Program Manager Technology & Strategic Initiatives

Boundless is looking for a strategic Program Manager to oversee a wide range of initiatives across the company – many of which are currently disconnected, unevenly structured, or in need of clearer ownership.

This is a high-impact role for someone who thrives in ambiguity and is energized by building clarity, process, and alignment where they don’t fully exist yet.

You will act as a strategic operator who not only manages programs but helps define how we manage programs. This includes introducing structure, improving visibility, and partnering with leadership to shape priorities.

If you enjoy clearing the fog and turning organizational “noise” into clarity – in a collaborative way – this role will be a great fit.

Key Responsibilities

Strategic Program Leadership

• Develop, organize, and lead a portfolio of strategic business and technology programs, ranging from early-stage concepts to enterprise-wide implementations, ensuring alignment with organizational goals and product roadmaps.
• Partner with leadership to translate business goals into program priorities, roadmaps, and measurable outcomes.
• Provide strategic insight into which initiatives matter most, what’s blocking progress, and where and when to shift effort and/or accountability.

Calm the Chaos

• Assess our current initiatives and create a coherent view of what exists and assign priority.
• Build lightweight program frameworks and operating processes that help align teams, establish clear communication, and deliver consistently.
• Introduce metrics, tools, and reporting that improve transparency without creating unnecessary “red-tape”.

Cross-functional Alignment

• Act as the “glue” between teams, ensuring decisions, dependencies, and risks are surfaced and managed proactively.
• Facilitate clearly to help teams understand who owns what, what’s happening when, and how their work fits into big picture goals.
• Drive alignment across teams with different priorities, working styles, and levels of process maturity.
• Coordinate across teams to ensure that efforts are not competing or duplicated.
• Identify and proactively manage technical, operational, and organizational risks that may impact delivery.
• Ensure requirements, milestones, and success metrics are clearly defined and communicated across stakeholders.

Operational Excellence & Continuous Improvement

• Help the organization shift from reactive, one-off execution toward disciplined, repeatable management practices.
• Support leaders by providing insights and structure that enable better, more informed decision-making.

Technology & Software Program Management

• Partner with Product, Engineering, Data, and Operations teams to plan and deliver technology initiatives that support business objectives.
• Establish and manage program roadmaps across multiple software projects, ensuring alignment of priorities, resources, dependencies, and timelines.
• Drive cross-functional coordination throughout the Software Development Lifecycle (SDLC), from requirements definition through deployment and post-launch measurement.
• Facilitate Agile delivery practices, including sprint planning, backlog prioritization, release planning, and risk management.
• Monitor program health through key delivery metrics, ensuring visibility into scope, schedule, quality, and business outcomes.

Qualifications

Required

• 5-10+ years of experience in program management or strategic operations.
• Demonstrable record of bringing clarity and structure to ambiguous, fast-moving environments.
• Strong strategic thinking skills paired with the ability to operationalize ideas into actionable plans.
• Excellent communication, relationship-building, and stakeholder management abilities.
• Proficiency with program management and collaboration tools (Asana, Jira, Smartsheet, Notion, etc.)
• Experience leading cross-functional technology, software, or digital transformation programs.
• Working knowledge of Agile methodologies, Scrum, Kanban, and software development processes.
• Experience managing complex dependencies across product, engineering, and business teams.
• Ability to translate business requirements into actionable program plans and delivery milestones.
• Experience using Jira, Azure DevOps, Monday.com, or similar project and portfolio management platforms.

Preferred

• Experience leading programs within organizations that are growing, evolving, and subject to operational change due to industry changes
• Background in PMO creation, cross-functional leadership, or transformation initiatives.
• Ability to influence without authority and drive progress in matrixed or decentralized environments.
• Experience supporting SaaS, platform, marketplace, or technology-enabled businesses.
• PMP, PgMP, PMI-ACP, Scrum Master, SAFe, or equivalent certification.
• Familiarity with software release management, change management, and product development frameworks.
• Experience building program governance structures for software delivery organizations.

You Will Thrive in This Role If

• You love untangling complexity and can bring structure without being heavy-handed.
• You are a strategic thinker who knows how to prioritize and guide teams even when the organization is still building its processes.
• You understand when to address symptoms and when to address the systems that create them.
• You are a calm operator who can turn chaos into clarity, align stakeholders, and establish a drumbeat of predictable execution.
• You’re excited by the challenge to help an organization grow and mature.
• You see opportunities to improve – not just frustration – in the messy middle.
• You are comfortable collaborating with engineers, product managers, and technical stakeholders, even if you are not writing code yourself.
• You can bridge business objectives and technical execution, ensuring teams remain aligned on outcomes and priorities.
• You enjoy bringing structure and predictability to software delivery while maintaining flexibility in fast-changing environments.

Benefits & Perks:

• Medical, dental and vision insurance
• Paid time off
• 401(k) with matching
• Cool swag!
  
  

Boundless is Your Merch Media Agency®, where creative ideas meet results-driven execution. As an industry-leading branded merchandise agency, we fuse agency-level creative with enterprise-level solutions to craft unforgettable merch experiences that ignite Brand Love™. Our team brings strategy, storytelling, and design to life through product—and we don’t just follow trends, we spark them. Whether we’re building ecommerce ecosystems, launching viral gifting campaigns, or decoding brand archetypes through our BrandEQ™ methodology, we do it with style, strategy and soul. Join the team that’s rewriting the playbook on branded merch—and having a damn good time doing it.

Boundless has been recognized in:

- 2025 PPAI Best Places to Work

- Top 20 ASI and PPAI Distributor

At Boundless we welcome all applicants regardless of gender identity or expression, sexual orientation, race, religion, age, national origin, citizenship, pregnancy status, veteran status, or any other differences.