Meet Jenna Webb — Course Strategist for Coaches & Experts
The person you call before you waste three months building the wrong thing.
About Jenna
The strategist coaches and experts call before they build the wrong thing.
Most people who land here are in the same spot: you know you have a course in you, you've probably got half the content sitting in a folder somewhere, and you're stuck on the part nobody talks about — will this actually sell, and am I building it in the right order?
That's the question I answer for a living.
I'm Jenna Webb, a course strategist and instructional designer with $2M+ in course sales and 10+ years building courses that sell. Not client results I'm borrowing — that's my own course business, built and scaled before I ever started doing this for other people.
This is the part that matters more than it sounds: I'm not a copywriter who learned a little about courses, or an instructional designer who never had to sell anything. I've done both — at scale, with my own money on the line.
See what this looks like in action → View Portfolio
Who I help
Coaches and experts who want to turn what they know into a profitable online course — without wasting months on the wrong offer, the wrong outline, or the wrong tech.
If you're asking "will my course idea actually sell," "what should I leave out," or "do I DIY this, get strategic help, or hire someone?" — you're in the right place. Those are exactly the decisions I help you make before you invest.
Where to start
The smartest first step is almost always strategy, not recording. Depending on where you are:
Just exploring? Grab the free Pre-Build Checklist.
Want to pressure-test your idea? The Course Sales Scorecard + USP Builder scores your idea and sharpens what makes it worth buying.
Ready to build it right? The FLO Course Strategy Blueprint is the strategy-first source of truth for your whole build.
Why I do this the way I do
Here's what I learned the expensive way: a course that sells isn't built by starting with content. It's built by starting with the promise, the positioning, the buyer transformation, and the marketing message — before a single lesson gets recorded.
Most coaches and experts skip straight to outlining and recording, because that feels like progress. Then they end up with a beautiful course that nobody buys. And a beautiful course nobody buys is still an expensive little heartbreak.
I sit in the spot most people miss — the middle, where course strategy, instructional design, marketing, and monetization actually connect. An instructional designer shapes the learning experience. A launch consultant focuses on selling. A tech VA sets up your platform. I make sure the offer, promise, curriculum, and sales message are aligned before you build, so the thing you spend months on is the thing your buyers actually want.