10 Questions to Reflect on 2024 and Set Yourself Up for a Stronger 2025

Let’s cut to the chase—2024 probably didn’t go exactly as planned. (Spoiler alert: It never does.) Maybe you hit some big milestones, maybe you didn’t. Maybe you feel like you’re crushing it, or maybe you’re wondering if the dumpster fire of last year is following you into this one. Either way, it’s time to pause and ask yourself the questions that actually matter.

Because here’s the truth: Business isn’t just about numbers. It’s about building something that doesn’t just keep the lights on—it supports the life you want to live. Your success is tied to more than spreadsheets and revenue targets. It’s about alignment, clarity, and how you show up every day.

So, let’s dig into it. These 10 prompts will help you reflect on where you’ve been, what’s working, what’s not, and where you’re heading.

1. Celebrate

First things first: the wins. When was the last time you gave yourself credit for how far you’ve come? If you’re always chasing the next thing, here’s your reminder to stop and smell the damn roses.

Wins are fuel for the journey. They’re what keep us moving forward when things get tough. Think about the projects that went off without a hitch, the clients who sang your praises, or the moment you realized you’re doing exactly what you’re meant to do. Write those down and soak them in—you earned it.

Questions:

1. What were the standout moments for your business this year?

2. What are you most proud of—big or small?

3. Where did you feel joy, flow, or that “I’m exactly where I’m meant to be” vibe?

4. What’s a piece of client or team feedback that really stuck with you?

Pro tip: Celebrate it. Yes, literally. Champagne, cupcakes, or a little happy dance—your call.

2. Accept

Not everything went according to plan, and guess what? That’s normal. Let’s process it, learn from it, and move on.

Challenges and missteps aren’t failures—they’re lessons in disguise. Take a step back and look at what stretched you the most. Where did you feel like you were in over your head, and what did those moments teach you? Acceptance is about owning the whole story, not just the highlight reel.

Questions:

1. What challenges stretched you the most this year?

2. Where do you need to give yourself some grace? (Seriously, stop being so hard on yourself.)

3. What’s one business decision you’d approach differently, and what did it teach you?

4. How can you be more compassionate with yourself and your team when things don’t go perfectly?

3. Clear

Before you add anything to your plate for 2025, it’s time to clean house. What’s not serving you anymore? (And yes, this includes clients.)

Think about what felt like a constant uphill battle this year. Maybe it’s a process that’s more trouble than it’s worth, a client who drains your energy, or a mindset that keeps you stuck. Clearing is about making space for what truly matters.

Questions:

1. What systems, processes, or relationships created unnecessary friction this year?

2. Where are you holding onto resentment or frustration?

3. What thought patterns—perfectionism, scarcity mindset, etc.—are keeping you stuck?

4. What are you ready to leave behind as you move into 2025?

Pro tip: Write it down, cross it out, and let it go. Marie Kondo your mindset.

4. Claim

Own your power, your wins, and your vision for the future. This is the fun part.

This is about stepping into the role you’re meant to play. What strengths did you flex this year that made a difference? What big dreams have you been keeping under wraps? Now’s the time to claim it all and make it part of your reality.

Questions:

1. What strengths do you want to lean into more as a leader?

2. What goals or dreams have you been too afraid to claim publicly?

3. How can you step into your vision for your business with more confidence and alignment?

4. What’s one way you’ll remind yourself daily of the bigger picture you’re working toward?

5. Curiosity

Curiosity is the secret weapon of every great business owner. It’s how you innovate and stay excited about what you’re building.

What piqued your interest this year but you didn’t have time to explore? Curiosity keeps your business fresh, so think about the skills, tools, or people you’d love to dive into or connect with.

Questions:

1. What’s one area of your business you’re excited to learn more about?

2. Are there tools, systems, or strategies you’ve been curious about trying?

3. Who are the mentors, peers, or thought leaders you want to connect with?

4. What new skill or perspective could you develop to take your business to the next level?

6. Courage

Here’s the tough love: Growth takes guts. Let’s talk about the bold moves you’ve been avoiding.

Fear loves to keep us in our comfort zones, but courage is where the magic happens. What’s the one move you know could change everything but feels terrifying? Now’s the time to plan for it.

Questions:

1. If fear weren’t a factor, what would you do differently in your business?

2. What’s one decision you’ve been putting off that requires courage to act on?

3. If you approached the year with 10x more confidence, how would it change your priorities?

4. Where do you need to advocate for yourself or your business more boldly?

7. Connection & Alignment

Your business is a reflection of your relationships—with yourself, your team, and your clients. Are those relationships aligned with your vision?

Think about where your relationships have either helped or hindered you this year. Where do you feel deeply connected, and where do you need to adjust? Alignment means everything is working together, not pulling you in different directions.

Questions:

1. How can you deepen your connection with your team, clients, and community?

2. What’s one relationship you’d like to nurture more intentionally?

3. Are your daily operations aligned with your business values and vision?

4. Where do you feel resistance, and what would alignment look like in those areas?

8. Ease & Flow

Success doesn’t have to feel hard. Let’s find some ease.

What felt like swimming upstream this year? And what came surprisingly easy? Identifying these areas can help you simplify and optimize.

Questions:

1. Where can you invite more ease into your workflows and systems?

2. What’s one task or responsibility you can delegate or automate next year?

3. How can you make space for rest, creativity, and strategic thinking in your calendar?

4. What would it feel like to trust your team or systems more deeply?

9. Presence

Let’s get real: Most of us are too busy being productive to be present. Time to change that.

How often do you stop and actually experience your workday? Being present is about more than ticking off tasks; it’s about finding joy and purpose in the process.

Questions:

1. How do you want to experience your workday?

2. What daily practices (reflection, meditation, gratitude) will help you stay grounded?

3. If you could describe 2025 in feelings rather than outcomes, what would they be?

4. How can you center those emotions in how you run your business?

10. Create

You’re the architect of your business. What do you want to build this year?

Take everything you’ve uncovered in this reflection and imagine what’s possible. What do you want to create that aligns with your values, supports your goals, and inspires you every day?

Questions:

1. Gathering up all your lessons, courage, and clarity, what do you want to create in 2025?

2. What kind of business do you want to lead, and how will it support the life you want to live?

3. What relationships, projects, or opportunities will help you feel inspired while building?

4. What’s one step you can take today to start?

If 2024 taught us anything, it’s that business is unpredictable. But by asking yourself the right questions, you can show up with more clarity, courage, and alignment—no matter what 2025 throws at you.

So, grab a notebook and dive in. You’ve got this.