Hi, I'm

Benjamin Scarbrough

Building secure, reliable systems at scale. Leading the teams that keep them running.

Software Engineer at Microsoft, operating secure production cloud systems across public and sovereign environments - reliability, automation, and incident response. I take on high-stakes work and turn it into services that hold up in production.

As Director of Operations at TEDxAnchorage, I serve on a 10-person executive team leading the volunteer crew that delivers Alaska's premier TEDx event.

About Me

Benjamin Scarbrough

My background runs through aerospace defense, cloud reliability, and operations leadership. It starts with mission-critical software at Lockheed Martin Space, where rigor and correctness were the baseline, and continues as a Software Engineer at Microsoft, operating production services at scale under real reliability, security, and compliance demands.

I lead cross-functional delivery across engineering, operations, and leadership, carry compliance and audit readiness, and own outcomes from design to production. I work best in secure, high-stakes environments where reliability and trust are the standard.

Technical Expertise

Site Reliability Engineering
Cloud Infrastructure
Azure
Incident Response
Monitoring & Observability
CI/CD
Infrastructure as Code
Automation
Distributed Systems
Docker
Python
C#
Java
TypeScript

Core Competencies

Cross-functional Team Leadership
Stakeholder Management
Technical Mentorship
Operations Management
Bilingual (English & Spanish)

Professional Experience

Microsoft

TEDxAnchorage

Lockheed Martin Space

Self-Employed

PopOver

1 / 5

Software Engineer

Microsoft

November 2022 - Present

Responsible for reliability, performance, and deployment of mission-critical cloud infrastructure across both public and isolated production cloud environments.

  • Share weekly primary/backup on-call across a 50+ service production portfolio spanning public and sovereign cloud environments, with direct squad responsibility for a subset across web-application, backend, and specialized platform tiers.
  • Achieved FedRAMP audit readiness across multiple annual cycles, collecting full evidence in ~2 days versus the weeks typical of comparable environments - supporting sales into compliance-restricted public sector markets.
  • Led an end-to-end SLA dataset recovery under production pressure that prevented tens of millions in financial and compliance impact.
  • Drove incident auto-mitigation from 0% to a peak of ~95% over 9 months in a sovereign cloud environment, with auto-resolution rising from 0% to a 39-65% band.
  • Remediated two pre-authentication vulnerabilities (SSRF and forged-JWT) in an internal validation dashboard prior to production rollout; served as team Security Champion driving org-wide vulnerability burndown.
  • Cut manual certificate rotation ~90% by migrating three service families to managed identities, returning ~30 engineer-hours/month; reduced manual configuration work ~70% via a centralized config service.
  • Built six operational tooling packages for on-call workflows - privileged-access toolkit, cloud operations toolkit, service validation framework, validation dashboard, alert-generation module, and an AI-assisted synthetic-job generator.
  • Drove ~$1.5M/yr recurring cost savings by re-tiering storage across eight services with no loss of compliance posture.
  • Designed and shipped a net-new monitoring stack of 36 production alert rules - CDN and traffic-manager coverage mirrored across two sovereign clouds on a tiered warn/elevated/critical model - incident-routed and hardened against schema drift, closing a detection gap where regressions were previously customer-reported.
  • Authored a reusable deployment-migration playbook adopted by multiple partner teams, preventing recurrence of a prior production CDN outage.
  • Eliminated manual deployment toil for five service teams via automated pipelines, reusable tooling, and three shipped AI (Copilot) plugins.

Stories

The reasoning behind a couple of the numbers above.

Closing the detection gap

Microsoft - sovereign cloud

0% → ~95%Incident auto-mitigation, 9 months
The problem

Incidents were reaching us the wrong way round: customers noticed regressions before our monitoring did. Auto-mitigation sat at 0%, so every incident consumed a human, and the humans were being paged by the people they were supposed to be protecting.

The approach

Not more alerting - 36 production alert rules designed as a system. CDN and traffic-manager coverage mirrored across two sovereign clouds on a tiered warn/elevated/critical model, each rule routed to an owner and hardened against schema drift so it could not quietly stop firing.

The outcome

Auto-mitigation reached a peak of ~95%, with auto-resolution rising into a 39-65% band. The band is wide on purpose: full auto-resolution only ever went to failure modes with a known-safe recovery, and the rest still stop at a human. A machine that resolves an incident it does not understand is not reliability, it is a slower outage.

Audit readiness as an engineering problem

Microsoft - FedRAMP cycles

~2 daysFull evidence collection, versus weeks
The problem

Compliance evidence collection is usually treated as a paperwork season: weeks of engineers screenshotting consoles into documents, repeated annually, with the answers going stale the moment they are captured.

The approach

Treat it as an engineering problem instead - evidence produced from the systems themselves rather than transcribed by hand, so a fresh answer costs a run rather than a week.

The outcome

Full collection came down to ~2 days across multiple annual cycles. Audit readiness is what makes a service sellable into compliance-restricted public sector markets, so the difference between weeks and days is the difference between a market being open or closed.

Feedback

Paraphrased from written performance reviews.

Completed a federal compliance audit in a fraction of the time taken by any comparable environment, crediting deep working knowledge of the underlying services and platforms.
Engineering Manager, Microsoft
Received positive feedback across the organization on the engineering documentation rewrite, noting it as a model other teams could follow.
Engineering Manager, Microsoft
Described the work as forward looking, reducing the overall effort the team would need to meet upcoming deadlines.
Engineering Manager, Microsoft

Projects

Other Projects

Source not public
Shrike

A quant trading research engine built as a multi-repo platform: a shared analysis core (scoring engine, guardrails, LLM provider abstraction) feeding a user-facing analysis app and an autonomous paper-trading research project. Pulls from 49+ data sources (FRED, BLS, SEC EDGAR, Finnhub, and more) with heavy contract and serialization-drift discipline enforced by cross-repo tests.

PythonFastAPIAzure Key VaultLLMQuant Analysis
TailClaw

An infrastructure tool that deploys a hardened AI agent gateway on Azure, reachable only over a Tailscale mesh VPN with no public IP and a deny-all-inbound firewall. Handles OS hardening (UFW, fail2ban, key-only SSH, unattended patches), loopback-only services, automated backups, and health checks.

AzureBashTailscaleLinuxSecurity Hardening
Source not public
Clausely

A neutral AI legal-document summarizer that explains contracts and terms of service in plain language, strictly framed as summaries rather than advice. Runs on Azure Container Apps with a daily LLM spend cap and HMAC-signed shareable results.

Next.jsTypeScriptAzure Container AppsOpenAI
Source not public
PopOver

Brainstormed, created, and tested an iOS application designed to facilitate work relationships between college students and their community members, providing every college student with an opportunity for financial liberation.

SwiftFirebaseSQLHTMLJavaScript
Source not public
UPS Safe

Designed, created, and stress-tested a JavaScript web application responsible for ensuring that in the event of a campus-wide emergency all university students and faculty can check in with campus security while both on and off-campus.

Node.jsExpress.jsJavaScriptMySQLAWSBlazeMeter
Source not public
bscarbrough.com

Designed and developed this modern portfolio website using Angular standalone components with custom scroll animations, responsive design, and Firebase hosting. Features TypeScript interfaces, Material Design integration, and ng-bootstrap carousel.

AngularTypeScriptFirebaseMaterial DesignCSS
Schedulizer

Designed and created a scheduling application to improve the current way that students at the University of Puget Sound to view and schedule their classes for the semester.

JavaScriptHTMLCSSHeroku
AI Image Recognition

Developed a machine learning system using convolutional neural networks for multi-object detection and classification in images.

PythonTensorFlowDeep Learning
Location-Based Business Finder

Full-stack web application for discovering and rating local businesses with user reviews and geolocation features.

MongoDBExpress.jsAngularNode.js

Education

University of Puget Sound

Bachelor of Science - Computer Science

2016 - 2019

Minor in Mathematics & Spanish

Montana State University-Bozeman

Pre-Medicine/Pre-Medical Studies

2015 - 2016

Get In Touch

I'm always interested in new opportunities, collaborations, and connecting with other engineers and technologists.

If you have a question, a project to discuss, or a role in mind, reach out and I'll get back to you.