writing challenge 2026
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 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!
HOW IT WORKS
- Register for free - registration opens October 1st
- Write 100+ words every day - write words for your next book or writing creatively to build the habit of writing
- Log your progress daily - through your personal leaderboard link. This is how you will check-in
- You are allowed 45 non-writing days - you can miss up to 45 days without penalty. We are unable to add days you miss so be sure to set a reminder!
- Qualify for prized - based on your consistency. The more days you write, the better prizes you could win!
GET STARTED
writing challenge prizes
Grand Prize
8-Day Writing Retreat in Tuscany, Italy with Alan Watt ($5700 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)
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 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.
