Interview Summary

Interview Summary
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Ross Bierkan

Principal
Wellfleet Equity

Entrepreneurial Leadership, Intentional Growth, and Elevating Others

Ross Bierkan’s journey highlights how embracing entrepreneurial paths, taking calculated risks, and betting on the underdog shaped his career. He describes consistently choosing opportunities with upside potential, even when they lacked safety nets, because building something from scratch energized him and aligned with his intuition.

He also shares how intentional leadership, particularly around diversity, requires daily awareness, active outreach, and believing in untapped potential. From launching RLJ to preparing future leaders, Ross emphasizes the impact of seeking out talent, creating opportunity, and elevating people who might otherwise be overlooked.

Notable Quotes/Highlights

  • “I wasn’t chasing risk . . . I was energized by the upside potential.”
  • “Diversity was just integral to the way we thought about growing the business.”
  • “We were willing to take a chance on talent and energy.”
  • “Finding a mentor takes a little bit of chutzpah . . . you have to have the courage to approach them.”
  • “Be very specific . . . identify the goal, articulate your ask.”

Closing Reflection

Ross’s insights remind us that growth begins with showing up, taking intentional risks, and asking boldly for what we want. His journey encourages us to elevate others, stay curious, and lead with conviction as we navigate our own paths.