CREATIVE ENTREPRENEUR COACHING

CREATIVE ENTREPRENEUR COACHING

Get past the ceiling that’s limiting your growth

Get past the ceiling that’s limiting your growth

Four one-hour calls with me, weekly over one month. Your brand, your systems, your content, your money, whatever’s actually in the way. I take three people at a time.

Four one-hour calls with me, weekly over one month. Your brand, your systems, your content, your money, whatever’s actually in the way. I take three people at a time.

Jesse Showalter

Creative Coach

I've built my creative business over the last 7 years to profitable, sustainable, and fun. I can help you do the same.

Jesse Showalter

Creative Coach

I've built my creative business over the last 7 years to profitable, sustainable, and fun. I can help you do the same.

THE CEILING

Every creator hits these three problems.
Most misdiagnose two or more.

Every creator hits these three problems.
Most misdiagnose two or more.

The money ceiling

You’re making a living and trading hours for it, but you’ve run out of hours. Rates, offers, products, sponsorships. Something has to change.

The systems ceiling

You are the bottleneck. Every post, every edit, every invoice runs through you. You’ve bought the tools. They’re sitting there unconnected.

The mental ceiling

You know exactly what to do. You’re not doing it. That’s not a strategy problem, and no course is going to fix it. What you need is a plan with accountability.

THE COACHING CONTAINER

Four direct conversations. Built around what you need right now.

Four direct conversations. Built around what you need right now.

No formulaic curriculum. We’ll work on the actual decision, bottleneck, or opportunity in front of you and make it actionable.

$2,000

4 × 60-minute calls

Weekly, over one month

Paid upfront · 3 spots at a time

HOW IT WORKS

Before call one you fill out a short intake what you make, your numbers, what you’ve tried, so we don’t spend the first hour catching me up. During each call we focus on a specific area of your business but every call is customized to your needs.

CALL 01

Diagnose the issue

We find the real ceiling. Most people are wrong about which one they’re on.

CALL 02

Build the plan

We build the specific path forward, system, workflow, whatever the situation calls for.

CALL 03

Do the work

You’ve started. We fix what's broke. This is where the useful stuff happens.

CALL 04

The handoff

What runs without me, and what you do for the next ninety days.

The work is yours.
The perspective is shared.

The work is yours.
The perspective is shared.

01

Personal brand

Shape a point of view, sharpen your positioning, and create a platform that makes your work easier to choose.

02

Automation & systems

Find the recurring work draining your energy, then build a lighter, smarter operating system around it.

03

Content that compounds

Turn good ideas into a repeatable publishing rhythm that builds trust, reach, and opportunities over time.

04

Business growth & finances

Price with more conviction, spot the right growth levers, and build a business that can support the life you want.

FIT

Built for people already in motion.

Built for people already in motion.

This is for you if

You’re a creator, freelancer, or solo founder already earning from your work

You have an audience or a client base and can’t see the next rung

You’ve outgrown advice from people who don’t ship anything

You want someone to look at your actual numbers, your actual funnel, your actual stack

This isn’t for you if

You’re starting from zero and want a beginner roadmap

You want someone to build it for you—that’s my agency, not this

You want me to tell you what you’ve already decided

You’re looking for weekly accountability check-ins—four calls won’t do that

WHY ME

Not a coach. Still in the chair.

Not a coach. Still in the chair.

I run Good Fight Creative, a four-person design agency shipping product work for founder-led startups, seventeen years into this industry. I make videos for 450K+ subscribers on YouTube, write to 20K+ people every month, and run Design Champs, a free community of 6,000+ designers. All of it is running right now. And I’ve hit every one of these ceilings myself. The money one twice.

Years in the industry

17

YouTube subscribers

450K+

Newsletter readers

20K+

Design Champs members

6K+

QUESTIONS

Asked before applying.

Asked before applying.

How is this different from the Design Champs bootcamps?

Do I need a certain audience size or revenue?

Can I bring my business partner?

What if four calls isn’t enough?

Why not just watch your YouTube channel?

Do I get access to you between calls?

APPLY

You’re ready to stop carrying every decision alone.

You’re ready to stop carrying every decision alone.

Three spots at a time—that’s all my agency schedule allows. Fill out the application and I’ll come back to you within a few days. If it’s not a fit, I’ll tell you and point you somewhere better.

Three spots at a time—that’s all my agency schedule allows. Fill out the application and I’ll come back to you within a few days. If it’s not a fit, I’ll tell you and point you somewhere better.

I'm available

Let's Connect

Feel free to contact me. I'm available for
new projects or brand partnerships.

Jesse Showalter

I'm available

Let's Connect

Feel free to contact me. I'm available for
new projects or brand partnerships.

Jesse Showalter

I'm available

Let's Connect

Feel free to contact me. I'm available for
new projects or brand partnerships.

Jesse Showalter