Will Perazzo

Will Perazzo is Director of Information Technology at Yonkers Contracting Company, a major construction firm based in Yonkers, NY. He has led efforts to modernize IT infrastructure and services, including migrating the company’s systems to the cloud after an IT crisis. Will is passionate about using technology to drive business outcomes and values developing his team’s skills. An innovative leader, he spearheaded implementing new systems and processes to transform Yonkers into a modern, cloud-first IT organization. Will holds BA in Information Science & Policy from SUNY Albany and an MBA from Northeastern.

Surviving an IT Crisis and Leading a Successful Cloud Migration - Will Perazzo

Geek out as Michael Moore and Will Perazzo dive into Yonkers’ IT transformation after a catastrophic system failure sparked a cloud-first future. Hear Will’s first-hand account inheriting complex legacy infrastructure and technical debt. Learn how he shored up fundamentals and gained trust through transparency and ownership. This transparent glimpse behind the IT curtain reveals the technical, leadership and change management acumen required to steer large-scale migration. The battle-tested tips inside will inspire any IT pro leading digital change.

Surviving an IT Crisis and Leading a Successful Cloud Migration - Will Perrazzo

Communicate clearly and own up to mistakes to gain trust when adversity strikes.

3 Key Takeaways

  • Lead with transparency and take ownership to build trust during an IT crisis.
  • Engage stakeholders cooperatively to spark change and reduce shadow IT.
  • Develop staff creativity and problem-solving to cultivate organizational mindset.

Listen To The Full Episode Below

Dissecting Popular IT Nerds
Dissecting Popular IT Nerds
242- Surviving an IT Crisis and Leading a Successful Cloud Migration - Will Perazzo
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Episode Show Notes

Frustration over a broken printer leads to boiling blood. [00:03:05]  

Will’s Desire to Hack into Systems for Improvement [00:03:49]

Time Machine Fantasy: Meeting the Creatives at Apple [00:04:53]

The Importance of Ownership and Blame [00:07:26]

The Importance of Sharing Credit and Deflecting Blame [00:09:03]

The Concept of “Reverse Hiring” and Networking [00:11:32] 

Importance of Documentation in Onboarding and Information Sharing [00:20:00]

Regular system upgrades and the one big stumbling block [00:23:50]

Impact on workforce and the support received amidst the crisis [00:27:03]

CEO proposes a shift to the cloud, a positive outcome [00:29:36]  

Evolution of Governance in the Cloud [00:54:12]

The Persistent Printing Problem and Paperless Future [00:57:16]

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Dissecting Popular IT Nerds

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