Introduction: A Seasoned Sales Leader Steps into the Arena
In this episode of Tell Us Your Story, we had the privilege of sitting down with Mike Portello, a veteran in the sales industry with over 35 years of experience. His journey from selling cookies to becoming a leader in technology sales is a masterclass in perseverance, curiosity, and self-discovery. Mike’s story is not just about professional growth but also about life lessons, resilience, and finding balance in the ever-demanding arenas of career and personal life.
The Early Rounds: Growing Up and Finding Direction
Mike’s journey began in Walnut Creek, California, before a family move to Boise, Idaho, when he was 13. A pivotal moment came at age 19, when his father passed away—a tragedy that shaped his sense of responsibility and self-reliance. Living with his mother, working full-time, attending school full-time, and still finding time for socializing, Mike quickly realized he needed a more focused approach. “Something had to give,” he said, and this realization drove him to move to San Francisco, where he finished college and set the stage for his career.
Even in his formative years, Mike recognized the importance of mentors and life lessons. Inspired by family friend Bob Fox, a Marketing Director at Coors Light, Mike learned early on that building relationships and maintaining a curious mindset could open doors to unexpected opportunities.
Entering the Sales Arena: From Cookies to Technology
Mike began his career at Nabisco, selling cookies and crackers—a role that provided foundational skills in sales and customer relationships. While the work was fulfilling for a time, Mike began craving more autonomy and a direct correlation between his effort and rewards. “I wanted my success to depend on me,” he shared, a sentiment that eventually pushed him to transition into the fast-paced world of technology sales.
The leap to technology wasn’t without its challenges. Mike initially doubted his ability to succeed in such a technical field. But he quickly realized that success wasn’t about knowing the intricate details of the product—it was about understanding people. “You don’t need to know all the technology; you just need to know how to relate to people,” he explained. This shift in perspective, combined with mentorship and a commitment to learning, helped Mike thrive in a new and competitive industry.
Lessons from the Arena: Curiosity, Mentorship, and Continuous Growth
A recurring theme in Mike’s story is the power of mentorship and curiosity. He credits much of his success to observing others, asking questions, and being open to advice. “Don’t be afraid to ask for help,” he emphasized. “And when you’ve received help, make sure to pay it forward.”
However, not every mentor was a perfect fit. Mike shared a story about a difficult relationship with a former manager, which ultimately led him to leave a company after 10 years. Despite the challenges, he reflected on the lessons he learned from that experience. “Even from people you don’t get along with, there’s something to learn,” he said, demonstrating a mature and growth-oriented mindset.
The Balance Arena: Finding Success Beyond Work
For Mike, success isn’t defined solely by professional achievements. “Success, for me, is balance,” he said. Whether it’s family, work, or personal hobbies, Mike believes in creating a life that feels fulfilling across all dimensions. This philosophy is reflected in his approach to financial planning and his investments in real estate—a move he describes as both a hobby and a strategy for passive income in retirement.
When asked if he feels successful by his own definition, Mike candidly admitted that balance is an ongoing journey. “It’s like shooting 65 in golf,” he joked. “I’ll probably never achieve perfect balance, but I’ll keep striving for it.”
Leadership Insights from Mike: Thriving in the Arena
Mike’s career is a testament to resilience, curiosity, and the importance of relationships. His advice to those entering the workforce or transitioning careers is simple yet profound:
- Be a Student of Your Trade: Stay curious and constantly look for ways to improve. Read, ask questions, and observe those who are successful.
- Build and Nurture Your Network: Relationships matter. Don’t just reach out when you need something—be a trusted friend and collaborator.
- Seek Mentors and Pay It Forward: Surround yourself with people who inspire you, and don’t forget to guide others in return.
- Embrace Transparency: In both leadership and teamwork, clear and candid communication can build trust and foster success.
Final Thoughts: Playing Freely in Your Own Arena
Mike’s journey is one of self-discovery and constant reinvention. Whether navigating career transitions, overcoming personal challenges, or striving for balance, Mike has shown that success is about staying curious, building relationships, and embracing life’s ups and downs.
As Mike reflected on his career and life, he shared a powerful insight: “When I stopped stressing about the future and allowed myself to play freely, everything changed.” This mindset shift not only transformed his professional outlook but also helped him find joy and fulfillment in the everyday moments.
Mike’s story serves as an inspiration to all of us navigating our own arenas. Whether you’re just starting out or looking for your next challenge, his advice is clear: stay curious, invest in relationships, and strive for balance—because success isn’t a destination; it’s a journey.
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