Tim Gentry Clubspeed President: — Global Contributor in Technology

Tim Gentry is a proven leader in SaaS, technology transformation, and business growth strategy, with a track record of scaling companies, disrupting industries, and driving revenue expansion. With deep expertise in AI, virtual and augmented reality, and enterprise SaaS solutions, Tim has spent his career at the forefront of innovation, operational excellence, and market expansion.

Transforming Businesses Through Strategic Leadership

Tim specializes in value chain disruption, business transformation, and operational scalability. He understands how to leverage market forces to create, extract, and defend value — a skill that has allowed him to drive record-breaking revenue growth and expand global footprints for multiple organizations.

His career began with VGE, a management consulting firm he founded, where he led business process re-engineering, system implementations, and security infrastructure development as a Senior Managing Partner. Tim then transitioned to Adelphia Business Solutions, where he drove strategic business design and operational efficiency.

Scaling SaaS & Enterprise Tech on a Global Stage

Tim’s global expertise was further solidified when he joined Avaya Asia South Pacific, based in Sydney, Australia. As SVP of Global Government Sales & Field Operations, he spearheaded digital transformation initiatives, deploying advanced communication solutions to government and enterprise clients. In 2012, Tim was elevated to Managing Director, Asia South Pacific, where he led the company’s expansion across Southeast Asia, delivering high-performance networks, multi-channel communication solutions, and enterprise SaaS services.

Driving High-Growth SaaS and Market Disruption

Tim has led multiple high-growth SaaS companies, driving innovation, operational excellence, and global expansion:

• Clubspeed (Chief Operating Officer & President): Led the company through hypergrowth, scaling ARR 4X while executing M&A initiatives that expanded market reach and total addressable market (TAM). His leadership in product strategy, sales execution, and operational optimization positioned Clubspeed as the dominant SaaS platform in its industry.
• Perfecta (Chief Operations Officer & CRO): Drove market expansion and enterprise adoption for Perfecta’s cybersecurity and communications solutions, helping scale the company’s global footprint.
• Caw.me (President): Focused on product-market fit, strategic partnerships, and revenue acceleration, positioning the company for sustained growth in enterprise SaaS.

Tim is recognized for his ability to scale SaaS companies, align cross-functional teams, and drive enterprise sales strategies. His hands-on approach ensures that companies not only innovate but execute with precision, speed, and measurable impact.

Board and Advisory Roles

Tim serves as a board member and strategic advisor for multiple organizations, leveraging his expertise in scaling SaaS, market disruption, and revenue growth. His advisory work spans technology, cybersecurity, and enterprise SaaS, guiding companies on go-to-market execution, product strategy, and operational efficiency.

Commitment to Education, Leadership & Mentorship

Tim is a lifelong learner and passionate mentor who believes that technology, business strategy, and leadership are constantly evolving. He holds a Business Administration & IT degree from Salisbury University and an MBA from American University’s Kogod School of Business. He is currently completing his Doctorate at Temple University’s Fox School of Business.

As an Adjunct Faculty member at Georgetown University, Tim advises companies on business growth strategies, leadership development, and SaaS innovation. He is also an active mentor and speaker, dedicated to helping the next generation of business leaders navigate the intersection of technology and growth strategy.

Connect with Tim Gentry

Follow Tim on LinkedIn and Twitter to stay updated on his insights in SaaS, technology innovation, and leadership.

Learn more about Clubspeed at Clubspeed.com