Weekly MAY Challenge ♟️🔥
Play more. Climb the board. Win unlimited AI Coaching.
May is closing strong, and so should your chess. ♟️🔥
This week, we're not asking you to win every game. We're asking you to show up and play. That's it. Every game you finish: win, lose, or chaotic time-scramble draw, gets you a point on the Challenge Leaderboard.
Translation: the most stubborn, consistent, "just one more game" player on Outpost wins.
And the prize this time is the one that actually moves your rating: a full month of unlimited AI Coach + unlimited AI Puzzles. No daily caps. No "you've used your 5 messages for today." Just you, your AI coach, and every blunder you've ever wanted explained.
This is the upgrade your real rating has been waiting for. ⚡
📅 When
May 25 - May 31, 2026
Starts Monday, May 25 at 00:00 CET. Ends Sunday, May 31 at 23:59 CET.
7 days. 1 leaderboard. No second chances until next month.
🏆 The Prizes
This challenge isn't about cash. It's about giving you the tools that turn casual games into actual rating gains.
🥇 1st place - 1 month of Outpost Starter Subscription Unlimited AI Game Review messages. Unlimited AI Puzzles. 30 days. Yours.
🥈 2nd place - 14 days of Outpost Starter Half a month of unlimited AI everything. Plenty of time to fix your opening repertoire.
🥉 3rd place - 7 days of Outpost Starter One full week of unlimited access. Use it on every blunder you made this challenge.
What "Starter" actually unlocks:
- Unlimited AI Coach for analyzing your games: ask questions, follow up, get the WHY behind every move, not just an evaluation bar.
- Unlimited AI Puzzles: train your tactics until your fingers cramp.
- Normally €4/month. This week, your reward for just playing.
⚔️ The Rules
- Every game counts as 1 point. Win, lose, draw, it doesn't matter. We're rewarding consistency, not just talent.
- Every 1vs1 games count. Friendly matches against real people and matches with AI bots (not regular bots).
- Max 10 games against the same opponent per week. No farming your roommate.
- Fair play only. Our system automatically detects and removes engine users. Don't be that person.
- Leaderboard is live. Watch your name climb in real time.
🔥 Why You Should Actually Care About This One
Look, the prize is exactly the thing you'd be paying €4 for next month anyway if you're serious about improving.
Here's the math: You're going to play chess this week regardless. You always do. We're just asking you to do it on Outpost, count your games on the Leaderboard, and if you finish top 3, you walk away with the AI Coach subscription that will actually tell you why you keep dropping rating after move 25.
Even if you don't podium:
- You played more chess (good for your rating).
- You stress-tested your openings against real opponents (good for your rating).
- You showed up consistently for a full week (good for your everything).
The Leaderboard is the easiest, lowest-pressure way to turn "I should play more" into "I played more."
🎯 Strategy from your CEO (Lena Govedarica, WIM)
"Most amateurs lose rating because they play in bursts. Three hours on Saturday, then nothing all week. This challenge is structured to fix exactly that. Play 5–10 short games a day, on the bus, on a coffee break, in bed before you sleep. Consistency beats intensity. That's how you climb." - WIM Lena
So: short time controls (Blitz / Bullet) are your friend this week. More games = more points = more chance at the leaderboard.
👉 How to Join
- Open the Outpost app (iOS, Android, or web...pick, but the best is on App).
- Head to Play tab. Challenge someone & pick your time control.
- Play. Every finished ranked game auto-counts on the Weekly Challenge Leaderboard.
- Check the Leaderboard anytime to see where you stand.
No sign-up form. No entry fee. No "click here to opt in." Just play.
👉 Go play now at OutpostChess.com or open the Outpost app on your phone.
Download or Update your chess app:
Android: https://apps.apple.com/us/app/outpost-chess/id6502770097
iOS: https://play.google.com/store/apps/details?id=com.outpostchess
❓ FAQ
Do I need to win to score points? No. Every finished ranked game = 1 point on the leaderboard, win or lose.
What time control should I play? Whatever you enjoy, but Blitz and Bullet give you the most games per hour, which means the most points.
Do I need a subscription to enter? No. The challenge is free to enter for every Outposter. The subscription is the prize.
When do I get my prize if I win? Within 24 hours after the leaderboard closes Saturday night. We'll DM you directly via the app.
Can I play on mobile? Yes. iOS, Android, and web all count. Your games sync to the same Leaderboard.
What happens after May 31? The leaderboard resets. Maybe new challenge, new chance. Keep an eye on the blog.
Last word
You're going to play chess this week anyway. Might as well play it where every game gets you closer to a month of unlimited AI Coaching. ♟️🔥
See you on the leaderboard. GGs!
Team Outpost
👉 PLAY NOW
