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SideHustleGal-HaileyDale

Hailey Dale from Your Content Empire on The Side Hustle Gal Podcast

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Behind-the-scenes of my annual solo business plann

Behind-the-scenes of my annual solo business planning retreat 📝🗓️🌊

Stop wasting time on content projects that don’t m

Stop wasting time on content projects that don’t make you money ⬇️

Your big projects (the ones that’ll actually make you money) are collecting dust while you scramble to post daily.

You know that course, funnel or signature launch is essential for long-term growth. But your weekly content calendar won’t let you breathe long enough to actually build it.

So you end up in this push-pull where either your audience goes quiet OR your project stays unfinished.

Neither option feels good and both cost you money.

Through my content coaching and strategy work with hundreds of business owners, I’ve identified 5 specific content projects that’ll make you the MOST money in 2026.

Even better?

There’s a strategic order to tackle them that lets each project inform and improve the next. In the full video and blog post I break down why the order matters, what deliverables each project includes and my tips for making them easier, quicker and more profitable to finish.

Comment PROJECTS and I’ll send you the link to the full breakdown. Stop letting your most profitable projects sit on the back burner.

The difference between finishing your content proj

The difference between finishing your content projects and abandoning them? Replace your to-do list with a prompt list 👇

Last Monday, I looked at my list: new website copy, a mini course, a sales sequence, and a sales page. My old self would have created a detailed project plan with tasks, timelines, and deadlines. And then promptly felt overwhelmed and avoided all of it.

Instead, I used prompt plans.

Here’s the thing about content projects - they’re not like your regular weekly content. You can’t just “batch create” a sales page the way you batch Instagram posts. These projects require deep thinking, strategy, and a lot of original writing.

Traditional project plans break work into tasks: “Write homepage. Write about page. Write services page.” But that’s not actually helpful because you’re still staring at a blank page going “okay... now what?”

Prompt plans work differently. Instead of tasks, you have questions to answer.

If you’ve been putting off big content projects because they feel overwhelming, try this method. Break them into prompts instead of tasks. Answer questions instead of “writing copy.”

Want my complete prompt plan templates for websites, mini courses, sales sequences, and sales pages?

Comment PROMPT and I’ll send them to you.

Your project plans aren’t necessarily the problem.

Your project plans aren’t necessarily the problem. The way you’re breaking them down is 👇

I used to sit down with BIG plans (a new sales funnel, a webinar, a complete content series) and feel immediately overwhelmed. Like, where do I even start?

Turns out, the secret isn’t better planning. It’s better prompting.

The shift that changed everything for my business: Replace your project plan with a prompt plan.

Instead of one massive undertaking, break it into daily prompts: small, specific tasks you can knock out in a pomodoro.

You’ll know exactly where to start, what comes next and when you’ll be done.

Comment PROMPT and I’ll send you 3 content project prompt plans so you can finally tackle that project you’ve been putting off.

So you want to write a book next year… For years,

So you want to write a book next year…

For years, “write a book” was my white whale. The one goal I never reached no matter what coaches I hired or programs I joined.

What finally worked?

Stopping the separation between “book content” and “business content.” Your content IS your book.

Comment BOOK and I’ll send you my 4 more tips for writing your book next year (even if you don’t feel 100% ready)

📚 There were a lot of great books this year for sm

📚 There were a lot of great books this year for small business owners.

Here were some of my highlights (also the ones with a zillion of my own notes and highlights)

1️⃣ Staying Solo by Maggie Patterson - @bsfreebusiness
2️⃣ Give First: The Power of Mentorship Paperback by Brad Feld
3️⃣ The Science of Scaling by Dr. Benjamin Hardy + Blake Erickson - @drbenjaminhardy
4️⃣ Rich Relationships by Selena Soo - @selena_soo
5️⃣ Superagency: What Could Possibly Go Right with Our AI Future by Reid Hoffman + Greg Beato - @reidhoffman

Also…. I wish there was some source for the best small business book releases (especially those published through indie publishers or self-published) so I find myself going down a lot of rabbit holes trying to find them.

So what were some of your favourites published this year?

One content strategy shift made the biggest differ

One content strategy shift made the biggest difference in my clients’ sales numbers.

It’s simple but most business owners don’t do it: focus all your content around a single offer for a minimum of 4 weeks.

That means every blog post, YouTube video, social media post, story and email leads back to the topic of your paid offer. Not every piece needs to be a direct pitch, but it does need to be thematically connected.

Here’s why this works. When you finally switch into direct sales mode at the end of those 3-4 weeks, your audience doesn’t feel blindsided. You’ve been warming them up to the topic the entire time. They’ve been thinking about it, learning about it and getting familiar with your approach.

The goal? Your content should get people 80 to 90% of the way sold before you ever make a direct sales invitation. Your actual pitch is just what gets them across the finish line.
This is the difference between content that builds momentum toward your offers and content that just creates noise.

➡️ Want the full breakdown on how to plan content like a business owner? Comment BUSINESS and I’ll send you the complete video on content strategy for business owners.

🏷️ content strategy for business owners, content strategy for coaches, how to plan content, content planner

If you’re planning content like an influencer but

If you’re planning content like an influencer but running a business, we need to talk.

One of the biggest mistakes I see business owners make is using content strategies designed for influencers. They focus on trends, virality and building a following, without connecting any of it back to their actual business goals.

Here’s what most people don’t realize: influencers influence their audience on what to care about. They create demand.

Business owners meet their customers where they’re already at and speak to what they already care about.

That’s a completely different approach to content. And when you’re using the wrong strategy, your content might get engagement but it won’t drive sales.

In the full video, I walk through the four shifts that separate influencer content from business owner content and how you can start planning content that actually supports your revenue goals.

Your content should be building your business, not just your follower count.

❗️Ready to plan like a business owner? Comment BUSINESS and I’ll send you the full video.

🏷️ business owner content planning, how to plan your content, marketing strategy, content planner

You have 10 content planners and zero published po

You have 10 content planners and zero published posts. Let’s talk about why...

I love a fresh plan. Give me a new planner, a color-coded system or a fancy template, and I’m in heaven. But what I’ve learned (painfully) is that planning for planning’s sake isn’t helping anyone.

Planning without implementation is just a fancy way to avoid the scary part: hitting publish.

Swipe through this carousel and take the quiz. How many of these symptoms do you have? If it’s 3 or more, you’re caught in the procrastiplanning trap.

The good news? Once you see it, you can shift it.

Want my complete framework for planning content you’ll actually stick with?

✨✨✨✨✨✨✨✨✨✨

Comment PLAN below and I’ll send you the link to my full video where I break down exactly how to stop procrastiplanning and start publishing.

🏷️ content planning system, content marketing strategy, content creation tips, marketing systems, business strategy, social media planning, content strategy tips, online business systems, strategic content, marketing plan, 2026 content strategy, 2026 business planning

I have a little confession - I love creating a new

I have a little confession - I love creating a new plan (maybe a little toooooo much).

Give me a new planner, a colour-coded system, or a fancy template, and I’m in heaven. But what I’ve learned (the hard way) is that planning for planning’s sake isn’t helping anyone. Not you. Not your audience who actually needs what you have to say.

Planning without implementation is just a fancy way to avoid the scary part: hitting publish.

You feel productive because you’re doing something, but you’re not doing the thing that actually matters.

Your plan isn’t more important than your publish button.

That’s a big reason I completely revamped how I approach content planning this year.

I recently filmed a video (and wrote a blog post) breaking down the 10 biggest lessons I’ve learned after a decade of publishing the Content Empire Planner ↓

Comment PLANNER and I’ll send ya the link!

Comment SYSTEM and I’ll send you each system set-u

Comment SYSTEM and I’ll send you each system set-up in detail ➡️

I’m obsessed with systems because they let me work less, have a cozy life full of hobbies and still make consistent $50K months.

Swipe to sneak a peek at the main systems that make this possible and let me know if you want the detailed breakdowns of each system!

Stop believing these lies about content 👀 1️⃣ “Yo

Stop believing these lies about content 👀

1️⃣ “You need to be everywhere.”
→ Spreading yourself across 7 platforms isn’t strategy, it’s burnout. You need systems, not more apps

2️⃣ “Instagram alone is enough.”
→ IG is one piece of the puzzle, not the whole board. Your audience needs to see you in multiple spaces (a platform/strategy for each of these: expertise, attract, sell, engage)

3️⃣ “How-to content is dead.”
→ Wrong. Bad how-to content is dead. Strategic how-to content is still one of the fastest ways to build authority, expertise and trust.

4️⃣ “Consistency means posting daily.”
→ Nope. Consistency means posting strategically, on repeatable workflows, in a way you can actually sustain.

5️⃣ “Content has to be complicated to work.”
→ Complication kills consistency. Simplicity sells. If your system isn’t simple enough to run on repeat, it won’t get you to $10K months.

Comment LIES and I’ll send you a strategy that’ll simplify your content and help you turn it into consistent sales!

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Let’s Connect

Behind-the-scenes of my annual solo business plann

Behind-the-scenes of my annual solo business planning retreat 📝🗓️🌊

Stop wasting time on content projects that don’t m

Stop wasting time on content projects that don’t make you money ⬇️

Your big projects (the ones that’ll actually make you money) are collecting dust while you scramble to post daily.

You know that course, funnel or signature launch is essential for long-term growth. But your weekly content calendar won’t let you breathe long enough to actually build it.

So you end up in this push-pull where either your audience goes quiet OR your project stays unfinished.

Neither option feels good and both cost you money.

Through my content coaching and strategy work with hundreds of business owners, I’ve identified 5 specific content projects that’ll make you the MOST money in 2026.

Even better?

There’s a strategic order to tackle them that lets each project inform and improve the next. In the full video and blog post I break down why the order matters, what deliverables each project includes and my tips for making them easier, quicker and more profitable to finish.

Comment PROJECTS and I’ll send you the link to the full breakdown. Stop letting your most profitable projects sit on the back burner.

The difference between finishing your content proj

The difference between finishing your content projects and abandoning them? Replace your to-do list with a prompt list 👇

Last Monday, I looked at my list: new website copy, a mini course, a sales sequence, and a sales page. My old self would have created a detailed project plan with tasks, timelines, and deadlines. And then promptly felt overwhelmed and avoided all of it.

Instead, I used prompt plans.

Here’s the thing about content projects - they’re not like your regular weekly content. You can’t just “batch create” a sales page the way you batch Instagram posts. These projects require deep thinking, strategy, and a lot of original writing.

Traditional project plans break work into tasks: “Write homepage. Write about page. Write services page.” But that’s not actually helpful because you’re still staring at a blank page going “okay... now what?”

Prompt plans work differently. Instead of tasks, you have questions to answer.

If you’ve been putting off big content projects because they feel overwhelming, try this method. Break them into prompts instead of tasks. Answer questions instead of “writing copy.”

Want my complete prompt plan templates for websites, mini courses, sales sequences, and sales pages?

Comment PROMPT and I’ll send them to you.

Your project plans aren’t necessarily the problem.

Your project plans aren’t necessarily the problem. The way you’re breaking them down is 👇

I used to sit down with BIG plans (a new sales funnel, a webinar, a complete content series) and feel immediately overwhelmed. Like, where do I even start?

Turns out, the secret isn’t better planning. It’s better prompting.

The shift that changed everything for my business: Replace your project plan with a prompt plan.

Instead of one massive undertaking, break it into daily prompts: small, specific tasks you can knock out in a pomodoro.

You’ll know exactly where to start, what comes next and when you’ll be done.

Comment PROMPT and I’ll send you 3 content project prompt plans so you can finally tackle that project you’ve been putting off.

So you want to write a book next year… For years,

So you want to write a book next year…

For years, “write a book” was my white whale. The one goal I never reached no matter what coaches I hired or programs I joined.

What finally worked?

Stopping the separation between “book content” and “business content.” Your content IS your book.

Comment BOOK and I’ll send you my 4 more tips for writing your book next year (even if you don’t feel 100% ready)

Where coaches, course creators and service providers finally stop spinning their wheels and start building momentum with content systems that sell, strategic frameworks that scale and proven methods that turn scattered tactics into consistent $10K-$50K months.

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