Brandon Bolton Production Engineer
Open to senior infrastructure & technical leadership roles

Brandon Bolton.

Infrastructure, automation & technical leadership.

Seventeen years of building dependable systems and high-performing teams — from help desk to production engineering, with a bias for automation and the discipline of measurable outcomes.

Role Production Engineer · Comply Technologies
Based in Kenosha, Wisconsin
17+
Years of experience
97.1%
2025 SLA compliance
200+
Automation scripts deployed
60+
Data pipelines created
01

About

A short version, for hiring managers.

I'm a production engineer who spends most days where infrastructure, automation, and people overlap — keeping systems quiet, paying down operational debt, and making sure the team around me has what they need to do their best work.

My career started on a high-school help desk and grew through a decade of customer-facing technical support, four-plus years of formal team leadership, and now production engineering for a compliance technology platform. The throughline is the same: ship reliable systems, document them well, and lead with metrics and empathy.

I care about clean automation, clear writing, and small operational details — the kind of work that rarely makes a headline but quietly compounds.

2,174
Tickets closed in 2024 (+135% YoY)
78.5%
Tickets resolved within 24 hours
4.5
Years leading an 8-person team
20+
Knowledge base articles authored
02

Expertise

Where I do my best work.

01

Infrastructure automation

Description of infrastructure automation expertise and capabilities will go here.

02

Cloud & endpoint management

Description of cloud and endpoint management expertise will be added here.

03

Production support leadership

Details about production support leadership approach and experience will go here.

04

Mentoring & documentation

Information about mentoring, team leadership, and documentation practices will be added.

03

Experience

Help desk to production engineering — the long road.

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04

Projects

Migrations, automation, and a little civic tech.

Shipped — 2 months early
2025

Windows 10 → 11 Enterprise Migration

Comply Technologies

End-to-end migration of 124 enterprise workstations to Windows 11. Automated bulk upgrade orchestration with PowerShell, ran a phased rollout, and kept user disruption near zero.

  • 124 workstations migrated
  • 2 months ahead of schedule
  • PowerShell-driven bulk orchestration
  • Minimal end-user disruption
PowerShellWindowsAutomationProject Mgmt
Live
Nov 2024 — Present

Intune Deployment & Cloud Device Management

Comply Technologies

Took over an Intune rollout mid-flight with a 4-day deadline. Migrated all on-prem GPOs to conditional access policies, enrolled the fleet, and stood up automated Autopilot onboarding.

  • 298 workstations enrolled
  • Reduced device setup time from 4 hours to 15 minutes
  • On-prem GPO → cloud conditional access
  • Autopilot-based employee onboarding
IntuneAzureConditional AccessAutopilot
Live
2024 — Present

Linux Server Patching & Compliance Automation

Comply Technologies

Infrastructure-wide security initiative to eliminate patching gaps and establish automated patch management across all Linux and Windows systems.

  • Identified and cataloged all unpatched Linux systems
  • Deployed safe patching strategy preventing service disruption
  • Automated patch management verification across entire infrastructure
  • Implemented ongoing compliance monitoring and remediation
LinuxSecurityAutomationCompliance
Live
2024 — Present

CVE Vulnerability Remediation & Security Hardening

Comply Technologies

Comprehensive vulnerability assessment and remediation initiative addressing critical security gaps including credential exposure, public repository access, and endpoint protection.

  • Remediated public Bitbucket repository exposing code and credentials
  • Resolved multiple CVEs across infrastructure
  • Deployed File Integrity Monitoring enterprise-wide
  • Implemented automated vulnerability detection workflows
SecurityCVEAutomationInfrastructure
Live
Apr 2021 — Aug 2022

Between Friends — Website Rebuild

Code for Chicago · Volunteer

End-to-end website rebuild for a domestic-violence-prevention nonprofit. Conducted user research with staff and survivors, accessibility audit, UX improvements, and migrated from custom code to Elementor with training to enable in-house management.

  • User research with case managers and therapists
  • Accessibility audit and UX improvements (scannability, safety exit visibility)
  • Migrated from custom WordPress to Elementor visual builder
  • Implemented Spanish-language support with language toggle
WordPressUXAccessibilityNonprofit
Shipped
2021 — 2023

Chicago Defender Charities — Salesforce

Code for Chicago · Volunteer

Tackled a complex multi-platform integration challenge by connecting five disparate SaaS solutions into Salesforce. Evaluated integration approaches, selected Automate.io as the optimal solution, and implemented automated data flows to eliminate manual work across the organization.

  • Mapped and researched five SaaS platforms for integration feasibility
  • Evaluated multiple integration approaches and selected Automate.io
  • Implemented automated workflows to sync data across all platforms
  • Eliminated manual data entry and reduced operational friction
SalesforceIntegrationMulti-Platform ArchitectureNonprofit
Live
Apr 2021 — Mar 2022

Chicago Defender Charities — Website Platform & Development

Code for Chicago · Volunteer

Evaluated multiple CMS platforms to consolidate the nonprofit's fragmented digital presence. Identified Squarespace as the optimal balance of simplicity and long-term maintainability. Developed the website within platform constraints while ensuring the organization could manage it independently without ongoing technical support.

  • Researched and evaluated multiple CMS platforms for feasibility
  • Identified Squarespace as solution balancing usability and long-term sustainability
  • Developed website within platform constraints and limitations
  • Built solution the client could independently manage and maintain
SquarespaceCMS SelectionWeb DevelopmentNonprofit
Live
2021 — Present

Reimagine 911 — Emergency Response Data Standardization

Code for America · Volunteer

Tackled the challenge of standardizing fragmented 911 data across hundreds of U.S. jurisdictions. Collected, sanitized, and analyzed data from 327+ Public Safety Answering Points to identify patterns and gaps. Transformed chaotic, disparate datasets into clean, actionable intelligence enabling policy reform and alternative responder integration.

  • Collaborated with 1,000+ volunteers across 280 organizations to collect PSAP data
  • Sanitized and normalized disparate 911 data across incompatible systems
  • Analyzed data from 327+ Public Safety Answering Points to identify critical gaps
  • Transformed raw data into actionable insights enabling policy-driven emergency response reform
Civic TechData AnalysisData EngineeringPolicy Impact
05

Skills

A working list — the things I reach for often.

Languages
  • Python
  • PowerShell
  • Bash
  • C# / .NET
  • SQL / T-SQL
Cloud & Infrastructure
  • AWS (EC2, S3, Lambda, SES)
  • Azure (App Service, SQL DB)
  • Microsoft Intune
  • Kubernetes
  • Terraform
  • Ansible
Systems & Platforms
  • Linux administration
  • Windows Server & Client
  • SSO / SAML / OAuth
  • SFTP & file transfer
  • WAF & security tooling
Tooling
  • SQL Server
  • Azure Data Studio
  • Git / Bitbucket
  • Salesforce
  • Jira
Documentation & Knowledge
  • Runbooks
  • Architecture documentation
  • Technical writing
  • Knowledge bases
  • Process documentation
  • API documentation
Practice
  • ITIL service management
  • Root cause analysis
  • Runbook-first response
  • Mentoring & documentation
  • Metrics-driven leadership
06

Credentials

Certifications, education, and community work.

Certifications

ITIL 4 Foundation
Current
PeopleCert
Oct 2025 — Oct 2028
CompTIA Project+
Current
CompTIA
Aug 2024 — Aug 2027
AWS Certified Cloud Practitioner
Current
Amazon Web Services
Aug 2023 — Aug 2026
Google IT Support Professional
Google
Jun 2021

Education

B.S. Software Engineering
Western Governors University
99% complete — expected Summer 2026
99%
Board of Governors Associate Degree
Pierpont Community & Technical College
Completed
100%

Community

Code for Chicago
Volunteer Software Engineer
Apr 2021 — Oct 2023 · 2.5 years

Civic tech work across cross-functional teams of 5 to 15 contributors. Built a Salesforce CRM for Chicago Defender Charities and helped rebuild the Between Friends website — accessibility audit, IA redesign, and a CMS the client could actually maintain.

SalesforceWordPressAccessibilityCivic Tech
07

Let’s talk.

If you’re hiring for senior infrastructure, production engineering, DevOps, or technical leadership — or you’re a non-profit that needs technical help — I’d love to hear from you.

LinkedIn BrandonLeeBolton
Location Kenosha, Wisconsin