Watchkeep’s Digital Transformation: A Blueprint for the Modern Workplace

How Watchkeep’s move to the cloud, automation with REWST, and AI integration are shaping the future of work, for us and our customers.

At Watchkeep, we don’t just talk about digital transformation, we live it.

As a trusted partner for Managed IT, Cloud Transformation, Unified Communication, and Business services, we’ve made it a priority to lead by example. Over the last few years, Watchkeep has undergone a comprehensive digital transformation journey to modernize our own operations. Today, that journey is fueling how we help customers create their own digital workplaces.

From On-Prem to 100% Cloud: A Strategic Shift

Our transformation started with a bold move: fully migrating from on-prem infrastructure to a 100% cloud-based environment. This wasn’t just a technology upgrade; it was a foundational change to how we operate, collaborate, and scale. With cloud native tools, we’ve enhanced mobility, enabled secure remote work, and streamlined access to key systems and data.

Our Cloud Practice led the way, applying the same framework we now offer to customers; balancing cost, security, and user experience throughout the transition.

Automating the Mundane with RPA

We implemented Robotic Process Automation (RPA) platform, to eliminate repetitive internal tasks and elevate customer experiences. Our Automation Practice identified critical workflows ripe for improvement, including:

  • Triage automation: intelligently categorizing and routing service tickets

  • Customer onboarding: standardizing new client setup for faster time to value

With RPA, we freed up our teams to focus on higher-value work, exactly what we help our customers achieve. And because we use it ourselves, we know how to deploy RPA in ways that drive real, measurable impact.

Infusing AI into Daily Work

We’ve also embraced AI as a natural extension of our automation strategy. From AI-powered suggestions in service delivery to integrating models directly within our RPA flows, we’re making AI part of everyday work, not some far-off vision.

This means smarter decisions, faster resolutions, and proactive insights: all of which now benefit both our team and our clients.

A Practice-Led Transformation Model

Our success is due in large part to the close collaboration of our Practice Groups who have worked in lockstep to lead our internal transformation:

  • Cloud
  • Security
  • Automation

These same teams support customers through similar journeys.

This cross-practice model means customers get well-rounded solutions that address technology, people, and processes securely and strategically.

Readiness and Planning: The Foundation of Transformation

Every successful digital transformation begins with a strong foundation; one built on thoughtful readiness assessments and strategic planning. At Watchkeep, we start by helping customers evaluate their current environment, readiness for change, and business priorities. This includes assessing infrastructure, processes, team alignment, and security posture.

Once readiness is established, our teams develop detailed project plans that align technology initiatives with business outcomes. From there, our Project Management Office (PMO) plays a critical role in execution, ensuring clear timelines, roles, communication plans, and measurable milestones.

By combining readiness, planning, and professional project management, we minimize disruption, accelerate adoption, and maximize value throughout the transformation process.

Let Watchkeep Guide Your Transformation

We’ve walked the digital transformation path ourselves, successfully. Whether you’re looking to modernize your infrastructure, automate key workflows, adopt AI, or simply prepare for the future of work, Watchkeep can help. Our real-world experience, coupled with a customer-first mindset, makes us the ideal partner for organizations ready to evolve.

Let’s build your digital workplace, together.

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