Gartner Expert

Josh Chessman

Sr Director Analyst

Josh Chessman is a Senior Director in the IT Operations Management group specializing in network and application performance monitoring. Mr. Chessman has spent more than 25 years working in IT with the past 13 years being in the NPM and APM spaces, at Mazu Networks, Riverbed Technology and Sinefa. His home is in the greater Boston area.

Previous experience

Most recently Mr. Chessman was a Senior Solutions Architect at Sinefa, a provider of SaaS-based NPM/APM software. In this role he performed a wide array of functions including architecting customer solutions, developing and delivering training material, working with partners, and more.

Mr. Chessman was a Technical Director at Riverbed Technology in the Advanced Technology Group (a division of the Office of the CTO) where he was responsible for providing top-tier support to the technical sales teams around the world. He was responsible for meeting with everyone from CXO to line managers discussing Riverbeds network and application performance platforms.

Additionally, he has worked at organizations ranging from Fortune 500 pharmaceutical companies providing IT support to rural school districts managing LAN and WAN networks spanning multiple buildings and campuses.

Professional background

Riverbed Technology

Technical Director, Advanced Technology Group, Office of the CTO


Senior Solutions Architect

Maine School Administrative District #61

Network Manager

Areas of coverage

Infrastructure and Operations Leaders

Infrastructure, Operations and Cloud Management

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Top Issues That I Help Clients Address

1Technology and trends in the network monitoring (NPMD), network automation, AIOps, DEM, NDR, infrastructure (ITIM) spaces

2Choosing appropriate network and endpoint monitoring tools

3Digital Experience Monitoring including Real User Monitoring, Synthetic Transaction Monitoring, and End User Experience Monitoring