Dominic 'Dylan' Thomas

I build the teams and environments that make audacious business goals possible—PMOs, TPM teams, partner engineering teams, and professional services practices. I walk into ambiguity, bring the right amount of structure, and stay focused on impact.

Skills #

Core: Operations, Technical Program Management, Agile Service Delivery, Technical Partnerships, Balanced Leadership, Remote Leadership, Growing Teams, Organizational Development
Technical: Geospatial, AI Engineering, and get-it-done levels of Python, Go, Google Cloud, some infrastructure, and SQL.

Work Experience #

AlwaysMap — Consulting and Open Source #

June 2025 to Present

AlwaysMap helps tech-centric organizations shift from operational friction to scalable, clearer ways of working — across operations, programs, and teams. Brief sabbatical on family logistics, followed by:

AI-assisted engineering hiring. Contracted by a SaaS company to overhaul engineering recruiting end-to-end: built an AI-powered screening pipeline that reduced 1,000+ inbound candidates to fewer than 40 requiring manual review, redesigned structured interviews and calibration, rebuilt the technical assessment process.
gh-velocity. CLI tool to surface engineering delivery signals from GitHub data — helps teams act on patterns, not intuition.
CalcMark. Open-source language and interpreter for structured calculations inside Markdown. CLI, VS Code extension, and AI agent integration — fills the gap between spreadsheets (opaque) and notebooks (heavyweight) for decision-making and planning documents.

GitHub #

Remote

Head of Technical Program Management #

January 2022 – June 2025

Transformed a ~30-person org into a lean team of force-multipliers focused on critical programs. I defined and raised the technical bar, set consistent program standards, and cut the portfolio from 20+ programs to 5—each aligned to company-level goals with VP+ agreement across Engineering and Product. The result: TPMs that partners actively pulled into their hardest problems.
100% of GitHub Enterprise Server releases shipped on time. GHES accounts for a significant share of GitHub revenue. In early 2022, releases were missing deadlines. Led a TPM team to establish clear expectations, quality bars, and communication channels for all feature teams. Every release since mid-2023 shipped on time with minimal regressions — freeing the GHES engineering team to invest in net-new features for customers.
Mission-critical response in under two hours. Staffed a high-urgency security program within 60 minutes of a CTO escalation. TPMs were actively coordinating the response within two hours; the number of exposed secrets showed measurable improvement within days. Made possible by the Flex Team — a dedicated squad of 3 TPMs I created to absorb urgent work without disrupting ongoing programs.
Protected GitHub’s PRC revenue stream. GitHub’s certification to sell in China required annual GB18030 compliance. I identified the gap, built the cross-functional program (Engineering, Product, Legal, Revenue, Microsoft), secured budget and resource commitments, and achieved compliance every year the program ran.

Woolpert #

Remote

Cloud Solutions Director #

January 2019 – January 2022

Founded a technical practice from scratch. Joined a pure-reseller organization with no technical pre-sale or post-sale capability. Built three new functions: Customer Engineering (pre-sale), Customer Success Engineering (post-sale), and consulting. Defined the roles, wrote the job descriptions, hired 12 engineers, established remote-first ways of working, and built the proposal and delivery motion from zero.
Won and delivered a $450K Google engagement. Wrote the proposal, led agile delivery, and shipped the official reference application for Google’s brand-new logistics API — built from scratch, with Google as the client. First engagement of its kind for the practice; proof the team could perform at Google’s standards.
Customer support from zero to scale. Designed and shipped a scalable support system with published SLAs. The guiding principle: every answer is a URL — every support response lives at a permanent, shareable link so the team scales without re-answering the same question twice.
Built and shipped the organization’s first SaaS product. As product owner for STREAM Raster: defined features, pricing, SLOs, and SLAs, directed engineering daily, landed the first paying customer.

Google #

Remote and Mountain View, California

Head of Partner Engineering, Android Automotive #

2014 – 2018

From zero to 70 million cars — and the global team that got it there. Started as an IC partner engineer on Google Maps API automotive integrations. Led the first two Android Auto OEM launches: Hyundai (first to market) and Audi (fast-follow). Took on global team leadership from 2015: built and led 15 technical staff across 5 countries (Japan, South Korea, Germany, UK, USA), accountable for every OEM and Tier 1 supplier integration. Shipped with 75+ partners in 130+ head unit variants in the first 24 months.
Turned implementation ambiguity into a self-service certification path. OEM suppliers integrating the Android Auto Protocol faced unresolved technical questions that blocked them without Google intervention. I led documentation of requirements and testing procedures so third-party engineering teams could validate correctness independently before certification — eliminating a bottleneck, improving Google’s own audio management codebase, and enabling a 3rd Party Labs program that dramatically scaled certification throughput.
Corporate citizenship. TPM hiring committee: reviewed 50+ candidate packages, personally interviewed 70+ technical and non-technical candidates.

Google Maps Program Manager #

2012 – 2014

Founded Geo Customer Success Services. Established and ran the practice covering strategic Maps OEM accounts — 27% of Geo revenue and key named brands. Day-to-day: technical advisor, advocate, and program lead across a complex partner landscape.
2013 Operations Chief of Staff. Selected for one of four global spots on the OCS leadership rotation in Singapore. Six countries in six weeks alongside Google’s regional leadership team.

Other Experience #

Stay at Home Dad — 2018–2019 · Denver, Colorado

Took five months away from corporate life to relocate the family from San Francisco to Denver.

Microsoft — Senior Program Manager, Bing & MSN · 2010–2012 · Mountain View, CA

IC Technical PM with lead-by-influence accountability for EPD delivery: owned social data integration features on MSN.com and platform-scale identity features on Bing, coordinating across engineering and QA teams of 20+. Formative experience in big-company platform complexity, large-scale data integrations, and shipping at Microsoft velocity.

Woolpert — Consulting Software Engineer → Technical Leader · 2004–2010 · Denver and Seattle

Started as IC system integrator on complex on-premises ArcGIS enterprise deployments for local governments and public utilities — direct accountability for utilization, earned value, and % complete. Promoted to Technical Leader, providing coaching to 20 engineers and analysts. Opened the Seattle remote office; pitched, won, and delivered technical contracts in the $20K–$250K range.

Education #

ByteByteGo — AI Engineering
Cornell University — Leadership Excellence
University of North Carolina — Master of Arts in Geography · Charlotte, NC
University of Reading — Bachelor of Science in Geography · Reading, UK

Other #

U.S. and U.K. citizen

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