Outreach · 11 hours ago
Strategic Program Director
Outreach is a leading AI Revenue Workflow Platform that assists sales leaders in achieving connected account visibility and performance insights. The Strategic Program Director will lead critical cross-functional initiatives from concept through execution, working closely with executive leadership to turn enterprise strategy into measurable business outcomes.
Artificial Intelligence (AI)CRMEnterprise SoftwareSaaSSalesSales Enablement
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
Qualification
Required
Bachelor's degree required
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
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
Preferred
MBA or advanced business degree strongly preferred
Experience in startup companies who are high-growth, fast-changing environments where priorities shift and ambiguity is constant
Experience with Excel and Asana
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
Company
Outreach
Outreach is a sales engagement platform that uses AI for predictive analytics as it relates to sales.
H1B Sponsorship
Outreach has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (8)
2024 (9)
2023 (13)
2022 (28)
2021 (15)
2020 (5)
Funding
Current Stage
Late StageTotal Funding
$489.02MKey Investors
Sands Capital VenturesLone Pine CapitalSpark Capital
2022-06-01Secondary Market
2021-07-15Secondary Market
2021-06-02Series G· $200M
Recent News
2025-11-21
Company data provided by crunchbase