AI is already in motion. The leadership decisions behind it were never clearly defined, or fully aligned.
Some teams are still figuring out where to start. Others have already deployed tools and moved forward.
In both cases, leadership hasn't aligned on the “AI why,” what success looks like, or how to lead with it, making it difficult to create real value or defend the investment.
I work with CEOs and executive teams to define their AI direction, align leadership, and turn early movement into clear, measurable outcomes.
AI Leadership Reset
If AI is on your agenda and the path forward isn't as clear as it should be, this is where most leaders start.
A focused working session designed to bring clarity to your AI efforts, so you can align on what matters, make value-driven decisions, and move forward with confidence.
What we focus on
- What's actually happening across your AI efforts
- Where AI is, and isn't, creating value
- Where leadership is aligned, and where it isn't
- The decisions that are currently unclear or stalled
What you leave with
- A clear point of view on where AI should create value
- The two to three decisions that matter most right now
- What to stop or deprioritize
- A more confident way to lead internally
Most companies are approaching AI as a technology rollout. That's usually where things start to break down.
What I see across industries and leadership teams is that the real challenge isn't the technology. It's clarity. It's alignment. It's knowing why you're doing this, and what impact AI should deliver for your mission or business.
AI doesn't create value on its own. Leadership decisions do.I've been working at the intersection of data, AI, and business strategy, long before the recent wave of generative AI.
I started as a geospatial engineer and have spent my career helping organizations apply complex technologies in ways that actually work in the real world.
In executive roles, I've led growth, go-to-market strategy, and AI initiatives across global, PE-backed companies, working closely with CEOs, boards, and leadership teams navigating high-stakes decisions.
I've also co-founded and built an AI firm, architecting and delivering solutions while working directly with global leadership teams on how to adopt and apply AI in practice.
Today, I work directly with CEOs and executive teams to identify and address AI efforts that aren't delivering value, helping them align on priorities, clarify decisions, and move forward with confidence so their investment leads to real mission and business outcomes.
Engaged with leaders across enterprise, social impact, public sector, and high-growth organizations
Through advisory, keynotes, and invited executive programs.
Brought in when AI investment isn't delivering, leadership isn't aligned, or the path forward isn't clear.
Executive Advisory
Working directly with CEOs and leadership teams to clarify decisions, align priorities, and ensure AI investments translate into real mission and business outcomes.
Executive Sessions
Focused sessions to align leadership, define where AI creates value, and establish a clear path forward. Half-day or full-day formats.
Keynotes & Executive Briefings
Executive-level keynotes designed to align thinking, challenge assumptions, and build confidence leading in a world of AI.
Selected press and industry recognition.
AI isn't a technology decision. It's a leadership decision.
Twenty plus years at the intersection of data, AI, and business growth, helping organizations move from AI experimentation to measurable mission and business outcomes.
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AI Strategy & Implementation
Defining where AI creates value and translating strategy into real-world application across the organization.
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Executive Leadership in AI
Building the clarity, confidence, and alignment leaders need to make decisions when AI efforts aren't delivering as expected.
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Go-to-Market & Growth Strategy
Connecting AI capability to market opportunity, driving adoption, revenue, and competitive advantage.
Where leadership decisions meet real-world execution.
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Founder & CEOThe JSI GroupGuides CEOs and boards when AI is in motion, and not delivering value - clarifying decisions, aligning leadership, and driving measurable outcomes.
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Vice President of AI, AI Center for GovernmentPartnership for Public ServiceLaunched and led a national AI center; aligned senior leaders across government on how to adopt, govern, and deliver real outcomes from AI.
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SVP, Global Leadership3Pillar GlobalOwned P&L; led the introduction of AI into enterprise services, securing partnerships that brought ML and data capabilities into real client use.
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Co-Founder & CEOWatering Hole AIBuilt and led an AI venture focused on decision-making and operational impact, working directly with leaders to apply AI in ways that change how decisions are made and how organizations operate.
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Board Director & AdvisorAI, data engineering, and deep learning companies
Trusted by leaders navigating high-stakes AI decisions where clarity and alignment matter most.
"Jennifer is one of the few leaders I've met who operates with equal depth across technology, AI, and business strategy, bringing a level of clarity required to lead at the executive level. She helps leadership teams focus on the decisions that actually matter, and how those decisions connect to real business outcomes. She brings both perspective and practical judgment, grounded in real operating experience."
"Jennifer is one of the few leaders who can help executive teams make clear, confident decisions that actually drive business outcomes. Asking the right questions, especially when everyone is focused on the wrong ones, is one of her super powers."
"It's not an understatement to say that Jennifer was 'in AI' years ago, before the rest of us even knew what it was. Jennifer is a crucial addition to any enterprise as a CEO advisor, C-level executive, or board member, to help deploy AI with a view towards growth outcomes, not just basic efficiencies."
"Jennifer is who leaders turn to when AI needs to move from idea to real impact. She doesn't treat AI like a technology problem. She approaches it as a leadership and decision challenge, and that shift is what makes her effective."
"Jennifer is a rare blend of deep technologist and savvy business leader. She speaks fluent AI with engineers and translates its value to C-suites and boards with clarity and conviction."
"I had the opportunity to collaborate with Jennifer on executive workshops, including one at the National Association of Corporate Directors (NACD). I value our shared focus on responsible AI delivering real outcomes that actually make a difference."
If AI isn't delivering the value you expected, it's time to define what needs to change.
I work directly with CEOs and leadership teams to align priorities, clarify decisions, and turn AI investments into real outcomes.