Technical Program Manager and Chief of Staff

Technical Program Manager and Chief of Staff

Location: downtown Denver 2-3 days/week

A Little About the Role

This role is critical as we rapidly scale. The TPM/CoS will orchestrate execution across three product lines (Desktop, Online & Mobile) with 70+ engineers, establishing program management excellence and driving visibility needed to scale our engineering organization.

What You Will Do

• Own and manage Jira across product lines, establishing consistent workflows and processes that scale across multiple teams.
• Drive execution excellence for concurrent initiatives through proactive risk management, dependency resolution, and critical path planning.
• Lead cross-functional technology initiatives across Product, Engineering, Design, Data, and Infrastructure teams.
• Design and maintain executive dashboards using Jira and BI tools (Tableau, Looker), tracking velocity, cycle time, deployment frequency, MTTR, and sprint predictability.
• Provide weekly/monthly executive reporting on program health, delivery status, risks, and productivity trends with automated real-time visibility.
• Drive adoption of Agile/Scrum practices, CI/CD, DevOps methodologies, and engineering best practices.
• Create polished executive presentations for CTO, CEO, and Board, translating technical programs into clear business narratives.
• Operate with strong sense of urgency, building a culture of accountability, transparency, and data-driven decision making.
• Mentor program managers and foster collaboration across product lines and functional teams.

Our Ideal Candidate Will Have

• Leadership Experience: 10 years’ in technical program management with 3-5 years’ managing enterprise-scale programs across 50+ engineers and multiple product lines in B2B SaaS environments.
• Jira & Tooling Expertise: Expert-level Jira administration, workflow design, and customization at scale. Proficiency with Confluence, Slack, GitHub/GitLab, and modern development tools.
• Metrics & Analytics: Demonstrated experience building executive dashboards and metrics frameworks using BI tools (Tableau, Looker, Power BI). Strong knowledge of engineering metrics and data visualization.
• Software Development Knowledge: Deep understanding of SDLC, Agile/Scrum, CI/CD, DevOps, cloud architectures (AWS/Azure/GCP), and release management. Ability to engage in technical discussions and assess architectural trade-offs.
• Executive Communication: Exceptional skills creating and delivering executive-level presentations. Ability to translate technical programs into clear business narratives for CTO, CEO, and Board.
• Cross-Functional Leadership: Proven ability to lead without direct authority, driving alignment across Product, Engineering, Design, Data, and Infrastructure teams with competing priorities.
• Sense of Urgency: Demonstrated bias for action, driving results in fast-paced environments while maintaining quality standards.

Education and Experience

• 10 years’ in technical program management with 3-5 years’ managing enterprise-scale programs and projects across 50+ engineers and multiple product lines in B2B SaaS environments.
• Bachelor’s degree in computer science, engineering, or related technical field.
• Experience at top-tier tech companies or high-growth SaaS companies.
• Experience implementing OKRs, DORA metrics, or scaling TPM practices from the ground up.

Other:

• Must be willing and able to travel to conferences, client sites, or other company offices, based on business needs.
• This position is based in our Denver, CO office. We are currently in a hybrid in-office/remote working model based on business needs. Candidates must be willing and able to work in office 3 days per week.