Strategic Tech Programs Director

Leadout Capital

Chicago (IL)

On-site

USD 150,000 - 210,000

Full time

5 days ago
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Job summary

Leadout Capital seeks a Technology Program Management Director to lead strategic program development, roadmap planning, and execution across our engineering organization. This leader will partner with engineering leaders and cross-functional stakeholders to translate strategic priorities into clear, executable programs and ensure measurable outcomes.

The ideal candidate combines strong technical fluency with exceptional program leadership, strategic planning, and organizational influence.

Qualifications

  • Experience leading complex technology programs in large-scale software/infra environments.
  • Proven ability to translate strategic goals into structured programs and actionable plans.
  • Exceptional stakeholder management and executive communication skills.
  • Ability to influence senior leaders and technical teams without direct authority.

Responsibilities

  • Partner with engineering leadership to develop and maintain multi-quarter strategic roadmaps aligned to priorities.
  • Translate strategy into structured programs with milestones, dependencies, and measurable outcomes.
  • Identify gaps, overlaps, sequencing, and cross-team dependencies across the portfolio.
  • Facilitate prioritization discussions and help leadership trade off competing initiatives.
  • Establish clear program charters, objectives, success metrics, and execution plans.

Skills

Strategic roadmapping
Executive stakeholder management
Cross-functional leadership
Ambiguity to structure

Job description

Leadout Capital seeks a Technology Program Management Director to lead strategic program development, roadmap planning, and execution across our engineering organization. This leader will partner with engineering leaders and cross-functional stakeholders to translate strategic priorities into clear, executable programs and ensure measurable outcomes.

The ideal candidate combines strong technical fluency with exceptional program leadership, strategic planning, and organizational influence.

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