Resume
Jackson Macdonald
AI Implementation & Transformation · Greater Boston Area
AI transformation and technology implementation professional with experience leading enterprise AI adoption, workflow automation, and complex digital transformation programs. I work between business stakeholders and technical teams to identify high-value use cases, translate operational challenges into scalable systems, drive implementation and adoption, and measure business outcomes.
Selected impact
- 3,500+
- employees supported through enterprise AI adoption
- 10
- global brands in AI transformation program
- 2,000+
- manual tasks eliminated each month through automation
- 225+
- locations in enterprise software transformation
- 100
- locations in international post-acquisition integration
- 20
- franchise businesses advised
- 8% YoY
- regional growth associated with current advisory portfolio
Experience
Global AI Initiative — Project Manager & AI Subject Matter Expert
Jan 2024 – PresentAlphaGraphics & PostNet World Headquarters / Fortidia
- Led enterprise AI transformation supporting 3,500+ employees across 10 global brands
- Partnered with leadership to identify use cases and implementation priorities
- Built AI-enabled workflow automations
- Led enablement and adoption
- Reported adoption, impact, and roadmap recommendations to executives
Business Development Consultant
Aug 2024 – PresentAlphaGraphics & PostNet World Headquarters / Fortidia
- Strategic advisor to 20 franchise businesses
- Discovery around operational challenges, technology, CRM, and growth
- Data-driven business recommendations
- Workshops and capability building
- Portfolio associated with 8% YoY regional growth
Post-Acquisition Integration Manager — Sydney, Australia
Aug 2025 – Nov 2025AlphaGraphics & PostNet World Headquarters / Fortidia
- Selected by executive leadership for onsite international integration
- 100-location acquired organization
- Transformation roadmap
- Governance
- Cross-functional workstreams
- Executive reporting
- Adoption frameworks
IT Project & Implementation Manager
Oct 2023 – Aug 2024AlphaGraphics & PostNet World Headquarters / Fortidia
- Enterprise software transformation across 225+ locations
- Requirements
- Vendor and technical partnership
- Training and adoption
- Implementation frameworks
- Reporting and risk management
E-Commerce Project Manager
Dec 2022 – Oct 2023AlphaGraphics & PostNet World Headquarters / Fortidia
- E-commerce implementation
- Technical/business alignment
- Certification and reporting automation across 250+ locations
- Training programs
- Cross-functional delivery
8th Grade Math Teacher
Before working in technology and transformation, I taught 8th grade math. That experience still shapes how I work: explain complex ideas clearly, meet people where they are, and recognize that adoption depends on understanding — not just instruction.
Skills
AI implementation
AI use-case discovery, Workflow design, GenAI implementation, AI adoption strategy, AI agents / agentic workflow concepts, Prompt design, Human-in-the-loop workflows, Evaluation and iteration, Automation strategy
Solution & process design
Business process analysis, Requirements gathering, Solution design, Workflow mapping, Technical/business translation, Rapid prototyping, API / integration concepts, CRM and operational systems
Transformation & delivery
Enterprise implementation, Change management, Program / project leadership, Cross-functional delivery, Vendor management, Rollout planning, Risk management, Adoption measurement
Customer & executive work
Discovery, Executive presentations, Workshops, Training and enablement, Stakeholder management, Customer consulting, Roadmapping, ROI / outcome communication
Tools I work with
ChatGPT, Claude, Zapier, AI agents, Prompt engineering, Workflow automation platforms, Monday.com, CRM platforms, E-commerce platforms, APIs, Python (lightweight prototyping), AI-assisted coding tools
Education
Details available on request.