Real stories from teachers who found what's next.

This is "The Always A Teacher Podcast." These are the honest, unfiltered conversations I wish I had when I was navigating the world between the classroom and the corporate office. I talk with former educators about their journey, the challenges they faced, and how they built a new, fulfilling career without leaving their educator identity behind.

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K12 Stories

How a Teacher’s “Nurturing” Skill Builds a Marketing Career

November 3, 2025 | 30 min

Real stories from teachers who found what's next.

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How a Teacher’s “Nurturing” Skill Builds a Marketing Career

How a Counselor’s “Mission-Driven” Focus Led Her to a New Career in Edtech

From Principal to ‘Director of Teacher Happiness’: How Laura Litton Found Her ‘Why’ in EdTech

Beyond Soft Skills: How to Master the EdTech Job Hunt

A Mission to Close the Gap: From History Professor to EdTech VP

A Lifelong Learner: From Principal to EdTech Partnership Manager

From Murky Metrics to Clear-Cut Sales: A Principal’s EdTech Journey

How a “School Improvement Plan” Lands a Teacher a Sales Job

From “Problem-Solver” to “Problem-Finder”: A Principal’s Path to EdTech

From Medievalist to EdTech Founder: A Teacher’s Guide to the Job Market

A Teacher’s Winding Path: How a “Client-to-Colleague” Journey Led to Global EdTech

From Teacher’s Lounge Insight to EdTech Founder with Mike Cronley

Beyond “Just a Teacher”: Lissa Johnson’s Journey to Founding Mosa Mack Science

Shoot Your Shot: A Teacher’s Guide to Solving Problems and Building a Career

When You Love Teaching But Can’t Afford to Stay: Cris Slotoroff’s Story

How to Find an EdTech Career That Aligns With Your Mission

You Can’t Coach Care: Christine Hayes on Hiring, Networking, and Finding Your “Fixer” Role

Beyond “Just a Teacher”: Stephen Guerriero on LinkedIn, Authenticity, and Life After 20 Years

Picking a Direction: Gerard Dawson’s Path from Teacher to EdTech

The Three Beacons: How Your “Why,” Your Roots, and Your Network Shape Your Career

The Problem-Solver’s Path: Tia Carley on the “Perfect” EdTech Role for Teachers

From “Hand-Picked” Trainer to Director: Sarah McNeil’s “Moonlighting” Path to EdTech

From Passionate User to Passionate Employee: Susan Norwood’s Membean Story

Proud Math Person: Reframing Teaching Skills for an EdTech Sales Career

The “One Foot In” Strategy: Jennifer Ellegood’s 18-Year EdTech Journey

You’re Already in Sales: How Teaching Prepares You for EdTech

Ready to start your own journey?