Better Business, Better Life – Issue 142

 

The other day, a client asked me if we could do their annual planning session earlier in the year.

They thought they needed the plan first to prepare their financials, but I explained that it actually works the other way around—the financials should already be prepared, based on the team’s predictions throughout the year.

They even asked why I didn’t do it earlier with all of my clients.

I explained that it actually works the other way around—the financials should already be prepared, based on the team’s predictions throughout the year.

BUSINESS TOOLS & REAL-LIFE LESSONS

Why Annual Planning Isn’t About Your Financial Year: A Real-Life Story

You see, the Annual Planning days, as part of the proven process, are just another 90-day cycle, the only difference is that we are now also planning for the year ahead as well as the 90 days. It’s also time to revisit the 3-year plan & work on some team health.

So the date should be 90 days after the last quarterly.

In NZ, the financial year ends on 31st March, so I usually schedule Annual Planning for my clients in late March or early April to align with the availability of finalised numbers.

And in Australia, the financial year ends at the end of June, so I generally meet with them in early July or late June.

And it’s not just Annual Planning. This often comes up when teams feel pressured to match quarterly pulsing sessions with financial year dates, believing it provides better alignment with their reporting.

And here’s the thing—we don’t need to do it earlier.

Sticking to the regular schedule ensures consistency, allows the team to build a strong forecasting muscle, & keeps everyone aligned without the distraction of arbitrary dates.

The team should already know what the next year looks like & have their financials prepared. Annual Planning requires having finalised numbers to work with—it’s ideal to have the results from that final quarter.

This means we can’t do it earlier; the team needs to complete the 90-day cycle, gather the real results, & then plan for the year ahead.

Any team in a regular 90-day cycle needs to complete the cycle, learn from it, & then prepare for the next 90 days. We want to discuss real results with meaningful insights to prepare effectively for the year ahead.

Most importantly, it’s about getting better at predicting & improving team health before we plan for the year ahead.

As Mike says in the book Fireproof, his law firm could predict within 0.01% of the results because they monitored key metrics weekly, using a Scorecard to track the right data & understanding the operational levers that influenced their outcomes.

This level of accuracy matters for EOS users because it demonstrates the power of data-driven decision-making and the discipline of weekly tracking to anticipate future results with precision. Because they monitored key metrics every week, using a Scorecard to track the right data & understand the operational levers that influenced their outcomes.

The clue is in the name—the Entrepreneurial Operating System. It’s an operating system that helps you gain traction on your vision.

And here’s the kicker: we don’t have to follow the financial year at all. EOS runs on 90-day sprints, not financial quarters.

Some clients get really anxious about this. They feel like everything needs to align perfectly with their financial calendar. But when they push back, I offer a simple alternative:

“Okay, let’s stick to strict quarterly dates then. That means our first session of the new year will be between the 1st & the 5th of January since the quarter ends in December, & we’ll need a few days to get the results ready.”

Cue the nervous laughter. After all, who really wants to swap their summer holiday for spreadsheets, strategy meetings & having difficult conversations?

Of course, no one in New Zealand wants to do that—the whole country takes a break over Christmas until around Waitangi Day. There’s no way I’d get a team into the office for an EOS session in early January.

So, if we’re not going to stick to exact dates for the first quarter, why stress about aligning the other dates with financial quarters? The flexibility allows teams to focus on results rather than arbitrary dates, ensuring better decisions based on real, up-to-date data.

The real goal here is to get the team superb at predicting—one of the five EOS Leadership Abilities: Simplify, Delegate, Predict, Systemise, & Structure. It doesn’t matter when the sessions happen, as long as they’re consistently 90 days apart.

So, the next time you’re worrying about matching your EOS sessions to your financial calendar, take a breath. Focus on the rhythm of the 90-day world & the discipline of meeting regularly—that’s what will keep you on track for success.

Annual Planning isn’t about your financial year – it’s about building a clear, actionable plan for the future. It’s about creating a plan & committing to the actions that will get you where you want to go.

And trust me—that’s far more important than any date on the calendar. 😉

LINKS TO USEFUL STUFF

This section gives you quick access to 3 links - to articles, blogs, podcasts & stuff that will help you to create a better business & lead a better life.

Better Business and Life Resources

Article

business action

How To Get What You Want from Your Business

Simplify business operations to achieve measurable growth.

Podcast

business action

Design Your Year Before Someone Else Does It for You!

Take control and design your year ahead to achieve meaningful goals.

Life Stuff

business action

How to Plan Your Best Year Ever

Plan intentionally to create a fulfilling and purposeful year.

MEET OUR TEAM

In this section, I introduce the team & our Trusted Partners.

I’m excited to introduce our new Trusted Partner, Glenda Lewis, a seasoned CFO turned Leadership Specialist and Public Speaker.

With years of experience helping business owners overcome financial overwhelm and leadership challenges, Glenda knows that financial clarity and leadership strategy go hand in hand. Over the years, she’s helped countless business owners who felt overwhelmed—not just by numbers but by the challenge of building strong, high-performing teams.

Her unique approach brings together systems, strategy, and leadership to create businesses that thrive.

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What makes your approach unique in your industry?

Over the years, I’ve worked with countless business owners who felt overwhelmed by their finances and leadership challenges. I realised their struggles weren’t just about cash flow or team performance—they lacked the systems to manage both effectively.

The three things that I do differently are:

  1. Give business owners expert advice in an easy, practical way. Theory has its place, but when you are in the trenches, you need experts who can provide practical solutions. I give practical advice and teach you the levers behind your business, which are to make higher profits, build stronger teams, and reduce stress.
  2. Focus on results. Changes are meaningless unless they drive results. I focus on measurable outcomes and work on strategies to drive the results that matter to you.
  3. Have fun! I love turning businesses around, and when I do what I love, your business results become exponential.

Can you share a success story where you made a significant impact for a client?

This client was a wholesaler who was experiencing strong revenue growth, yet no matter how much the business grew, the bank account didn’t. In this instance, I didn’t touch the revenue-driving machine, as this was working well. I used other financial levers to unlock cash and ultimately bolster the bank account.

My role was to identify and unlock these opportunities, delivering tangible value to their bottom line. In these three situations, I worked with the owners and business managers to focus on the right ‘numbers,’ people, and processes. In these stories, my focus led to more cash, high profits, increased valuations, stronger teams, and streamlined operations.

business action

Results in 4 months:

Revenue: Up 15%

Cash: Up $350k!

What challenges do you see your clients commonly face, and how do you help them overcome these?

Often, clients are spinning and balancing multiple plates and don’t know where to start. They know their business has more potential, but they don’t know where or how. My role is to identify and unlock the opportunities, delivering tangible value to their bottom line. I work with owners and business managers to focus on the right ‘numbers,’ people, and processes. This then leads to more cash, high profits, increased valuations, stronger teams, and streamlined operations.

What trends are you noticing in your field, and how do you adapt to stay ahead?

Business is currently tough—business is always tough, but right now, it’s a tough environment. Customers are taking liberties in paying longer, interest bills are often high, and processes are often not smooth. However, the good news is that 80% of these problems are normally easy to fix with the right eyes. Once the business knows where they are going and what numbers to focus on, you then implement changes one step at a time, monitor them, and reap the reward.

What is the most common mistake you see businesses make, and how can they avoid it?

Not leading with impact. Leaders often don’t hold people accountable, and they avoid tough conversations. However, payroll is normally a business’s biggest expense! Not managing your people well is like throwing money away, let me help you.

FIND OF THE MONTH

Are you tired of juggling disconnected tools to manage your EOS® implementation?

Do you find yourself switching between apps just to keep your team aligned, your projects on track & your meetings productive?

This month, we’ve found the solution:

Strety — the most modern, integrated software for businesses running on EOS®.

Why Strety?

Strety isn’t just another EOS® tool — it’s a game-changer for high-performing teams who demand more from their business operating system. Built with simplicity & integration in mind, Strety gives you one seamless platform to manage your EOS® tools, people & projects.

Here’s what makes it stand out:

💡Unparalleled Integrations

  • Microsoft Teams: Run your Level 10 Meetings™ directly within Teams for a smoother, more connected experience.
  • ConnectWise: Link your tools to streamline operations & boost efficiency.
  • Google Workspace: Sync your meetings, docs & teams effortlessly.
  • HubSpot: Integrate your CRM insights to align your sales & operations.
  • Monday.com & Asana: Keep projects on track without leaving Strety.
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If your team already uses these tools, Strety will feel like a natural extension of your existing workflow.

💻 Built for EOS® Success

  • Run seamless Level 10 Meetings™ with built-in timers & templates.
  • Track your Scorecard & Rocks with clarity.
  • Manage Issues in real-time, ensuring decisions turn into actions.
  • Align your team around your V/TO™—without endless spreadsheets.

⚡More Than Just EOS® Tools

While Strety excels at helping you implement EOS®, it also goes beyond the framework. With intuitive features for project management, playbook creation & people management, Strety becomes your central hub for operational success.

🚀 Try Strety Today

You don’t settle for the bare minimum in your work—why settle for less in your tools?

Sign up now & see why the world’s most successful teams trust Strety to power their EOS® implementation.

We are here to help you live a better life by creating a better business. We are real-life business owners with years of experience & a strong desire to make a huge difference to the lives of entrepreneurs.

If anything here resonates with you or you would like our help, then please get in contact. Just reply to this newsletter & let us know who you would like to speak to…. Or visit our webpage & contact any of our team from their own pages.

If you know someone who would benefit from reading this, then please forward it onto them. 💖

NEED HELP?

​If you’d like to learn more about any of these tools or would like to find out how I can help you achieve a better life through creating a better business, then book a free Discovery Call with me.

We’ll talk about what you want to get from your business & your life & come up with a plan to do that!

Debra Chantry-Taylor

Certified EOS Implementer | Accredited Family Business Advisor | Entrepreneurial Leadership & Business Coach | Speaker & Workshop Facilitator