If you’ve been online for any length of time, you’ve probably seen ads promoting some type of challenge. Of course, there are the health and fitness challenges that have been around longer than the internet, but there are so many more challenge areas you can do. More recent topics we've seen crop up are meditation, blogging, branding and even journaling. As a marketer and business owner, creating your own challenge can be extremely rewarding.

What is an online Challenge?

Challenges are exceedingly popular events used to get people excited and engaged for a set period of time. They usually have a set start and end date and include a series of short lessons and activities guided by videos, pre-written content, or live events. They offer people participating a tangible, fun and motivating result, or reward for taking part.

The good thing is the types of topics that can be used for a challenge is unlimited. For example, week-long mediation challenges, a 30-day novel writing challenge, 7-day detox challenge or building your signature style challenges.

From the business owners’ side, challenges are a terrific way to collect new leads, build your email list or upsell other products you have.

How Online Challenges Work

When a participant enrols in a challenge, they receive a new lesson & encouragement every day or on set schedule. Often shorter than an online course, challenges are aimed to help students achieve a specific goal in a short amount of time.

Online challenges work in different ways depending on the topic and format. It can be part of an email sequence, hosted on social media platforms, a video series, a webinar series, a combination of email, social group, and blog posts, or some other form.

For a challenge, you take a tiny segment of your overall product or services. Brainstorm three topics, takeaways, or positives from it. Which one could you teach someone who is brand new to the topic? Which one do you get the most questions about? Which one has the hugest pain point? How can you help them get a small win?

Now the person joins your challenge, and they become a participant or as we call them in the 30 Day Blogging Challenge - challengers. Every day, for the designated amount of time they receive an email with your lesson, words of encouragement and the activity for that particular day. 

If your online challenge is being presented via video or social media, then your participant will log into to a specific site such as a private Facebook group or Zoom link. Then you present the live or pre-recorded video with their action steps.

Participants often have worksheets, templates, PDFs, and other types of activity they should complete for each day.

Each day of the challenge, participants make progress towards their goals. By the end of the challenge, if they've completed the activity they reach their goal.

This is when you, the challenge host, introduce your product or service. You've proven you known your topic and how to reach the goals. You've guided them through the challenge and shown that they're capable of reaching their goals and at this very moment, they are super motivated to do more. This is the perfect time to get them to buy your product or service to keep the momentum going.

The Benefits of Online Challenges

Now that you know what online challenges are and how they work, you might be wondering if they would be effective in helping your business. Let’s take a look at the benefits of a challenge.

  • They can help you grow your email list. You already know how important building your own email list is for the growth of your sales.
  • Challenges help you build that “know, like and trust” factor that is important in building relationships, sales and getting repeat customers.
  • They give potential new customers or clients a chance to see what it’s like to work with you. This gives you both the opportunity to decide if working together is a good fit.
  • They help build your position as an expert or an authority in your niche. By sharing your knowledge in a short challenge on a specific topic, you show that you have experience in what you are talking about.
  • Hosting a challenge is highly effective as part of a launch for products or as a lead into your one-to-one coaching offers.
  • Challenges help you dig deeper into understanding your ideal clients struggles and goals. As you work through the challenge together you can learn what they need, what keeps them from getting the answers they need or why they aren’t reaching their goals.
  • They put you in front of new people who have not heard of or worked with you in the past.
  • They are a fantastic way to support your community for free. Challenges allow you to help those who might not otherwise be able to afford the answers they need.
  • They work for almost any niche or type of business: health, financial, self-development, writing, coaching, artistic, crafts, family, relationships and more.

So, if you thought of creating a challenge wouldn’t benefit your specific business, the benefits actually support challenges as a viable way to build your business.

Examples of Online Challenges 

You see how a challenge can benefit businesses. But you might still be a little sceptical about using them in your own business. Let’s look at some ways people in different niches are using challenges in their businesses.

Branding challenges are great for getting your logo, colours and all the little elements together for your business. You could host a 7 day build you brand elements challenge. Plat Flynn from Smart Passive income has a popular challenge. He has an evergreen 5-day BYOB (Build Your Own Brand) challenge where he walks you through all the steps you need to get a website up and running.

Writing challenges are also popular. I know, because we've had 750,000 people though our 30 day blogging challenge since 2007. This challenge is delivered, evergreen, via email and Kindle book. 

Developing good routines and habits are essential for success in whatever you do, a habit challenge could be 21 days and it could be 90 days. 

Course creation challenges are popular right now. For example, Content Sparks has a course creation challenge where you are gifted the content to create an online course in 10 days! 

Fitness challenges are extremely popular. You could create a Move 20 Minutes a Day challenge, a yoga challenge. A notable example of a fitness challenge is Yoga with Adriene’s 30-day yoga challenge. This launches the first day of January every year and is a perfect for both physical and mental boosts.

A 7-day productivity challenge would work well for procrastinators. Or 30 days to get more stuff done challenge. These types of challenges get to the root of the audiences need and help them move through what’s keeping them stuck.

Use these examples as a jumpstart for your own challenge ideas.

Should Your Online Challenge be Paid or Free?

Deciding whether to have your challenge be free or paid depends on what type of challenge it is, who it’s for and why you are hosting it.

There are pros and cons of both.

Paid online challenges work best for businesses:

  • Have at least 500 engaged members in their social community
  • Have 2000 or more on their email list
  • And have a full 1:1 client service
  • Higher level niches such as financial, investing who might want or need the challenge
  • Focusing on people already in your niche who are ready to put in the time (and have the time) for a challenge they paid for
  • It makes sense for your product, your funnel and strategy for your business

Free online challenges are good for:

  • Smaller communities
  • Businesses that have a small email list
  • Are just starting out
  • Building your authority
  • Growing your email list
  • Entry point for your services, products
  • It makes sense with your product, funnel, and business strategy

What’s included in your online challenge?

The pieces you include in your challenge will be unique to the type of challenge. But some things will be essential to all challenges.

  • Content. This is essential. It can be written, video, audio, or some other form. The content is the meat of the challenge.
  • Video lessons. Some challenges work better than others if you use video to teach. These can be live or recorded. And they can be slides only, direct to camera or a combination of both
  • Audio lessons. These are great for challenges like meditation, yoga, or this type of challenge.
  • Downloadable worksheets, workbooks, or planner pages help keep subscribers on track.
  • Emails. Automated emails should be sent each day of the challenge.
  • Blog posts. Schedule blog posts to be published every day of the challenge.
  • Q & A sessions. Use one day of the challenge to answer questions.
  • Bonuses. A big draw for any online challenge is the bonuses your participant gets. Include ones that will help your challenges take action and see some type of result. Some bonus options include:


Checklists help keep your challenge participant keep track of things and this is a valuable challenge gift.

Expert Interviews

This helps your challengers with some of the trickier aspects of what you're teaching someone. When your participant can see someone with the outcome they feel more motivated.


Short but sweet ebooks are another valuable thing for a challenge. They're also good for adding reminders about what you're promoting at the end of the challenge. 

Shoutouts on social media

Personally, I hate this one and if someone tagged me in something on social media to say well done I'd be on their doorstep with a flaming pitchfork. That's just me... Lots of people love being tagged and encouraged on social media. 

Contests & Giveaways

Participation contents and giveaways are a great way to drive engagement in your challenge community. 

Certificates & Stickers

Digital stickers in the 30 day blogging challenge were a huge thing. Participants loved their stickers! You can also issue certificates using a tool like Sertifier.

Membership / Community

Lots of people love doing a challenge as part of a cohort. This means they make friends and grow their businesses in ways they didn't expect. Community can be evergreen or pop-up. The choice is yourse. 

Trello /Asana Boards

If you can help your participant manage their experience better, then you're onto a challenge winner! One challenge we created for a client went viral thanks to our epic Trello boards that were included

How Long Should My Online Challenge Be?

How many times have you participated in a challenge that lasted 30 days only to end up bored and losing interest after the first 7 days? The length of your challenge should be long enough to provide valuable lessons but not so long as they lose interest.

Most popular challenges seem to run 30 days or less, with many being just one week. Some can be done for 90 days but be careful not to overwhelm or run out of content. You also need to make sure their results can be doable in the time frame you are promising. For example, if you promise your challengers that they can lose twenty pounds in your 5-day challenge, it’s probably not going to happen. Your participants will be disappointed and may lose faith in you, setting your business up for negative feedback and loss of sales.  

Choosing your format & platform 

Once you’ve determined how long your challenge is and the type of content you’ll be sharing and how often, you need to choose your format and platform for sharing them.

This can happen in a variety of ways. The key is to choose the type that will work with best for your niche and followers. You need to determine where your potential subscribers spend time together and how they like to learn.

Your platforms can be:

  • An automated email autoresponder
  • Social media such as a private Facebook group
  • Through an online seminar or course platform
  • On YouTube
  • Instagram either by doing IG lives each day, creating an IG account specifically for the challenge or delivering to them as part of your close friends.
  • From your website and blog
  • Via Zoom or other video sharing software

You might choose to use a learning management system (LMS) to host your challenge. LMS is a software application or sometimes a web-based technology that allows educators to share, create and manage their various online learning courses. I like the New Zenler platform as it's all in one, and you can deliver live through their integrated Zoom. This is where Kevin runs his 5 day blogging bootcamp.

There are platforms specifically for teaching others like as Challenge Hound. This seems to work really well for fitness and health challenges. 

Regardless of which LMS you choose, if you’re goal is to build your email list, your challenge should have some form of email-based information included.

Creating Your Online Challenge Content

One thing that stops a lot of businesses from hosting a challenge is the thought of creating more content. But there are ways to do it that can save time and be done quickly.

Use what content you already have. Blog posts can be turned into mini-guides and audios can be used as bonuses. A course you already have may have a workbook that you can customise and edit to fit the challenge you're creating. 

Do it yourself. You already know your content so if you have the time and skills to create everything, it might be easiest and quickest for you to do the content creation yourself.

Outsource it. Hire someone to create the content for you. This can be a ghostwriter or writer who creates the main content, worksheets, and bonuses. You can find good writers by asking around. We've also created challenges for clients, and would be happy to have a chat with you about creating one for your business. 

Curate content. Curated content just means adding your opinions, values, or ideas to other people’s content. Use suitable content from others as a way to make a point, show what to do or not, or mistakes to avoid.

Record videos all in one day. Then spend a day editing and getting them ready to upload.

The same goes for any audio content.

When creating the content be sure to put yourself in your participant’s shoes. What are they struggling with right now? What’s their current mindset? What do they know or don’t know?

Creating the content for challenges is about using what you have access to, so the process goes quickly and smoothly.

Naming Your Online Challenge

What you call your challenge matters. People search for them. But you don't have to call them a challenge if you don't want too. You can call them a bootcamp, a sprint, a marathon... Whichever fits your brand the best is what you can use. Don't get hung up on your name. Kevin's blogging bootcamp started as the 5 day blogging challenge, became the blogging blitz and finished as the Business Blogging Bootcamp!

7 Steps to creating Your successful Online challenge

Now that you know the basics of creating a challenge let’s learn about the steps to creating a successful challenge.

Step 1: Set your challenge goals of what you want to achieve from the challenge.

  • Are you trying to build your email list?
  • Do you want to build the know, like, trust factor?
  • Do you want to grow your community?
  • Are you looking to sell your products or services?
  • Who is your ideal participant?
  • What is the target number of participants you want?
  • What’s your target conversion rate?
  • When will you run the challenge?

Now set the goals for your challenge participants.

  • What do you want them to learn, overcome, do, or accomplish during the challenge?
  • Where should they be at the beginning of the challenge?
  • What should they be accomplishing during the challenge?
  • When the challenge is complete, what should they be able to do?

Step 2: Decide on your challenge topic.

This might sound simple, but many people get stuck here.

Try this trick: list topics your knowledgeable about, list topics that are relevant to your current offers, and finally list topics your target audience is interested in. Then look for any overlap.

Choose a topic that helps your audience with a clear result and quick win.

Step 3: Create the elements for your challenge. 

This is the bits and pieces that make your challenge work. What will be the structure of the challenge? How long will it be?

Create a sign-up page, a thank you page, set up your emails. It also includes creating the content, bonuses, and workbooks. Take the time to outline your entire challenge and everything you will need (photos, graphics, emails, content, platform, worksheets, etc.) This way you can go back and see where you need to simplify and cut back.

You can also set up your community now. This can be Facebook group or some other platform.

Step 4: Choose your platform and tools. 

Will it be an automated email sequence? A private Facebook group? Is a webinar or course platform your best option? Have you considered hosting it on YouTube? Or on your own website?

Step 5:  Promote, Promote, Promote. 

After you get everything ready, it’s time to promote it. You can do this on the various platforms such as social media, your list, other people’s groups, groups you belong to and many other ways.

Start promoting at least 10 days before the challenge begins.

Your promotion checklist should include:

  • Landing page for opt-ins
  • Blog post to announce the challenge with CTA
  • Announce it to you email/newsletter list
  • Posts to social media to your audience (be sure to ask for the shares)
  • Doing a live video on Facebook or other event to announce the challenge.
  • Social media ads to your blog post or video
  • Email sequence to encourage your own list to join the challenge

Step 6: It’s time to deliver your challenge.

 You are ready to send out your content, host the challenge and support your people to get results. Show up and have a fun time.

Step 7: Share your offer. 

When you reach the end of your challenge, give your subscribers the next step in their journey. This is where you do your promoting of your one-to-one coaching package, a course, a group program or whatever you are offering.

Tips for a successful online Challenge

  • Know why you are running this challenge. What’s the gain for you?
  • Make the challenge something your participants really want, obliterating their biggest obstacle or fear.
  • Figure out who the challenge is for. Know who your customer will be.
  • Don’t make the challenge too long or too short. It needs to be just the right length to hold attention while providing valuable information. And don’t over promise and underdeliver.
  • Give yourself plenty of time to plan, prepare and create your content before you launch the challenge.
  • Give them a PDF companion guide / workbook to go along with the challenge.
  • Don’t forget to grab testimonials after the challenge ends. Some challenge hosts like to take screenshots of the comments 
  • Decide if you will make the challenge available all at once or if you will “drip” your content daily. It's better to drip in my experience
  • Decide if you want to make the challenge evergreen where it’s available 24/7 year-round or if it’s a one-time challenge.

AI and Online Challenges

AI tools offer a treasure trove of possibilities to make your 5-day challenge not just good, but extraordinary. By understanding human psychology and leveraging AI's capabilities, you can create a challenge that's engaging, effective, and—dare I say it—life-changing for your participants.

What to Do Next & Challenge Resources

Now that you know why you should be hosting an online challenge, it’s time to take what you’ve learned and put it into action!

Need extra help delivering a challenge? Who doesn't?

Having organised challenges since 2007 (gosh, can't believe my blogging challenge is that old!) and in multiple formats, I'd love to help you create and deliver your online challenge. 

So the first way you can work with me is to hire me as your coach. We'll strategise, define your goals and map out your online challenge.

Then we'll recruit your participants, create the content and deliver it live. Together.

I'll hold your hand every step of the way.

From start to finish of your first challenge can take as little as 6 weeks, but no longer than 12 weeks. Then we deliver it live again 2 weeks later.

And by the time you're ready to deliver your online challenge a third time, you'll know how it all works and will have me cheering you on from the wings!

Most people find they love having such an experienced person by their side, especially when it comes to marketing their online challenge!

Sound like a plan? Send me a Whatsapp 07816 528421 (+44 if you are outside of the UK) and we can have a quick text chat.

Speak Soon

Sarah x

Why Give 5 Paws to Systeme.io for Your Online Challenges:

If you in search of an efficient, user-friendly platform to host your online challenge look no further than Systeme.io. This comprehensive software simplifies the course creation process, making it accessible for course creators of all skill levels. Here's why Systeme.io stands out as a superb choice for delivering your challenges online:

  • Easy to Use Interface: Systeme.io offers a straightforward, intuitive interface. Even if you're not tech-savvy, setting up your courses is straightforward. The platform guides you through each step, from uploading materials to setting up payment structures.
  • All-in-One Solution: With Systeme.io, you get more than just a course platform. It integrates various features essential for online education, such as email marketing (essential challenges), sales funnels, and website building. This integration means you can manage all aspects of your business from one central location.
  • Cost-Effective Pricing: Systeme.io provides exceptional value for money. Unlike other platforms that charge hefty fees or take a percentage of your course sales, Systeme.io offers a flat-rate pricing structure. This allows you to plan your budget more effectively and maximise your earnings.
  • Reliable Support: When you choose Systeme.io, you're never alone. The platform offers comprehensive support resources, including tutorials, FAQs, and a responsive customer service team. This ensures you can resolve any issues quickly and keep your courses running smoothly.
  • Flexible Course Options: Whether you're offering a 5-day challenge, short workshop or an extensive training programme, Systeme.io caters to all types of courses. You can easily customise course structures, content delivery, and student engagement strategies to suit your teaching style and students' learning preferences.


Sarah & Kevin Arrow

Sarah and Kevin Arrow have been in the thick of the online marketing world since 2006, and they're buzzing to share their know-how right here with you! If you're keen to get noticed, they're the experts you'll want to talk to. Why not schedule a call or send them a quick message? They're all ears and can't wait to hear from you!

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