Welcome back to the Profitable Web Designer Podcast! I am so excited about this conversation with my friend Josh Hall. Josh is a web design business coach, host of the Web Design Business Podcast, fellow central Ohioan (how did it take us this long to meet?!), and truly my brother-from-another-mother. We’ve been having the best conversations off-mic, so I knew I needed to bring him on and share this one with you.
From Cabinet Maker to Web Designer
Here’s what I love about Josh: he didn’t wake up one day with a fully formed, perfectly “business-minded” brain. He fumbled into web design the way so many of us do. He was a cabinet maker by day, drummer by night, got laid off in 2009, dove into Photoshop, started designing band merch, and then someone asked the magic question: “How much would you charge to do our artwork?” That moment cracked open the idea that creative work could be paid work. From there he stepped into graphic design, and then—because this is how it usually happens—someone asked if he could build a website. He learned Dreamweaver, took a night class on HTML, and said yes.
I told Josh on the show that I used his tutorials back in my own early days, and I know a lot of you did too. But neither of us started out as “business people.” Josh shared that his money mindset was so limited at first that he thought making his age in annual income would be “awesome.” He also shared his very first Craigslist ad… the headline was “cheap web design.” Guess what kind of clients that headline attracted? He sold his first website for $300 and threw in logo design for $50 more—ouch. He did seven brochure designs and a folder for $150 for a construction company and felt like he might have been charging too much. Looking back, he realized those same clients would have happily paid 10x that if he’d positioned and priced differently.
The Trap of Undercharging
We unpacked why that happens. When you don’t see your work as an investment that creates outcomes for your clients, you feel like you’re taking money from them. You undercharge, you overdeliver, and you set your business up to need 100 clients a year just to hit six figures. Josh did the math: if you’re charging $1,000 per site and that’s your only offer, that’s 100 builds a year to hit $100k. That’s not sustainable or fun. Raising your rates is not a “someday” goal—it’s a survival strategy.
How Josh Broke Through His Pricing Ceiling
So how did he shift? Incrementally at first—moving from the “same price bucket” ($1,000 to $1,500), and then making the leap when he recognized a legit opportunity. For a trucking company project, he quoted $3,500—well beyond what he’d charged before—and they said yes. That was the crack in the ceiling. He realized he could have been charging that all along. From there, none of his projects started under $2,500. And once you cross that line, it’s really hard to go back to underbidding. Your clients take you more seriously. You take yourself more seriously. Projects run smoother. Everyone wins.
The Problem with Trades and “Opportunity Work”
We also talked about trades and “opportunity work.” If you’ve ever been offered a free/discounted build in exchange for “exposure” or “future referrals,” you know the trap. Josh has done trades that worked and trades that did not. His playbook if you choose to do one (only to seed a portfolio): treat it like a real project. Written contract. Scope, deliverables, timeline. A $0 invoice that shows the full value with a line item discount to zero. Require a testimonial. And be clear that this is about your business goals—not vague promises. Otherwise you’re just subsidizing someone else’s business with your unpaid labor. Bonus truth bomb: trade work isn’t a tax write-off.
Boundaries That Protect You and Your Clients
We got into boundaries, too. Friends and family “favor” projects? The plumber analogy is perfect—no one expects eight hours of free plumbing for a six-pack. When someone asks, my default is, “Great—book a consult and I’ll get you a quote.” Assume professionalism and payment. For everyone else, set boundaries from moment one. Your process is the boundary: discovery, scope, deliverables, timelines, rounds, what’s included, what’s not. When someone asks you to veer outside, you “reset” the boundary and present options. It protects your time, your creative energy, and the results your clients are paying for.
Dismantling Imposter Syndrome
We spent time on imposter syndrome because it’s the silent handbrake on pricing and sales. Josh shared a quote from Troy Dean that I love: “You don’t need to be the best web designer, period—you just need to be the best web designer in your client’s sphere.” Your clients don’t know what a domain registrar is, how page structure affects conversions, or why performance matters. You do. You’re being paid to figure things out, not to already know every single thing that might come up. That’s value.
Becoming Business-Minded on Purpose
Another pivotal piece for Josh was becoming business-minded on purpose. He joined a local networking group, met a business coach, and learned why trading services for coaching wasn’t a fit—because both parties need to value the exchange. He joined their program, invested, and committed. He started reading (because yes, reading can be rocket fuel when you’re actually applying it). He connected with other web designers and realized that $10,000+ projects are normal for studios with overhead and teams. The point wasn’t to copy their model; it was to expand what he believed was possible.
The Power of Relationships
Relationships changed everything. Josh started a Facebook group for Divi web designers that grew like crazy. He noticed that the Elegant Themes blog manager posted from Columbus (hello, neighbor), invited him to coffee (also our favorite growth strategy), and that coffee led to paid writing opportunities on a site with 1.5 million readers. He launched joshhall.co, started posting Divi tutorials on YouTube, and built momentum. His first course—on maintenance plans—brought in 82 students and over $10k on the launch. He grew his maintenance and hosting MRR to nearly $5k/month, brought on a designer (Jonathan), and freed himself up to sell, onboard, and lead.
Selling Without Feeling Salesy
We also talked about the spectrum from extrovert to introvert and how to sell without feeling salesy. I’m introverted by nature. Josh is more extroverted. We both agree: the key is to find the format that fits your nervous system and energy, and then show up without an agenda. Coffee chats. Small groups. Real conversations. Curiosity over performance. Every major opportunity in Josh’s business—and in mine—started with a conversation where nobody was “pitching.” He even mentioned a recent coffee with Matt Gartland (CEO of Smart Passive Income) that led to a private quarterly mastermind with powerhouse creators in central Ohio—yes, including James Clear. You cannot plan that on a content calendar. You can create the conditions for it by being a person, caring about people, and showing up.
Collaboration Over Competition
We hit on “coopetition,” too—collaborating with people you once viewed as competitors. Josh partnered with agencies and SEO pros rather than trying to be everything. You can absolutely do the same: focus on what you love and what you’re great at, and bring in partners for the rest. It raises the quality of the work and lowers the stress. Everyone eats.
Why Higher Prices Create Better Clients
One of my favorite reframes from Josh was about pricing and outcomes. Higher prices tend to create better clients because they’re invested—hungry but not stressed out. That level of commitment speeds up content collection, improves communication, and makes clients far more open to your recommendations. Your price, boundaries, and process all work together to create a project container where results are inevitable.
What He’d Tell Early-Career Josh
Near the end, I asked Josh what he wishes he had known or believed in those early days. His answer: “You are worth way more than you think you are.” That shift—from undervaluing himself to recognizing the value of his experience—changed everything about how he priced, positioned, and sold his work.
Valuing Your Experience
He also shared a valuation reframe that stopped me in my tracks. A colleague asked him how much he’d generated over his 13-year journey. His answer: about $1.5 million. The follow-up: “So your knowledge and experience are worth $1.5 million. Are you telling me you can’t offer something for several thousand dollars?” It’s not about charging for charging’s sake; it’s about appropriately valuing the results your experience helps clients create. And as I added on the show: the right price can benefit your client because it invites the level of commitment required for transformation. We want clients “all in” on their outcome, not comfortably dabbling.
What’s Next for Josh
Before we wrapped, Josh shared some changes he's making to his programs that we'd previously chatted about over coffee, reorganizing his courses with group coaching and community, plus he’s reorganizing five years of content so students can find exactly what they need without overwhelm. We’ll have him back when it’s ready to go deeper on that.
Takeaways You Can Use Right Now
- Raise your rates before you feel ready. The math—and your sanity—demand it.
- Stop doing “opportunity work.” If you do a trade to seed your portfolio, treat it like a real project with a $0 invoice, contract, and required testimonial.
- Set boundaries from the first touchpoint. Your process is your protection.
- Sell by serving: be curious, generous, and agenda-free in conversations.
- Remember Troy Dean’s reframe: you only need to be the best web designer in your client’s sphere.
- Partner up. You don’t need to (and shouldn’t) do everything yourself.
- Price for “hungry but not stressed.” That’s where results—and great relationships—live.
Final Thoughts
If you’ve been undercharging, overdelivering, and overworking, let this episode be your sign. You don’t have to grind your way to a sustainable business. You can decide to run it differently—today.
Go connect with Josh at joshhall.co and subscribe to his Web Design Business Podcast (start with episode 201 for our deep dive on pricing and money mindset). And if you’re ready for support implementing these shifts, come work with us inside the Web Designer Academy. We’ll help you price, package, and sell projects in a way that creates freedom, flexibility, and financial independence—without burning out.
Connect with Josh Hall:
- Website: https://joshhall.co/
- Podcast: https://joshhall.co/podcast/
- YouTube:https://www.youtube.com/c/JoshHallco
- Check out my episode with Josh on his Podcast here: https://youtu.be/rpscFFq7o_E
- Check out Josh’s Web Designer Pro coaching program