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informationweek

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InformationWeek Podcast: When CTOs need to restart IT projects
Joao-Pierre S. Ruth · 2026-05-02 · via informationweek

Sometimes, an IT project unfolds in unexpected ways after teams get to work. CTOs and other C-suite tech leaders may have a decision to make if that project flies off the rails: Salvage the work with a modified strategy or scrap it and start over.

The goals might be unattainable under the original plan. Resources may not perform as intended. Objectives could shift mid-project.

In this episode of the InformationWeek Podcast, Jay Miller, CISO and vice president of IT at Paessler; and Andrew Missey, CTO and co-founder of Convos, shared their experiences with rethinking IT projects after they were started. 

They offered perspectives on how they addressed early indications that an IT project might be tough to pull off, whether they considered scrapping an entire project, and what became crucial for course-correcting.

Missey and Miller then faced off with the "Questionable Ideas" tabletop exercise, where they responded to IT projects gone awry at the hands of kobolds, goblins and gremlins.

Related:Mission Wealth CTO on why role clarity can trump new tools

About the Author

Joao-Pierre S. Ruth

Senior Editor, InformationWeek

Joao-Pierre S. Ruth edits stories for InformationWeek as well as reports on C-suite tech leaders across a multitude of industries and tech disciplines. He also hosts the InformationWeek Podcast, which brings together CIOs, CTOs, and other C-suite leadership to discuss their different approaches to addressing shared challenges. He joined InformationWeek in 2019, initially as a Senior Writer covering cloud computing and DevOps. He became a Senior Editor in 2023.

His work with InformationWeek garnered American Society of Business Publication Editors (ASBE) awards in 2024. This included "Could the DOJ's Antitrust Trial vs Google Drive More Innovation?" as part of the team’s Government Coverage, which collectively won a Bronze National award and a gold Northeast regional award, as well as a bronze regional award for a Web Feature Series on the environmental impact of data-driven organizations published during Earth Month. That award included his story "How Do Supercomputers Fit With Strategies for Sustainability?"

He has been a journalist for more than 25 years, reporting on business and technology first in New Jersey, then covering the New York tech startup community, and later as a freelancer for such outlets as TheStreet, Investopedia, and Street Fight.

Joao-Pierre can be reached via email at [email protected]