About Penbrothers
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
