Pinterest GBO · 1,600 People
President's Club AI Coaching Program
A Proposal for Pinterest GBO
Tier 1
Inner Circle — Top 1%
~21 people · 4 weeks · 1:1 sessions
1
Week 1
1:1 workflow audit — a deep dive into how each winner actually spends their time. We map where AI can eliminate friction, speed up outputs, or unlock capacity. This session sets the foundation for everything that follows.
2
Weeks 2–3
Two focused 1:1 sessions per week covering prompting strategy, context-setting, chaining, automation, and agent design — all built around the winner's specific role, tools, and goals. No generic content. Every example is theirs.
Week 4: Build Session
Each winner's final session is a hands-on build. Together, we create a working AI agent tailored to a real problem in their day — something they can use immediately. The session ends with a short showcase to their peers, turning the deliverable into a moment of recognition.
Tier 2
Rising Stars — Top 2–5%
~60 people · 4 weeks · Role-aligned cohorts of 15
The same learning arc as Tier 1, compressed and calibrated for scale — without sacrificing the feeling of exclusivity.
Week 1
Prompting fundamentals tailored by role — sellers learn to draft outreach, prep for calls, and summarize pipeline updates; non-sellers learn to accelerate research, reporting, and communication. Everyone leaves with 5 prompts they can use the next day.
Week 2
Advanced prompting techniques — chaining prompts together, setting rich context, shaping outputs for specific audiences. Participants bring real work examples and leave with reusable prompt templates built around their actual responsibilities.
Week 3
Automation and workflow integration — how to connect AI to the tools they already use (Slack, email, docs, CRM). Focus is on eliminating repetitive tasks and building lightweight systems that save time every week.
Week 4: Capstone
The final session brings each cohort together for group office hours — troubleshooting, refining, and sharing what's working. Every participant contributes to a shared workflow library that lives on after the program ends. This is the artifact the team keeps.
Investment
Transparent, all-inclusive pricing — sessions, custom tools, materials, and 30-day follow-up included.
$52.5K
Tier 1 Total
~$2,500 per person × 21 Inner Circle winners
$48K
Tier 2 Total
~$800 per person × 60 Rising Stars