CEOs Know the Numbers: Book a Money Date with Yourself

CEOs Know the Numbers |

I have a confession. For the first three years of my business I only looked at the “numbers” when it was payday or when I was making a big purchase.

And by “looked at the numbers,” I mean I looked at the amount in my checking and savings accounts — and nothing more.

As my business grew in clientele, team structure, and ultimately profits, I began to feel buried by the weight of the unknown. What was my overall growth strategy for the financial health of She Can Coterie? By what rate were we growing? What did the influx of money in vs. money out look like?

I couldn’t answer these questions, but as CEO, I knew I had to. So, I implemented something super sexy — a weekly date between myself and my numbers (hot stuff, I know).

Since implementing these weekly money dates, I’ve not only seen the numbers grow and grow over time, I’ve learned what to look for by noticing trends and have saved money by simply being aware. And that’s the goal, right?

I have had to overcome some blocks and limiting beliefs around money — as have many of you, I’m sure. But so much of it was solved by simply taking the time to look at my numbers during my weekly money dates.

Why are money dates important?

When I first started these money dates with myself, I had no real gauge of what was happening in my business. Sure, clients were coming in, clients were leaving, we were growing, etc., but it was all vague highs and lows.

When you set aside time to look at the numbers you actually see what’s happening with your money.

When you know the numbers behind your biz, you can confidently move into the right decisions.


When you know the numbers you are empowered to make decisions. What are the next moves you need to make? Can you make that hire? Can you invest in that learning or software?

When you know the numbers behind your biz, you can confidently move into the right decisions.

Our whole goal here is to move you from manager to CEO, and knowing the numbers trains your brain to think like a CEO.

CEOs have a business plan and cash flow forecast. They are able to “talk finances” to granting and lending bodies. And, they look for and cultivate the best members for their team, rather than spend their time looking for clients.

With your eye on all of this, you’re setting your sites on a future of growth and expansion.

How often and when should I have a money date?

Consistency is key here. While I recommend a weekly date to really stay on top of the numbers, a money date each month can work as well.

A caveat: your goal is to remain connected to your numbers. No matter when you sit down for your money date, you want to be checking your balances and statements at least once a week.

Because money can cause stress, anxiety, and negative thoughts (I speak from experience here), it’s best to choose a day and time that is a low key as possible. Don’t do your money date at the end of a day filled with client calls or when you have a stressful client due date.

You want to come in with a clear, positive mindset. For me, sometimes the weekend is best.

Ultimately, the when doesn’t matter, it’s the consistency that matters most.

What do I need to have ready for a money date?

To get ready, you’ll need to gather a few key things. To start, where do all of your numbers live? You’ll need to have all of the documents, apps, spreadsheets, budgets, statements, etc. open and readily available.

You’ll also need your planner or a place to take notes. I always have my May Designs journal next to me.

From there, it’s about making this time a little bit luxurious. Light a candle. Treat yourself with your favorite iced latte and warm chocolate chip cookie. Whatever is going to make this feel good.

HINT : It’s probably best to save the glass of wine as a celebration for when you make it through.

Okay, but now what do I actually do?

Let’s get to work, CEO!

  1. First we track the numbers. Open all documents, bank accounts, trackers, spreadsheets and budgets. Get it all in front of you and track your week’s activity. We use Xero for our bookkeeping — everything is set up to automatically sync there and our bookkeeper will reconcile monthly.

  2. Next we look ahead to what’s coming up. This is one of the best parts of money dates. There are less surprises in the middle of your week. No more overdrawn accounts, no more unpaid bills. You take this intentional time to see what bills are coming due and what income you are expecting. Take a look at your budget to see if money is available for these bills that are coming up. Take a look at any upcoming travel or client meetings and make sure that money is set aside for these events.

  3. What did we notice? I should have said this from the start, but come to this with an objective mind. Remove any connection or emotion from the numbers you are seeing. Money has left, money is coming in, money is remaining. Let’s notice the flow.

    • Let’s take a look at where our spending from the previous week. Is there anything that stands out that we should be aware of in the future? One to many Starbucks visits? Just me? Kk.

    • How are we doing on our budgeting? Have we overspent our budget? Have we over-allocated (this is a dream scenario, amiright?)

    • Let’s notice these numbers and move to the next step.

  4. What do we need to adjust? This is where we make a plan for things we noticed. No shame, no judgement, just planning for next week when we will make better choices.

This is always part of the discipline talk with my three year old:

  • We didn’t make the best choices

  • There are consequences to poor choices

  • What better choices are we going to make next time?

  • Ask for forgiveness, receive forgiveness

  • Hugs and kisses

  • Move forward

Still applicable for us. Do we need to plan for one less iced latte? Do we need to move more money into our hiring budget? What better choice can we make next week?

Ask for and give yourself forgiveness. Say “I love you, you are doing your best.” Now we move forward.

Now that we’re moving forward, how do we keep ourselves motivated to continue this work? This all depends on what motivates you, but here are a few helpful things I’ve seen work.

  • Visual trackers can be a great way to see the progress you are making that can’t always be easily shown in a spreadsheet.

  • You can reward yourself for hitting specific milestones. Now remember, your reward can be a new pair of shoes or the Airpods you’ve been wanting, not a trip to Bali. We don’t want to throw away our hard work in the name of celebration.

  • Save your favorite cafe or fancy dinner for your money date. By pairing it with something extra special, you will begin to look forward to the date each week or month.

  • Find someone to keep you accountable. This can be your biz bestie or your accountant — which leads me to MY favorite way to stay accountable.

  • Find a professional to help you. Kandis, our bookkeeper, has revolutionized my business in that she is also on top of what’s going on with the numbers. She helps me forecast, see where we aren’t spending wisely, and, BONUS, prepares everything I need for my CPA come tax time. Trust me, you need Kandis in your life.

Let’s take control of our money together, shall we?

Begin by simply being willing to approach those limiting beliefs, make a date with yourself that you look forward to, and take it one week at a time. Trust me, this time next year you’ll be a more profitable, happier CEO.


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