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Ultimate Guide to Creating a Free Challenge

Hailey Dale
Challenge Kit - How to Create a Free Challenge Your Content Empire

HEY THERE!

I’m Hailey – content strategist and founder here at Your Content Empire where we help you create more profitable, purposeful and productive content — and hopefully enjoy yourself more while doing it too. Learn more about me here >>

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Ultimate Guide to Creating a Free Challenge

Challenges have a really special place in my heart and business. I started using a free challenge about four years ago to launch my signature program and mastermind course, and they’ve always proven super successful. 

What I love about them is not just the sales aspect, but I also found that they’re SUCH a great way for me to feel more connected with my audience. It’s such a winning combination for a launch, promotion, or simply just to further engage with your audience.

In this post, I’m walking you through my entire step-by-step process so you can plan and create your own challenge. I even put together a FREE Challenge Planning Kit, which you can download by hitting the banner below this. 

Challenge Kit - How to Create a Free Challenge Your Content Empire

When to Create a Free Challenge

Unlike a lot of other freebie options you might find, like webinars or quizzes, challenges are the most versatile. 

I’ll be real with you though, creating one takes a lot of effort. The right time to run one is when you have the time to fully dedicate yourself to it. Even though a five-day challenge sounds short, you actually need to block off two full weeks in your calendar in order to do all the ramp up and promotion needed. 

The versatility of a challenge versus other content types, though, is that you can pretty much launch anything off the back of a challenge.

 

Phase 1: Planning your challenge

Let's get down to the business of actually PLANNING your free challenge. 

Step one is figuring out the topic of your challenge:

It’s key to know the topic before moving forward and promoting your challenge. 

I like to start with a giant brainstorm where no idea is a dumb idea. Write down as many ideas as possible, sourcing from your inspiration bank, your saved files, anything, until you have a ton of options to choose from. If you’re needing some help getting started, click here to see my expert mapping process. 

Once you’re done your brainstorm, it’s time to take your ideas through an evaluation process and begin narrowing down the topics. Cross an idea off the list if it doesn’t meet these criteria: 

  1. Does this topic relate to the offer I want to sell at the end of my challenge?
  2. What actually feels doable and what do I have the bandwidth to create?
  3. Is this a topic that excites me? 
  4. Is this something that my ideal client would be interested in?

Hopefully, you’re left with a few great ideas, so choose the one that speaks to you the most or has the strongest relationship with your offer.

 

Step two is to determine the purpose of your challenge:

Next, it’s time to think about the purpose of your challenge. What’s it all about? What’s my audience going to do? Why are they interested in signing up? 

Then you need to think about the takeaways for your audience, both tangible and intangible. What’s that pot of gold at the end of the rainbow for them? 

TANGIBLE: What content or creation are they walking away with?

INTANGIBLE: What are the benefits, skills, and knowledge they’re going to get from completing your challenge?

When I think about my monthly content sprint challenge, my audience is walking away with all of their monthly content created and scheduled (tangible). They’re now able to take a content hiatus or sabbatical, and they’ve also learned that YES, it’s possible to batch their content and fit it into their life instead of struggling week after week to get content out there (intangible). 

Lastly, how does this challenge relate to your paid offers? This is your time to get super clear on how your challenge is priming people to say YES to your offer. Describe all the ways the two connect before getting tactical. 

Step three is to decide on dates for your challenge:

Once you have all the above done and dusted, it’s time for you to choose the dates you’re going to run your challenge. I recommend a length of five days. It’s the sweet spot between three and ten, where you can get your audience super excited and keep them there for the length of the challenge. 

Phase 2: Mapping your Free Challenge Content

Now that your key dates are set, you can move onto phase two, mapping out your challenge content. I remember this process by thinking about what my participants will learn (head), do (hands), and feel (heart) for each day of the challenge. 

Definitely go and download my FREE Challenge Planning Kit, as it’s going to be ENORMOUSLY helpful in mapping out all these pieces. 

Challenge Kit - How to Create a Free Challenge Your Content Empire

Once you’ve mapped out your challenge, you need to decide how you’re going to deliver and get eyeballs on it. Are you going to promote it through daily emails, on a Facebook group, or are you going to host it on a webpage? Get clear on the delivery mechanics of your challenge before actually creating the challenge content. 

Phase 3: Creating your Challenge Content

Now we’re ready to get our hands dirty and create your daily challenge content. Use my template to draft it all up!

How to Create a Free Challenge by Your Content EmpireThis is where you’ll be creating: 

  • Daily Emails
  • Daily Social prompts
  • Daily Videos
  • Daily Worksheets

I like to start with worksheets, then video outlines, emails, then social prompts. Finally I record the video and fine tune all the content. 

You might have heard about the snowflake method. So for each of the days your challenge will be running, start with a loose outline, adding subpoints as I go. You get deeper and deeper into those subpoints, so every subpoint has a subpoint, and the content starts to expand and snowflake out. 

Schedule yourself three to five days to create all of this. And while yes, I know that sounds like an investment of time, but you can repurpose it and reuse it over and over. 

Phase 4: Designing your Free Challenge

There are a lot of pieces to design when it comes to a challenge—social graphics, email banners, worksheets, oh my! So here’s a rough checklist of the different types of designs to think about (although you may not need all of them): 

Daily Content Checklist: 

  • Downloads, like worksheets or PDFs
  • Email banners
  • Page banners
  • Prompt images for social media
  • Challenge banner

Promotional Graphics Checklist: 

  • Cover image for your Facebook group
  • Cover image for your Facebook page
  • Instagram images
  • Instagram story images
  • Facebook images 

If you’re needing help creating graphics, I highly recommend Creative Market or Nicole Yang for downloadable templates. 

Phase 5: Promoting your Free Challenge

You’ve designed your challenge and created the content, so now it’s time to promote it! 

Here are the different things to consider when putting together your promotion plan for your challenge:

  • What are the different paid opportunities you want to use to promote this challenge? Facebook ads, Instagram ads, sponsorships, affiliate marketing?
  • What shared opportunities do you have to promote your challenge? This could be asking for shares on your thank you page or creating a social media incentive to unlock the challenge. 
  • How will you get in front of other people’s audiences? Can you arrange interviews, do some guest posts, or teach? Put those business friends on speed dial!
  • How are you going to let your existing audience know about this challenge? You have total control over your owned promotion, so think about promoting your challenge on your website, through your email list, and on thank you pages for other freebies. 

Once your promotion plan is done, you’re ready to prepare your sign up system. 

This is where I want you to create: 

  • Tags for your challenge participants (or lists)
  • Forms for people to sign up
  • Your opt-in page
  • Your thank-you page
  • Your welcome email 
  • Shortened URL for your opt-in page

…Everything so that you’re all ready to go when people inevitably start signing up for your awesome challenge.

Download the Challenge Kit and Quit the Guesswork with My Step-By-Step Plan and Templates!

Challenge Kit - How to Create a Free Challenge Your Content Empire

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Your Content Empire - Challenge Planner Kit
Challenge Kit - How to Create a Free Challenge Your Content Empire
Challenge Kit - How to Create a Free Challenge Your Content Empire
Hailey Dale
Challenge Kit - How to Create a Free Challenge Your Content Empire
Ultimate Guide to Creating a Free Challenge
Challenge Kit - How to Create a Free Challenge Your Content Empire
Challenge Kit - How to Create a Free Challenge Your Content Empire
How to Create a Free Challenge by Your Content Empire
Challenge Kit - How to Create a Free Challenge Your Content Empire
Why Your Marketing Stopped Working (& How to Fix It)
What to Do After Launching Your Funnel
5 Reasons Your Funnel Offer Isn’t Selling
Freebies vs. Low-Ticket: Which is ACTUALLY better for growing your list? 🤔

Everyone’s raving about low-ticket offers being the holy grail of list building... but is that really true for YOU?

I’m breaking down the honest pros and cons of both strategies so you can make the right choice for your business right now. Swipe through to see:

✅ The hidden advantages of freebies that nobody talks about 

✅ When low-ticket actually makes sense (and when it’s a money pit) 

✅ 5 key factors to consider before making your decision

The truth? There’s no one-size-fits-all answer. But swipe this carousel to figure out which path is right for YOUR specific situation.

P.S. I’m hosting a workshop on March 12th all about how to create a sales funnel that works in 2025. Comment WORKSHOP and I’ll send you the link to sign up.
That bundle or summit you just contributed to? It’s filling your list with dead weight...

Yes, there’s some anecdotal evidence and Cinderella stories from those who they’ve worked for but the majority are doing a lot more harm than good. 

From the participant/customer side: Yes, they get a firehose of information but there’s also so much information that very little (if any) of it gets implemented. 

From the contributor/speaker side: Yes, you get exposure and a big jump in email sign ups, but because all of those people are also signing up for 10+ other people’s lists too, they’re below the lowest form of validated. 

I worked with a client who had started hosting bundles and had grown her email list from just over 1000 to 40000 in a year (!) but when she launched her brand new course couldn’t get a single sale. We worked together after the fact to work on nurturing and validating that list so it came down to around 10K left on the list but after a lot of content, they started converting. 

There’s no way to short cut growing your email list. You’re better off with validated people who want to be there than a whole heap of people who have nearly zero buy-in. 

If you have grown through summits and bundles, have a really good welcome sequence (longer than you think you need) and don’t be afraid to remove people who don’t interact with it. 

One of the things I’m covering in my upcoming workshop all about how to design a funnel offer that’ll sell in 2025 is the validation process. 

Want in? Comment WORKSHOP and I’ll send you the link to sign up for the free workshop on Mar 12th!
Launching your funnel is just the FIRST step—not the end goal! 

Too many business owners hit publish and call it a day, then wonder why they’re not seeing results.

The real magic happens in what you do AFTER launch, and I’ve got a system that’s helped my clients’ funnels outperform industry standards by 3X.

Here are the 4 crucial steps I implement after every funnel launch:

1️⃣ Set up a proper measurement system (no more guessing!)
2️⃣ Optimize all your online hotspots (most people miss this completely)
3️⃣ Run my proprietary Testing Protocol with your existing audience
4️⃣ Create a sustainable traffic strategy that fits YOUR business

The Testing Protocol is my secret weapon—it lets you perfect your messaging while generating initial sales to fund your scaling efforts. Your audience becomes both your testers AND your initial investors!

Want me to walk you through my complete post-launch system step-by-step?

Watch the full breakdown on YouTube to get the entire step-by-step strategy!

#funnelstrategy #marketingtips #onlinebusiness #salesfunnel #digitalmarketing #conversionoptimization #funnelhacks
Stop treating your funnel launch as the finish line! After you hit publish is when the REAL work begins.

My “Testing Protocol” strategy has helped client funnels outperform industry standards for years—here’s why:

Instead of leaving your funnel to die after launch, strategically run your existing audience through it in small groups. These “test subjects” (aka your most engaged followers) help you:

 ✅ Optimize message open rates

 ✅ Improve click-through performance

 ✅ Generate initial sales to FUND your paid ads

The best part? Your audience helps perfect your funnel AND gives you the capital to scale it with confidence. No more guessing if your funnel will convert when you start running traffic!

Comment “FUNNELLAUNCH” if you want the full video with ALL 4 strategies for what to do after launching your funnel (hint: most people skip #2 completely!)
What happens after the funnel purchase matters more...

The main goal of your funnel is to make a sale, right? But after you make that sale comes your biggest window of opportunity (my customer multiplication formula) and most people are majorly dropping the ball here ↓

They send the offer and then treat new customers like everyone else on their email list → when they should be treated like anyone but.

Those who do take advantage of this opportunity turn new customers into brand ambassadors, repeat purchases and referrals.

How does this relate back to touchpoints?

This comes back to building your funnel around touchpoints. Looking at data for 2025:

📊 Past customers only need 1–3 touches on average
📊 Warm inbound leads need 5–12 touches
📊 Cold prospects require 20–50 touches

Even though it takes WAY less touchpoints to upsell existing customers, most people hyper focus on bringing in new sales when focusing on your existing customers is a much better way to bring in repeat AND new sales.

What is the delight and invite funnel?

That’s where the delight and invite funnel comes in. It becomes your offer delivery sequence with more delight and invite opportunities woven in.

The main goals of this funnel:

🏆 Incorporate feedback loops to get ahead of challenges your customers experience + be first to hear about wins

🏆 Create assets and campaigns around customer results

🏆 Connect directly with new customers to let them know they’re seen and appreciated

🏆 Incentivize them to share the offer with their audiences and friends

🏆 Invite them to exclusive offers

Here’s the customer multiplication formula this funnel is built upon:

Delight x Invite = Turning Every Happy Client Into 2-3 More

This formula (and the strategies behind it) is one of the things I’m covering in an upcoming workshop about designing a funnel offer that’ll sell in 2025.

Want in? Comment WORKSHOP and I’ll send you the link to sign up for the free workshop on Mar 12th!
Challenge Kit - How to Create a Free Challenge Your Content Empire
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