All Levels

AI-Augmented GTM Team

A tactical sprint to supercharge your GTM strategy and team with AI.

This 4-week program shows sales, marketing, and go-to-market leaders how to use AI like a strategic teammate—not just a tool. Through live trainings and hands-on hackathons, you'll build and deploy AI-powered workflows that free up time, increase focus, and deliver measurable business outcomes.

Course details

Session dates: June 17 - July 15 (skipping the week of July 4)
Time: Tuesdays, 1:00-2:30 PM ET
Open to: Associate and Executive Members
Format: Live, virtual sessions

Already a member? Enroll in the Member Hub.

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Multiply your team’s output without adding headcount.

Break long go-to-market cycles.

Learn how to collaborate with AI to scale faster, smarter, and more profitably.

Feeling pressure to do more with less?

Design lean, high-impact workflows that drive results and save your team 20–40 hours per month.

Level-up your AI chops?

Master prompting and use foundation models to execute with clarity, speed, and strategic depth.

Ryan Staley, Instructor

Ryan is the founder and CEO of Whale Boss and a leading voice in AI-driven GTM strategy. An OpenAI Forum member and winner of the TOP AI Thought Leader Award, Ryan has helped 1,500+ GTM professionals integrate AI into their workstreams—without adding headcount. His clients include PE-backed, VC-funded, and publicly traded companies looking to transform their sales, marketing, and revenue orgs.

Connect with Ryan

Course curriculum

This course is built for Pavilion Associate & Executive Members in Sales, Marketing, and GTM leadership roles who want to implement AI for real results—fast.

Curriculum and instructor lineup subject to change.

Session 1:
Training #1: AI Foundations & Prompt Mastery

By the end of this class, you will be able to:

Understand the evolution of foundation models like ChatGPT, Gemini, and Claude
Apply the 4 core principles of AI-Augmented Teams
Use the 5 Moves for top 1% prompt outputs
Master prompt engineering techniques (Zero Shot, Persona, Example, Iterative)

Session 2:
Hackathon #1: Foundations in Action

By the end of this class, you will be able to:

Build your first personal AI-powered workflow
Apply prompt engineering to real use cases: content, messaging, decision-making
Test and iterate on prompts using real business problems

Session 3:
Training #2: AI for GTM Execution & Strategic Thinking

By the end of this class, you will be able to:

Use no-code AI Agents for GTM strategy
Build AI workflows for sales (prospecting, deals), marketing (content, SEO), and leadership (planning, sprint design)
Create a 90-day GTM plan powered by AI

Session 4:
Hackathon #2: GTM Sprint Deployment

By the end of this class, you will be able to:

Deploy and present an AI-powered GTM initiative with instant ROI
Finalize and activate your 90-day AI GTM Sprint Plan
Share cross-functional outcomes and strategic use cases

Your blueprint for an AI-augmented GTM team

This sprint delivers the playbook to activate AI in your GTM org—from daily execution to strategic planning.

Unlock instant ROI – Free up 5–10+ hours per week and scale without hiring.
Build high-leverage workflows – Execute faster with less manual effort.
Master collaboration with AI – Use AI as a partner to think, create, and operate.
Create your AI GTM Plan – Walk away with a 90-day strategic blueprint tailored to your goals.

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Course FAQ

: This course is designed for Pavilion Associate and Executive Members in Sales, Marketing, Customer Success, RevOps, and GTM leadership roles. Whether you're leading a team or an individual contributor looking to scale your output with AI, this sprint is built for practical, immediate impact.

Not a member? Join now.
: No prior AI experience is required. This course was built for non-technical GTM leaders and operators. You’ll learn how to apply AI tools like ChatGPT and Claude in everyday business scenarios—no coding, scripting, or engineering background needed.
: Each weekly session is 75–90 minutes long, and you’ll be encouraged to spend another 30–60 minutes applying what you’ve learned in your workflow. The format is high-impact, fast-paced, and designed for busy professionals.
: The course alternates between live trainings and hands-on hackathons. You'll first learn the principles and frameworks, then immediately apply them to real business problems. It's equal parts tactical, strategic, and experiential.
: Yes. Members who attend sessions and pass the final exam with a score of 80% or higher will receive an official Pavilion certification in AI-Augmented GTM Strategy.
: Live attendance is strongly encouraged for the best experience, but all sessions will be recorded and made available via the Member Hub. Keep in mind that the final exam is based on the full course content.
: You’ll work primarily with tools like ChatGPT, Gemini, Claude, and Microsoft Copilot. We’ll also introduce you to simple AI agents and automation tools you can use immediately—without needing dev support.
: Nope. This course is included in your Pavilion membership.