
EP83 - Fixing the Last Mile of Frontline Digital Transformation w/ Justin Lake, Skyllful
As organizations accelerate digital transformation, the success of these initiatives increasingly depends on how well frontline teams adopt and engage with new technologies. However, there's often a critical gap between leadership expectations and the real-world experiences of field workers — a gap that threatens not just user satisfaction, but business outcomes.
Tune in on Thursday, May 15th at 12pm EST, as we’re joined by Justin Lake, CEO of Skyllful. We’ll unpack the critical misconception surrounding enterprise technology and highlight the unique complexities and risks field workers face when interacting with digital systems in high-stakes environments. We also discuss the concept of "The Last Mile" of tech deployments — where the true business value of technology investments is realized through frontline execution. By connecting human motivation, governance, and financial implications of poor tech engagement, the conversation offers a compelling case for why organizations must rethink how they position, support, and sustain technology initiatives.
Justin co-founded Skyllful with the mission of helping frontline employees use enterprise technology accurately, consistently, and independently—so that business processes are executed correctly, operational outcomes are optimized, and revenue is protected.
With decades of experience across mobile technology and frontline operations, Justin has worked in every part of the ecosystem, from wireless carriers to software development. But his real expertise comes from the field—riding with drivers, shadowing technicians, and uncovering the real-world barriers to adoption. He knows that when technology isn’t integrated into how work gets done, companies face inefficiencies, operational risks, and lost revenue.
Through Skyllful, Justin helps organizations bridge the gap between digital transformation and the frontline workforce, ensuring technology delivers measurable business impact.
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