2023 Year-End Reflection & 2024 Planning

It's easy to just consider the future and create goals and action plans, but failure to reflect will eventually manifest as a failure to grow.

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OpsLab annual review and planning guide for entrepreneurs and visionaries.

The end of the calendar year is a few days away, giving us the perfect opportunity to reflect on the year that was and plan for the year that will be. It’s easy to just consider the future and create goals and action plans, but failure to reflect will eventually manifest as a failure to grow.

What is the Eisenhower Matrix

The Eisenhower Matrix, is a straightforward framework that helps you categorize tasks based on their urgency and importance. This method encourages you to evaluate the long-term value of your daily activities, steering you towards efficiency over mere activity.

Reflecting

We need to take a step back to analyze what worked and what didn’t, what we want to do more of and what we need to stop. This reflection is best done during a clarity break where you set aside a few hours and go to a quiet and calm place. This could be your home office, terrace, the beach, or a cafe; you pick. Take a notebook and a pen and answer the following 5 questions. You can do this for both your personal life and professional life, but as entrepreneurs, we know that these are typically very intertwined.

  1. What created energy this year?
  2. What drained energy this year?
  3. Who and what are the anchors holding me back?
  4. What were my greatest hits and worst misses?
  5. What are the biggest lessons I learned this year?

Answering these questions will allow you to zoom out and get perspective. I can not recommend this exercise enough and encourage you to try it!

Before shifting into a planning mindset ask yourself:

  • Where am I playing small that I could be playing much, much bigger?
  • What is holding me back from playing that bigger game?
  • Is it rational or emotional?

These questions will help you identify what you truly want. Be honest with yourself

Annual Planning

After reflecting, we move to planning mode, specifically annual planning. For planning, just like when reflecting, we need to consider both our personal and professional life. You can have goals related to your business, health, family, relationships, personal life or any category that you choose.

The annual planning framework I recommend has 3 connected components:

  1. Big Annual Goals
  2. Quarterly Goals
  3. Daily Systems

Here is how it works:

  1. Big Annual Goals

These are your big year-long goals. Take a moment and think about December 2024, in one year from today how do you want to feel and what do you want to have achieved?

Turn these thoughts into your annual goals. You want to have 1 to 4 big annual goals. The goals should feel uncomfortable and audacious. They reflect your big dreams and motivate you to continue when things get difficult. The goals need to be specific and measurable.

  1. Quarterly Goals 

The quarterly goals are a breakdown of your big annual goals. They are your milestones or checkpoints to make sure you are on track to achieving your annual goal. Quarterly goals allow you to reassess every 3 months and course correct if you are off track. 

  1. Daily Systems

Once goals are defined we need to figure out how we are going to achieve them. This is where systems and daily action come in. For each goal write down 2 to 3 daily actions you will take to get you closer to your goals. Small daily actions will compound over time if you are consistent

Here is an illustrative example of what the framework looks like in action:

  • Big Annual Goal: “Work with 30 new clients by the end of 2024”
  • Quarterly Goal: “Sign 7 client agreements from my Q4 2023 pipeline, and add 3 more prospects to my pipeline”
  • Daily System: “Connect with 5 new prospects on LinkedIn or Twitter, touch base with one referral contact and spend 30 minutes writing content”.

This annual planning process is a life-changing exercise. I cannot recommend it highly enough. I use a similar approach when I do annual planning workshops with my clients and it is the best way to have an aligned, meaningful and productive year. 

Table of Contents

Anna Jean-Louis

Financial Controller

Anna Jean-Louis is an experienced accounting professional with over 25 years of hands-on experience in bookkeeping, financial reporting, and business controls. She specializes in supporting small to mid-sized businesses in a Controller role, providing strategic financial oversight and practical day-to-day support. A graduate of BCIT’s Financial Accounting diploma program, Anna also completed the fourth level of the CGA program, building a strong foundation in financial management and analysis.
Throughout her career, she has worked with clients across a broad range of industries, including manufacturing, professional services, subtrades, industrial, tech, and food services. Her depth of experience allows her to bring insight and structure to growing businesses, ensuring accurate reporting and reliable financial systems. Known for her professionalism, attention to detail, and commitment to her clients’ success, Anna plays an integral role in helping businesses stay financially healthy and well-organized.

Stephanie Denton

Fractional Integrator

Stephanie Denton is a seasoned operations leader and Fractional Integrator who specializes in guiding fast-growing, founder-led organizations through scale with intention and heart. With a rare blend of emotional intelligence and operational discipline, she brings structure, clarity, and calm to complex environments, aligning teams, systems, and strategy to drive meaningful growth.
Drawing on her background as a clinical therapist turned business strategist, Stephanie deeply understands how people and process intersect. She has led operations across industries including B2B SaaS, healthcare, fintech, and digital marketing, and played a key role in helping a marketing agency reach $35M in annual recurring revenue. Stephanie thrives in environments where purpose matters and complexity needs to be tamed bringing both empathy and execution to the Integrator seat.

Daisy Parmar

Fractional Integrator

Daisy is a seasoned operations executive and Certified EOS® Integrator with over 20 years of experience leading national and global companies through growth and transformation. With a background as a former COO and expertise across industries like telecom, logistics, manufacturing, and retail, she helps leadership teams align around vision, build operational structure, and scale with confidence. She holds an MBA from Royal Roads University and brings both strategic depth and real-world leadership experience to every engagement.
Over the past 8 years, Daisy has partnered closely with founders and CEOs to remove bottlenecks, clarify roles, and drive accountability. A trained executive coach through the Co-Active Training Institute, she brings a calm, grounded presence and a coaching-based leadership style. Her approach creates space for visionary leaders to focus on what they do best, while she builds the systems and cadence needed to deliver results.

Shannon Johnston

Co-Founder & Integrator

Shannon is a seasoned operations leader and Integrator who thrives on helping entrepreneurial companies scale with clarity and discipline. She brings deep expertise in driving the Entrepreneurial Operating System, having led organizations through rapid growth and operational transformation. Most notably, she served as Integrator for an outsourced accounting firm that achieved 197% growth in just two years, landing on The Globe and Mail’s list of Top Growing Companies in 2024.
With a foundation in Sales, Marketing, and Human Resources, Shannon combines strategic thinking with a people-first approach. She is passionate about building strong leadership teams and creating operational structure that unlocks sustainable growth. Her experience spans industries including food services, construction, professional services, and coaching, proving that great operations are industry-agnostic.

Nina Schwark

Founder & Visionary

Nina is the founder and visionary behind OpsLab, a firm built to solve a problem she saw time and time again: visionary entrepreneurs with big goals, stuck in the weeds of their own businesses. After years of leading operations and seeing firsthand how many founders lacked the right support to turn ideas into action, Nina created OpsLab to bridge that gap, with a clear, proven framework and hands-on leadership.
As both a Visionary and an experienced Integrator, Nina brings a rare combination of strategic thinking and operational execution. She has scaled multiple companies, executed EOS across diverse industries, and built a team of expert Integrators who know how to create traction where others see chaos. Nina is known for her direct, thoughtful approach and her deep commitment to helping founders grow businesses they love without burning out in the process.

STEPHANIE DENTON

Stephanie Denton is a seasoned operations leader and Fractional Integrator who specializes in guiding fast-growing, founder-led organizations through scale with intention and heart. With a rare blend of emotional intelligence and operational discipline, she brings structure, clarity, and calm to complex environments, aligning teams, systems, and strategy to drive meaningful growth.

 

Drawing on her background as a clinical therapist turned business strategist, Stephanie deeply understands how people and process intersect. She has led operations across industries including B2B SaaS, healthcare, fintech, and digital marketing, and played a key role in helping a marketing agency reach $35M in annual recurring revenue. Stephanie thrives in environments where purpose matters and complexity needs to be tamed bringing both empathy and execution to the Integrator seat.