10 Monthly Questions Every Coach Should Ask Themselves
A few weeks ago, I was on a podcast interview, and the host asked me how I set up my goals when it comes to being productive in my coaching business.
"The same way I teach my clients," I told her.
Then I broke it down.
10-year goal. 5-year goal. 1-year goal. 6-month goal. 3-month goal. 1-month goal. And finally, 2-week goals.
She asked, "Why 2 weeks?"
Here's why.
Studies suggest you need at least 28 days for a habit to form. A 2-week goal gives you half of that, which is the perfect window to start, adjust, and refine before the habit fully takes root. The first week, you're getting going. The second week, you're tweaking what's not working. By the end of week two, you have real data to make a decision: keep going, change direction, or scrap it entirely.
This is how I run my business. It's how I help my clients run theirs.
But none of it works without one habit at the foundation: monthly self-reflection.
Why monthly questions matter for coaches
When you run a coaching business, the days bleed into each other.
You're booking calls, posting content, replying to DMs, prepping for sessions, and somewhere in there trying to remember to eat lunch. Weeks pass. Then a month. Then suddenly it's the end of the quarter and you have no idea what worked, what didn't, and what to focus on next.
Without a regular check-in, you operate on autopilot. You repeat what didn't work because you didn't notice it didn't work. You skip what's actually moving the needle because you're too busy to see the pattern.
A monthly review fixes this.
It doesn't have to be long. Thirty minutes with a notebook and these 10 questions is enough to give you back your clarity, your direction, and your focus.
10 questions to ask yourself every month
Sit down with these at the end of each month. Write the answers. Don't skip the uncomfortable ones.
1. What was the best thing that happened in my business last month?
Notice your wins. Celebrate before you analyze.
2. What did I learn about myself as a coach last month?
Patterns about your strengths, your blocks, and how you actually like to work.
3. What areas of my business are thriving, and why?
If something's working, name it specifically. You'll want to do more of it.
4. What positive experiences did I gain from last month?
A great client session. A piece of content that landed. A conversation that changed something. Capture them.
5. What is one area I want to focus on this upcoming month?
One. Not five. Pick the thing that will move your business forward the most and put your energy there.
6. What can I draw from last month's experiences to help me hit this month's goals?
You already have data. Use it. The lessons from last month are the strategy for this month.
7. What are some possible obstacles that may come up this month?
Anticipate them. Travel, slow seasons, family commitments, energy dips. Name them now so they don't surprise you.
8. What resources do I have to move through these obstacles?
Your network. Your systems. Your support. Your past experience. You have more than you think.
9. What has brought me the most joy and the most challenge, and how did that shape me this month?
The places that drained you and the places that filled you up are both telling you something important about how to build a business that works for you, not against you.
10. What is important to me this upcoming month, and why?
Get clear on the why. The "why" is what gets you up on the days you don't feel like it.
When you lose momentum, ask this one
Life has rough edges. Building a coaching business has more than most.
Some months, you'll have all the energy in the world. Other months, every step forward will feel like dragging concrete. When you lose the momentum to keep going, ask yourself this one question:
What is this experience teaching me?
That's the question that turns a hard month into a useful one.
Why this practice changes everything
Most coaches I work with are reactive. They post when they remember. They follow up when something goes wrong. They strategize when a quarter ends badly.
The coaches who grow are proactive. They check in regularly. They notice patterns early. They adjust before things break.
Sometimes all we need is to question our inner narrative.
Our minds run the show. Instead of worrying about what I couldn't control, I redirected my energy toward what I can create. The energy I bring to a situation. The clarity I bring to a decision. The intention I bring to a month.
When self-awareness deepens, you start to understand the influence of your accumulated experience. You reclaim your power. You stop coaching from reaction and start coaching from intention.
Are you ready to rise and let your brilliance shine?
Save these questions. Set a recurring reminder for the last day of every month. Make this practice non-negotiable.
It's the difference between a coaching business that drifts and one that builds.
Ready to build a coaching business that grows on purpose?
If you're a coach who's tired of running on autopilot and you're ready to build something with real direction, I'd love to help. We'll look at where you are right now, where you actually want to be, and the simplest next step to get there.