Quarterly Planning: How to Plan Your Quarter in a Few Simple Steps
Aug 24, 2023
Most business owners set their goals in January and never look at them again. Quarterly planning is the habit that actually keeps you on track.
I spent 22 years running strategy for Fortune 500 companies. When I left to build my own seven-figure business in part-time hours, the single habit that moved the needle most was sitting down every 90 days to plan the next quarter. Not a whole day. About two hours.
In this guide I am taking you behind the scenes of my exact quarterly planning process, the one I used to teach only private clients. You will get the questions I ask, the financial review I run with my husband, a worksheet you can copy and use today, and the simple cadence that keeps the whole thing from falling apart by week three.
If you are not a natural planner and this already stresses you out, take a breath. I keep it simple on purpose, because simple is what you will actually repeat.

What is quarterly planning?
Quarterly planning is the practice of setting and reviewing your goals every three months instead of once a year. You look back at the quarter you just finished, decide what to keep and what to let go of, set a focused list of goals for the next 90 days, and block the time to make them happen.
Think of it as a GPS check for your business. Running a business is like a road trip. You set your destination, you hit the road, and a few days in you hit some bumps. Quarterly planning is the moment you pull over, check the map, and decide if you are still headed where you actually want to go. And if you are not, you get to pivot before you have wasted a whole year driving the wrong direction.
Why quarterly planning matters
A year is too long to course-correct. A week is too short to see the big picture. Ninety days is the sweet spot, long enough to make real progress and short enough to catch a problem while you can still fix it.
Here is what a solid quarterly planning habit gives you:
- A built-in moment to pivot before small problems become wasted quarters.
- Permission to drop what is not working instead of dragging it into the next year.
- A clear focus, so you stop chasing every shiny new idea.
- A system you can repeat, instead of relying on motivation that comes and goes.
One of my favorite mentors, James Clear, said it best: goals are for people who care about winning once, systems are for people who care about winning repeatedly. Quarterly planning is that system.
How long does quarterly planning take?
Less than you think. I set aside about two hours for the reflection and goal-setting, and another hour for the financial review. That is it.
Most people overcomplicate it and assume planning will eat an entire day. It will not, especially once you have done it a few times and it becomes second nature. The goal is to keep it SIMPLE so you stay CONSISTENT and actually see RESULTS.
Short on time this quarter? You can run a lighter version fast. Here is how to plan your quarter in 30 minutes using one simple exercise. This guide is the deeper, full process.
My quarterly planning process, step by step
Here is the exact process I walk through every 90 days.
Step one: block the time
Nothing happens until this is on the calendar. I like to plan first thing in the morning when my brain works best, or I get out of the house entirely. Go to your favorite coffee shop, or grab a friend and make it a quarterly planning date.
Pause right now, open your calendar, and schedule two hours. Even if you do not get all the way through the framework, the act of setting aside the time is where the results start.
Step two: reflect with five questions
Before I set a single goal, I get my mind relaxed and focused instead of anxious, usually with a walk or a quick workout. Then I answer five questions about the quarter ahead. Think about every category of your life, not just business.
- What went well last quarter? Are you sleeping better? Did your kids have a great season at school? Did you take an epic trip? Look at what went well and what led to it, so you can repeat it on purpose.
- What do I need to improve on? Was your calendar too full? Did your personal goals get dropped because business took over? What do you genuinely want to get better at?
- What am I calling in this quarter? What do you need to feel successful? Go deep here and really sit with it.
- What am I taking with me? What went so well that you must keep doing it?
- What am I leaving behind? What are you going to stop doing? Which self-sabotaging habits do you not want to carry forward?
Here is a peek at mine from a recent quarter:
- I am calling in more support to grow into new opportunities, which for us means hiring.
- I am taking the summer feeling with me: more joy in everyday things, like my dahlia garden.
- I am leaving behind the habit of getting so invested in other people that it comes at my own expense. I need to be honest about where I am spending my time and protect my focused time, because in the end that helps everyone.
Just that one activity gives you a clear read on where you are and where you want to go. Once I answer them, I pause and think about how I want to feel at the end of the quarter, then I start writing down goals that pull it all together. Nothing fancy. A Google doc or a notebook full of goals is exactly right.
Step three: run the numbers
The second half of planning is more practical, and it starts with a financial review. I will be honest, this was the part I wanted to skip when I first started. The more you do it, the easier it gets.
Numbers are data, and data tells a story. My husband and I sit down and look at what is coming in, what is going out, what we want to invest in, and what we need to invest in. We get through it in about an hour with a specific agenda:
- How is the business actually doing?
- What are our family goals?
- What do we want to invest in financially?
- What actions do we need to take to make those happen?
Aside from the reflection, this is the most important part, and it is the one most people skip. Do not skip it. Set the meeting, remove the distractions, and get through it. I promise it gets easier every quarter.
Step four: make your goals visible
After the financial review, it is time to make everything visible. I write all of our goals on a big whiteboard in our family office, broken down by month, business goals and family goals side by side.
Put yours somewhere the whole family can see it. When you get frustrated, and you will, you can look up and be reminded of the focus. This is your best defense against shiny object syndrome.
Step five: plan the actual dates
Now block the real dates. When do you want to launch? When are you taking a vacation? When do the kids start school? This is everything, not just business.
I start with the personal blocks first, then plan the business around them. Your system does not matter, a wall calendar, ClickUp, Google, or our quarterly planner all work. What matters is that you have your goals, your plan, and your dates in one place.
Step six: ask where you need help
The last step is the one almost everyone skips. I ask myself, "Holly, where do you need help?" Sometimes it is just saying my goals out loud. Sometimes it is taking another day to plan, hiring someone, or booking an afternoon date once the kids are back in school. Yes, that is on our calendar.
This is also where the pivoting happens. I have been known to open our calendar and cancel a pile of things. I will literally write "NO NEW MEETINGS" when I can see the weeks filling up. That is how you create the space for your real priorities to happen.
Your quarterly planning worksheet
Here is the whole framework in one place. Copy it into a Google doc or a fresh notebook page and fill it in. This is the worksheet I actually use.
Part 1: Reflect. Answer the five questions.
- What went well last quarter?
- What do I need to improve on?
- What am I calling in this quarter?
- What am I taking with me?
- What am I leaving behind?
Part 2: Set your goals. Pick one or two goals per category. Keep it short.
| Category | Goal for the quarter | Why it matters |
|---|---|---|
| Business | ||
| Financial | ||
| Family | ||
| Personal | ||
| Self-care |
Part 3: Run the numbers. Sit down with whoever shares your finances and cover:
- How is the business doing?
- What are our family goals?
- What do we want to invest in?
- What actions make those happen?
Part 4: Block your dates. Personal blocks first, then business.
- Vacations and travel
- School breaks and family milestones
- Launches and offers
- CEO days and planning days
Part 5: Name your help. Write down the one place you need support this quarter, and the first step to get it.
Do you love these tips? Take the Productivity Personality Quiz to get a Netflix-style binge-worthy resource list to help you find your focus, customized to you.
Common quarterly planning mistakes to avoid
A few things trip people up every time:
- Overcomplicating it. This is a two-hour habit, not a full-day event. Simple is what you will repeat.
- Skipping the financial review. The numbers are the story. Skip them and you are planning blind.
- Planning business before life. Block your personal dates first, or your business will quietly eat all of them.
- Never making it visible. Goals in a closed notebook get forgotten by week two. Put them on a wall.
- Setting fifteen goals. A focused few will move you further than a long list you never finish.
How quarterly, monthly, and weekly planning fit together
Quarterly planning is the anchor, but it works because of the smaller check-ins around it. We do the full version every quarter, a mini version every month, and a micro version every Sunday.
| Cadence | How often | What you do | Time |
|---|---|---|---|
| Quarterly | Every 90 days | Full reflection, goals, financial review, and date blocking | About 3 hours |
| Monthly | First of the month | Mini review, adjust goals, look at the month ahead | About 1 hour |
| Weekly | Every Sunday | Micro check-in and plan the week | About 15 minutes |
If that sounds like a lot of planning, here is my honest answer: if you do not have a process to see where you are going, how do you know you are on the right path? This system does not take much time, and being ridiculously consistent with it is one of the biggest reasons our personal and business growth has stuck.
Here's how to start your quarterly planning
- Open your calendar right now and block two hours before the quarter starts.
- Answer the five reflection questions.
- Set one or two goals per category, not fifteen.
- Run the numbers with whoever shares your finances.
- Block your personal dates first, then your business dates.
- Put your goals somewhere you will see them every day.
- Name one place you need help, and take the first step to get it.
Plan your quarter with a room full of women doing the same
Quarterly planning is the backbone of a life-first business, and it is exactly what we do together inside the Crush the Rush Club. Every quarter we run a live Planning Party where I walk you through this entire framework, and every month we do the mini version so you never drift off track. If you want the accountability and a community of women planning alongside you, come join us. đź’›
XO, Holly
Frequently asked questions
What is quarterly planning?
Quarterly planning is setting and reviewing your goals every three months instead of once a year. You look back at the quarter you just finished, decide what to keep and what to let go of, choose a focused set of goals for the next 90 days, and block the time to make them happen. It works like a GPS check for your business: a regular moment to see if you are still headed where you want to go, and to pivot before you waste a whole year driving the wrong direction. Ninety days is long enough to make real progress and short enough to catch problems while you can still fix them.
How do you plan your quarter as a business owner?
Block about two hours, then work through a simple reflect-and-plan process. Start by answering five questions: what went well, what to improve, what you are calling in, what you are taking with you, and what you are leaving behind. Set one or two goals per category across business, finances, family, personal, and self-care. Run a financial review of what is coming in and going out. Then block your personal dates first and your business dates around them, put your goals somewhere visible, and name where you need help. The whole thing takes about three hours including the financial review.
How long should quarterly planning take?
Around two to three hours total. I set aside about two hours for reflection and goal-setting, plus another hour for the financial review. Most people assume planning will take an entire day and put it off, but it does not have to. Once you have run the same process a few times it becomes second nature and moves faster. The point is to keep it simple enough that you will actually repeat it every 90 days, because consistency is what creates the results, not a long, complicated planning marathon you only do once.
What questions should you ask yourself when planning your quarter?
Five questions do most of the work. What went well last quarter? What do I need to improve on? What am I calling in this quarter? What am I taking with me? What am I leaving behind? Answer them across every part of your life, not just business, so your plan supports your whole life instead of competing with it. These questions surface what is working so you can repeat it on purpose, and name the habits and commitments you want to drop before they follow you into the next quarter.
How is quarterly planning different from setting yearly goals?
Quarterly planning gives you four chances a year to adjust instead of one. Annual goals are useful for direction, but a year is far too long to go without checking whether your plan is still working. By breaking the year into 90-day chunks, you get regular moments to pivot, drop what is not serving you, and rebuild your focus around what actually moved the needle. You still keep the big yearly vision. Quarterly planning is simply how you make steady progress toward it without waking up in December wondering where the year went.
Keep reading
Start with the full guide: How to Run Your Business in Part-Time Hours.
If this one helped, here is where to go next:
- How to Plan Your Quarter in 30 Minutes
- Goals vs Standards: Why Standards Win Every Time
- My #1 Planning Hack: The One Notebook Rule
- How to Find 2 Extra Hours in Your Day
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That is exactly what we map out in CEO Week, my free training on running your whole business in part-time hours, no social media required. Come join us.
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