Lakeside Software, the first AI-driven digital employee experience (DEX) company, has taken a bold step by unifying its strategy and product-focused teams into a cohesive group. This move ensures seamless alignment between strategy and product development, enabling Lakeside to swiftly adapt to market demands and accelerate its product roadmap. Industry veteran Robert Hobbs has been appointed Senior Vice President of Products and Strategy, spearheading this transformation to enhance operational agility, collaboration, and innovation.
Leadership Driving Innovation and Agility
With more than 20 years of experience in product and strategy leadership, Robert Hobbs is well-equipped to lead this unified team. Previously serving as Lakeside’s Vice President of Business Development, Hobbs played a critical role in scaling the company’s growth and shaping its strategic initiatives.
- Past Leadership Roles: LHS Communications, Digiquant, and IBBS.
- Key Achievements at Lakeside: Driving business development and positioning the company as an industry leader.
According to David Keil, CEO of Lakeside Software,
“Enterprise IT is on the brink of a massive transformation. Bob’s deep expertise and proven leadership make him the ideal person to drive this transformation and elevate our product strategy to meet the demands of our global customer base.”
Why This Move Matters: Aligning Strategy with Product Innovation
Under Hobbs’ leadership, Lakeside is set to strengthen collaboration between product teams and customer-facing teams. This alignment will establish real-time feedback loops, ensuring that customer insights are quickly incorporated into product development.
Key Benefits of the Unification:
- Operational Agility: Faster response to market changes and evolving customer needs.
- Customer-Centric Innovation: Align product performance with customer insights for more relevant solutions.
- Enhanced Collaboration: Breaking down silos between strategy and product teams to foster continuous improvement.
Hobbs emphasizes,
“Our vision is to unleash human productivity by delivering flawless digital experiences. We’re ushering in a new era of IT where enterprises can optimize operations, reduce costs, and boost productivity—all while creating a seamless, high-performance digital experience for every user.”
The SysTrack Intelligence Package: Revolutionizing IT Operations
Lakeside’s strategic unification builds on its recent success with the SysTrack Intelligence Package, launched in July 2024. This innovative solution has reshaped IT operations by combining Lakeside’s high-quality IT data with AI-powered models purpose-built for IT optimization.
Highlights of SysTrack Intelligence Package:
- Proactive IT Capabilities: Anticipates and resolves IT issues before they impact users.
- AI-Driven Intelligence: Leverages well-structured IT data to build predictive models.
- Customer Success: Several large Q4 bookings and growing market interest reflect its impact.
This momentum positions Lakeside for significant AI and DEX market leadership in 2025 and beyond.
Lakeside Software’s unification of product and strategy teams marks a pivotal step in the company’s evolution. By aligning strategy with product development and placing customer feedback at the center, Lakeside is poised to lead the next wave of AI-driven digital employee experience innovation. With Robert Hobbs at the helm, the company is set to redefine IT operations and deliver seamless digital experiences that optimize productivity and reduce costs for modern enterprises.





