Geoff Hellings

Geoff Hellings

Senior Technical Account Manager | Cloud Infrastructure & Security

Customer success & enterprise cloud operations — Azure, Security & Compliance, Observability
San Antonio, TX • Open to Remote & Relocation

Open to Technical Account Manager & Customer Success Engineer roles

7+ yrs
Customer-Facing TAM & CSE
🚀 Homelab
Projects & Blog
📝 Blog
Technical Writing
$1M+/mo
Account Portfolio

👤 About

I’m a Technical Account Manager who has also run the platforms customers depend on. I’ve spent 7+ years in customer-facing TAM, Customer Success Engineer, and Solutions Engineer roles, and I’ve gone from racking servers in data centers to owning multi-region production and DR environments on Azure.

At Rackspace I was a Customer Success Engineer, a technical account management role, for 16–20 Enterprise accounts ($650K MRR) and 4 Strategic accounts ($1M+ MRR), and I turned every detractor into a Promoter. At Salesforce/Tableau I was the escalation owner for a book of 10+ Strategic Premium accounts. One of my Rackspace customers, Comply365, hired me in-house after four years of working together.

At Comply365 (2022–2026) I was the sole owner of the Azure platform behind DocuNet, SafetyNet, and other SaaS products used by airlines, defense forces, and rail organizations, along with the Akamai WAF/CDN, Mailgun, disaster recovery, ISO 27001 infrastructure controls, and the company’s Microsoft relationship.

I’ve sat on both sides of the TAM relationship. At Rackspace, Tableau, and Forcepoint I was the customer’s technical advisor; at Comply365 I was the customer, running monthly cadences with Microsoft’s Azure CSM and engineering team. I know firsthand what makes a TAM valuable: proactive guidance on deprecations, best practices, and risk, not just ticket routing.

I’m also an early adopter of AI-assisted operations. At Comply365 I ran Claude with MCP integrations across Azure, Datadog, PagerDuty, Jira, Confluence, and Microsoft 365 to speed investigations, build cost guardrails, and keep documentation current, with credentials in 1Password and human review on every change. Today I use Claude Code daily to run my homelab.

Recent Project: Unified Monitoring Platform

Following a series of mergers and acquisitions at Comply365, I designed a unified monitoring platform to consolidate infrastructure, cloud, security, and FinOps observability into a single pane of glass, serving internal IT teams, stakeholders, leadership, and public-facing dashboards.

I authored the monitoring policies that made it possible: naming conventions, tagging strategy, logging standards, alerting thresholds, and executive reporting, all approved for adoption across the acquired entities. I then supported the SRE team as they led the rollout.

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

🎯 Areas of Expertise

Technical Account Management

  • Success Planning & Onboarding
  • Product Adoption & Time-to-Value
  • Executive QBRs & NPS
  • Renewals & Expansion

Customer Advocacy

  • Voice of the Customer
  • Escalation & Incident Management
  • Stakeholder & Executive Communication
  • Enablement & Training

Platform Depth

  • Multi-Region Azure & DR
  • Security & ISO 27001 Compliance
  • Observability & Cost Governance
  • AI-Assisted Operations

⚙️ Technical Skills

☁️ Cloud Platforms

  • Microsoft Azure
  • Akamai CDN/WAF
  • Azure DevOps (administration)
  • AWS (working knowledge: EC2, S3, CLI)

🛡️ Monitoring & Security

  • Datadog (APM, monitors, log management)
  • Alert Logic MDR/IDS
  • New Relic
  • ISO 27001 & OWASP Top 10

🖥️ Infrastructure & Networking

  • Windows Server & IIS
  • Linux & Docker
  • Active Directory
  • SQL Server & SQL Managed Instances
  • TCP/IP, DNS, VPN, Firewalls & ACLs

🤝 Customer Success Tools

  • Salesforce CRM
  • Gainsight
  • Jira & Confluence
  • PagerDuty
  • REST API basics (curl, Postman)

🤖 AI-Assisted Operations

  • Claude & Claude Code
  • MCP Integrations
  • 1Password CLI
  • Secure AI Practices

🏆 Key Achievements

⚡
Zero Downtime
Successfully migrated monitoring from New Relic to Datadog with no service interruption
☁️
20+
Cloud migrations completed, moving customers from a closing datacenter to managed IaaS and public cloud
🔒
ISO 27001
Passed every annual ISO 27001 audit (2022–2026) with no required remediations
📈
10M+
Monthly requests handled across SaaS infrastructure supporting global operations

🧭 How I Work

A few anonymized examples of how I work with customers and platforms. No customer names, just the situation, what I did, and the result.

Anticipating customer needs

A customer security scan that would have blocked itself

Situation
A customer scheduled their own vulnerability scan against their site on our platform. Akamai’s reputation controls would have blocked the scanner almost immediately, invalidating the assessment.
What I did
Got the scanner’s source IP from the customer ahead of time and pre-authorized it in the Akamai WAF for the scan.
Result
The assessment ran cleanly, with no false blocks.
Cost governance

Stopping a cost spike before it reached the invoice

Situation
A Kubernetes workload with an invalid SSL certificate began sending millions of error logs into Datadog, driving up log-ingestion cost.
What I did
Used Claude with the Datadog integration to help build a monitor on log-ingestion volume.
Result
A repeat now raises an alert as it happens instead of surfacing weeks later on the bill: a guardrail rather than a one-time cleanup.
Weighing technology against customer impact

A faster database tier with a hidden outage

Situation
Our 2–4 TB Azure SQL Managed Instance databases were limited by storage IOPS. Microsoft’s new Next-gen tier scales IOPS with storage size, a clear performance win.
What I did
Used monthly technical reviews with Microsoft’s Azure engineers to pin down the migration impact: databases convert one at a time, 10 minutes to 2 hours each, in an order we couldn’t control, effectively a forced outage window of about two hours.
Result
The upgrade went into maintenance planning with the customer impact understood up front, rather than being switched on blind.
Account turnaround

From detractors to Promoters

Situation
At Rackspace, my Enterprise and Strategic accounts started with passive and detractor Net Promoter Scores.
What I did
Built success plans around the outcomes each customer cared about, such as cloud migrations, new SQL cluster deployments, and faster ticket handling. Ran executive QBRs tying infrastructure roadmaps to business goals, and owned escalations end to end.
Result
Every account moved to Promoter, with long-term renewals and 20%+ year-over-year MRR growth across multiple years.

💼 Professional Experience

Comply365
Sr. Infrastructure Engineer
April 2022 – September 2026 · Remote

Enterprise SaaS provider serving airlines, defense forces, and rail organizations on a multi-tenant Azure platform. Recruited in-house by a former Rackspace strategic account after 4+ years as their Customer Success Engineer. Sole hands-on owner and subject-matter expert for the Azure, Akamai, and Mailgun platforms within a globally distributed team across the US, UK, Israel, and Australia.

  • Managed the Microsoft relationship as primary attendee on two monthly cadences: account reviews with Microsoft’s Azure Customer Success Manager (renewals, billing, growth, escalations) and technical reviews with Azure engineering, such as scoping a SQL Managed Instance Next-gen upgrade for 2–4 TB databases by weighing IOPS gains against migration downtime
  • Kept the legacy Azure platform reliable, secure, and compliant through the post-merger migration of customers to the company’s AWS-based application, and trained backup staff on platform procedures
  • Served as Customer Success’s escalation point for the Mailgun email platform; moved CS from informal direct requests to ticket-based intake and trained the team on the new workflow
  • Performed all builds and changes across the Azure platform (App Services, IIS and app pools, App Gateway, SQL Managed Instances, Redis, VPN Gateway, Storage) for multiple enterprise tenants and 10M+ monthly requests, including the Azure side of site-to-site VPN connectivity to AWS
  • Directed disaster recovery across Azure North Central (production) and South Central (DR): quarterly file and SQL backup validation, a full regional failover test with DNS cutover and application validation, independent Azure DevOps and DNS backups against vendor outages, runbooks and DR procedures, and on-call incident response
  • Led a zero-downtime observability migration from New Relic to Datadog (APM, dashboards, infrastructure metrics, alerting)
  • Designed the post-merger unified observability platform and authored its tagging, logging, and naming policies, all approved for adoption, then supported the SRE team’s rollout across acquired entities
  • Co-architected the Akamai WAF and CDN deployment and served as sole administrator, driving configuration reviews against OWASP Top 10 threats and pre-authorizing customer vulnerability scans so assessments ran without reputation-based blocks
  • Served as sole escalation point for Alert Logic MDR agents and IDS across Azure, and as the company’s Alert Logic subject-matter expert supporting the security team’s rollout to AWS
  • Maintained Azure and VM controls for ISO 27001, producing audit evidence and implementing controls (encryption at rest, password expiration, network ACLs); passed every audit (2022–2026) with zero required remediations
  • Adopted AI-assisted operations early, integrating Claude via Model Context Protocol (MCP) with Azure, Datadog, PagerDuty, Jira, Confluence, and Microsoft 365, with credentials in 1Password and human review on every change
  • Used AI-driven analysis of Datadog metrics, logs, and alerts to speed troubleshooting and root cause analysis, build dashboards, and add cost guardrails that flag runaway log ingestion; automated Jira and Confluence workflows and authored migration plans standardizing acquired companies
Salesforce / Tableau
Technical Account Manager
August 2021 – April 2022 · Remote

Trusted technical advisor and escalation owner for a book of business of 10+ Strategic Premium accounts, Salesforce’s top support tier, including major media and entertainment enterprises.

  • Served as single point of technical accountability for Strategic Premium accounts, coordinating Product, Engineering, Support, and Sales, and logging customer feature requests and support feedback in Salesforce for product teams
  • Managed critical escalations end-to-end, troubleshooting complex environment issues, coordinating cross-functional resolution teams, and keeping executive stakeholders informed to protect renewals
  • Ran proactive QBRs identifying performance trends, deployment risks, and adoption gaps, turning insights into action plans that improved customer health, reduced churn risk, and surfaced expansion opportunities
Forcepoint
Sr. Technical Account Manager
February 2021 – July 2021 · Remote

Founding member of Forcepoint’s technical onboarding team within Customer Success, building processes from the ground up to deliver value to customers faster.

  • Built repeatable onboarding processes, tooling, and documentation from the ground up for a newly formed function
  • Built deployment success plans for new customers and partnered with Professional Services, TAMs, and Product Management to accelerate time-to-value
  • Managed customer accounts in Salesforce and Gainsight
Aptum
Solutions Engineer
February 2020 – December 2020 · San Antonio, TX (remote from March 2020)

Technical advisor to customers on public and private cloud, working with support operations, account teams, and product teams to match solutions to customer requirements. Remote from March 2020; role concluded in COVID-19 office closures and staff reductions.

  • Advised 20+ enterprise customers as technical advisor and solution architect on migrations from a closing data center to managed IaaS and public cloud, with minimal business disruption
  • Restructured a colocation engagement into a managed IaaS solution, growing account MRR 5x while improving scalability and reducing customer operational overhead
  • Produced architecture diagrams, migration runbooks, and technical specs supporting pre-sales and post-sales delivery
  • 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
Customer Success Engineer, Enterprise & Strategic Accounts
January 2015 – February 2020 · San Antonio, TX

Technical account management role: senior technical and relationship owner for 16–20 Enterprise accounts ($650K MRR) and 4 Strategic accounts ($1M+ MRR) spanning dedicated, cloud, and hybrid infrastructure across a 79,000+ server fleet.

  • Converted every account from passive/detractor Net Promoter Score (NPS) to Promoter and secured long-term renewals through technical advocacy and proactive relationship management
  • Grew MRR 20%+ year over year for multiple consecutive years and delivered executive QBRs aligning infrastructure roadmaps to business objectives
  • Built success plans around customer-defined outcomes such as cloud migrations, new SQL cluster deployments, and faster ticket response and handling
  • Updated account management, device management, and ticket-handling guidelines, including technical and billing escalation paths, and relayed customer feature requests and support feedback to product teams
  • Guided customers through cloud adoption and hybrid strategies spanning dedicated, cloud (Azure, AWS), and colocation environments, partnering with Rackspace’s AWS and Azure specialist teams on implementation
  • Troubleshot and resolved complex issues across Windows, IIS, SQL Server, DNS, SMTP, Active Directory, MSCS, and SAN/NAS/DAS storage
  • Covered two full account bases for a quarter while maintaining SLA adherence and customer satisfaction
  • Mentored junior administrators into senior engineers and built internal knowledge-sharing programs
Rackspace Technology
Windows Administrator
August 2012 – January 2015 · 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 – August 2012 · 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
Datacenter Operations Shift Lead
May 2010 – August 2011 · 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 · 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

📅 Career Timeline

DC Operations 2007
Windows Admin 2012
Customer Success Engineer 2015
Solutions Engineer 2020
Sr TAM - Forcepoint 2021
TAM - Tableau 2021
Sr Infrastructure Engineer 2022 – 2026

🛠️ Tools I Use Daily

☁️
Azure
🛡️
Akamai
📊
Datadog
🖥️
Windows
🗄️
SQL
🔐
Entra ID
🤖
Claude

🎓 Certifications

🖥️
CompTIA Server+
🌐
CompTIA Network+
🔧
CompTIA A+

🚀 Projects

🏠

Homelab Infrastructure

Production-style homelab: two Linux Docker hosts running dozens of services, a Synology NAS, and a UniFi network with six VLANs. Traefik reverse proxy and Cloudflare Tunnel for access, AdGuard Home for DNS, Uptime Kuma monitoring with Discord alerting, and secrets managed in 1Password. Run day to day with Claude Code, with written runbooks and guardrails behind every change.

📖 Read the Blog
Docker Traefik Cloudflare UniFi Uptime Kuma Portainer Claude Code 1Password
🛠️

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. Helped keep Comply365’s disaster recovery environment in sync with production. Built with Claude for Bicep analysis logic, React component design, and UI implementation.

React Azure Bicep JavaScript Claude
📊

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

✉️ Contact

Open to discussing technical account management, customer success engineering, and cloud infrastructure opportunities.

geoff@hellings.org