A mission-driven leader who builds — highly effective teams, durable strategy, and organizations ready for what's next. Through StillDayOne.ai, I partner with mission-driven organizations and growth-stage companies at a pivotal moment, helping them build the team, culture, and strategy to reach the next rung.
Leslee Stockton has spent her career positioning herself at the cutting edge of technology — from early-stage startups in virtual and augmented reality, AI, and machine learning, to roles at Microsoft (Xbox) and Amazon Web Services.
Over six-plus years at AWS, she built the company's Charities Enterprise space into a global team, partnering with nonprofits and mission-driven organizations across the country and around the world — including United Way chapters from Maui to Washington, D.C., and many of the world's largest and most trusted organizations, such as National Geographic, the American Red Cross, NPR, PBS, the Associated Press, Save the Children, CARE, and countless more. The heart of that work was always the same: helping customers translate sophisticated technology into real outcomes for the communities they serve.
That commitment runs deeper than her day job. Leslee has served on nonprofit boards, led nonprofit organizations, and remains an avid volunteer in her community — because the work of serving others isn't something she advises on from a distance. She lives it.
Today, through StillDayOne.ai, she advises organizations on growth strategy, a culture of innovation, and AI readiness — helping teams understand that the work of innovating never really finishes. It's a mindset, not a milestone.
Helping leadership teams understand that innovation has no finish line — and building the curiosity, structure, and habits that keep it continuous rather than episodic.
The organizations accelerating with AI are the ones that start with their customer and work backwards — building on a foundation of sound security and infrastructure. I help leaders get that foundation right first, so the technology serves the mission instead of getting in the way.
Translating sophisticated technology decisions into clear, sustainable growth strategy — with mission outcomes and impact always at the center.
Worked closely with Maui United Way to put technology to work in support of relief and recovery efforts.
Helped nonprofit partners adapt operations and service delivery through one of the sector's most disruptive periods.
Supported organizations like NPR and PBS navigating recent funding disruptions under DOGE and USAID.
A confident, evidence-based look at what separates the organizations pulling ahead with AI from those stuck at the starting line — and what the people who serve Hawai'i's residents can do today to build for what's coming. Followed by a panel on the pitfalls of AI with Eugene Chang (IEEE/MIT).
Why innovation is a continuous mindset, not a one-time initiative — and how to build it into a team.
The unglamorous infrastructure and security work that determines who accelerates with AI and who stalls.
Moving past the layoff reflex toward reinvestment in the durable skills that actually compound.
At the Hawai'i symposium, I was asked where organizations should begin with AI. Here's the shortlist I trust — practical, mostly free, and chosen for the people who serve their communities every day. Start with one, finish it, and use it in your actual work. That's how readiness gets built.
Free, ready-to-teach cloud and Generative AI Foundations curriculum for higher-ed institutions, with faculty access and hands-on learner labs.
No-cost, self-paced cloud and AI training with shareable digital badges. Open to anyone, no technical background required.
Foundational generative-AI program using PartyRock and Bedrock, aligned to the AWS AI Practitioner certification. No prior experience needed.
A no-charge, cohort-based, faculty-facilitated option for higher ed, government, nonprofit, and workforce-development programs.
Self-paced courses on working effectively with AI for everyday use, with verifiable certificates. No paywall, no coding.
The classic non-technical primer on how to think about and work with AI strategically. Clear, practical, no code.
Interactive, hands-on introduction to what AI is, how it works, and how to use it — free to start.
AI contact center with real-time agent assist, call summaries, and self-service. Anthology uses it to handle student financial-aid and enrollment questions 24/7, freeing staff for the human moments.
Open-source benefits screening (built on Anthropic) covering 40+ benefits in minutes. 100,000+ households helped, $52M+ in benefits accessed across six states.
Statewide Data Exchange Framework: secure, real-time sharing of health and social-services data across counties and agencies. "Goodbye fax machine."
AWS's foundational guide on how procurement teams can enable responsible AI adoption while meeting compliance requirements. The best first read.
Buy through existing contract vehicles and cooperative agreements (OMNIA Partners, NASPO), with flexible pricing and FedRAMP filtering. Includes Claude for Education.
A generative-AI tool that guides procurement staff through writing comprehensive RFP scopes — with a human in the loop, even on unfamiliar topics.
If you're working through big challenges in data, AI, cloud, or nonprofit digital transformation, I'd love to connect.
Leslee@StillDayOne.ai