AI advisory & custom assistants

Custom AI assistants that carry development between sessions

AI that makes your leaders better — not just your processes faster. I build custom AI assistants from the work we do together, so individuals and teams can ground what they're learning in the moments that matter.

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The in-between moments

Most development happens after the session ends

It happens in the next one-on-one, the tense meeting, the feedback conversation you've been putting off. That's where the assistants I build come in. Each one is built from our work together, so it speaks your language and reflects your goals.

Clients consistently tell me this is what sets the work apart: the assistant helps them ground the things we talk about in our conversations and team sessions in the moment they need them.

I'm not an AI vendor who doesn't understand coaching, and I'm not a coach who doesn't understand AI. I build tools that sit at the intersection, because the technology only works if someone understands the humans using it.

Built into every engagement

Consistent, knowable outcomes

Whether the goal is behavior change or building trust, what we ultimately want is consistency. The assistants help make progress consistent and knowable to individuals, teams, and organizations.

Executive coaching

An assistant built from our sessions: your goals, our frameworks, and the language we develop together. Included in 12-session and retainer packages.

Executive coaching

Team development

An assistant that keeps the team's agreements and shared language alive in the meetings where new ways of working get tested.

Team development

Scaled programs

The participant guide, rethought: support before and after every session, with your company's context built in.

Scaled programs
For your organization

Assistants and Architects

For organizations that want to bring AI into their people development work more broadly, there are two tiers.

Assistants

Custom GPTs

Reflection partners and skill reinforcement tools for individual leaders. Built on knowledge retrieval (RAG) and custom instructions tailored to your audience.

  • 1 custom assistant for a specific audience or skill
  • 10 discovery conversations
  • Weekly syncs with internal project lead
  • 30-day feedback loop and instruction tweaking

Architects

Agentic Workflows

Integrated agents that connect to your internal systems — Slack, Notion, HRIS — for execution, orchestration, and system-level development support.

  • 1 integrated agent connected to one internal system
  • User workflow shadowing to distill best practices
  • Evaluation process designed and learning loop established
  • 60-day performance monitoring and tweaking
He's also ahead of the curve on AI — the way he's thinking about it and building tools around it is genuinely exciting. Like all things he does — it's practical and thoughtful.
VP of People · Pre-IPO tech company
Why I build these tools

I build for my own business, too

Water LLM is an AI-powered CRM that runs inside Google Sheets, built for coaches, consultants, and solopreneurs who love the work but not the overhead of running a business. Building it sharpened how I think about AI for clients: knowing when automation is right, when generative AI is right, and how to offload overhead without losing the high-touch relationships that make the work good.

Why I'm building Water LLM

Frequently asked questions

Is the AI assistant part of coaching and team development?

Yes. I build custom AI assistants from our work together in executive coaching, team development, and scaled programs, so people can ground what they learn in the moments between sessions.

What's the difference between Assistants and Architects?

Assistants are custom GPTs that act as reflection partners and skill reinforcement tools for individual leaders. Architects are integrated agents that connect to your internal systems, like Slack, Notion, or your HRIS, for execution and orchestration at scale.

Which systems can agentic workflows connect to?

Internal systems such as Slack, Notion, and HRIS platforms. Each Architects engagement starts with one integrated agent connected to one internal system.

How do you make sure the AI tools actually work?

Assistants include a 30-day feedback loop and instruction tweaking. Architects include a designed evaluation process, a learning loop, and 60 days of performance monitoring.

Other ways I can help

Every engagement is structured like building blocks. Start with what you need most, then expand from there.

Executive Coaching

1:1 coaching for directors, VPs, and C-suite leaders navigating growth, transition, or the gap between where they are and where their role demands they be.

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Team Development & Facilitation

Discovery-driven offsites and ongoing team development for leadership teams that need to actually function as a team.

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Scaled Development Programs

Cohort-based programs that develop 50–200 managers with consistent quality, with your company's context built in, not bolted on.

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