Glade Lynch
Technology leader who owns outcomes, not just delivery.
Summary
In an industry being reshaped by AI, I bring expert understanding of when and where it delivers real impact. I solve problems, not symptoms. I lead with radical candor, extreme ownership, and a bias toward action, building teams that are empowered to decide, trusted to execute, and supported. Whether I'm coaching leaders, guiding technical direction, or aligning stakeholders, my focus is the same. Make sure the team understands the problem, align on the path forward, then move decisively.
Leadership
Directed engineering organizations across roadmap ownership, budget authority, org design, and C-suite stakeholder alignment. Turns ambiguity into executable strategy. Hired and developed 25+ engineers through research-backed coaching. Entrepreneurial mindset.
Applied AI
Implemented production-grade agentic workflows including loops, context guardrails, and failure mode management. Balances innovative AI usage with pragmatism and process maturity.
Engineering
18 years professional experience across 11 languages and countless frameworks to stay hands on, quickly onboard, contribute, and architect scalable systems.
Experience
Vice President of Technology
The Flyover
07/2026 - Present
Skills: Python , FastAPI , Flask , React , Preact , Postgres , DuckDB , AWS , Fargate , RDS , EC2 , CloudWatch , Cloud Migration , Domain-Driven Design , Data Contracts , Observability , CI/CD , AI Integration , Org Design , Asana ,
- Reporting to the CEO. Hired to rebuild the engineering org to become AI-first and scalable with the business.
- Architected cloud modernization and reduced AWS costs by 50%, replaced database messaging patterns with domain boundaries and data contracts, and added high observability with CloudWatch.
- Integrated AI across the development lifecycle for feature design, PRD > tech spec > ticket creation > PRs, root-cause analysis, and testing. Established training for modern AI architectures and best practices.
- Automated AI to production path. Stood up CI/CD, code review standards, test feedback loops, and quality gates as the company's first AI-first delivery pipeline.
- Rebuilt project management in Asana using Kanban with AI automation and cross-team roadmaps. New automations and product visibility led to 3 smooth launches of new editions.
- Stayed Hands-on across microservices in Python, FastAPI, Flask, React/Preact, Postgres, DuckDB, and cloud architecture.
Senior Engineering Manager
Sunday
03/2025 - 07/2026
Skills: React , TypeScript , Python , Django , Golang , React Native , Postgres , GCP , Kubernetes , Microservices , AI Agents , Claude , RAG , A/B Testing , Datadog , Sentry ,
- Hired to lead two new teams. The Customer Experience team (6 engineers and 1 PM) and Mobile App team (3 engineers, 1 PM partner). Focused on a customer experience that increased retention and conversion.
- Led AI strategy by putting the org on Claude and building rules, custom agents, skills, third party integrations, and automations through webhooks. Used for feature work, code review, and root-cause analysis against Sentry and Datadog.
- Built and integrated the AI agents behind Sunday's customer dashboard, connecting Sunny (15,000 chats/day, 92% positive, built with RAG and evals) into to-do lists, product recommendations, and in-product help.
- Achieved a 400 basis point retention lift, the company's first positive moment in 5 years, using A/B experiments across 100,000+ customers on major feature initiatives.
- Director scope in a 25-person engineering org: cross-org roadmap, capacity planning, budget, hiring, org design, C-suite presentations, and coaching other leaders.
- Stayed Hands-on across microservices in Python, Django, React, Postgres, and Go. GCP with Kubernetes. Datadog and Sentry.
Staff Full-Stack Engineer
Totara Learning
06/2019 - 03/2025
Skills: Python , pandas , polars , Golang , PHP , AWS , ServiceNow , ETL , Data Analysis , AI Automation , Cloud Migration , Federal Compliance ,
- Engineered DISC-compliant federal systems across USDA, FS, FEMA, HHS, and OPM and migrated aging tech stacks to AWS. Built Golang and Python (pandas/polars) ETL tools for regulated data analysis.
- Owned AI processes reducing case volume 22% and improving 3-day resolution rate to 93%.
- Led 175,000-user ServiceNow migration across 4 federal agencies to trade silos for a multi-tenant deployment.
- Built LMS product - New product features, system architecture, and root cause analysis across the PHP & LAMP stack.
Chief Technology Officer & Founder (part-time, concurrent)
Big Dumb Gaming
03/2016 - 01/2023
Skills: Golang , PHP , Lua , P&L Ownership , Partnerships , Broadcast Production , Live Events ,
- Scaled a 35-person esports organization with event staff, engineering, players, and coaches. Six top-5 world finishes.
- Negotiated $2M in brand partnerships with the Golden State Warriors, Zenni, and Red Bull, from sponsorships through product integrations.
- Owned a 7-figure P&L across salaries, events, and production. Ran 20+ live events reaching 1,000,000+ unique viewers with 30+ event and broadcast staff.
- Built the internal stack in Go, PHP, and Lua: competition operations, sponsor and affiliate tracking, and the reporting that backed partner deliverables.
- Raised $143,000 for Girls Who Code, RAINN, and Rise Above the Disorder through charity streams.
Senior Web Developer
Clay Pot Creative
03/2017 - 04/2019
Skills: PHP , JavaScript , React , Vue.js , WordPress , Golang , AWS , CI/CD ,
- Delivered 100+ client sites as lead developer on a team of 5. PHP, WordPress, JavaScript, React, Vue.
- Built the shared AWS infrastructure and CI/CD pipelines the whole client book ran on, plus 15 reusable plugins, 2 themes, and 6 internal tools in Go and PHP.
Software Engineer & Platform Architect
Enventive Engineering
01/2015 - 03/2017
Skills: JavaScript , KendoUI , REST APIs , AWS , SaaS , GPU Computing , Cloud Migration , Autoscaling , CI/CD ,
- Built a GPU-accelerated simulation SaaS, letting customers run computationally demanding mechanical tolerance simulations through a browser. JavaScript and KendoUI on a REST backend.
- Migrated 5 Windows servers to autoscaling AWS: load-balanced EC2 launched from centralized machine images, scaling up and down with demand, with automated CI/CD.
Chief Technology Officer & Founder
Product of Caffeine
06/2009 - 06/2014
Skills: PHP , Golang , C# , WordPress , Shopify , WooCommerce , Enterprise Platforms , P&L Ownership , Sales & Marketing ,
- Founded and managed a 7-person web agency. WordPress and PHP sites, Shopify and WooCommerce storefronts, enterprise platforms in Go, C#, and PHP. Owned a 6-figure P&L, profitable throughout.
- Built for the NFL, Microsoft, and Penton Media: NFL Pink cancer-initiative sites, Microsoft end-of-life and release countdown pages, and the full outsourced web practice for Penton's marketing organization.
- Ran sales and marketing operations, including a CRM I built to track pipeline. Cold outreach through close, then trained the team to run the same process.
Web Developer
Madwire Media
04/2008 - 05/2009
Skills: PHP , HTML , CSS , MySQL , JavaScript , WordPress , BigCommerce , Laravel , Drupal ,
- PHP, HTML, CSS, MySQL, and JavaScript on WordPress, BigCommerce, Laravel, and Drupal.