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by jonpurdy 27 days ago
Location: Toronto or SF

Remote: Yes

Willing to relocate: No

Technologies: Cloud Infrastructure, Kubernetes, Docker, Terraform, Linux, Python, CI/CD, Observability, Networking, Distributed Systems, Ethereum, Polkadot, Blockchain Infrastructure, REST APIs, Jira

Résumé/CV: https://jonpurdy.com/static/JP-Resume-2026.pdf

Email: hn202607@jonpurdy.com

Technical Program Manager with 12 years of experience leading complex cross-functional engineering programs from planning through delivery. My background is primarily in infrastructure, platform engineering, developer tools, and blockchain (specifically Ethereum).

I currently split my time between two part-time roles. I advise a small investment firm on technology initiatives, including software development strategy, technical hiring, and execution planning. Separately, I serve as Head of Strategic Initiatives for an affiliated non-profit, leading feasibility assessments and execution planning for major programs.

Both roles are project-based and initiative-driven rather than full-time operational positions. My involvement is around planning, evaluation, and execution milestones, so I'm flexible to pursue a larger full-time opportunity or additional part-time or contract roles.

A few areas I've specialized in:

- Probabilistic forecasting (Monte Carlo), roadmap planning, estimation, and delivery forecasting.

- Building engineering planning and analytics tools (Python/Jira API) for throughput analysis, estimation accuracy, dependency visualization, and forecasting.

- Scaling engineering organizations by improving communication, roadmapping, planning, and execution.

- Technical deep dives with engineering teams to break down complex work, identify risks early, and keep large initiatives on track.

- Developing engineers and technical leaders through clear ownership (DRIs), mentoring, and enabling teams to operate with less coordination overhead.