AI Savvy Director

Expedite Commerce
Summary
Join Expedite Commerce as Director, Strategic Programs – Office of the CEO, a high-impact role blending program leadership, CEO enablement, investor engagement, and cross-functional execution. This rotational initiative leader will launch and scale critical business functions, starting with Expedite Commerce’s Indirect Channel Program. You will track and report on company-wide milestones and KPIs, ensuring operational clarity and accountability. The role also involves co-leading the company’s AI Task Force, supporting investor relations, and enhancing the CEO’s external presence. This position offers strategic impact, cross-venture exposure, and an immersive experience in an AI-first organization. The ideal candidate possesses 5–8+ years of experience in high-growth SaaS, consulting, or operational leadership roles.
Requirements
- 5–8+ years of experience in high-growth SaaS, consulting, or operational leadership roles
- Strategic operator who thrives in ambiguity and takes full ownership of execution
- Strong communicator with executive presence and a sharp eye for details
- Experienced or highly curious about leveraging AI to drive transformation
- Passionate about scaling businesses, building systems, and doing high-leverage work
Responsibilities
- Keep leadership accountable to strategic Initiatives and milestones to ensure velocity
- Manage dashboards to report on company-wide KPIs, and help ensure cross-functional alignment
- Synthesize insights and risks into executive updates and action plans
- Fill leadership gaps across emerging initiatives and business functions until long-term ownership is established
- Example: serve as interim lead for launching Expedite Commerce’s Indirect Channel Program — working with CMO and CEO on refining strategy, onboarding partners, and driving early traction
- Build repeatable playbooks, metrics, and transition plans for each program
- Co-lead the company’s AI Task Force , translating the CEO’s AI-native vision into tactical, high-impact projects
- Identify workflows ripe for automation or augmentation, and implement pilots with functional leaders
- Champion a culture of AI-first thinking and continuous improvement
- Collaborate on and polish pitch decks , investor updates, and due diligence materials
- Hold initial meetings with interested investors , articulate company vision, and collect feedback for the CEO
- Work with finance partners to ensure financial narratives are crisp and data-backed
- Support CEO’s external presence: book promotions, podcast outreach, speaking engagements
- Help orchestrate repeatable systems for content creation, and brand consistency
- Act as a messaging partner to amplify the CEO’s presence across ventures and channels
Benefits
- Company-paid, accredited professional certifications aligned with your role
- Fully remote work opportunity with flexible scheduling
- Direct exposure to strategic initiatives across multiple high-growth ventures
- Opportunity to rotate through company-building leadership roles
- Close collaboration with the CEO and Executive Leadership Team
- Immersive experience in building an AI-first organization