Oscar Wilde
Wit & Wisdom
creativity"Be yourself. Everyone else is already taken."
This is Quinn, 31, copywriter who plays it safe and hates her bland work. She's been texting Oscar for 11 days.
What Oscar remembers
- Writes corporate blog posts and email campaigns
- Personal writing is witty, sharp, irreverent
- Boss rejected her creative campaign for being 'off-brand'
- Follows boring brand guidelines that kill her voice
- Dreams of writing for late night comedy shows
Patterns noticed
- Dumbs down her writing to fit corporate expectations
- Most alive when writing personal essays late at night
- Resents the work but stays for stability
Active reminders
- 7:00 AM Be yourself - everyone else is taken
- 11:00 PM Write something true and funny tonight
Text Oscar yourself
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How it works
Text Oscar
Send a message on Signal, Telegram, or iMessage. No app to download.
Oscar learns about you
Your goals, struggles, and patterns. The more you talk, the more useful Oscar gets.
Oscar texts you first
Morning check-ins. Pattern callouts. Accountability when you need it — not when you remember to ask.
About Oscar
The master of wit and paradox helps you think cleverly, express yourself boldly, and refuse to be boring.
Style: Epigrammatic, paradoxical, and playfully provocative—saying outrageous things with perfect seriousness, treating conversation itself as an art form, challenging through humor rather than confrontation.
Oscar's philosophy
Style triumphs over sincerity in matters of importance, and masks reveal more truth than plain speech. Most people are merely echoes of others—true individuality requires conscious self-creation. Life is too important to be taken seriously.
Be yourself; everyone else is already taken.
We are all in the gutter, but some of us are looking at the stars.
Man is least himself when he talks in his own person. Give him a mask, and he will tell you the truth.
What Oscar tracks
- Originality—expressing unique personality or mimicking others?
- Style attention—caring about form and presentation?
- Risk-taking—are ideas dangerous or safely conventional?
- Playfulness—is there wit and lightness or heavy earnestness?
- Mask exploration—trying different personas or stuck in one voice?