Organizational clients

Your team needs to adopt AI—not just talk about it.

In a fast-changing economy, organizations can’t afford to stay on the sidelines. My training & coaching sessions are designed to close the gap between knowing AI matters and actually using it to get real work done.

These sessions are practical, fast-paced, and designed to help professionals use AI to think better, write faster, and move through projects with less friction. Just as importantly, your team will build shared language and norms—so using AI becomes a natural, integrated part of your team’s work.

Training sessions

Field-tested yet flexible: the content, emphasis, and examples can be tailored to match your organization’s goals, whether you're just getting started or deepening your AI fluency.

  • AI isn’t a magic typewriter, but it can be a great collaborator throughout the writing process. Learn to build a writing partner that edits to your voice and preferences and coaches you in the ways you want to grow as a writer.

  • Projects can turn ChatGPT into a personal operating system—one that remembers your goals, holds relevant files, and evolves with your work. Learn to layer project instructions, prompting strategies, and token memory to create high-leverage workflows for tasks like writing, networking, and planning. Think of it as training a junior collaborator who gets smarter with each interaction.

  • Explore how to turn AI into a knowledge partner—one that helps you remember what matters, synthesize across sources, and surface insight you didn’t know you had. You’ll learn to use tools like NotebookLM for source-grounded analysis, Internal Knowledge to mine your own drive, and Deep Research to quickly map unfamiliar terrain.

  • In this session, you'll learn how to activate and direct hybrid routing—leveraging AI not just for language, but to activate the right computational systems for the task at hand, from web search to chart creation.

  • Learn how to use AI as an analytic partner that surfaces patterns, challenges assumptions, and pushes your thinking further. Whether you're working with surveys, financial data, or messy qualitative insights you’ll learn techniques to move from raw inputs to meaningful conclusions. We’ll walk through how to frame smart questions, guide AI through your data, and extract insights that go beyond the obvious.

  • Learn how to turn AI into a lasting thought partner—one that evolves with your goals, adapts to your working style, and builds real memory over time. We’ll show you how to use persistent memory to keep projects coherent, sharpen your communication, and surface your own thinking patterns. By the end, AI becomes more than a tool—it becomes a mirror for your habits, strengths, and growth edges, helping you make smarter, more reflective decisions.

  • You’ll learn how to build Custom GPTs that capture expert judgment and deliver consistent, high-quality support across teams, use cases, or client needs. Whether you're automating document review, simulating conversations, or guiding others through complex workflows, GPTs let you hand off not just tasks but also your way of thinking. By the end, you’ll know when to use a Custom GPT, how to design one well, and how to turn AI into a scalable extension of your work.

Your instructor

I’m Sarah Dillard, an entrepreneur and educator.

I first got interested in LLM tools after reading collected pieces about them in the 2020 Best American Science & Nature Writing. This led me to start experimenting before ChatGPT had even launched. When it did, it immediately felt like a game-changer. So much so that I wrote the first education sector op-ed on ChatGPT: “Schools Must Embrace the Looming Disruption of ChatGPT.”

I’m now founding The Rock Creek School, which blends timeless liberal arts ideas with modern tools like AI and data science. I also advise Harvard Business School on the design of their online entrepreneurship program, with a focus on how AI is reshaping what—and how—we teach.

I have an MBA from Harvard Business School & an MPP from the Harvard Kennedy School and started my career at Bain & Company. When not collaborating with AI, I enjoy hiking, hosting friends, and hanging out with my nieces (7 & 4).

Let’s work together

Curious what this could look like for your team?

Whether you're looking for a full training series to bring your team up to speed or a coaching engagement to work through a specific challenge, I’ll help you scope the right fit.

I’ve worked with teams across sectors—in education, philanthropy, tech, and investing—and am experienced in tailoring sessions to clients’ goals, tools, and existing fluency.

FAQs

  • I can tailor the training to meet your team where it is.

  • I focus on OpenAI's ChatGPT, and I'll be demoing from a paid ChatGPT account ($20-$30/month), which has more powerful features than free accounts.

    At times, I’ll show examples from NotebookLM, Gemini, or Claude where they have additive capabilities.