Strategic Program Director

Outreach • Seattle, WA

11h • $150,000 - $200,000

About The Position

Operating as a core member of the Office of the CEO, this individual will lead the company’s most critical, cross-functional initiatives from concept through execution, working directly with the Chief Executive Officer , Chief Business Officer and executive leadership team. The Director of Strategic Programs is a highly analytical, execution-oriented leader responsible for turning enterprise strategy into measurable business outcomes. This role is designed for a former management consultant with preferred operating experience in technology companies who thrives at the intersection of strategy and execution. Someone who can ideate at the executive level, build a plan, orchestrate work streams across departments, and then personally drive it to completion. This is a hands-on role for a strategic operator who is equally comfortable in models, board materials, working sessions, and execution trenches. Location: We’re looking to hire in Seattle or the Bay Area.

Requirements

• Bachelor’s degree required; MBA or advanced business degree strongly preferred.
• 12+ years Top-tier or boutique management consulting focused on technology, SaaS, AI, or digital transformation and/or
• Strategic operations, corporate strategy, Office of the CEO or Chief of Staff roles within a scaling technology company.
• Proven track record of leading complex, cross-functional initiatives from strategy through execution.
• History of successful relationships with visionary start up CEOs
• Direct experience working with C-suite leaders and presenting to executive and board audiences.
• Experience in startup companies who are high-growth, fast-changing environments where priorities shift and ambiguity is constant.
• Strategic & Tactical Execution: Can zoom out to enterprise strategy and zoom in to operational detail seamlessly.
• Advanced Analytical Thinking: Expert in structured problem-solving, KPI design, and business case development.
• Executive Communication: Exceptional ability to synthesize complexity into clear, compelling executive narratives.
• Influence Without Authority: Trusted partner to senior leaders across functions. Works collaboratively to achieve desired outcomes.
• Program & Operating Rigor: Brings structure, discipline, and momentum to ambiguous initiatives.
• Judgment & Discretion: Trusted with highly sensitive leadership and company matters.
• Bias for Action: Not just an advisor, personally accountable for results.
• Thinker and doer with strong intellectual horsepower.
• Comfortable with ambiguity, pace, and pressure.
• Confident but humble; challenges ideas with data and respect.
• Highly organized, detail-oriented, and outcomes-focused.
• Energized by building, scaling, and transforming businesses.

Responsibilities

• Lead CEO-sponsored, enterprise-wide strategic initiatives from problem definition through delivery and measurable impact.
• Translate strategic priorities into structured programs with clear business cases, operating plans, milestones, owners, and KPIs.
• Move fluidly between high-level strategy and day-to-day execution to ensure results, not just recommendations.
• Partner effectively and closely with C-Suite level leaders to understand their current state of business and how potentially new directives may affect their current operations – eventually, be able to speak on their behalf with the CEO & CBO when new ideas or initiatives are brought to the table so that the first discussion is fruitful
• Lead rigorous quantitative and qualitative analysis on complex business problems (brand awareness, growth, churn, AI adoption, GTM efficiency, operating leverage, etc.).
• Build financial, operational, and scenario models to support executive decision-making.
• Develop hypothesis-driven insights, pressure-test assumptions, and turn data into clear executive recommendations.
• Drive execution across Sales, Marketing, Product, Engineering, Finance, People, and Customer Success.
• Influence senior leaders without direct authority through structured problem-solving, clarity, trust, and credibility.
• Identify risks, dependencies, and resource constraints early and actively remove roadblocks.
• Be able to push new ideas that may not be popular by identifying how it could work for each C-Suite Leader (coming to the table with a solution versus a directive only)
• Act as a strategic extension of the Chief Executive Officer.
• Collaborate in developing executive-level and board-ready materials including strategy narratives, program updates, operating reviews, KPI dashboards, and decision frameworks.
• Support the Office of the CEO with strategic planning cycles, operating cadence reviews, transformation milestones, and executive offsites.
• Give feedback to CEO on why ideas may or may not be worth pursuing by providing solid data and evidence, inclusive of considering financial and operational restrictions
• Establish disciplined operating rhythms, governance structures, and escalation paths for critical, cross—functional initiatives.
• Track results against commitments with transparency and urgency.
• Lead stakeholder communication and change management to ensure organizational alignment and adoption.

Benefits

• Flexible time off
• 401k to help you save for the future
• Generous medical, dental, and vision coverage for full-time employees and their dependents
• A parental leave program that includes options for a paid night nurse, and a gradual return to work
• Infertility/ assisted reproductive services benefit
• Employee referral bonuses to encourage the addition of great new people to the team
• Snacks and beverages in the Office, along with fun events to celebrate
• Diversity and inclusion programs that promote employee resource groups like Outreach Women's Network, Latinx community, Outreach Black Connection, AAPI community, Pride/LGBTQIA+, Gender+, Disability Community, and Veterans/Military

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Number of Employees: 501-1,000 employees