for success," Milano reflects. This adaptability and reliance on team expertise are lessons that resonate across any field.
Mentorship and Sponsorship: Pivotal Career Influences
Milano's journey is dotted with influential figures who believed in him and guided his career trajectory. From his brother-in-law, whose professionalism inspired him to stay in the Army, to mentors who recognized his potential and offered opportunities, Milano's story underscores the profound impact of mentorship and sponsorship.
"A mentor develops you, but a sponsor reaches down and pulls you to the next level," he explains. This distinction is crucial for anyone looking to advance in their career.
Leadership by Example
In a powerful anecdote, Milano shares how he led his officers in taking on a seemingly menial task—picking up trash during the COVID-19 pandemic. This act of leading by example not only demonstrated his commitment to the mission but also reinforced the importance of humility and service.
Why You Should Listen
This podcast episode is more than just a conversation; it's a masterclass in leadership from a seasoned veteran who has navigated the highest echelons of both the military and corporate worlds. Whether you're a budding leader or a seasoned executive, Major General Milano's insights on vulnerability, feedback, adaptability, and mentorship offer valuable lessons that can be applied in any context.
Don't miss out on this opportunity to learn from a leader who has not only commanded on the battlefield but also led with distinction in the corporate arena. Tune in to gain actionable insights that can elevate your leadership journey.