JAMMY LLC

Independent consulting

I design, migrate, and fix the systems your business runs on.

I'm Jared Armstrong. Twenty-five years of building and running software engineering teams, most recently as Director of Engineering at Files.com, where I ran engineering and infrastructure across a team of 18 engineers and 4 managers. Through Jammy LLC I take that work directly to clients: cloud architecture and migration, identity and directory plumbing, software engineering, and the engineering leadership you need for six months rather than forever.

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What I get hired for

Engineering leadership

Fractional or interim leadership: hiring, roadmap triage, process that fits the team's size, and technical review of work already underway. Available as an ongoing engagement or a fixed-scope assessment.

Cloud architecture

Landing zones, network and account structure, cost modeling, and security review across AWS, Azure, and GCP. I have done this for Fortune 500 environments and for shops running one VPC and a prayer.

Cloud migrations

Data center to cloud, cloud to cloud, and the messy in-between. Google Workspace to Microsoft 365, tenant splits and carve-outs after an acquisition, and moving mail, files, and identity without a week of downtime.

Software engineering and design

Application architecture and hands-on build work: APIs, integrations, data models, and the front end on top of them. Rails, Python, Go, React. Also design reviews of systems someone else is building.

Infrastructure and platform

Multi-tenant networking, virtualization, infrastructure as code, and CI/CD. I have opinions about firewall rules and I write them down.

Identity and access

SAML and OIDC integrations, SCIM provisioning and deprovisioning, directory cleanup, and permissions models that survive an audit. Usually the part everyone postponed.

Background

At Files.com I ran the engineering organization: backend, frontend, infrastructure, QA, and security. That meant 18 engineers and 4 managers, and a platform handling hundreds of millions of API calls a day at petabyte-scale. I also led the acquisition integration, unifying two codebases and DevOps pipelines and moving every acquired customer onto the main platform without a service interruption.

Before that I led the DevOps and DevSecOps practice at CenterGrid, running cloud security reviews, cloud migrations, and remediation for Fortune 500 clients across AWS, Azure, and GCP. Earlier still, I co-founded Omnispear and grew it from 2 people to 15 over eleven years, hiring and managing the staff while building the systems ourselves: CRMs, background check platforms, and loan origination systems. That is where I learned what a consulting engagement actually owes a client.

The through-line is systems other people are afraid to touch: identity, migrations, and the integration layer holding a business together. I still write code. Rails, Python, Go, React, Terraform, Kubernetes.

Working style
Remote-friendly
Entity
Jammy LLC, an Ohio limited liability company
Engagements
Project scope, retainer, or fractional leadership
Track record
25 years in software, 11 of them running my own consulting firm
  1. 2024–2025Director of Engineering, Files.comFull engineering org, acquisition integration
  2. 2023–2024Engineering Manager, Files.comIntegrations, protocol support, SDKs, bug bounty triage
  3. 2019–2022Lead Solution Architect, DevOps & DevSecOps, CenterGridFortune 500 cloud security reviews and migrations
  4. 2018–2019Director of Software Development, DISCUS SoftwareIndustrial inspection software; Swing to JavaFX rewrite
  5. 2014–2018Senior Systems Engineer, Files.com / Action VerbProtocol proxy infrastructure, security triage, hiring
  6. 2003–2014CIO and co-founder, OmnispearGrew a consulting firm from 2 people to 15; built CRM, background check, and loan origination systems

Tell me what you're dealing with

Rough descriptions are fine. If it turns out I'm not the right fit, I'll say so and point you somewhere better. I read every message myself and usually reply within a business day.

Or reach me directly:
linkedin.com/in/jaredlarmstrong