VP of Technology & AI Infrastructure

• Partner deeply with Product leadership to deliver a reliable, scalable technology foundation for UpGlo’s jobseeker and partner ecosystem.
• Ensure strong cross-functional delivery across product/tech/programs, including planning, prioritization, technical feasibility, timelines, and adoption/change management.
• Partnering with the Product Director, guide the technical approach to product delivery (architecture, build vs. buy, integration strategy, platform choices) and ensure consistent execution quality.

• Partner with the Executive team, Product and Program leadership to identify and deliver AI-enabled capabilities that improve jobseeker outcomes and staff productivity.
• With a cross-department steering committee, establish technical standards and governance for responsible AI use, including data privacy and consent, security controls and vendor risk assessment, quality assurance and bias considerations, and human oversight/escalation paths.
• Build the technical foundation required for AI-readiness: data quality, integration, and scalable infrastructure to support AI features and experimentation.

• Lead internal IT operations to ensure strong service delivery across the organization (helpdesk, devices, access control, onboarding/offboarding, troubleshooting).
• Establish service standards (response times, escalation, documentation, internal communications) and continuously improve the staff technology experience.
• Own vendor relationships and contracts across key systems and managed service providers.
• Ensure all staff are trained to use our infrastructure and tools, including AI, to maximum effect. Delivery includes accountability to staff usage, ensuring technology is utilized with maximum efficiency and effectiveness.

• Lead internal IT operations to ensure strong service delivery across the organization (helpdesk, devices, access control, onboarding/offboarding, troubleshooting).
• Establish service standards (response times, escalation, documentation, internal communications) and continuously improve the staff technology experience.
• Own vendor relationships and contracts across key systems and managed service providers.
• Ensure all staff are trained to use our infrastructure and tools, including AI, to maximum effect. Delivery includes accountability to staff usage, ensuring technology is utilized with maximum efficiency and effectiveness.

• Oversee Salesforce and related systems as the operational backbone for Programs, Development, and organizational reporting.
• Strengthen system usability, adoption, and reliability through clear requirements gathering, prioritization, and iterative improvements.
• Own data strategy in partnership with research and evaluation leadership: governance, quality, reporting, and dashboard reliability.
• Ensure the organization has trusted reporting that supports program improvement, fundraising narratives, and leadership decision-making.

• Implement and enforce a consistent project management framework across all technology work.
• Lead cross-functional execution so teams experience IT and technology as reliable, transparent, and partnership-driven.
• Build a culture of accountability and follow-through within the technology function and across stakeholders.

• Own cybersecurity strategy and operational risk management.
• Ensure appropriate controls for systems that handle sensitive data.
• Maintain risk register and communicate risks and mitigations clearly to Executive Leadership Team and the Board as needed.
• Ensure technology practices align with funder requirements, privacy expectations, and organizational policies.

• Serve as a proactive, consultative partner to the CEO, President and Executive Leadership Team- bringing clear updates, risks, and decision-ready recommendations.
• Communicate in a structured way leadership can act on: what is on track, what is at risk, what decisions are needed, and what tradeoffs are recommended.
• Drive follow-through on Executive Leadership Team decisions by documenting commitments, assigning owners, and reporting progress.

• A clear, sequenced technology roadmap that covers staff infrastructure and digital products, aligned to strategic priorities.
• Strong Product-Tech partnership resulting in reliable delivery of jobseeker and partner-facing features and improvements.
• AI capabilities delivered responsibly with governance, safety standards, and measurable impact.
• Predictable project delivery with improved cross-functional satisfaction and fewer surprises.
• Improved reliability, security posture, and risk management across systems and products.
• Executive-level communication that is decision-oriented, clear, and consistent.

• 10+ years of technology leadership experience spanning IT operations, systems leadership, and product/engineering delivery.
• Experience building or leading technology strategy across both internal infrastructure and externally facing products/platforms with demonstrated experience in AI.
• Strong program/project delivery discipline; proven ability to manage multiple priorities with constrained resources.
• Experience with AI, data governance, enterprise systems, and CRM platforms (Salesforce preferred).
• Deep comfort partnering with Product leaders on strategy, roadmaps, prioritization, and delivery.
• Strong executive communication skills with the ability to translate complex technical issues into clear decisions.
• Commitment to our mission

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Upwardly Global is deeply committed to building a workplace where inclusion is not only valued but prioritized. We’re proud to be an equal opportunity employer, seeking to create a welcoming and diverse environment.