In this conversation, Adam O'Connor, the Chief Commercial Officer at Gear Inc., shares his journey from working at a hotel front desk to leading a global outsourcing company. He discusses the pressures of sales, the importance of cultural competence in managing global teams, and how empathy and trust play crucial roles in leadership. Adam reflects on his evolving definition of success, the need to unlearn control, and what it means to find resolution as a leader.

Key Takeaways

• Adam O'Connor is the Chief Commercial Officer at Gear Inc.
• He travels extensively for work, about nine months a year.
• Sales pressure is constant, requiring effective prioritization.
• Started his career at a hotel before moving into sales.
• Closed a significant deal early in his sales career.
• Gear Inc. operates in 24 countries and offers services in 75 languages.
• Leadership requires grounding and understanding of team dynamics.
• Cultural competence is essential in global business interactions.
• Success is defined by helping others achieve their goals.
• Finding personal resolution is key to effective leadership.

About Adam O'Connor

Adam O’Connor is the Chief Commercial Officer at Gear Inc., where he leads international sales strategies, drives revenue growth, and builds key partnerships. With over a decade of experience in global sales, business development, and offshoring, he has helped organizations scale operations and improve customer engagement across North America, Europe, and the Asia-Pacific region. Prior to Gear Inc., Adam held senior leadership roles at Cloudstaff, including Chief Revenue Officer and Chief Sales & Marketing Officer, where he played a key role in expanding BPO and offshoring solutions. His expertise spans finance, social media, travel, manufacturing, and content moderation. A strong advocate for global talent and operational efficiency, Adam regularly speaks on international sales, outsourcing trends, and building resilient, high-performing teams in today’s digital-first world.

Please note: At the time of recording, Adam served as Chief Commercial Officer at Gear Inc. Since then, he has transitioned out of that role following internal restructuring within the company. While details cannot be shared until Gear Inc. issues a formal press release, the organization has encouraged us to share this conversation in recognition of the meaningful work Adam contributed during his tenure.

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