Journaling Prompts for Entrepreneurs & Coaches

Journaling Prompts for Selling

What are your goals for your business for the next quarter?
What kind of content do you need to create more of on social media to help you reach those goals?
Brainstorm 5 content ideas that are directly related to reaching your goals this quarter.

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Journaling Prompts for Creativity

Think about a time when you taught yourself something new or built something from scratch. What did you learn about yourself in the process? How did it shape the way you approach challenges today?
What’s the ONE THING you keep coming back to in your business or life? Why does it matter to you? How can you honour and nurture it moving forward?
What’s one idea or project you’ve been tempted to start but haven’t fully committed to? What’s holding you back? How can you create a plan to either pursue it intentionally or let it go with grace?

What “diary entries” (memories or emotions) do you want your audience to associate with your brand?
Think about a brand or business that has left a lasting impression on you. What specific memories or emotions come up when you think of them? How can you replicate that level of connection and consistency in your own marketing?

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Journaling Prompts for Self-Care & Introspection

What are the small, seemingly mundane moments in my life that I might overlook but would deeply miss if they were gone?
How can I shift my focus from tasks to experiences that bring connection and joy?
What “stains on the carpet” or “grass stains” in my life symbolize memories I wouldn’t trade for perfection?
Who or what in my life deserves more of my undivided attention and appreciation?
When I think about how quickly time passes, what emotions arise? How can I honour those feelings?
What is one memory I treasure from the past week, and how can I create more moments like it?
What would it feel like to let go of expectations and simply enjoy the moment?

Think about the values instilled in you by your family or community. What teachings or lessons have stayed with you, even if the environment they came from no longer resonates with you fully? How do these values show up in your life today, and how might you live them more intentionally?
Reflect on the rituals, spaces, or communities that brought you comfort as a child. Are there any that still hold meaning for you? If not, what kind of spaces or rituals would feel healing, inclusive, and grounding for you now? How can you seek out or create those spaces in your current life?
Consider a time when you felt called to step up in your community, family, or workplace. What values guided you in that moment? How can you embody compassionate leadership today—whether through your words, actions, or support of others? Who in your life needs to hear your encouragement or feel your presence right now?

Think about a time when you felt truly heard and understood. What did that experience feel like? How did it impact your decisions or actions? On the flip side, recall a time when you felt unheard or misunderstood. What did you need in that moment, and how could the situation have been different?
When you’re seeking guidance or support—whether from a coach, friend, or colleague—what do you need most to feel seen and understood? How can you communicate those needs more clearly in the future?
Imagine a world where your ideas are never ‘too much’ and you feel completely supported in bringing them to life. What would that look like for you? What’s one step you can take today to create that kind of space for yourself?

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Journaling Prompts for Setting Goals

Think about the small, seemingly insignificant traditions or routines in your life that bring you joy or connection. How do these moments contribute to your overall sense of fulfillment? What would happen if you gave them more attention?
Consider your business or personal goals. What 20% of your actions are currently driving 80% of your results? Are there any small, consistent habits you could refine or prioritize to maximize your success?
Reflect on a time when the small or seemingly insignificant moments played a crucial role in your growth. How can you embrace and appreciate these moments more in your daily life?

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Journaling Prompts for Reflecting On Your Business

What tasks or projects do you often resist, even though you want to do them?
​What strategies or tools have helped you overcome resistance in the past?
How can you make your work more enjoyable and aligned with how your brain works?
What’s one small change you can make today to support your unique needs?

Reflect on Your Relationship with Social Media:

• What do you love about social media? What frustrates you?
• How does it impact your mental health and business?
• If you could design your ideal social media experience, what would it look like?

Love It or List It: Your Business Edition:

• What’s one thing in your business you’re considering “loving” (keeping and improving) or “listing” (letting go of)?
• What’s holding you back from making a decision?
• What would it feel like to commit to one choice for the next 30 days?

Your Nervous System and Social Media

• How does social media affect your nervous system (e.g., stress, overwhelm, joy)?
• What boundaries or rituals could you create to make your social media use more intentional and less draining?
• If you left social media, what would you miss? What would you gain?

Reflect on Your Relationship with Consistency:

• What’s one area of your business where you’ve struggled to stay consistent?
• What’s one small step you can take this week to improve your consistency in that area?
• How would it feel to celebrate a year of consistent action in your business?

Explore Your Email Marketing Journey:

• What’s your biggest fear or hesitation when it comes to email marketing?
• What’s one thing you’ve learned from The Sunday Brunch emails that you can apply to your own strategy?
• If you could write a weekly email that felt authentic and joyful, what would it be about?

Celebrate Your Wins:

• What’s one consistent habit or action in your business that you’re proud of?
• How has consistency helped you achieve a goal or overcome a challenge?
• What’s one area of your business where you’d like to be more consistent, and what support do you need to make it happen?

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Journaling Prompts for When You Need a Confidence Boost

Think of a time when you doubted yourself but were ultimately right. How did that experience shape the way you trust (or don’t trust) yourself today?
Imagine your younger self sitting across from you. What would she say about the person you’ve become? What would you like to say to her?
Write about a challenge from your childhood or teenage years that shaped you. How does that challenge still show up in your life today, and how can you reframe it as a strength?
When was the last time you second-guessed yourself but decided to take action anyway? What was the outcome, and what did it teach you about moving forward despite doubt?
What does the “free-spirited, bright-eyed, outspoken” version of yourself want to say today? Write her a letter or let her speak freely on the page.

Think about a teacher, mentor, or coach who truly saw you and made you feel valued. What did they do that made such a difference? How can you bring that same energy into your own work or relationships?
When have you felt most supported in your personal or professional life? What did that support look like, and how did it help you grow? How can you create that same environment for others?
What’s one thing that makes your approach to teaching, coaching, or leading uniquely you? How can you lean into that strength to create deeper connections and more meaningful impact?

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Journaling Prompts for When You’re Feeling Stuck

What parts of your business bring you the most joy right now?
What tasks or strategies feel like a “pointless treadmill” or drain your energy?
What’s one small change you can make this week to bring more joy into your business?

Which “instrument” in your business (content, sales, systems, mindset, market research) feels the most out of tune right now? Why?
How can you better integrate these elements to create a harmonious “symphony” in your business?
What’s one area where you’ve been relying too heavily on a single strategy (e.g., social media, mindset, etc.) at the expense of others? How can you rebalance your efforts?
What’s one small step you can take today to ensure you’re taking care of yourself while building your business?

All of these journal prompts are taken from my weekly Sunday Brunch Newsletter. Sign up below to receive new prompts & helpful business tips weekly. 👇🏻