In this first-ever Collab Week episode of Wantrepreneur to Entrepreneur, four past guests come together to answer one powerful question:

What’s a tiny decision you made that changed everything?

You’ll hear from Stephen Custer of Dry Humor Marketing, Nate Hebbert of SelfWare Consulting, Drew Dorenfest of Client Magnet CRM, and Janice Kephart of ZipID as they each share a seemingly small moment that created a major ripple effect in their entrepreneurial journey.

From writing down a goal, to helping a friend for free, to saying yes to a terrifying opportunity, to using a job as a training ground for future business ownership, this episode is a reminder that transformation rarely starts with a grand master plan. More often, it starts with one small, decisive action.

For any wantrepreneur or entrepreneur feeling stuck, this episode offers real-world proof that the next move doesn’t have to be massive. It just has to be intentional.

✨ What You’ll Take Away

In this episode, you’ll hear how small decisions can become major turning points, including:

Why writing down your goals can help shape your identity and future direction.
How one free project can become the proof of concept that launches a business.
Why scary opportunities often become the moments that create credibility and confidence.
How your current job can become a paid training ground for your future company.
Why you don’t need perfect clarity to begin — you just need one committed step.
How tiny moments of courage, service, and curiosity can compound into major entrepreneurial momentum.

🎙️ Meet the Collab Week Contributors

Stephen Custer — Dry Humor Marketing
Stephen started Dry Humor Marketing because he believes marketing is seriously fun. He helps clients combine strategy, data, and authentic storytelling so they can inspire people to act instead of simply throwing ideas against the wall to see what sticks.

Connect with Stephen:
Website: https://www.dryhumormarketing.com/
LinkedIn: https://www.linkedin.com/in/stephen-custer/

Nate Hebbert — SelfWare Consulting
Nate Hebbert is an entrepreneur and software engineer who previously worked for 3M, KPMG, and Domo, where he developed custom Java code for Fortune 500 clients. After experiencing burnout firsthand, he became obsessed with helping tech companies beat burnout without pressing pause. Today, he is the founder and CEO of SelfWare Consulting.

Connect with Nate:
Website: https://selfwareconsulting.com
LinkedIn: https://www.linkedin.com/in/beat-burnout
YouTube: https://www.youtube.com/@SelfWareConsulting

Drew Dorenfest — Client Magnet CRM
Drew Dorenfest is a marketing expert who has worked with global brands including Netflix, Apple, Warner Bros., the NFL, and more as a video editor. Today, through Client Magnet CRM, he helps small business owners grow their brands through more clients, more 5-star reviews, and more sales.

Connect with Drew:
Website: https://clientmagnetcrm.com

Janice Kephart — ZipID
Janice Kephart is the founder of ZipID and brings decades of experience at the intersection of law, policy, national security, identity verification, and biometric technology. Her work has included drafting the federal identity theft criminal statute, serving with the 9/11 Commission, contributing to REAL ID and biometric border entry-exit systems, and now building technology to bring greater trust and integrity to identity verification.

Connect with Janice:
Website: https://www.zipidapp.com
LinkedIn: https://www.linkedin.com/in/janicekephart/

💡 Key Lessons From This Episode

Define who you’re becoming.
Nate’s story shows the power of writing down your goals and allowing that act to shape your identity, attention, and future decisions.

Create proof before you chase perfection.
Drew’s story is a reminder that helping one person, even for free, can become the case study that gives you confidence and opens the door to paying clients.

Say yes before you feel ready.
Janice’s story reveals how one intimidating opportunity can become the moment that changes how you see yourself and how the world sees your expertise.

Use where you are to build where you’re going.
Stephen’s story shows how your current job, role, or environment can become the place where you develop the exact skills you’ll later use to build your own business.

🧠 Memorable Moments

“Your environment and the experiences that you've had in the past do affect who you are right now, but the future in so many ways is for you to decide.” — Nate Hebbert
“That small decision just to help a friend and try something changed everything for me.” — Drew Dorenfest
“It gave me the confidence that I had something to offer in a way that I never had it before.” — Janice Kephart
“I learned how to make videos that engaged people and educated them and most importantly caused them to act.” — Stephen Custer

🚀 Action Steps For Wantrepreneurs and Entrepreneurs

Write down one goal you want to grow into and keep it somewhere you’ll see it often.
Find one person or business you can help this week to create real-world proof of your skills.
Say yes to one opportunity that scares you but could stretch your credibility.
Look at your current job, project, or environment and ask: “What skill can I develop here that my future business will need?”
Stop waiting for the huge breakthrough and identify the tiny decision you can make today.

1483: A TINY decision that changed EVERYTHING (first ever W2E collab episode!)

Wantrepreneur to Entrepreneur | Start and Grow Your Own Business

1483: A TINY decision that changed EVERYTHING (first ever W2E collab episode!)