The Jump Moment
What does it take to go from dreaming to doing?
The Jump Moment.
Every creative who’s made the leap to freelance has had a Jump Moment. Sometimes it’s a bold, unmistakable event. Other times, it sneaks up slowly, shaped by life’s circumstances or a quiet realization.
And if you’re dreaming of turning your creative hobby into a business, chances are you’re searching for that moment, wondering, “Is now the time to jump?”
In each episode, I sit down with creatives and entrepreneurs to explore their Jump Moment—the fears they faced, the courage it took, and the lessons they learned along the way.
These stories will inspire you, show you that you’re not alone, and give you the tools and confidence to take your next step.
Your Jump Moment might be just around the corner. Let’s get you ready for it.
The Jump Moment
Say yes first | How seizing one opportunity changed everything for Travis Whatley
This week’s resource is the Jump to Freelance group on Skool.
Freelancing doesn’t have to be lonely. Join a community of like-minded creatives who understand the journey you’re on. Whether you’re dreaming, planning, or building momentum after making the jump, this group offers support, live Q&A’s, and expert guidance to help you thrive—together.
Join the group.
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Travis Whatley didn’t feel ready. He didn’t even know what WordPress was. But when someone asked if he could build a website, he said yes—and that one decision launched a freelance journey that became a thriving agency. In this episode, Travis shares how ministry, burnout, and faith collided to shape his path to entrepreneurship, and why waiting to feel qualified can keep you from the exact opportunity you're meant for.
Episode Highlights:
- Why readiness is overrated—and responsiveness is everything
- How Travis turned a single freelance gig into a full business
- Why your past jobs (even the weird ones) may be preparing you
- The link between ministry, marketing, and meaningful work
- How to overcome fear and imposter syndrome by building momentum
About Travis:
Travis Whatley is the founder of Holy Webs, a digital marketing agency helping small businesses grow through websites, SEO, and social media. Originally a youth pastor, he discovered his passion for marketing and turned it into a thriving business. With over 150 websites built, he is now expanding Holy Webs through the Local LeadersMarketers program and his book, "Count Me In." Focused on relationships and community impact, Travis is dedicated to helping businesses and ministry leaders succeed online.
Holy Webs University:
ARE YOU A MINISTRY LEADER? Build a Profitable Digital Marketing Business & Create Financial Freedom Imagine launching your own Holy Webs business for FREE, serving local businesses, and generating steady income—all without juggling a side gig that pulls you away from your ministry.
Learn more at holywebsuniversity.com.
Connect with Travis on Facebook
Explore the Jump to Freelance community, 1:1 coaching, and more at jumptofreelance.com. Take your first step today!