Matthew Bookspan

CEO

Blacktip

For over 25 years, I worked with industry leaders like Microsoft, Electronic Arts, Cisco, and Salesforce, building software solutions that empowered businesses. Along the way, I realized something vital: technology works best when it quietly enables people to excel, without unnecessary complexity.

Too often, technology becomes a barrier instead of a catalyst for success. That’s why I founded Blacktip to transform technology consulting.

At Blacktip, we simplify technology by making it invisible so your team can focus on growing your business. We deliver tailored strategies that enable modern work by improving workflows, fostering collaboration, and guiding organizational change. Our approach aligns technology with your objectives, reducing complexity and empowering your team to achieve meaningful results.

I bring a product-driven mindset and a deep understanding of how technology works at its core to help businesses not just adopt tools but unlock their full potential. My goal is simple—eliminate technology friction so companies can focus on continuous improvement and sustained growth.

Drawing from decades of experience with Microsoft technologies, I deliver strategies that streamline workflows, enhance security, and reduce complexity. From implementing programs like Microsoft Teams and Copilot to optimizing cloud migrations, I make sure your technology works as an enabler, not a distraction.

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2026 ChannelPro DEFEND: Orlando

February 17 - 18, 2026 | Altamonte Springs, Florida
Join us at Florida's best cybersecurity event for IT channel partners. Get expert insights from security leaders and hands-on training to grow your cyber revenue.

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