Forward-Deployed AI Strategist

Bradley Wilson

Deviation by Design.

Digital Transformation & AI Product Leader turning strategic problems into deployed solutions across Southern Africa.

Namibia / Southern Africa10+ years experience
Email meLinkedInDownload CV
Bradley Wilson professional headshot

Summary

Digital Transformation & AI Product Leader with 10+ years reframing strategic problems into deployed digital solutions, from board-level framing through to operational execution. I’ve delivered multi-million-value transformation programmes with direct P&L and CAPEX accountability, grounded throughout in human-centred design to keep technical change usable by the people who have to run it and the end user. I bring strategy and execution to markets where the standard global transformation playbook doesn’t hold, translating and scaling it into what actually works across Southern Africa’s operating realities.

Transformation Operating System

The human-centred delivery conditions that turn strategic intent into sustained transformation.

Co-creation Leads to Ownership

Transformation is sustained when people help shape the change they are expected to carry.

Selected Work

Strategic Outcomes

01

Central Banking AI Agent

Bank of Namibia

Project managed and engineered the multilingual AI agent deployment for citizen complaints and financial-scam reporting, redesigned the conversational pipeline, and got it live on Proto’s platform processing over 5,000 citizen interactions in the first 60 days.

AI AgentPublic SectorConversational AI
02

National Pension & Energy Strategy

Retirement Fund & Energy Utility

Ran human-centred strategy design workshops for a national retirement fund, developing the GTM strategy for a pension-backed home loan scheme. Ran digital transformation strategy workshops for an energy utility to fix outdated planning, establishing multi-year CAPEX structures and piloting a WhatsApp-based n8n automation.

StrategyCAPEXn8n Automation
03

Enterprise Portfolio & Capital Allocation

Ohlthaver & List Group

Built and ran enterprise-wide transformation roadmaps across FMCG, retail, and hospitality subsidiaries, securing executive buy-in for eCommerce and CRM deployments, ranging from Salesforce to Oracle Opera.

EnterpriseCRMeCommerceP&L

Career Path

Professional Experience

January 2025 – Present

Self-employed

Independent Consultant

  • Formulated a multi-year digital transformation roadmap for an energy utility, from Discovery to Monitoring & Evaluation.
  • Deployed custom workflow automations using n8n, OpenClaw and Make for MSMEs in real estate and property development.
  • Developed a 3-year strategic plan for a national retirement fund administrator to guide their high-growth product rollout.
January 2026 – May 2026

PROTO

Growth Operations Manager

  • Deployed the Bank of Namibia AI Agent from pilot to live production.
  • Engineered agentic workflows for Namibia’s largest private hospital group.
  • Automated the capture of institutional expertise by structuring product documentation and release notes.
June 2024 – December 2024

V5 DIGITAL

Customer Success & Innovation Manager

  • Spearheaded the implementation of an integrated project management platform.
  • Collaborated directly with C-suite representatives to align digital deliverables with business requirements.
July 2022 – June 2024

OHLTHAVER & LIST GROUP

Digital Acceleration Manager

  • Administered enterprise-wide transformation roadmaps controlling over N$5m in annual budgets.
  • Secured executive investment by building commercial business cases for eCommerce and CRM platforms.
  • Designed a Group Insights Hub using white-label and off-the-shelf systems.
  • Headed non-authoritative delivery teams of over 20 professionals across subsidiaries.
Sept 2015 – June 2022

O&L GROUP

Digital Marketing Management & Strategy

Digital Marketing Manager (2021–2022) | Group Digital Marketing Strategist (2018–2021) | Digital Marketing Coordinator (2015–2018)

  • Scaled a comprehensive digital literacy training program across multi-disciplinary teams.
  • Formulated multi-industry Marketing Technology roadmaps aligned with business digital maturity.
  • Managed consumer marketing platforms across FMCG and hospitality to increase Customer Lifetime Value.
  • Directed over 50 national consumer promotions with close to 20m combined interactions.

Credentials

Academic & Certifications

MBA (AI in Business)

Guglielmo Marconi University

2026

Post-Graduate Diploma (Digital Marketing)

Digital Marketing Institute (DMI)

Bachelor of Commerce (Marketing Management)

University of South Africa (UNISA)

Certifications

AI Product Management SpecialisationProduct Manager ProfessionalLeadership In Digital TransformationBlockchain Revolution in Financial ServicesGoogle Project ManagementDesign Thinking Specialisation

Speaking & Panels

Thought Leadership

Industry Panel

Decentralised Finance, Cryptocurrency & Bitcoin

Standard Bank Anti-Financial Crime Conference Namibia 2025

Panelist

Why Digital Transformations Succeed – and Why They Fail

ISACA Windhoek Chapter 2025

Keynote Speaker

Upskilling & Reskilling in the Age of AI

Stellenbosch Business School Namibia Alumni Session 2024

Contributor

White Paper on Design Thinking in Namibia

Innovation Nation Launch 2023

Deviation by Design.

Open to strategic, product, and AI-transformation roles. Reach out directly or download the full CV.

Email meLinkedInDownload CV