Justin Simpson AI Strategy

Companies today face immense pressure to develop and implement AI strategies. Executive teams are tasked with understanding where genuine efficiency gains lie, how to sequence AI adoption, and whom to trust for guidance. These are critical senior judgment calls that require experience beyond pure technology. Simpson's background, which includes leading businesses in quantitative research, financial engineering, and derivatives strategy, equips him to address these challenges.

His advisory work is informed by daily practice. Simpson actively uses and builds production software with AI coding assistants like Claude Code and Codex, as well as automation tools such as n8n. He specializes in context engineering, structuring AI systems to deliver reliable, production-grade outputs. Projects range from patient-facing healthcare applications and content automation systems to productivity tools that execute complex workflows from single instructions. This direct engagement with AI tools provides a current understanding of what works and what fails in practice.

Simpson's professional journey includes institutional leadership roles, co-founding a boutique investment firm, and serving in ambassador-level diplomatic capacities. These diverse experiences have cultivated his ability to make consequential decisions in complex environments with imperfect information. He understands organizational dynamics, institutional resistance, and the factors that drive leadership teams from cautious interest to committed action.

Previously, Simpson co-founded and grew Here.Now.AI, a weekly AI newsletter that reached over 20,000 subscribers. This initiative provided direct exposure to how professionals and organizations encounter AI in their daily work, revealing common points of confusion, adoption hurdles, and leadership missteps. This practical insight directly shapes his advisory engagements.

Engagements are focused on commercial outcomes. For companies, Simpson assists leadership teams in integrating AI into operations, offering strategy work, tool evaluation, and workflow design. He also builds working prototypes to demonstrate feasibility. For investors, he provides portfolio-level AI guidance, assessing AI readiness and framing opportunities in financial terms. He also offers speaking engagements and workshops for senior professional audiences interested in substantive discussions on AI implementation.