Jim leads the Directions on Microsoft editorial team and has been writing about technology since the early 1990s. Most recently he's covered Teams, Windows Server and related OSs, and enterprise IT infrastructure.
He brings with him over 15 years supporting and teaching academic and researching technology at large universities like University of Washington and The Ohio State University, a decade in operations management for a global engineering firm, and experience as technical producer of a live service game based on the popular Magic: The Gathering property.
Jim holds a B.A. with graduate studies in philosophy and a minor in computer science from The Ohio State University.
Latest Content by Jim Gaynor
Analyst Report
Updated: September 9, 2025 · by Jim Gaynor
There Is a Plan for Project
The latest repositioning of Microsoft project management offerings sees Microsoft Planner absorbing Project for the Web, but leaving Project Online...
Roadmap
Updated: September 9, 2025 · by Jim Gaynor
Planner Roadmap
Microsoft Planner is a Microsoft-hosted work management tool that includes basic task and project management capabilities and premium project management...
Roadmap
Updated: September 3, 2025 · by Multiple Authors
Compute, Networking, and Infrastructure Roadmap
Describes the components and services of Azure and on-premises datacenter components, including virtual machines, networking, and storage. It discusses the...
Roadmap
Updated: September 3, 2025 · by Multiple Authors
Places Roadmap
Microsoft Places is a set of advanced work-scheduling features for Teams and Exchange Online, intended for employees who move frequently...
Roadmap
Updated: September 2, 2025 · by Jim Gaynor
Azure Virtual Machines Roadmap
Roadmap for Azure Virtual Machines.
Webinar
Updated: August 20, 2025 · by Multiple Authors
When Support Ends: What to Do If You Have Done Nothing
Several widely used Microsoft products leave support in a single “meteor” on Oct. 14, 2026, including Windows 10 and versions...
Roadmap
Updated: August 18, 2025 · by Jim Gaynor
Kubernetes Service
Azure Kubernetes Service (AKS), Microsoft’s flagship Kubernetes (often abbreviated as “K8s”) offering, provides orchestration (deployment, provisioning, and automation) and management...
Roadmap
Updated: August 18, 2025 · by Jim Gaynor
Migrate
Azure Migrate is a managed service that helps organizations inventory, assess, and migrate VMs and SQL databases to Azure.
Roadmap
Updated: August 18, 2025 · by Jim Gaynor
Azure Arc Roadmap
Azure Arc is a set of capabilities enabling Azure to work with deployments hosted outside of Azure, and it includes...
Roadmap
August 18, 2025 · by Jim Gaynor
Container Services in Azure Roadmap
In addition to the company’s flagship Azure Kubernetes Service (AKS), Microsoft offers services that exist to support or simplify deployment...