EPISODE · May 4, 2026 · 50 MIN
Your Employees Already Work From Anywhere, Your Infrastructure Doesn’t with Jess Jorgensen
from Between Fires and Futures: Real Conversations for Tech Leaders Navigating What’s Now—and What’s Next · host Tonya Turrell
If flexible work feels like the future but your infrastructure still feels stuck in the past, this episode is going to challenge how you think about connectivity, security, and control.In this conversation, Tonya sits down with Jess Jorgensen, founder and CEO of Go Roam Tech and Blush Technology Group, to unpack what’s really happening as work becomes untethered from place. From RVs and remote canyons to enterprise environments, Jess shares what breaks when people move faster than infrastructure and why most organizations are still operating on systems that were never designed for this reality.They dive into the hidden risks of distributed work, the growing gap between IT responsibility and control, and what it actually takes to support a workforce that can log in from anywhere. Jess brings a rare, real world perspective from living and working fully remote, showing how the same foundational principles apply whether you’re running an enterprise network or working from the road.This episode is a practical and eye opening look at what it means to build infrastructure that moves with your business and why the future of IT starts at the edge. In this episode, they explore:Why flexible work is already happening with or without company approvalWhere infrastructure actually breaks in remote and hybrid environmentsThe hidden risks of patchwork systems built during COVIDWhy one internet connection is effectively zero in a remote worldHow security gaps are expanding as employees work from uncontrolled environmentsWhat IT leaders are underestimating when it comes to AI and remote accessWhy shadow IT and unauthorized tools are accelerating riskThe real reason remote work is now a talent acquisition and retention strategyHow poor user experience drives employees to create risky workaroundsWhat it takes to create secure, always on connectivity anywhereWhy IT must shift from control to enablement in a decentralized worldHow to rethink your tech stack for the next 12 to 18 months Important Links:https://app.technologymatch.com/solutions/working-from-roamhttps://app.technologymatch.com/solutions/advisory-services-1
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Your Employees Already Work From Anywhere, Your Infrastructure Doesn’t with Jess Jorgensen
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