Gerard Ostebovik · Resume · Updated June 2026
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Gerard Ostebovik
Azure Cloud Infrastructure · DevOps · IaC
Phoenix, AZ · Open to Remote & Relocation 425.765.6301 gerardostebovik@gmail.com ostebovik.net linkedin.com/in/gerard-ostebovik
Profile

Cloud infrastructure professional with 10 years at Microsoft supporting enterprise Azure environments for S500 customers — and a deliberate pivot into designing, deploying, and maintaining that infrastructure directly. Completed 15 hands-on Azure projects across networking, compute, IaC, and security, documented at ostebovik.net — production-pattern deployments built from scratch using Azure CLI, Bicep, and GitHub Actions. Deep understanding of how enterprise Azure breaks, how it should be built, and the gap between the two. AZ-104 Microsoft Certified: Azure Administrator Associate earned June 2026, with AI-901 and AZ-305 planned.

Technical Skills
Azure Services
Virtual Networks NSG Azure Front Door App Gateway Load Balancer Key Vault App Service Container Apps Azure Bastion Log Analytics App Insights Entra ID Azure Policy Azure Backup Site Recovery
IaC · Automation · CI/CD
Bicep Azure CLI GitHub Actions PowerShell Bash ARM Templates Static Web Apps
Languages · Query
Python KQL SQL HTML/CSS JavaScript
Support Tools · Ticketing
ZenDesk CaseBuddy MSSolve
Practices
Zero-credential architecture Managed Identity RBAC Hub-spoke topology Private endpoints WAF policy CAF naming Cost governance Enterprise support Technical writing
Experience
Tier 2 Product Support Engineer
2020 – 2025
Microsoft Corporation · Redmond, WA
  • Established and maintained internal Azure test beds running IaaS, PaaS, and SaaS workloads for the support team — hands-on Azure infrastructure work running continuously alongside the support role.
  • Built Azure Monitor pipelines using Data Collection Rules and the Azure Monitor Agent, authoring KQL queries and configuring alert rules and action groups — documented lab work at ostebovik.net.
  • Implemented Azure Backup and Site Recovery configurations including Recovery Services Vault policies, MARS agent deployment, and ASR replication — translating direct customer exposure to backup failures into structured, documented lab coverage.
  • Deployed a full production Azure environment using Bicep IaC and GitHub Actions CI/CD — Front Door, Static Web App, Key Vault with Managed Identity and RBAC-scoped secret references — live at ostebovik.net.
  • Piloted a Tier 2 escalation role handling the most complex customer-reported issues; achieved 7-day resolution for over 65% of managed cases and contributed to a 94% customer satisfaction rating — 10 basis points above Tier 1.
  • Collaborated directly with Engineering and Customer Success on issues requiring non-standard solutions, serving as the technical bridge between customer impact and product teams.
  • Delivered quarterly onboarding training to 10 new support engineers; concurrently mentored 3–5 engineers on an ongoing basis.
  • Created and refined 10–15 technical documents monthly to improve support accuracy and delivery efficiency across the team.
Senior Customer Support Engineer
2014 – 2020
Microsoft Corporation · Redmond, WA
  • Managed Azure subscription, account, and billing issues for Microsoft's S500 enterprise customer base — including Verizon, NTT Technologies, CenturyLink, and Sony — minimizing production downtime and fiscal impact.
  • Troubleshot Azure environment outage events, providing professional paths to resolution under time pressure for enterprise SLAs.
  • Collaborated with SaaS, IaaS, and PaaS partner teams to uncover root causes for complex customer issues requiring cross-team coordination.
Senior Technical Support / Onboarding Engineer
2011 – 2014
Mercent Corporation · Seattle, WA
  • Used XML, XSLT, XPath, and XQuery to build and maintain customized e-commerce integrations, accelerating customer production timelines and revenue.
  • Resolved complex escalated issues requiring development-level changes to customer integrations; served as bridge between technical support and development teams.
Developer Support Engineer
1999 – 2002
Onyx Software (Acquired by Consona Corp) · Bellevue, WA
  • Served as liaison between technical support and development for high-priority, medium-to-high-impact software issues requiring immediate resolution.
  • Created and managed a self-service portal and knowledge base that reduced support contact volume and accelerated customer issue resolution.
  • Performed QA testing on patches prior to release; trained and coached support engineers and customer service representatives.
Founder & General Manager
2003 – 2010
Hot Yoga of Issaquah · Issaquah, WA
  • Acquired and turned around a failing small business; grew revenue 150% through pricing restructure, marketing, and customer retention focus.
  • Managed all operations including finance, facility, and a staff of 10 instructors.
Certifications
06 / 2026 AZ-104: Microsoft Certified Azure Administrator Associate Microsoft · 90A340-03CF69
02 / 2026 AZ-900: Microsoft Certified Azure Fundamentals Microsoft · 3547EB-50BR0E
10 / 2025 Certified in Cybersecurity (CC) ISC2 · 3093573