Challenges

Prompts about challenges

What's something difficult you're facing today? Write about one small step you can take toward addressing it.

Time: Quick (5-10 minutes)
Type: Journal Entry

Describe a moment when you felt overwhelmed recently - what helped you through it?

Time: Quick (5-10 minutes)
Type: Journal Entry

What's a limiting belief that's been on your mind lately? Try reframing it in a more compassionate way.

Time: Quick (5-10 minutes)
Type: Journal Entry

Write about a current challenge from the perspective of your future self looking back - what might they see that you can't yet?

Time: Medium (15-20 minutes)
Type: Journal Entry

How do you typically respond to obstacles? Reflect on your patterns and whether they serve you.

Time: Medium (15-20 minutes)
Type: Journal Entry

Think about a recent conflict - what needs or values were at stake for each person involved?

Time: Medium (15-20 minutes)
Type: Journal Entry

Reflect on how hardship has shaped your character - what strengths or insights have emerged from difficult experiences?

Time: Deep (30+ minutes)
Type: Journal Entry

Write about your relationship with uncertainty - when has not knowing been particularly difficult, and have there been unexpected benefits?

Time: Deep (30+ minutes)
Type: Journal Entry

Consider a recurring challenge in your life - what deeper lesson might it be inviting you to learn?

Time: Deep (30+ minutes)
Type: Journal Entry

Describe a childhood fear you overcame - how did it feel to move past it?

Time: Quick (5-10 minutes)
Type: Memoir/Memory

Write about a time when you had to adapt quickly to unexpected circumstances - what resourcefulness did you discover?

Time: Quick (5-10 minutes)
Type: Memoir/Memory

What's a small everyday challenge from an earlier period of your life that people today might not understand?

Time: Quick (5-10 minutes)
Type: Memoir/Memory

Think about a time when you faced criticism or rejection - how did you respond, and what did you learn?

Time: Medium (15-20 minutes)
Type: Memoir/Memory

Write about a moment when you had to make a difficult choice between two important values or priorities.

Time: Medium (15-20 minutes)
Type: Memoir/Memory

Describe a challenge that looked very different once you were on the other side of it - what perspective did you gain?

Time: Medium (15-20 minutes)
Type: Memoir/Memory

Reflect on a significant setback or failure that ultimately led you in a better direction - how did this redirect your path?

Time: Deep (30+ minutes)
Type: Memoir/Memory

Write about how a major challenge affected your relationships - who showed up for you in unexpected ways, and were there disappointments?

Time: Deep (30+ minutes)
Type: Memoir/Memory

Consider how historical events or societal changes created particular challenges for you or your family - how did these larger forces shape your personal story?

Time: Deep (30+ minutes)
Type: Memoir/Memory

Describe a mistake you made that taught you an important lesson. What happened, and how did you grow from this experience?

Time: Medium (15-20 minutes)
Type: Journal Entry

Write about a time you had to push through something difficult.

Time: Deep (30+ minutes)
Type: Journal Entry

Describe a moment when you wanted to give up but didn't.

Time: Quick (5-10 minutes)
Type: Journal Entry

Think of a time when something didn't go as planned. What happened?

Time: Quick (5-10 minutes)
Type: Journal Entry

Have you ever had to start over in some way? Write about what that felt like.

Time: Medium (15-20 minutes)
Type: Journal Entry

Recall a challenge you once faced that now seems small in hindsight.

Time: Medium (15-20 minutes)
Type: Journal Entry

Write about a time when you had to rely on others to get through something tough.

Time: Medium (15-20 minutes)
Type: Journal Entry

Tell the story of a hardship that shaped the person you are today.

Time: Deep (30+ minutes)
Type: Journal Entry

Write about a time when struggle led to unexpected strength.

Time: Deep (30+ minutes)
Type: Journal Entry

Think about a moment when life forced you to slow down. How did it change you?

Time: Deep (30+ minutes)
Type: Journal Entry

What's a challenge you've faced that made you stronger?

Time: Quick (5-10 minutes)
Type: Memoir/Memory

Think of a time you felt stuck. How did you find a way forward?

Time: Quick (5-10 minutes)
Type: Memoir/Memory

Describe a difficult decision you had to make. What helped you choose?

Time: Quick (5-10 minutes)
Type: Memoir/Memory

Write about a time you failed at something. How did you recover?

Time: Medium (15-20 minutes)
Type: Memoir/Memory

Think of a challenge you once faced that seemed impossible. How do you view it now?

Time: Medium (15-20 minutes)
Type: Memoir/Memory

Has there ever been a struggle that turned out to be a blessing in disguise?

Time: Medium (15-20 minutes)
Type: Memoir/Memory

Write about a time when you had to completely rebuild or start over. What was that experience like?

Time: Deep (30+ minutes)
Type: Memoir/Memory

How has overcoming hardship shaped the way you see the world?

Time: Deep (30+ minutes)
Type: Memoir/Memory

Think of a time you had to ask for help. How did it change your perspective on strength?

Time: Deep (30+ minutes)
Type: Memoir/Memory

Write about something you worried about in the past but never happened. What did that teach you?

Time: Deep (30+ minutes)
Type: Journal Entry