How do I journal about starting over without getting stuck in regret?

Try a three-part entry. 1) Name it: Write a brief snapshot of what’s ending and one lesson you’re taking with you (Pema Chödrön: things come together and fall apart). 2) Release it: List what you’re letting go from the past and why it no longer serves you—tie this to the prompt: “What prevents you from starting over, and how can you let it go?” 3) Move it forward: Choose one small, courageous step for today (Maya Angelou on courage), even if feelings are intense (Nora Roberts reminds us feeling is better than numbness). Close with one body check-in (“Our bodies are apt to be our autobiographies”)—note where you feel tension and one soothing action. In Stoic, use today’s prompt to structure these three sections so each entry ends with a clear next step.

I’m anxious about the unknown—what’s a quick daily page I can write this week to ground me?

Use a 5-minute “No-Man’s-Land” page inspired by Pema Chödrön. 1) Uncertainties: List 2–3 unknowns you’re facing (prompt: “What uncertainties do you feel while moving forward?”). 2) Feelings: Name the top feeling—no fixing, just notice (Nora Roberts). 3) Courage micro-act: One tiny action you’ll take today despite uncertainty (Maya Angelou). 4) Opportunity scan: One potential upside of this fresh start (prompt: “What potential new opportunities can arise?”). 5) Time focus: One thing worth your time today (Steve Jobs). 6) Body note: One sensation + one supportive breath or stretch (Burgess). In Stoic, open the day’s prompt and jot these six lines under it to keep entries consistent and short.

How can I set intentions and track milestones for a fresh start without overwhelming myself?

Keep it light and consistent. 1) Three aligned intentions: Write one for values, one for relationships, one for health (prompt: “What intentions can you set for your new beginning?”). 2) Foundation habits: Choose 1–2 tiny, repeatable habits that support those intentions (prompt: “How can you rebuild a foundation?”). 3) Daily check: End each entry with “Did I honor one intention today? How?”—progress over perfection (Tolstoy: change yourself). 4) Milestone moments: When something meaningful happens, title the entry “Milestone: [short name]” and add one way you’ll celebrate (prompt: “How can you treat yourself after achieving new milestones?”). 5) Weekly review: On the last day, answer: What stayed consistent (Angelou), what fell apart (Chödrön), and what’s the next tiniest step. Using Stoic’s weekly prompts, repeat this flow so starting over stays simple and encouraging.

On Starting Over

monday.

tuesday.

wednesday.

thursday.