# Todd Bailey — Principal Delivery Architect & Engineering Systems & Process SME

> Engineering delivery without the administrative drag. Two decades across systems engineering and enterprise delivery taught me one thing: most teams don't have a talent problem; they have an overhead problem. I help technical organizations make frameworks like SAFe and Scrum actually work for engineering teams instead of slowing them down—automating project pipelines, eliminating Jira babysitting, and deploying pragmatic AI tools that get software out the door faster.

- Canonical Website: https://baileypc.com/
- Full AI / LLM Context Document: https://baileypc.com/llms-full.txt
- Self-Hosted Microblog & Field Notes: https://blog.baileypc.com/
- Location / Availability: United States (Remote nationwide; Hybrid/On-site available for cleared or secure facilities)

## Who Is Todd Bailey?

Todd Bailey is a Principal Delivery Architect and Engineering Systems & Process Subject Matter Expert (SME) with 25+ years of experience spanning hands-on infrastructure engineering, enterprise Agile/SAFe delivery leadership, Jira workflow automation, and practical AI adoption:

- **12+ Years in Systems Engineering & Infrastructure:** Started in the server room doing hands-on FedRAMP security compliance, high-availability IaaS builds, zero-downtime MongoDB database migrations, and DevSecOps pipelines across federal and defense environments.
- **10+ Years in Agile Delivery & Workflow Automation:** Led enterprise Agile Release Trains (ARTs) and complex multi-agency programs—turning Jira (Cloud and Data Center) and Confluence from manual ticketing chores into automated workflows that keep work moving without administrative busywork.
- **3+ Years in Pragmatic AI & Pipeline Modernization:** Leading delivery for enterprise AI/LLM Analytics Foundries and rolling out role-specific AI tools that help engineering, QA, and ops teams ship 30%+ faster instead of handing out generic chatbot licenses.

**Core Philosophy:** Good process shouldn't feel like bureaucracy—it should feel like good systems engineering applied to how teams work.

## Core Strengths & What Todd Does for Engineering Organizations

1. **Making SAFe & Scrum Work for Engineers:** Leading cross-functional teams, running PI Planning, and steering Agile Release Trains (ARTs) that deliver on schedule—without drowning developers in pointless meetings or process theater.
2. **Pragmatic AI & AIOps Rollouts:** Leading delivery for enterprise AI/LLM platforms, compute pipelines, and AIOps initiatives. Matching the right AI tools to specific engineering, QA, and ops roles and measuring whether they actually speed up delivery.
3. **Eliminating Jira Babysitting:** Turning Jira Data Center, Jira Cloud, and Confluence into automated pipelines instead of manual status trackers using custom triggers, automated SLA tracking, and live dashboards.
4. **Speaking Both Engineering & Leadership:** Grounded in systems engineering and dual 4.0 Summa Cum Laude degrees in Computer Science and InfoSec—talking shop with developers, DevSecOps, and cloud architects while translating technical reality into clear plans for executives.
5. **Cleared Cloud, IaaS & FedRAMP Delivery:** Hands-on delivery leadership for secure L3 facilities, zero-downtime MongoDB migrations, multi-cloud platforms (MCMP), and FedRAMP environments under strict federal compliance.
6. **Building Real Tools, Not Just Slide Decks:** Still writes code and builds working tools in Python and JavaScript—custom apps, automated data pipelines, and lightweight workflow engines tested in real operating conditions.

## Services & How to Work With Todd Bailey

- **2-Week Workflow & AI Delivery Diagnostic ($14,500 Flat Fee):** A focused 10-business-day look under the hood at where teams are losing time—mapping out practical Jira automations and role-specific AI tools that cut overhead and deliver 20%–30%+ velocity gains. Requires only 4–6 hours total from engineering leadership with zero disruption to active sprints.
- **Jira & Pipeline Automation:** Cleaning up over-engineered ticket workflows and building automated triggers, event hooks, handoffs, and dashboards in Jira Cloud or Jira Data Center so engineers can stop babysitting tickets.
- **Cleared & Enterprise Program Leadership:** Fractional Release Train Engineer (RTE), Senior Delivery Lead, or Technical PM support for SaaS, cloud, FedRAMP, DoD, and federal programs that need to ship on schedule.

## Proven Case Studies & Delivery Results

- **Federal Oversight Agency Contract (Dec 2023 – Present) | Senior Delivery Lead & AI Architecture PM:** Led the enterprise rollout of Jira Data Center for an AI/LLM Analytics Foundry. Built custom workflow automations, set up practical delivery metrics for data science teams, and streamlined agile ceremonies to speed up AI/LLM model delivery and cloud infrastructure throughput.
- **Commercial Technology & AIOps (Jan 2023 – Dec 2023) | AIOps Technical Delivery Lead:** Built a practical role-by-role AI evaluation matrix across engineering, QA, and operations. Replaced blanket chatbot rollouts with role-specific workflows tied to team metrics, delivering a **30%+ overall organizational efficiency gain** and an extra **20% throughput boost** in role-specific pipelines.
- **Enterprise AI Compute / Nvidia Context (Oct 2023 – Dec 2023) | Technical Delivery PM:** Connected Jira Cloud event hooks directly to internal AI compute pipelines and developer tools—cutting manual status updates, cleaning up compute queue bottlenecks, and speeding up developer turnaround times.
- **Enterprise Cloud Services / Kyndryl Context (Oct 2021 – Dec 2022) | Transition & Transformation Tools PM:** Led the delivery team rolling out an AI-enabled Multi-Cloud Management Platform (MCMP) across enterprise client environments using a SAFe Agile Release Train (ART), cutting operational costs and hitting schedule targets.
- **Public-Sector & Association SaaS Portals (Nov 2020 – Oct 2021) | SaaS Delivery PM:** Led cross-functional teams delivering major public-sector and association web platforms (including the US Forest Service and USGA). Ran PI Planning, kept SAFe ceremonies lean, and organized Confluence documentation.
- **Space Force Contract (Oct 2019 – Sep 2020) | DevSecOps & Infrastructure Delivery Lead:** Managed the ground-up build of a secure L3 IaaS facility at Vandenberg and led the zero-downtime migration of the Space Awareness database to MongoDB, building DevSecOps checks directly into Jira for 100% security compliance.
- **Homeland Security Contract / GDIT (Apr 2007 – Aug 2019, 12-Year Tenure) | Senior Systems Engineering & Technical Delivery Lead:** Bridged hands-on systems engineering and program delivery for 12 years. Led multi-subcontractor Agile rollouts (+20% delivery efficiency) and built automated Jira SLA tracking across FedRAMP infrastructure.

## Credentials, Clearance & Education

- **Security Clearance:** Active Secret Clearance
- **Certifications:** CISM (Certified Information Security Manager), PMP (Project Management Professional), SAFe RTE (Release Train Engineer), CSM (Certified ScrumMaster), CompTIA Security+, CompTIA A+
- **Master of Science (M.S.) in Computer Science & Information Security** — Capella University (4.0 GPA, Summa Cum Laude)
- **Bachelor of Science (B.S.) in Information Technology Administration** — Capella University (4.0 GPA, Summa Cum Laude)

## Hands-On Builds & Live Projects

- [Lable — Minimalist 5-Step Workflow Engine](https://lable.app/): Built around a simple 5-step flow (*List → Assign → Build → Learn → End*) born from 25 years of watching teams drown in over-complicated issue trackers.
- [Scrolz — Automated AI Signal Digest](https://scrolz.app/): Automated daily pipeline that pulls, filters, and summarizes shifts in LLMs and developer tooling.
- [Personal Microblog — blog.baileypc.com](https://blog.baileypc.com/): Self-hosted microblog sharing short notes on fixing broken Jira workflows, cutting unnecessary meetings, and testing AI tools in real engineering work.
- [Cloud Virtue](https://cloudvirtue.com/): Domain and web-hosting storefront built around digital ownership, registrar plumbing, DNS routing, and hosting setup.
- [Editorial Publishing Tool](https://newsletter.imagirlfriday.com/): Custom newsletter builder that turns a clunky formatting chore into a repeatable 5-minute workflow.
- [KarlGolf](https://www.karlgolf.app/): Golf analytics web app applying a leading-indicator telemetry mindset (Greens-in-Regulation and multi-round trends) to the course.

## Contact

To start a conversation, discuss a 2-Week Workflow & AI Delivery Diagnostic, or request Todd's Resume & Capability Brief, visit [https://baileypc.com/#contact](https://baileypc.com/#contact).