The Problem Isn't Your Pipeline
It’s How Your Team is Showing Up in Sales Conversations
You’ve got the product. You’ve got the leads.
But in the moments that matter most — the moment to dig deeper, to guide instead of defend, to create clarity instead of confusion — your team misses.
It’s not a work ethic problem. It’s a conversation problem.
Most reps don’t even realize they’re skipping past critical buyer moments — the ones that turn curiosity into conviction, and conviction into closed deals.
That’s exactly how we’ll train your team: to shift from pushing products to guiding decisions.
The result? They’ll sell more, with less friction.
Whether it's an in-person or virtual experience, every workshop starts the same way: By setting the tone, raising the standard, and putting your team in the room with full attention.
Within the first five minutes, they’ll know — this isn’t a keynote, a lecture, or death by PowerPoint. Everyone’s on the hook. That’s where real learning begins.
This isn’t a motivational event. It’s a turning point.
Your team will walk away with practical tools they’ll use in their very next sales conversation — and every one after that.
This isn’t for everyone — and that’s intentional.
This is for teams who are ready to be challenged, to practice, and to shift how they sell at the conversation level.
Don’t just take our word for it.
Here’s how sales leaders and teams describe the impact of the Sales Breakthrough Conversations Workshop — in their own words.
"Working with The Question First Group has been an incredible experience. As the Chief Revenue Officer at Intelligent Technical Solutions, I’ve worked with many sales training companies, but this has been, without a doubt, the best."
When we first engaged with The Question First Group, we started with a workshop that brought our entire sales team together. That session was eye-opening. We uncovered major gaps in our sales process—our reps were making assumptions, jumping to solutions too quickly, and engaging in pricing discussions too early. Most importantly, we realized we weren’t conducting deep enough discovery.
But the real game-changer wasn’t just a one-time workshop—it was the ongoing coaching. Unlike other programs that offer a multi-day bootcamp with no follow-through, The Question First Group embedded continuous learning into our culture. Every other week, our team works with an instructor, receiving real-time coaching, structured lessons, and even homework to reinforce their skills. This consistent engagement is what has truly transformed our sales approach.
If you’re considering working with The Question First Group, my advice is simple: do it.
The return on investment has been massive—not just in revenue, but in the personal and professional growth of my team.
"Before working with Chris Duprey and The Question First Group, we, as business owners, had little insight into what was really happening within our sales team. There was no formal coaching—neither for us nor for them—and the coaching we had tried was mostly us telling the team what to do. It wasn’t changing behaviors.
Chris trained us in the Breakthrough Sales Conversations Methodology, and the impact has been transformational. We now watch our team’s calls, understand exactly what’s happening, and provide direct, meaningful feedback that drives real improvement. More importantly, Chris does this as part of his coaching, making our team more effective than ever.
The biggest shift has been in our advisors. They don’t just sell—they ask the right questions, uncover what clients truly want, and create lightbulb moments that inspire confidence in their financial future. We’ve gone from uncertainty about our sales process to being genuinely proud of the conversations our team is having.
The best part? The Breakthrough Sales Conversations Methodology is deceptively simple—but without Chris, we could have spent years trying to implement it and never achieved these results. Thanks to his coaching, our advisors are more skilled, our clients are better served, and our business is stronger."
“The Breakthrough Sales Conversation workshop was an incredible learning experience. Chris Duprey and The Question First Group led us through practical and actionable methodologies that transformed how we approach sales conversations.
Two key takeaways—leveraging ‘Yes, and…’ for smoother communication and the ‘Law of 3’ framework—helped us refine dialogue, improve precision, and bring authenticity to our sales interactions.
This training not only sharpened our skills but also strengthened connections within our team. Highly recommend for any sales professional looking to strengthen their approach!”
The same energizing reset, with added depth
Extended practice and live coaching
Great for team alignment and strategic resets
More roleplays and real-world scenarios
Great for team alignment and strategic resets
Your workshop is geared towards getting your team on an immediate start on their communication mastery journey. Once your workshop has taken place, your coach will discuss ongoing coaching options with you and your team to make sure the learning sticks and drives ROI.
Chris Duprey is a former Army officer turned business leader, coach, and partner at The Question First Group. His mission is simple: to help sales teams and leaders have conversations that build trust, uncover truth, and move deals forward.
Chris began his leadership journey in the 82nd Airborne Division, where a pivotal lesson from a mentor taught him the power of listening and being fully present — even under pressure. As a company commander, he developed soldiers into capable leaders, a discipline he carried into the business world after leaving the military.
Since then, he’s led high-performing teams, earned his graduate degree at Quinnipiac University, and been mentored by world-class communicators like Marcus Sheridan and Adam Barlow. Chris combines battlefield-level clarity with deep emotional intelligence, helping sales professionals transform how they show up in the room, on the call, and with their clients.
Through his work at The Question First Group, Chris trains sales teams across industries to master the four principles of Breakthrough Conversations — not simply to close more, but to lead better. His coaching is designed to create lasting change by equipping professionals with tools they can use in the moments that matter most.
Outside of work, Chris is a musician, a devoted dad, and someone who believes that self-awareness, clear communication, and a little pressure-tested practice can make anyone more effective.
Zach Basner is a Communication Coach with a passion for helping leaders transform themselves from commanding bosses into transformative leaders.
As co-owner of The Question First Group and Director of Operations at Vizion Church in Charlotte, NC, Zach takes his passion for breakthrough conversations into both the business and ministry fields. Whether coaching executives or guiding ministry leaders, his focus remains the same: helping people communicate with clarity, conviction, and compassion.
Zach brings a unique perspective to his work, drawing on his Christian faith, biblical values, and a genuine heart for the individuals he serves. He believes that communication is more than a skill — it is an act of stewardship, one that can profoundly impact families, organizations, and communities.
He firmly believes that everyone possesses the potential to be a transformational communicator, provided they cultivate both courage and self-belief. His coaching is known for its mix of practical strategies, faith-driven principles, and deeply human connection — enabling leaders to unlock confidence in themselves while inspiring others to follow.
Whether in the boardroom, pulpit, or one-on-one conversation, Zach is committed to helping people use their voices not just to manage, but to truly lead.