THE ROLE

Phoenix, Arizona based Kryterion is a global leader in computer-based testing, certification, and assessment, operating the Web Assessor platform on behalf of enterprise clients in regulated certification and credentialing markets. As part of Toronto, Ontario based Drake International's portfolio of workforce and assessment service lines, Kryterion is entering a recent chapter in its technology operating model.

We are hiring a Vice President of Information Technology to lead the function across both internal IT and client-facing CloudOps, with end-to-end accountability for the security, reliability, scalability, and cost discipline of the technology platform that serves Kryterion's clients globally. This is a VP-level role that combines strategic leadership with hands-on operational ownership. The successful candidate will modernize the technology operating model, formalize the segmentation between internal IT and client-facing CloudOps, drive cost discipline across vendor and license posture, and partner with the Kryterion CTO and Directors of Engineering on the technology that underlies Kryterion's Web Assessor platform

.

WHAT YOU'LL O

WNCloudOps (client-facing infrastructur

- e)AWS production architecture and operations powering the Web Assessor platfo
- rmSite reliability engineering, infrastructure-as-code, and deployment pipelin
- esFinOps: capacity planning, cost optimization, and performance engineering across the production esta
- teSOC2-aligned operational discipline: incident response, change management, vulnerability management, and observabili
- tySecurity and compliance posture aligned to enterprise client requiremen

ts

Internal





- ITEnd-user computing and global helpdesk across the US, UK, Philippines, India, and South Afr
- icaIdentity and access management, SSO, MFA, and lifecycle administrat
- ionMicrosoft 365, productivity platforms, and corporate communication infrastruct
- ureVendor and license portfolio: rationalization, renewal discipline, and commercial negotiat

ion

AI and automation in operat

- ionsDeploy AI agents and automation into IT operations and CloudOps—ticket triage, automated diagnostics, runbook automation, and infrastructure-as-code genera
- tionPartner with Drake's VP of Enterprise Applications, Data, and AI on enterprise AI platform consumption and govern
- anceEstablish AI governance discipline within Kryterion technology consistent with Drake's enterprise pos

ture

WHAT YOU'LL

- BRING12+ years of progressive technology leadership, with at least 5 at Director or VP
- levelDirect, hands-on experience operating production SaaS environments at scale on AWS or equiv
- alentExperience leading both internal IT and client-facing infrastructure functions, with explicit segmentation between th
- e twoSOC2 or equivalent compliance framework experience as the operator—not solely as an au
- ditorMulti-regional team leadership across at least three geogra
- phiesVendor and contract negotiation at meaningful enterprise
- scaleStrong financial discipline: budget management, license rationalization, cost optimiz
- ationDemonstrated AI deployment in production IT and operations—hands-on, not theore
- ticalBachelor's degree in Computer Science, Information Systems, Engineering, or a related

field

📌 Vice President Information Technology (Greater Toronto Area)
🏢 Kryterion
📍 Greater Toronto Area