As Managing Director of Highspring, Kaz brings over 17 years of experience in technology and operations, with a strong background in leading global teams and driving product innovation. Prior to joining Highspring, he served as a full-time employee at a major IT company, where he gained valuable expertise in global operations.
In the past eight years at Highspring, Kaz has successfully managed cross-functional teams across the US, EMEA, and India, “follow the sun” operations and ensuring seamless execution of complex projects. He currently leads the Product and Incubation team, focusing on identifying new growth opportunities and driving innovation.
Kaz also has extensive experience in offshoring and optimizing global operations, having led successful initiatives that enhanced efficiency and scalability. With a passion for fostering collaboration and delivering measurable results, He continues to position Highspring for sustained growth and excellence.
As a Managing Partner at Highspring, a leading managed service provider in the tech industry, Jason Diffendall is passionate about supporting client growth—particularly through the management of complex and atypical projects. With experience leading dozens of initiatives and collaborating with hundreds of talented professionals, Jason has driven success across a diverse range of tech operations, including Trust & Safety, Law Enforcement Response, Content Creation and Curation, and Field Sales/Marketing.
Known for a data-driven approach to decision-making, management, and project execution, Jason] brings a systematic mindset to every engagement. A strong believer in continuous improvement, he emphasizes learning not only within individual projects, but also across teams and initiatives.
Jason has deep experience launching and scaling both onshore and offshore teams, with a proven ability to build the right-sized team structure to meet the unique demands of each project.
Conrad Macaso is a Managing Director at Highspring, bringing over 16 years of experience in IT operations, infrastructure, and service delivery. He has a strong track record of building and managing high-performing technology teams across onshore, nearshore, and offshore locations. Conrad specializes in aligning IT strategies with business goals, helping clients modernize their environments through scalable solutions and strategic delivery.
He has broad experience across key areas of IT, including cloud services, networks, data protection, business continuity, and IT security. Conrad is known for his practical leadership style, client-first mindset, and focus on delivering tailored IT solutions that improve performance, enhance productivity, and create long-term value.
Phoebe Meharg, Managing Partner at Highspring, specializes in crafting flexible, efficient and scalable solutions for clients. Supporting ecommerce, media and tech companies, she has launched and grown content, project management and marketing teams in 30+ countries. Phoebe is a results-driven problem solver, who blends strategic vision with a sharp eye to detail and hands-on execution. Committed to partnership and innovation, she continuously seeks ways to improve processes and drive long-term and lasting impact for businesses in rapidly changing landscapes.
Outside of work, Phoebe enjoys exploring new cities, cheering for Bay Area sports teams, and searching for the world’s best chocolate chip cookie.
Ben Mickey is a technology executive with deep expertise in building and scaling managed services that accelerate digital transformation for enterprise organizations. With a background in software product development and leadership roles across various technology companies, Ben has helped organizations productize their delivery models and modernize operations through cloud, data, and AI-driven solutions. At Highspring, he focuses on delivering outcome-based managed services that combine technical excellence with business impact. His approach emphasizes agility, continuous improvement, and long-term value for organizations navigating complex technology landscapes.
Joyce Samson serves as the Country Manager for Highspring in the Philippines, where she plays a pivotal role in driving operational excellence and leading high-performing teams. With a strategic mindset and a passion for innovation, she oversees Shared Services Operations including HR, finance, IT, ensuring top-tier service delivery across all business units. Joyce has successfully implemented strategies to optimize efficiency, improve processes, and achieve significant cost savings while maintaining strict compliance with company policies. In addition to her shared services leadership, she spearheads Managed Services initiatives, collaborating with global teams across India, Latam, and Southeast Asia to expand client engagement in the Philippine market. Her proactive market intelligence and hands-on approach with talent management have been instrumental in reinforcing Highspring’s competitive edge in the BPO space. Joyce’s leadership not only champions a culture of collaboration and continuous improvement but also guarantees that all deliverables are managed seamlessly. Under her guidance, Highspring in the Philippines is well-positioned to achieve sustained growth and deliver innovative, value-driven solutions.
Jake Shepherd is the Senior Managing Partner for Highspring’s Digital Services and Labs, leading AI innovation, software engineering, and enterprise transformation.
With over 15 years in venture funding, innovation strategy, platform modernization, and business transformation, Jake advises C‑level executives across financial services, health‑tech, SaaS, non‑profits, and manufacturing. His expertise aligning technology with strategic goals helps enterprises navigate disruption, unlock growth, build digital capabilities, and achieve measurable results.
Through Highspring Labs, he accelerates AI‑driven engineering and next‑gen solutions that help clients modernize at scale and achieve success.
Jake’s people‑centric leadership empowers bold ideas with cutting‑edge technology at the speed of thought. He believes that when human potential meets innovation, extraordinary outcomes follow—a mindset that fuels Highspring’s culture and shapes the future of business.
Michael Splittorf, President of Managed Services, brings nearly 15 years of professional services experience spanning IT, digital solutions, and finance. He drives operational excellence, scales teams, and expands global capabilities to meet evolving client needs. Michael holds an MBA from Vanderbilt and a BBA from the University of Miami.
Mickey Vaja is a Managing Director at Highspring in the IT Managed Services group. Mickey has over 25 years of experience providing IT Advisory services to global companies throughout the US, Europe, South America, and Asia. Mickey is passionate about bringing top-notch client service and providing customized integrated solutions for his clients. Mickey has delivered bespoke solutions to clients ranging from $500mn to $75bn in size.
Mickey’s industry experience includes CIP/Manufacturing, Insurance, Financial Services, Technology, Medical/Pharmaceutical, and Professional Services. During his career, Mickey has set up, trained and developed onshore, nearshore, and offshore solutions for his clients. Mickey believes in building strong partnerships with his clients, focusing on long-term relationships rather than just transactional interactions. This approach has allowed Mickey to understand his clients’ unique challenges and provide enterprise-wide global solutions that drive their success.
