Penbrothers is an HR & remote talent management partner and one of the fastest-growing companies in the Philippines. We provide talented Filipinos with global opportunities in high-growth startups and dynamic companies, from the comfort of their own homes.
What you’ll do
AI Strategy & Roadmap
Define and own the organization's AI strategy and initiatives roadmap, identifying high-value opportunities for AI adoption across business functions
Prioritize AI use cases based on business impact, feasibility, and strategic alignment, in partnership with senior leadership
Stay current on emerging AI tools, models, and techniques (e.g., LLMs, RAG architectures, agentic workflows) and assess their applicability to the business
Build and maintain a pipeline of AI initiatives, from early concept through business case development
Initiative Definition & Delivery Partnership
Translate AI opportunities that require technical build-out into clear, scoped initiatives with defined objectives, success metrics, and expected business outcomes
Partner closely with the BI, Automations & AI Solutions Manager to assess feasibility, scope, and sequencing of proposed initiatives against the delivery team's capacity
Participate in a shared intake and prioritization process with the BI, Automations & AI Solutions Manager to balance strategic AI initiatives against other team commitments
Provide subject-matter guidance and requirements clarity to the delivery team throughout execution, without directly managing team members
Hands-On Enablement Execution
Independently design, build, and maintain self-paced AI learning programs (e.g., Google Classroom courses), without dependency on the BI/Automations/AI Solutions team
Plan and personally deliver AI workshops, biweekly trainings, and hackathons for onshore and offshore employees
Build and run the AI Champions network, including content, cadence, and community engagement
Create training materials, guides, and other enablement content directly, iterating based on participant feedba
Collaborate directly with other teams (People/HR, business units, department leads) as needed to schedule, localize, or tailor training content — independent of the Solutions Manager's team
Innovation Scouting
Scout and evaluate emerging AI tools, platforms, and techniques, running small proofs-of-concept personally or with other teams to test viability before recommending broader investment
Champion a culture of experimentation and responsible AI adoption across onshore and offshore teams
Recommend new AI tools, platforms, or vendors for adoption based on innovation scouting and pilot results
Governance
Support the development of AI governance policies, including responsible use, data privacy, and risk management practices for AI initiatives
Ensure AI initiatives align with broader data governance and compliance requirements
Cross-Functional & Stakeholder Engagement
Act as the primary point of contact for business stakeholders proposing or requesting AI-driven solutions
Present AI strategy, roadmap updates, innovation findings, and business impact to senior leadership
Build stakeholder buy-in and change management support for AI-driven process changes
Identify and communicate risks, dependencies, or resourcing constraints affecting the AI roadmap
What You Bring
Experience
At least 4-5 years of total professional experience in technology, data, AI/ML, or related strategic/product roles
Demonstrated experience defining and driving AI or emerging-technology strategy from concept to delivery, ideally in a cross-functional or matrixed environment
Hands-on experience independently building training programs, courses, or workshops (e.g., Google Classroom, LMS platforms, or similar), without relying on a dedicated build/dev team
Experience working with or evaluating AI/LLM technologies (e.g., prompt engineering, RAG systems, AI agents/automation) — hands-on technical background not required, but strong technical fluency is
Experience partnering with engineering, data, or BI teams to scope and deliver technical initiatives is strongly preferred
Experience designing and personally facilitating enablement programs (training, hackathons, champions networks) is required
Prior experience in a BPO, EoR, or similar remote-team/outsourcing environment is a plus
Skills & Competencies
Strong strategic thinking, with the ability to identify and prioritize high-impact AI opportunities
Genuine curiosity and hands-on interest in emerging AI tools and techniques — comfortable running quick pilots and evaluations independently
Self-sufficient builder mindset — able to create courses, workshop content, and training materials without needing a dedicated technical team
Excellent stakeholder management and influencing skills — able to drive outcomes through partnership and persuasion rather than direct authority
Strong business acumen; able to translate AI capabilities into business value and ROI
Solid understanding of AI/ML concepts, generative AI, and modern data architecture sufficient to have credible technical conversations with delivery teams
Excellent written and verbal communication skills, including presenting to senior leadership and facilitating training/enablement sessions
Comfortable operating in ambiguity and building process/structure where none exists yet
Collaborative mindset for technical initiatives — partners with the delivery team's manager rather than commanding it — while being fully capable of executing enablement work solo
Preferred
Experience with instructional design or curriculum development
Experience with change management or driving org-wide adoption of new tools/technology
Familiarity with data governance, AI risk, or responsible AI practices
Background in management consulting, product management, or technical program/innovation management
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