Building Culture Through Learning: How CypherWorx Connects Purpose, People, and Professional Growth

In this episode of Chalk and Code, Steve Stookey, Vice President and CCO at CypherWorx, joins us to explore how purpose-driven professional development can transform the way organizations learn and lead.

From training design to technology integration, Steve shares how CypherWorx builds learning experiences that adapt to each organization’s unique culture — whether it’s a school district, YMCA, fire department, or cultural institution. He also reflects on his own journey from corporate leadership to social entrepreneurship and what it means to design learning that’s simple, human, and scalable.

If you care about creating meaningful training that drives culture, builds capability, and keeps people at the center of innovation, this conversation offers practical insight and inspiration for today’s edtech and learning leaders.

Key Moments

01:40 From corporate sales to social entrepreneurship — the path to CypherWorx

05:50 Why culture and training must grow together

10:20 “Once you’ve met one institution, you’ve met one institution” — the case for
personalization

15:45 How listening and flexibility drive better learning outcomes

20:50 Building CollabNation — turning instructional design into a learning platform

27:30 Why leadership, not software, determines LMS success

33:15 Creating purposeful professional development that scales

37:34 KPIs (Key Performance Indicators) to track progress, what they really mean for educators and business leaders

38:00 Balancing technology, culture, and human connection in learning

44:20 How CypherWorx is preparing for the future of AI-enabled education

47:45 Connect Steve at “[email protected]” and visit website at “https://cypherworx.com/”

Why You’ll Love This Episode

This episode dives into what makes learning truly effective — not more tools, but more intention.

You’ll hear how Steve Stookey and CypherWorx design training that blends instructional design, culture, and technology to create real impact across sectors.

Steve also shares:
Why personalization is key to learner engagement
How leadership defines the success of any LMS
What “purposeful professional development” looks like in action
How to stay adaptable while keeping learning human

Connect with Steve Stookey
LinkedIn:   / stevestookey  
Email: [email protected]
Website: https://cypherworx.com/

Connect with Us
Company LinkedIn:   / flexion-inc  
Company Website: https://flexion.us/

If this conversation sparked new ideas or challenged your thinking, share this episode with a colleague and subscribe for more thoughtful discussions at the intersection of learning, leadership, and educational technology.

Join us next time on Chalk and Code, where the science of learning meets modern technology.