Job Title: Chief AI Strategist (SaaS Portfolio)
Role: Chief AI Strategist, AI Transformation Lead, Head of AI Strategy & Transformation, Director of AI & Business Transformation - SaaS Portfolio, Multi-Company Portfolio
Location: NCR, Manila, Philippines. Remote.
Company: US-Based Software Development Firm
Position Type: Full-Time
Reporting to: Group CEOs & Portfolio Leadership
Job Brief
We are partnering with a US-based software development group to hire a highly strategic Chief AI Strategist (SaaS Portfolio). This is a unique, high-impact role focused on driving AI strategy, execution, and adoption across a portfolio of software companies.
You will operate at the intersection of business operations and applied AI, identifying high-value opportunities, launching initiatives, and ensuring execution delivers measurable outcomes. This is not a purely technical role—it is designed for a business-minded AI leader who can influence senior stakeholders and drive transformation across multiple organizations.
ResponsibilitiesAI Strategy & Portfolio Discovery
- Lead structured AI discovery sessions across portfolio companies
- Identify high-impact opportunities using a pain-first, ROI-driven approach
- Build and maintain a prioritized AI opportunity pipeline
- Present business cases and recommendations to senior leadership
Program & Project Execution
- Own end-to-end delivery of AI initiatives from ideation to deployment
- Define success metrics and track post-implementation outcomes
- Manage multiple AI projects across different companies simultaneously
- Maintain a centralized AI roadmap across the portfolio
Stakeholder & Change Management
- Work directly with CEOs, operators, and technical teams
- Influence decision-making across organizations without direct authority
- Drive alignment across diverse stakeholders and business units
AI Adoption & Capability Building
- Build and scale an internal network of AI Champions
- Develop playbooks, frameworks, and reusable AI assets
- Lead AI literacy and enablement programs across teams
Vendor & Technology Evaluation
- Assess AI tools, platforms, and vendors relevant to portfolio needs
- Lead RFPs, pilot programs, and build-vs-buy decisions
- Manage relationships with external partners and consultants
Requirements
- 10+ years experience in roles bridging business and technology (e.g., consulting, product, operations, program management)
- Proven track record delivering complex, cross-functional initiatives
- Strong stakeholder management, including C-suite engagement
- Experience driving outcomes in ambiguous, fast-paced environments
- Excellent communication and facilitation skills
- Bachelor's degree in Business, Technology, Engineering, or a related field
- MBA or equivalent experience is an advantage but not required
Preferred
- Hands-on exposure to AI, automation, or digital transformation projects
- Background in SaaS, B2B tech, or software environments
- Experience in multi-entity or portfolio-based organizations (e.g., PE, holding companies)
- Familiarity with tools such as Zapier, Make, n8n, Microsoft Copilot, or LLM platforms
- Exposure to change management and adoption strategies
A Career-Defining Opportunity in AI Strategy
- Portfolio-level impact across multiple software companies
- Direct exposure to executive leadership and strategic decisions
- Opportunity to build AI capability from the ground up
- High visibility role with tangible business outcomes
If you're a strategic operator passionate about AI and want to shape how it drives real business value—not just experimentation—this role is for you.
Apply now or reach out directly to for a confidential discussion.
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