writing challenge 2025
write 100 words a day
win a Tuscany retreat
"We are what we repeatedly do. Excellence then, is not an act, but a habit." - Aristotle
DO YOU STRUGGLE TO WRITE EACH DAY?
Here's a motivator: write 100 words a day for one year (you're allowed 45 non-writing days) and you're entered into an electronic raffle to win our annual 8-Day Tuscany Writing Retreat with me, Alan Watt, as well as lots of other prizes.
WHAT DO I HAVE TO DO?
Step 1: Register below.
Step 2: Beginning Jan 1st, write at least 100 words each day.
Step 3: Win free stuff.
WAIT, I HAVE QUESTIONS!
Q: How much does it cost?
A: It's free.
Q: How do you know that we wrote 100 words each day?
A: You'll check in at the Leaderboard each day (it takes about 5 seconds).
Q: What is the Leaderboard?
A: It's the page where you'll let us know you wrote your 100 words (you'll receive the link to the Leaderboard on January 1st). All challengers are listed on the Leaderboard along with their rising tally.
Q: Any suggestions on getting inspired to write each day?
A: Funny you should ask. The writing challenge will always be free, but we do have a premium offer. You can receive a fresh writing prompt in your inbox every day for 365 days, which also includes a convenient link to the Leaderboard to check in for your credit. These prompts are $5/month (less than a latté) or $50/year. The daily prompts help you to stay on track in the challenge while also helping us to offset the cost of running it (you won't get charged until Jan 1st and you can opt-out at any time). Sign up for daily writing prompts.
writing challenge prizes
Grand Prize
8-Day Writing Retreat in Tuscany, Italy with Alan Watt ($5465 value)
Plus 20 more winners will receive...
Gold
(write 320 days or more)
90-Day Workshop of Your Choice
(3 winners)
30-Day Outline Workshop
(2 winners)
Silver
(write 220 days or more)
90-Day Workshop of Your Choice
(1 winner)
30-Day Outline Workshop
(1 winner)
Bronze
(write 120 days or more)
30-Day Outline Workshop
(1 winner)
Free Writing Prompts
for 1 year
(12 winners)
...or get daily writing prompts for 365 days
The daily prompts help you to stay on track in the challenge while also helping us to offset the cost of running it.
You won't be charged until January 1st and can opt out at any time.
winners will be announced in our Jan 1st newsletter
If you write 320 days or more (GOLD level), you'll be in all three drawings (gold, silver, and bronze). If you write 220 days or more (SILVER level), you'll be in two drawings (silver and bronze). If you write 120 days or more (BRONZE level), you'll be in the bronze drawing.
(If you register for the Tuscany 2025 retreat and then win the free spot in the raffle, your registration will be refunded.)
* The Tuscany retreat is not transferable and must be used in the year it was won. Travel expenses are not included.
**We reserve the right to remove anyone from the leaderboard who makes requests to have missed days added or claims excessive glitches. This is a free challenge. Please respect the spirit in which it is offered - to support writers in writing each day. The prizes are a bonus, and while we understand that everyone wants to go to Tuscany, it is not our responsibility to add days that you forgot to clock.
Workshops
Creativity is your birthright. Your sole purpose is to build a body of work.
