How to run a paid online challenge: daily lessons, a group community and live check-ins

Build a 5, 21 or 30-day challenge as a course with daily drip or fixed dates, a community for the group and live sessions. $25/month billed annually (UK £25), 0% WithMe commission, 14-day trial.

WithMe Team·9 November 2026

To run a paid challenge on WithMe, build it as a course with one lesson per day, release the lessons by drip or on fixed dates, include a community for the group, and go live inside a lesson for the kick-off or a Q&A. People pay once at checkout and the challenge sits in your hub and the WithMe app.

WithMe is $25 per month billed annually (UK £25), with a 14-day trial and 0% WithMe commission. Stripe and PayPal fees still apply. More than 8,000 creators use it.

Should everyone start together or whenever they join?

Pick one of two set-ups. Both use the same course.

Rolling start: turn on Drip Feed and set each day's delay in days after the person joins. Everyone gets day 1 straight away and day 2 a day later, whenever they buy. Each later unlock sends an email with the subject New lesson available, followed by the lesson name.
Group start: schedule each lesson for a date and time. Lessons stay hidden for everyone until then, so the whole group moves together. Scheduled lessons do not send an unlock email, so set up a timed email sequence or send a broadcast each morning.

How do you build the challenge?

Create a course and add one chapter, or one chapter per week.
Add a lesson for each day. A lesson can be a video, text, audio, a PDF worksheet or a file.
Turn on Drip Feed for a rolling start, or schedule each lesson for a group start.
Turn on Progress Tracking, so people can mark each day complete and see how many days they have finished.
Under Included Products, add your community, so everyone who buys the challenge also joins the group.
Set the price, then share the link or put it on your hub.

Where does the group talk?

In the community you included. Members post their wins, comment and like each other's posts. You can post prompts for each day and reply to members as they go.

Can you go live during the challenge?

Yes. Add a live lesson to the course, save the course, then start the stream from that lesson's menu. It streams from your browser with a live chat, and the recording stays in the lesson, so people who missed it can watch later.

How do you price and fill it?

Run an early bird price with a promo code that has an expiry date and a redeem limit, for example 30% off for the first 50 people.
Show a compare-at price next to the challenge price.
Add an order bump for a related product, such as a workbook or a coaching call.
Give away a free day 1 with Lead Capture and follow it with an email sequence.

What do you offer when the challenge ends?

Use the challenge as a first step. An email sequence that starts after purchase can invite people into your membership, a longer course or coaching.

What is not included?

There are no leaderboards, streaks or daily check-in forms, and no certificates. Scheduled lessons do not send an unlock email, so you send the reminders. Each person receives at most one broadcast or timed sequence email from you a day. If they already had one, the rest waits until the next day. So for daily reminders, use either a morning broadcast or a timed sequence, not both.

How much does WithMe cost?

WithMe is $25 per month billed annually (UK £25), with a 14-day trial and 0% WithMe commission. Stripe and PayPal fees still apply. Free migration of up to 10 GB of your courses and members comes with the yearly plan. One plan covers courses, memberships, community, coaching, webinars and digital products.

Online challenge questions

How do I run a paid challenge on WithMe?

Build it as a course with one lesson per day, release the lessons with Drip Feed or on scheduled dates, include a community for the group, and set a price.

Can everyone start the challenge on the same day?

Yes. Schedule each lesson for a date and time. Lessons stay hidden for everyone until then.

Can challenge members talk to each other?

Yes, in a community. Add the community under Included Products, and everyone who buys the challenge joins it. Members post, comment and like, but there are no direct messages between members.

Can I do live sessions during the challenge?

Yes. Add a live lesson to the course and stream from your browser. The recording stays in the lesson.

What does it cost to run a challenge on WithMe?

$25 per month billed annually (UK £25), with a 14-day trial. WithMe takes 0% commission. Stripe and PayPal fees still apply.

Start your 14-day trial at https://www.withme.so/become-a-creator.