Huckleberry Creative

Huckleberry Creative I'm Jess. I create branding, copy, and custom Squarespace websites for entrepreneurs on the rise.

Tired of making every decision about the future of your business by yourself? Let me be your brand director!Comment or D...
02/12/2026

Tired of making every decision about the future of your business by yourself? Let me be your brand director!

Comment or DM WAITLIST if you want to be the first to know when my books reopen next month.

If you know this is the year you hit a new level in your business, we should talk. Shoot me a DM.Or comment WAITLIST to ...
02/09/2026

If you know this is the year you hit a new level in your business, we should talk. Shoot me a DM.

Or comment WAITLIST to join the queue to get first dibs at slots plus other cool perks I’m still working on.

Have ideas of what you’d want for a waitlist bonus? I’m all ears. Tell me in the comments.

A founder’s brand can support positioning. But it can’t replace it.Positioning is:🖤 what you’re competing on🖤 what you’r...
02/06/2026

A founder’s brand can support positioning. But it can’t replace it.

Positioning is:
🖤 what you’re competing on
🖤 what you’re willing to do (and not do)
🖤 how the market sees your difference
🖤 why the right people recognize themselves immediately

When positioning is unclear, founders default to personal branding because it feels controllable.

But the work that actually compounds is quieter and more sustainable, clarifying the strategic ground you’re standing on so everything else stops wobbling.

That’s the difference between being known and being understood. The difference between a business built on attention and one built on clarity and results.

Personal brands make sense when:
🖤 the person is the product
🖤 visibility drives revenue
🖤 the business depends on constant presence

There’s nothing wrong with any of those things.. It’s just a specific model.

Founder-led brands are different. They’re built around:
🖤 a specific audience
🖤 a clear problem
🖤 repeatable decisions
🖤 a business that can outgrow the founder’s day-to-day presence

You can absolutely have personality. You can show up. You can have a point of view.

But personality is a component of content; it’s not the same thing as positioning.

Founder-led brands don’t erase the founder; they just stop making the business entirely dependent on them.

If you’re building a legacy business that compounds, scales, or eventually runs without you at the center, your brand has to orient outward.

Not toward you. Toward the people it’s meant to serve.

That’s the approach I help founder-led brands take. And I’m currently revamping the experience and container to make the results even stronger.

If you want to be the first to hear when it launches next month, comment or DM WAITLIST and I’ll add you.

Strategy that isn’t usable is just performance. Brands only work when they’re lived.And a brand that can’t guide decisio...
02/03/2026

Strategy that isn’t usable is just performance. Brands only work when they’re lived.

And a brand that can’t guide decisions is dead weight.

Comment or DM WAITLIST if you’re ready for a brand that actually does something.

I’m not trying to speak to everyone this year.I’m calling in a very specific kind of person.Someone who’s already built ...
01/12/2026

I’m not trying to speak to everyone this year.

I’m calling in a very specific kind of person.

Someone who’s already built something great. Who can feel their brand’s potential in their bones. Who values clarity, structure, and sustainability over flash and speed.

I want to help realign and hone what’s already working so it better supports the version of your business you’re evolving and growing into.

If this feels familiar, just know I’m building my next offer with you in mind.

Watch this space.

This is one of those probably overdue posts.If you’re new here: welcome.If you’ve been here a while: thanks for sticking...
01/10/2026

This is one of those probably overdue posts.

If you’re new here: welcome.

If you’ve been here a while: thanks for sticking around while things evolved (and I occasionally fully ghosted this platform).

This year, I’m not really interested in showing up as a personal brand™ or pretending I have everything figured out. I’m just trying to build a business that feels good to run and does right by the people I work with.

Around here, you can expect brand + web design thinking explained like a human, some behind-the-scenes of a rebuilding year, creative experiments in real time (hits and misses), and probably more dog content than strictly necessary.

Merry will be processing his feelings. Pippin will be supervising.

I’m still figuring a lot of things out as I go. If you’re into that kind of energy, I’m really glad you’re here. 🤍

You’re not “bad at websites.”You’re not indecisive.And you’re definitely not alone.That constant itch to tweak, update, ...
06/05/2025

You’re not “bad at websites.”
You’re not indecisive.
And you’re definitely not alone.

That constant itch to tweak, update, or redo your homepage? That’s your intuition saying:
❎ “This doesn’t represent me.”
❎ “This doesn’t feel right.”
❎ “This isn’t working.”

It’s not a design flaw. It’s a clarity gap.

When you don’t have a clear brand identity—your voice, your visuals, your vibe—every page edit feels like a guess. So you keep changing fonts, rewriting bios, and rearranging layouts, hoping something finally clicks.

Let’s stop guessing.

I built a quick, strategic audit tool to help you pinpoint why your site might not be converting—and what to fix first.

Comment or DM the word TEST, and I’ll send you the free Website First Impressions Test. You’ll get guidance to help you harvest feedback to see your site the way your audience does (and know what to fix fast).

You’re not doing anything “wrong.”But if your brand still isn’t converting, here’s what might be going on 👇It’s so easy ...
06/03/2025

You’re not doing anything “wrong.”
But if your brand still isn’t converting, here’s what might be going on 👇

It’s so easy to check off the boxes:
✅ You picked a color palette
✅ You have a logo
✅ You even made a Canva template or two

But then… crickets. 😬
You’re still undercharging.
You’re still stalling on posting.
You’re still tweaking that damn homepage.

That’s because good branding isn’t just a checklist—it’s a strategy. And without the right foundation, all the “assets” in the world won’t move the needle.

If you’re tired of guessing what’s off and ready to actually feel confident sending someone to your site, I made you something:

Her name’s Betty. She’s your new brand bestie. And she’ll tell you exactly where your brand is killing it—and where it’s quietly costing you clients.

Comment or DM me the word BETTY to get your free brand confidence check. She’s ready to spill the tea 🫖

One of the best business decision I made early in my entrepreneurship journey wasn’t related to my business model or my ...
05/30/2025

One of the best business decision I made early in my entrepreneurship journey wasn’t related to my business model or my offers or my pricing...

I outsourced my taxes.

Up until then, I was doing it all myself—Googling deductions at midnight, wrestling with spreadsheets, and praying I hadn’t messed something up when I hit “submit.”

I told myself I was being scrappy.
Saving money.
Staying in control.

But in reality? I was wasting time, making avoidable mistakes, and holding onto a task that drained me every single year.

The turning point?
Missing a deduction that cost me way more than what I would’ve paid a CPA to do it right.

Outsourcing didn’t just save me money.
It gave me peace of mind.
It freed up brain space.
And it reminded me that just because I can do something doesn’t mean I should.

And I see this exact same pattern in small business owners when it comes to their branding and websites.

They DIY everything—fonts, templates, colors, Canva chaos—thinking it’s smart to wait.

To “earn” the upgrade.
To make it work just a little longer.

But behind the scenes?
It’s draining them. Slowing their growth. Making them cringe when someone asks for their site link.

So I’m just gonna say this:
If you’re still DIYing your brand, but it no longer matches the quality of your work—it’s time.

Time to stop duct-taping. Time to stop stalling. Time to get some clarity around what needs to shift.

Comment or DM BETTY and I’ll send you the link to chat with Betty the Bot, who’s amazing at helping you figure out exactly what’s working in your brand and what’s not.

Because when you stop clinging to the stuff you should’ve delegated months ago? Everything else gets easier.

Most small businesses fall into two branding traps...They either spend too much too soon—or wait too long and stay stuck...
05/27/2025

Most small businesses fall into two branding traps...

They either spend too much too soon—or wait too long and stay stuck.

But here’s the real secret:
Your brand should grow with you.

What you need when you’re just starting out is wildly different than what you need once you’re booking clients or building a team.

That’s why I created the Brand Growth Blueprint—it helps you figure out what kind of branding makes sense for where you are right now.

🪜 Exploring: Start simple. Focus on clarity and trust.
🔥 Bootstrapping: Upgrade to something cohesive. Brand kits and templates are your best friend.
🌱 Growing: Tighten your visuals. Build recognition. Get strategic.
📈 Scaling: Go custom. You’re building long-term assets now.
🏆 Expanding: Evolve your brand. Lean into authority and impact.

You don’t need to go custom if you’re still figuring out your niche.

And you don’t need another Canva quick fix if you’re scaling fast.

Comment or DM BETTY and I’ll send you a link to check out my custom GPT that helps you audit your current brand.

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Pensacola, FL

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