Issues Addressed
Sales leaders and enablement managers turn to the Gen AI Advantage Workshop™ when…
➡ Gen AI hype has created confusion, and reps are unsure what’s allowed or how to get started
➡ Some reps worry Gen AI will replace them, when the real threat is being outpaced by peers who’ve mastered it
➡ Previous tools sounded promising but didn’t fit the sales reality, so adoption fell flat
➡ Quota pressure is rising, and teams need more opps, bigger deals, and faster wins
➡ Generic training doesn’t stick. Reps want practical tools they’ll use again and again
The leadership gap in sales teams
Most sales teams don’t have a performance problem. They have a sales leadership problem.
Whether you're trying to build a pro-sales culture, level up inconsistent performers, or shift from firefighting to focus, being a sales leader today is more complex than ever.
And most aren't getting the support, coaching, or structure they need to succeed.
The truth? As goes the leader, so goes the team.
A hands-on, co-created workshop designed to equip your sales leaders, enablement managers, and top reps with the Gen AI tools and skills to shorten cycles, sharpen messaging, and win more new sales, fast.
Here's exactly what you'll get during the workshop
Your workshop is delivered by Fergal O’Carroll, founder of SYS Velocity with 25 years of in-the-field sales leadership / management experience and trusted Gen AI advisor to sales leaders at leading Global organisations.
Customisation
A pre-workshop co-creation session to tailor the agenda, use cases to your team's needs
Immersion
Interactive Gen AI exercises using your actual sales scenarios, discovery, objections and more
Toolkits
Prompt packs, objection handlers, and proposal builders your team can use immediately
Reinforcement
Follow-up digital kit with templates and checklists to reinforce learning and drive adoption
Inside the Gen AI Advantage Workshop™
Real Sales Use Cases. Hands-On AI Practice. Co-Created With Your Team.
This workshop is built to drive immediate ROI through applied learning, live demos, and high-relevance exercises. Every module is anchored in your team’s sales environment, and co-developed with your leadership to ensure strategic alignment.
Welcome & Context Setting
Why AI matters now in sales. We open with your company-specific challenges and objectives that have been co-created in advance with your leadership to spotlight areas that will be directly addressed during the workshop
Intro to Gen AI for Sales
What is Gen AI? How it works, where it's useful, and what myths need busting. I demystify it with clear demonstrations
AI Use Cases:
✔ Proposal Checker
✔ Objection Generator
✔ AI Image Creation
✔ Human vs AI Thinking
✔ Six Do’s and Don’ts for Sales AI
Activities:
🛠 Submit a real or sample proposal for AI review
🛠 Use Gen AI to generate likely objections
🛠 Test content with an AI detector to understand quality and originality
Accelerate Time from Discovery to Proposal
Collapse the time it takes to move from discovery call to a polished, client-ready proposal
AI Use Cases:
✔ Transcript → Follow-up Email
✔ Proposal Development / Refinement
✔ Final Proposal Output Formatting
Activities:
🛠 Use a real discovery call transcript to generate a follow-up email
🛠 Draft a proposal overview section using Gen AI
🛠 Refine and polish it collaboratively
🛠 Format the final version for delivery
Sharper Messaging That Converts
Boost outbound performance by enhancing your sales story, differentiators, and positioning
AI Use Cases:
✔ Competitor Comparison with Gen AI
✔ Messaging Iteration and Testing
✔ Persona-Based Messaging Templates
Activities:
🛠 Sharpen and clarify outbound messages
🛠 Build a high-impact sales story
🛠 Define client problems and key differentiators
🛠 Voice-role play using AI personas
🛠 Create tailored outbound message outlines
Acquiring New Clients
Leverage Gen AI to research markets, map buyer needs, and tailor outreach based on job roles and objections
AI Use Cases:
✔ Industry Pain Point Mapping
✔ “Jobs to Be Done” Persona Development
✔ Solution Alignment Check
✔ Objection-Handling Battlecard Generator
Activities:
🛠 Create prompt templates for industry-specific outreach
🛠 Build insight lists by persona
🛠 Draft and refine sales battlecards using AI outputs
🛠 Shape messaging that resonates with each buying context
Live Personalisation & Wrap-Up
Final group coaching, prompt building, and defining internal next steps for sustainable adoption
AI Use Cases:
✔ Prompt Design for Real Sales Scenarios
✔ AI Adoption Checklist
✔ Quick Wins for Scaling AI Usage
Activities:
🛠 Use Gen AI to address current sales challenges
🛠 Group share-backs of best prompts and workflows
🛠 Define your team’s “next steps” for implementing Gen AI internally
What you'll achieve
The workshop will enable:
🚀 More Time Selling. Automate admin like meeting notes, follow-ups, email drafts, and proposal prep
🔍 Shorter Sales Cycles. Use Gen AI to tighten discovery, improve output, and accelerate deals
🎯 Stronger Objection Handling. Equip reps with AI tools to prep, rehearse, and respond with confidence
✍ Sharper Messaging. Generate high-impact, personalised outreach instantly and at scale
🧠 Faster Ramp-Up. Use AI-driven battlecards to onboard new hires faster and with less friction
📈 Winning More New Sales. Deliver consistency, speed, and clarity across your sales process