Hi, I'm Jason Weiland

Welcome to Copy Over Coffee!

I’m a long-time freelancer, writer, and web designer who’s hit reset more times than I can count (and somehow keeps bouncing back). This blog is where I share the real stuff — not the influencer version of freelancing, but the quiet wins, awkward client calls, big comebacks, and lessons learned from two decades of doing this work off and on.

Whether you’re chasing your first client or trying to find your footing again like me, this space is for you. Expect a mix of strategy, storytelling, and strong coffee — all served with honesty and a bit of grit. No hype. Just what it’s really like to build something on your own terms.

About the Blog

Copy Over Coffee is a behind-the-scenes look at what freelancing really feels like — the restarts, the wins, and the weird stuff in between. Written by a longtime creative who’s seen both feast and famine, this blog offers a grounded take on building a business when life doesn’t follow a straight line. It’s not about hacks or hustle culture — it’s about showing up, doing the work, and figuring things out one honest step at a time.

You’ll find posts about pricing, pitching, content writing, and building websites — plus real-life stories about living 8,000 miles from family, navigating change, and learning how to rebuild a career with intention. Whether you’re in your first freelance year or rebooting after a break, this blog is meant to feel like a conversation between friends—over a strong cup of coffee.

Share This