Background
Several years ago I had the opportunity to facilitate an ongoing sales product training that needed some re-energizing. When I first stepped into the role, the challenges were obvious. Attendance was low, engagement was minimal, and virtual meetings were often filled with long, uncomfortable silences. Product Managers would work hard preparing their materials, present their solutions, open the floor for questions, and receive nothing but radio silence in return.
After observing this pattern for some time, it was clear: the training format wasn’t working. Sales teams weren’t engaging,Product Managers felt unheard, and the sessions weren't preparing anyone to confidently sell.
Understanding the Initial Challenge
The biggest barrier was engagement. Sessions were one-directional, with Product Managers presenting dense technical information without involving the people actually selling the solution. The result:
- Overly complex explanations
- No translation of features into buyer-focused benefits
- A format that didn’t encourage discussion or interaction
To make training relevant, useful, and energizing, the process needed more voices, more perspectives, and more dialogue.
The Strategy for Change
1. An Inclusive, Cross-Functional Approach
I redesigned the training format to incorporate voices from across the revenue and product ecosystem:
- Product Managers – Still led the presentation, but with clearer guidance and a more structured narrative
- Sales Teams – Shared stories from the field about real buyer challenges
- Sales Engineers – Added technical depth and clarified misunderstandings
- Development Reps – Provided client feedback and a front-line view of product adoption
This multi-stakeholder model created a 360° view of the product, turning training into a collaborative, story-driven experience.
2. Active Questioning to Break the Silence
The Q&A silence needed to be addressed head-on. So, we took a new approach:
- As the Moderator for the sessions, I asked the first questions to model curiosity and lower the pressure
- This encouraged others to participate without fear of asking a “wrong” question
- It kept the session dynamic and prevented Product Managers from feeling unheard or unsupported
This single shift dramatically changed the energy of the sessions.
Implementation: Bringing the New Format to Life
The revamped sessions integrated:
- Real-world stories from sales
- Technical context from engineers
- Product feedback from development reps
- A structured presentation guided bySales Enablement
- Chat-based Q&A, which significantly boosted participation
This produced conversational, scenario-based training that aligned closely with how teams actually sell.
Results and Impact
The transformation was immediate and more importantly, measurable.
Engagement Skyrocketed
- 100% increase in audience participation, often requiring follow-up fact sheets to answer all remaining questions
- 40% increase in live attendance, indicating stronger relevance and perceived value
Content Quality Improved
With collaboration across teams, Sales Enablement:
- Streamlined complex content
- Reworked slides to enhance visual clarity
- Ensured alignment between narrative and design
- Converted the material into on-demand, self-serve learning courses for scalable training
Stronger Collaboration
Training evolved into a shared effort, with every attendee contributing perspectives that enriched the narrative. The result was a more prepared, confident sales organization.
Lessons Learned & Future Directions
The biggest takeaway?
Inclusive and interactive training drives far better outcomes than tradition alone-way presentations.
Bringing multiple voices into the room—and encouraging real dialogue—creates:
- Higher engagement
- More relevant conversations
- Deeper understanding
- Better sales preparedness
As organizations move toward more complex solutions like AI, this approach becomes even more essential. AI is often misunderstood, intimidating, or oversimplified. Training must:
- Ask deeper questions
- Involve cross-functional experts
- Relate AI concepts to everyday business problems
- Demystify complexity through real examples
By continuing to involve diverse perspectives, we can make even the most complex solutions approachable, sellable, and meaningful.