Geoff Hellings

Geoff Hellings

Infrastructure Engineer & Cloud Architect

Specializing in Azure, AWS, High Availability Systems & Enterprise Infrastructure
San Antonio, TX β€’ Open to Remote & Relocation

30
Years Experience
πŸš€ Homelab
Projects & Blog
πŸ“ Blog
Technical Writing
100s
Cloud Servers

πŸ‘€ About

Currently Working On

Building a unified monitoring platform following company mergers and acquisitions. The platform consolidates infrastructure, cloud, security, and FinOps observability into a single pane of glass β€” serving internal IT teams, stakeholders, leadership, and public-facing dashboards.

This is a complex initiative requiring standardization across multiple legacy systems: unifying naming conventions, tagging strategies, alerting thresholds, Customer Support integrations, and executive reporting. The goal is consistent observability and actionable insights across all acquired entities.

Infrastructure Monitoring Cloud Observability Security Dashboards FinOps Naming Standards Tagging Strategy Alerting Unification Stakeholder Reporting

I'm an infrastructure engineer with 30 years of hands-on experience building and maintaining production systems at scale. My background spans the full stack of infrastructureβ€”from racking servers in data centers to architecting multi-region cloud deployments on Azure and AWS.

Currently at Comply365, I manage the cloud infrastructure that powers operational software solutions for airlines, defense forces, and rail organizations worldwide. This includes managing hundreds of cloud servers, containers, and storage systems handling tens of millions of requests monthly from customers using DocuNet (operational content management), SafetyNet (safety management), and our other SaaS platforms.

My responsibilities include Azure App Services configuration, implementing Akamai WAF for application security, migrating monitoring from New Relic to Datadog, and managing our annual ISO 27001 compliance audits.

I'm actively leveraging AI tools (Claude for documentation/web development, Gemini CLI and CodeX for infrastructure automation) to enhance operations β€” from monitoring deployments and Azure/AWS configurations to unifying documentation in Confluence and improving Jenkins automation workflows. I maintain detailed .md files (like GEMINI.md) that serve as both context for AI tools and living documentation of infrastructure changes, ensuring continuity across sessions and providing a comprehensive audit trail.

🎯 Areas of Expertise

Technical Leadership

  • Infrastructure Engineering
  • Technical Projects
  • Customer Success
  • Product Adoption

Platform Experience

  • Windows and Linux
  • Enterprise Hardware
  • High Availability
  • Multiple Cloud Platforms

Customer Focus

  • Voice of the Customer
  • QBR / NPS Management
  • Security and Compliance
  • Relationship Building

βš™οΈ Technical Skills

☁️ Cloud Platforms

  • Microsoft Azure
  • Amazon Web Services (AWS)
  • Akamai CDN/WAF

πŸ›‘οΈ Monitoring & Security

  • Datadog
  • Alert Logic MDR
  • New Relic
  • ISO 27001 Compliance

πŸ–₯️ Infrastructure & Systems

  • Windows Server
  • Linux
  • Active Directory
  • IIS 6/7/8
  • Microsoft SQL Server

πŸ”§ Tools & Storage

  • Microsoft Clustering (MSCS)
  • SAN/NAS/DAS Storage
  • Veeam Backup
  • DNS/SMTP

πŸ† Key Achievements

⚑
Zero Downtime
Successfully migrated monitoring from New Relic to Datadog with no service interruption
☁️
20+
Complex cloud migrations completed, moving customers from closing datacenter to AWS and Azure
πŸ”’
ISO 27001
Annual compliance audits managed for Azure infrastructure, maintaining security standards
πŸ“ˆ
10M+
Monthly requests handled across SaaS infrastructure supporting global operations

πŸ’Ό Professional Experience

Comply365
Sr Infrastructure Engineer
April 2022 – Present Β· Remote

Senior infrastructure engineering role managing cloud infrastructure across Azure, AWS, and Akamai CDN/WAF for high-availability SaaS applications serving airlines, defense forces, and rail organizations. Focus on site reliability engineering (SRE), application performance management (APM), and real-time monitoring with Datadog.

  • Manage and optimize Azure environments for high-availability SaaS applications, ensuring scalability and performance
  • Configure and maintain Akamai WAF to protect against vulnerabilities with robust security protocols
  • Lead ISO 27001 compliance efforts including internal audits, process improvements, and regulatory adherence
  • Participated in technical integration following December 2023 merger, harmonizing IT systems and cloud services
  • Drive team education initiatives, mentoring junior members on emerging technologies and security practices
  • Author comprehensive technical documentation ensuring clarity and accessibility for all team members
Salesforce / Tableau
Technical Account Manager
August 2021 – April 2022 Β· Remote

Served as the customer's trusted Tableau advisor to Strategic Premium Support customers, acting as primary technical point of contact coordinating with Product Management, Sales, Technical Support, and Engineering.

  • Developed in-depth understanding of customers' Tableau environments, business stakeholders, and analytical needs
  • Provided escalation management on critical cases with Support, Sustaining Engineering, and Development
  • Conducted quarterly reporting and deployment reviews to spot trends and proactively identify potential issues
  • Built strong cross-functional relationships with Sales, Engineering, and Product Management
Forcepoint
Sr Technical Account Manager
February 2021 – July 2021 Β· San Antonio, TX

Member of the new technical onboarding team in Customer Success, building processes from the ground up to establish and deliver value to customers faster. Worked cross-functionally to align onboarding initiatives across Professional Services, Product Management, and the training department.

  • Created, implemented, and refined new onboarding processes, tools, and documentation for newly formed team
  • Worked directly with project managers in Professional Services to align onboarding of new and current customers
  • Collaborated with TAMs, Product Managers, training department, and Gainsight teams to achieve quick first value
Aptum
Solutions Engineer
February 2020 – December 2020 Β· San Antonio, TX

Technical advisor engaging with customers to identify technical needs, roadblocks, and IT/business requirements for both public and private clouds. Worked with support operations, account teams, and product teams to find solutions best suited for customer requirements, while also training non-technical sales roles on products and solutions.

  • Migrated 20+ customers from closing location to public cloud with high level of success
  • Reconstructed Colo deal to managed IaaS solution, increasing monthly revenue by 5x
  • Developed new solutions using Veeam for P2V offsite backup and recovery
  • Trained Account Executives and non-technical sales roles on products and customer solutions
Rackspace Technology
Enterprise Customer Success Engineer
January 2015 – February 2020 Β· San Antonio, TX

Managed customer base of over $1,000,000/month in account revenue, providing partnership and acting as an extension of their business. Worked with the most complex configurations in a 79,000+ server environment.

  • Transformed all accounts from passive and detractor NPS scores to Promoters with long-term renewals
  • Grew account base over 20% year after year in MRC across multiple years
  • Mentored junior engineers and helped Admins develop skills to become engineers
  • Helped customers tie together dedicated footprint to cloud footprints in AWS and Azure
  • Managed Windows Server environments with AD, IIS, SQL Server, MSCS with SAN/NAS/DAS configurations
Rackspace Technology
Windows System Administrator
August 2012 – January 2015 Β· San Antonio, TX

Deployed, supported, and maintained servers and infrastructure for customers ranging from medium-sized businesses to global enterprise operations hosted at Rackspace data centers worldwide. Provided support to critical systems configured for optimal uptime using high availability and disaster recovery technologies on both software and hardware levels. Worked independently or collaboratively to resolve alerts and customer tickets while communicating technical issues to both technical and non-technical audiences.

  • Worked daily with Windows Server 2003/2008/2012, AD, DNS, DHCP, IIS, WSFC, RDS, SQL, and DFS
  • Nominated for companywide Fanatical Jacket Award
  • Chosen to train and mentor new team members on technical and procedural needs
  • Assigned projects requiring ownership to completion and collaboration across many teams
Rackspace Technology
Implementation Leader
August 2011 – September 2012 Β· San Antonio, TX

Led customer onboarding and equipment deployment coordination, working with the team to develop the new master ticket process that became standard policy for all deployments company-wide. Gathered client requirements, ensured deployments met their needs, and resolved questions and issues throughout the deployment lifecycle.

  • Developed new master ticket process adopted as standard policy company-wide
  • Coordinated with all departments to meet timelines and ensure information flow
  • Able to work many implementation roles and cover for team members as needed
Rackspace Technology
Data Center Operations Team Lead
May 2010 – August 2011 Β· San Antonio, TX

Led datacenter operations team through a critical period, successfully migrating all servers from SAT datacenters to DFW for the SAT Datacenter closures. Managed technicians, ensured adequate shift coverage, conducted performance reviews, and motivated peers to increase their technical and business skills. Promoted to oversee both SAT1 and SAT2 facilities simultaneously.

  • Earned Rack'em award for datacenter migration project
  • Promoted to shift lead of both SAT1 and SAT2 simultaneously
  • Assisted in interviewing and selecting contractors, some becoming full-time Rackers
  • Trained and taught new datacenter and Rackspace policies and procedures
Rackspace Technology
Datacenter Operations Technician
October 2007 – May 2010 Β· Dallas-Fort Worth, TX

Built, quality-controlled, and racked new and existing customer managed hosting solutions in a fast-paced datacenter environment. Handled server and network device upgrades and maintenances while collaborating with fellow Rackers to resolve issues and bring customers online quickly and professionally.

  • Developed new policies that were implemented company-wide
  • Handled server and network device upgrades and maintenances
  • Collaborated across teams to online customer solutions in a quick, professional manner
Earlier Career
Technical Support & Systems Administration
1995 – 2007 Β· Various Locations

Built a strong technical foundation through diverse roles in systems administration, technical support, and IT management across multiple industries.

  • CentricVoice β€” Technical Support Engineer (2007) Β· Voice, data, and internet connectivity support
  • Dailey & Associates β€” Linux Systems Developer (2007) Β· Linux servers, Xen virtualization, FTP/Web/DNS/SMTP
  • Frontec Solutions β€” Technology Services Manager (2006) Β· Team management, policies, security solutions
  • Pinnacle Data Systems β€” Technical Support Engineer (2006) Β· Telecom systems, on-site support nationwide
  • Zoot Enterprises β€” Customer Support Technician (2005-2006) Β· Linux servers, system monitoring, SLA management
  • Morrison Maierle β€” Windows System Administrator (2004-2005) Β· Network administration, system consulting
  • Panda Software β€” Corporate Technical Support Rep (2004) Β· Enterprise antivirus support for networks up to 6000+ users
  • Platinumcom.net β€” Windows System Administrator (2002-2004) Β· Windows Server, Exchange, SQL, VPN, VoIP
  • ACS Computer Systems β€” Onsite Computer Technician (2000-2002) Β· Hardware builds, network cabling, troubleshooting
  • TST Onramp β€” Technical Support (1999-2000) Β· Cisco equipment, ISP support
  • ACS Computer Systems β€” Onsite Computer Technician (1995-1997) Β· Hardware builds, repairs, software installation

πŸ“… Career Timeline

DC Operations 2007
Windows Admin 2012
Strategic CSE 2015
Solutions Engineer 2020
Sr TAM 2021
Sr TAM - Tableau 2021
Sr Infrastructure Engineer 2022 - Present

πŸ“œ Certifications

πŸ–₯️
CompTIA Server+
🌐
CompTIA Network+
πŸ”§
CompTIA A+

πŸ› οΈ Tools I Use Daily

☁️
Azure
πŸ›‘οΈ
Akamai
πŸ“Š
Datadog
πŸ–₯️
Windows
πŸ—„οΈ
SQL
πŸ”
Entra ID

πŸš€ Projects

🏠

Homelab Infrastructure

Production-grade homelab running 30+ containerized services across multiple Docker hosts. Features Traefik reverse proxy, AdGuard Home for DNS filtering, comprehensive monitoring with Uptime Kuma, media automation stack (Sonarr, Radarr, Prowlarr), and self-hosted productivity tools.

πŸ“– Read the Blog Series
Docker Traefik Cloudflare UniFi Portainer Gemini CLI CodeX CLI
πŸ› οΈ

Azure DR Audit Tools

Custom React-based web applications for comparing Bicep configurations between Production and DR environments. Implements "presence over parity" logic to identify critical missing configurations that could cause DR failures. Helps ensure our disaster recovery infrastructure stays in sync. Built with Claude for Bicep analysis logic, React component design, and UI implementation.

React Azure Bicep JavaScript Claude
πŸ“Š

Docker Dashboard

Comprehensive container management interface with RSS feeds, quick commands, and service categorization. Provides at-a-glance status of all homelab services with one-click access to common operations. Built with Claude for UI/UX design and responsive layout implementation.

HTML/CSS JavaScript Docker API Claude

βœ‰οΈ Contact

Open to discussing infrastructure architecture, cloud migrations, or engineering opportunities.

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