Selling with AI
Selling with AI is a live, three-hour virtual workshop that helps early-career sellers use AI to build a grounded understanding of the industry, company, and role behind a real account, then apply that understanding in a real conversation. Rather than teaching a new sales message, the workshop helps sellers use the enablement message they already have with better timing and more confidence. Working through one active opportunity from start to finish, participants learn to separate signal from narrative, turn context into a small set of testable questions, and carry what they learn from one conversation into the next.

Best For
Early-Career Sellers
& Customer-Facing Teams
(18-24 participants)

Format
Live Virtual
Learning Experience

Duration
1 Session
(3-Hours)
Who Should Attend
This workshop is designed for sellers who are new to selling and have a basic working understanding of AI. It’s ideal for early-career reps who have been given an enablement message, a point of view on positioning, or guidance on how to lead a conversation, and who need a repeatable way to apply it to the account, company, and role in front of them. No prior AI course is required.
What Participants Gain
Participants leave with skills they can immediately apply, including how to:
- Build a grounded view of an industry, company, and role using AI, without turning signals into a story.
- Turn preparation into a small set of testable questions instead of a script.
- Apply the enablement message with better timing, so it lands instead of overreaching.
- Enter a conversation ready to test assumptions and adjust when they don’t hold.
- Carry what’s learned from one conversation into stronger preparation for the next.
What Participants Will Receive
Each participant receives resources that support learning during the workshop and long afterward.
- Student Guide with workshop slides, notes, and reference material.
- Student Workbook with the account details, role perspectives, and prompts used during the hands-on preparation work.
- Capability Guides that summarize the approaches practiced in class.
- AI Acceleration Guide containing ready-to-use prompts that participants can adapt to their own accounts immediately after the workshop.
Program Agenda
Building Your Preparation Foundation
Learn to read an industry and a company as pressures and constraints rather than trends or a good story, and see a role as a system of accountability, incentives, and risk rather than a persona.
Challenge 1: Understand the Industry & Company
Use AI to surface the forces shaping an industry and the constraints shaping a specific account, without turning either into a story you can’t defend.
Challenge 2: Understand the Role
Translate industry and company pressure into what it means for the specific person you’re meeting, based on accountability, incentives, and risk.
Challenge 3: Prepare with Hypotheses
Turn a broad set of AI-generated possibilities into a small number of testable questions, then simplify the language so they’re easy to ask and easy to answer.
Challenge 4: Conduct & Learn from the Conversation
Carry a small set of hypotheses into a real or simulated conversation, listen for signal over agreement, and use AI to review what held up and what to carry forward.
Putting Preparation into Practice
Identify an upcoming conversation on your own calendar and sketch the start of your preparation for it.
Session Schedule
- April 8, 2027
- July 8, 2027
All sessions meet from 11:00am–2:00pm ET via Zoom.
Download the Course One Sheet- COMING SOON!
Still Have Questions?
About the Program Experience
Through one real account carried from start to finish, hands-on practice, and facilitated discussion, participants learn to build a grounded understanding of an industry, company, and role, prepare hypothesis-driven questions instead of a script, and apply their organization’s enablement message with better timing. The workshop is designed for sellers who are new to the work and want a repeatable way to prepare for the conversations in front of them.
• Delivered as a 3-hour live virtual workshop.
• Designed for 18-24 participants.
• Cost is $300 per participant.
Please contact us if you are interested in bulk enrollment packages or scheduling a customized class for your organization.
Sellers don’t lose deals for lack of a message.
They lose them by introducing it before they understand what they’re walking into.
Selling with AI moves beyond memorizing the pitch to preparing for the account: using AI to build a grounded view of the industry, company, and role in front of you, so the enablement message you’ve already been given lands instead of overreaching.
– Course Registration –
Upcoming Dates
2027 – April 8
Available
Live via Zoom
English
$300 USD
2027 – July 8
Available
Live via Zoom
English
$300 USD
Please contact us if you are interested in bulk enrollment packages or scheduling a customized class for your organization.
– Course Registration –
Upcoming Dates
Session times:
11:00am–2:00pm ET
2027
April 8
$300 USD
2027
July 8
$300 USD
Please contact us if you are interested in bulk enrollment packages or scheduling a customized class for your organization.
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