Who we are

Skyline Technologies boasts a robust management team with extensive experience in the IT services industry. The founding team's combined expertise in technology, sales, and operations positions the company to deliver innovative solutions that help businesses operate efficiently, securely, and confidently. Each co-founder brings a unique set of skills and experiences that align perfectly with Skyline Technologies' mission to provide comprehensive IT services, cybersecurity solutions, and technology consulting to small and medium-sized businesses.

Matthew Scaffa, Co-Founder and Chief People Officer (CPO), drives the people and culture strategy at Skyline Technologies with over 15 years of experience in the IT services industry. His deep understanding of organizational development and talent management ensures that Skyline fosters a dynamic, inclusive, and high-performing workplace. As CPO, Matthew is responsible for shaping the company’s people strategy, enhancing employee experience, and building a strong, engaged workforce that aligns with Skyline’s mission and growth objectives.

Heather Robbins serves as Co-Founder and Chief Financial Officer of Skyline Technologies, where she leverages her extensive IT consulting and sales background to drive strategic growth. Heather has shaped Skyline Technologies' marketing strategies and expansion initiatives, proving instrumental to the company's growth. Her career is marked by a consistent ability to identify and capitalize on new business opportunities, build strong, lasting client relationships, and effectively close complex deals. This client-centric approach, combined with her strategic vision and leadership, has been a cornerstone of Skyline Technologies' success, solidifying her reputation as a driving force within the company.

Cliff Waite, Co-Founder and CTO of Skyline Technologies, is the driving force behind the company’s technological vision and innovation. With 20 years of experience across all facets of the IT industry, including a decade specifically in managed services, Cliff brings deep technical expertise and a strategic mindset to the company’s leadership. As CTO, he is responsible for developing and implementing Skyline Technologies' service offerings, ensuring the adoption of cutting-edge solutions, and maintaining the high operational standards that define the business. Beyond technical leadership, Cliff's leadership ensures Skyline Technologies remains at the forefront of the MSP industry and will play a crucial role in shaping the company's long-term strategy, driving efficiency in service delivery, and continuously evolving Skyline’s capabilities to meet the demands of an ever-changing digital landscape.

The diverse and complementary skill sets of Skyline Technologies' management team provide a solid foundation for the company's growth and success. Their combined experience in IT services, sales, and operations enables the company to offer comprehensive, tailored solutions that address the complex technological challenges faced by modern businesses.

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