2025 Executive Masterclass

What’s Holding Your Business Back from Its Next Big Leap?

You’ve built a thriving company, but are your team’s strategies, pricing, and messaging really driving growth, or just maintaining momentum?

At the 2025 EO Boston Executive Masterclass, we’re bringing in world-class experts to shift your executive team from tactical maintenance to transformational progress. It’s one power-packed day of keynotes and workshops designed to tackle silent growth killers: misalignment, underpricing, and sales that stall under pressure.

Date: November 6, 2025 Time: 8:00AM – 5:00PM Location: Conference Center at Waltham Woods, 860 Winter St, Waltham, MA EO Members: invite your key employees! First guest is free; additional guests just $75 each. Remaining guest spaces will open to Accelerator guests in late October.

>> Members and Accelerators Register Here << >> SAPs and Non-Members: please email admin@eoboston.org to register <<

🔥 This Year’s Expert Lineup:

💬 Tamsen Webster — “Getting the Green Light: How to Build Buy-In and Consensus” Too many initiatives stall not because they’re flawed—but because teams aren’t aligned. Tamsen delivers a simple, robust framework for designing belief-based messaging that builds momentum and drives decisions.

Key Takeaways:

• How to uncover and work with mindsets (not fight them)

• Strategic storytelling to lead change

• Interactive keynote with real-time application in a hot seat exercise
  

Tamsen helps leaders and teams turn big ideas into clear, persuasive messages. With decades of experience in marketing and TEDx curation, she’s known for her Red Thread® method and her ability to craft belief-shifting stories that build alignment and inspire action.

💰 Casey Brown — “Fearless Pricing: Command the Prices You Deserve” Are you unknowingly sabotaging your margins with fear-based pricing? Casey will help your team shift from pricing to “not lose” to pricing with power. Key Takeaways:

• Identify self-limiting beliefs around pricing

• Eliminate discounting habits

• Boost profit through confident value articulation
  

Casey is a pricing expert who’s helped companies generate over $1 billion in profits. Her TEDx talk on pricing has been viewed nearly 4 million times. She equips teams to shed fear-based habits and start charging what their value is truly worth.

📚 Matthew Pollard — Two Breakthrough Sessions

Session 1: “Build Your Story Playbook” Transform sales conversations with customer-driven storytelling. Learn to craft persuasive narratives that quadruple appointments and skyrocket close rates. Key Takeaways:

• Create compelling, objection-busting stories

• Implement a team-wide Story Playbook

• Build a scalable, less stressful sales process
  

Session 2: “Rapid Growth in the Face of Uncertainty” Matthew’s proven trifecta—differentiation, niche marketing, and sales systemization—will show your execs how to thrive amid disruption. Key Takeaways:

• Stand out without competing on price

• Build a culture of intrapreneurship

• Leverage technology to shorten sales cycles
  

Matthew is the founder of Rapid Growth®, a best-selling author, and a global speaker with five multimillion-dollar business successes before age 30. With over 3,500 business transformations, he brings real-world strategies that consistently accelerate growth through differentiation, storytelling, and systemization.

This Masterclass isn’t just another conference. It’s a tactical advantage for you and your team. Whether you attend solo or alongside key team members, you’ll leave equipped with the tools and frameworks to drive focused, fearless growth.

>> Members and Accelerators Register Here <<

>> SAPs and Non-Members: please email admin@eoboston.org to register <<

EO Members: invite your key employees! First guest is free; additional guests just $75 each. Remaining guest spaces will open to Accelerator guests in late October.