Kathryn Lynn O’Connor’s professional journey spans four decades of influential leadership in the IT consulting and enterprise technology sectors. Renowned for her ability to align technological innovation with business strategy, Lynn has cultivated a reputation as a transformative sales executive, trusted advisor, and passionate advocate for client success. From her early days in sales to her most recent advisory roles, she has consistently demonstrated the foresight and resilience necessary to lead organizations through digital transformation and complex business landscapes.

Lynn began her career with Sun Microsystems, where she laid the groundwork for what would become a legacy of performance excellence. Over a 17-year tenure, she rose through the ranks from Account Executive to Senior Director, spearheading major initiatives across systems integration, services, and enterprise solutions. Her influence was instrumental in driving over $2 billion in revenue for the company. Whether negotiating high-value contracts or managing regional and national sales teams, Lynn’s capacity for strategic thinking and operational leadership positioned her as a force within the technology landscape.

Her time at Sun Microsystems culminated in leadership roles where she orchestrated partnerships with global system integrators, including EDS, IBMGS, and Deloitte. As a Senior Director, she managed revenues nearing $760 million and consistently outperformed aggressive sales targets. She didn’t just meet goals—she redefined them, laying the groundwork for sustainable business relationships grounded in transparency and shared growth. Lynn’s intuitive grasp of market dynamics and customer behavior made her a natural fit for leading large-scale engagements and fostering enterprise innovation.

Following her tenure at Sun, Lynn continued her momentum at Microsoft and Cisco, two of the world’s most influential tech giants. At Microsoft, she revitalized critical client relationships and secured transformative enterprise agreements, resulting in over $17 million in revenue growth. She later joined Cisco as a Client Services Executive, where she expanded territory baselines and introduced advanced services, including the company’s first Remote Management Service to support SAP HANA. Her efforts helped clients like Florida Power & Light and Carnival Cruise Lines optimize operational efficiency and strengthen their technological frameworks.

The common thread throughout Lynn’s career has been her relentless dedication to problem-solving and value delivery. She has consistently demonstrated a keen ability to decode complex client needs, translating them into actionable solutions that generate measurable impact. Her roles at eCloud Managed Solutions, Windstream, and CDW further showcase her commitment to leading organizations through transformative digital journeys, particularly in retail, utilities, and financial services industries. At each turn, she combined technical acumen with human insight—ensuring not only technological success but also organizational harmony.

As she transitioned into self-employment in 2025, Lynn’s focus evolved toward high-level consulting and advisory work. Drawing from decades of expertise in IT sales strategy and client relationship management, she now offers executive-level guidance on digital transformation, vendor management, and go-to-market strategies. Her work emphasizes agility, foresight, and a deep understanding of the ever-evolving cloud and data landscape. This new chapter reflects her belief that knowledge must be shared, and that seasoned leaders have a duty to mentor and uplift the next generation of professionals.

What distinguishes Lynn is not just her command of technology, but her ability to humanize it. She believes that at the heart of every solution lies a relationship, and she has spent her career nurturing partnerships that endure beyond the sale. Her clients have trusted her not only for her results but for her sincerity, ethics, and ability to see beyond the numbers. Lynn’s relationships often span decades—a testament to her credibility and the respect she commands in the field.

Internationally, Lynn has engaged with clients in Canada and has a deep appreciation for global business culture, especially where technology intersects with operations. She also continues to expand her network through affiliations such as the Legacy Executive Club, where seasoned professionals unite to share experiences and drive social impact. Her participation reflects a lifelong commitment to continuous learning, mentorship, and giving back.

Outside of her professional life, Lynn enjoys the balance and focus that come from her personal interests in polo and pickleball. These passions not only reflect her competitive nature and team-oriented mindset but also her appreciation for discipline, grace, and perseverance—qualities that mirror her career. Whether in sport or business, Lynn brings the same level of energy and intention to everything she undertakes.

Now, as she steps into board advisory and leadership opportunities, Lynn O’Connor offers a unique blend of corporate wisdom, consultative finesse, and visionary thinking. Her journey from leading enterprise sales to mentoring clients on digital reinvention exemplifies what it means to evolve, adapt, and lead with purpose. She is ready to bring her experience, insight, and unwavering professionalism to boards seeking a strategic, forward-thinking voice.

Character:
Lynn O’Connor is a principled and dependable leader who consistently upholds integrity and ethics in every professional relationship. Her reputation for honesty and trustworthiness has earned her long-term loyalty from clients and colleagues alike.

Knowledge:
With 40 years of experience across IT sales, consulting, and digital transformation, Lynn brings a rich and layered understanding of enterprise technology. Her certifications and hands-on expertise enable her to navigate complex technical landscapes with confidence and clarity.

Strategic:
Lynn has a proven ability to align business goals with innovative technology solutions, driving growth and efficiency across organizations. Her foresight allows her to craft long-term plans that anticipate change and position companies for competitive advantage.

Communication:
A natural communicator, Lynn excels at translating complex ideas into clear, actionable strategies for both technical and non-technical audiences. Her collaborative style fosters alignment, trust, and shared vision across diverse stakeholders.