SME Strategy Leadership, Management and Strategy

How to Lead Organizational Transformation That Sticks - Strategies for Organizational Transformation

Written by Jenna Sedmak | July 09

Organizational Transformation Overview

Organizational transformation typically involves significant shifts in strategy, processes, technology, culture, leadership, and priorities. These changes are often complex and may be disruptive, so preparing, managing and guiding them effectively is critical for ensuring that the transformation becomes embedded into the organization and achieves intended outcomes. 

In order to intentionally plan for organizational transformation and resulting changes, it is imperative that leadership teams not only align around a strategic vision for the future, but that they also engage with critical (internal and external) stakeholders, develop a strategic roadmap, plan for change, and ensure there is a fulsome implementation process in place. 

Through spending adequate time, energy and resources to proactively plan for organizational transformation, businesses and leaders can expect:

  • Increased buy-in and less resistance to these changes from both internal and external stakeholders
  • Strengthened communication from top to bottom, bottom to top, and side to side throughout the organization 
  • Proactive systems and processes that empower assessment throughout the transformation process, resulting in a team that can identify what is on track, ahead, or behind, and ready to make adjustments to the action plan as needed
  • Strong processes and an adaptive culture that is ready to embed and sustain key changes, resulting in successful implementation 

On the other hand, if organizational transformation and change is not managed proactively and intentionally, businesses and leaders risk: 

  • A loss of competitive advantage if they fail to adapt their products and services successfully 
  • Profit loss due to reduced productivity, failed projects, or loss of customers
  • Loss of key leadership team members or staff if they are not aligned with and bought into change initiatives 
  • Operational challenges such as process breakdowns, inefficiencies, and technology failures
  • Legal, regulatory or compliance issues if changes happen without adequate preparation and research 

In order to accomplish these key wins, leaders can proactively work towards organizational and cultural transformation through proactive stakeholder engagement, strategic planning and vision alignment, intentional change management, and robust implementation and follow through.

How to Plan for Organizational Transformation 

When facing business transformation, organizational leaders often enter into the strategic planning process with an awareness that change is needed. When leaders are unsure if transformation is required, they can pay attention to specific needs or challenges that may not be resolved through existing business and processes. 

Some areas that may spark the need or desire for transformation may include:  

  • Financial Pressures & Increasing Profit: revenue loss, declining profitability, reduction in market share, failing to meet performance targets, stagnant sales
  • Increasing Profitability: A need or desire to increase profitability/EBITDA, desire for growth to meet profitability goals
  • Growth, Expansion & Structural Changes: Mergers & Acquisitions, franchising, entering new markets, governance model shifts, business model changes 
  • People & Culture: high employee turnover (especially within skilled positions), disengagement, low morale, challenges with attracting talent, leadership 
  • Operational Inefficiencies: communication silos, collaboration challenges, duplication of work, missed work, outdated or excessive processes, lack of clarity around roles and decisions, outdated technology
  • Technology & Digital Adaptations: shifts to enterprise technology, integrating AI or automation, cybersecurity updates, service delivery adaptations 
  • Leadership Transitions: succession planning, board changeover, shifting from founder-led to institution-led
  • External Forces & Market Shifts: shifts in consumer behaviors, shifts in the market or industry, new regulations or policies, geopolitical changes that demand different models, new competitors or existing competitors offering new products or services

Whether your organization has already diagnosed a specific business transformation area or if you’re still in the exploration phase, following these steps will help you prepare for lasting change with increased buy-in and follow through: 

  • Pre-Planning for Transformation 
  • Stakeholder Engagement for Transformation
  • Strategic Planning & Vision Alignment for Intentional Transformation 
  • Change Preparation & Change Management for Cascading Buy-In
  • Strategy Implementation to Sustain Transformation 
  • Processes for Reacting to Changes in Trends & Risks

Step 1: Pre-Planning for Transformation: 

Consider that you likely have a lot of internal expertise about your sector and organization (and around trends and elements that impact these). Make sure to develop questions that will solicit this expertise from key internal stakeholders (i.e. managers & skilled/experienced employees) when you start the pre-work phase ahead of your strategic planning retreat (see step 2). 

Then, make sure that you have all of the key decision makers and individuals who will be responsible for implementing the plan at the table from the beginning to ensure buy-in and commitment to the entire process (from pre-work, through strategy development, through implementation). 

This pre-planning stage is also a great time to undergo any market research, benchmarking, competitor analyses, or industry assessments that might help your leadership team to align around key decisions during the strategic planning process. 

Finally, this is a great time to consider whether you will be leading the strategic planning process yourself, or working with a facilitator to guide you through stakeholder engagement, strategic plan alignment, and implementation (one of these or all three). If you don’t work with a facilitator, consider that someone on your leadership team will become the facilitator, rendering them unable to truly participate IN the discussions as they will have to manage the time, balance the process with desired outcomes, and support the team through disagreements. 

External facilitators are unbiased and objective, which can enhance the efficacy of this process and support your team through critical conversations without bias. They are experts in strategic planning methodology, managing time, and balancing the voices in the room, while ensuring your team aligns around an actionable strategic plan.

Step 2: Stakeholder Engagement for Transformation

The most effective strategic plans consider input from key stakeholders. While engagement efforts often gather feedback from those internal AND external to your organization, if you don’t have the resources (time, budget, etc) to do both, it’s critical to generate discussions and feedback from within your organization, especially with key personnel who will be supporting your senior leaders with driving this work forward (i.e. managers, senior employees, etc.). 

By listening to the people who DO the work and have a day-to-day understanding of your products, services, customers, resources, and challenges, you will be better equipped to make decisions that, even if ambitious, are still grounded in reality, and likely to generate organizational alignment beyond your senior leadership team. Additionally, by listening to perspectives and considerations from your internal stakeholders ahead of the strategic planning process, it can support with buy-in towards any post-planning changes or decisions that may impact them or their work. 

Once you’ve developed a plan to engage your internal stakeholders, then consider other stakeholders that may be beneficial to engage with, such as: board members, unions, volunteers, customers, association members, or others who have input or interest in the work that you do, or an ability to affect your progress towards your desired outcomes. If you’re not sure who your stakeholders are, consider starting with a stakeholder mapping activity. 

Learn more about stakeholder mapping and engagement.

Then, consider how you will engage with each group and/or individual. Effective stakeholder engagement is not a one-size-fits-all approach, but consider that different people like to share feedback in different ways. Consider incorporating 1-way and 2-way engagement elements, synchronous and asynchronous mechanisms, and opportunities for attributed and anonymous feedback. Engagement opportunities may include: surveys, polls, interviews, or town-hall style sessions (whether virtual, in-person, or hybrid).

While some organizations may wish to lead stakeholder engagement efforts internally, others work with a facilitator to maximize engagement efforts and benefits such as: improving credibility and legitimacy, reducing internal biases and power structures, and leading an expertly researched and designed process, ultimately leading to an increase in honest feedback and transparency from stakeholders.

While stakeholder engagement is best when started in advance of the strategic planning process, consider also how you will maintain this communication after your strategic plan has been developed. 

Step 3: Strategic Planning & Vision Alignment for Intentional Transformation

Leadership team alignment is a critical success factor for strategic planning, especially when an organization is aiming for transformation. Strong alignment can lead to an increase in focus, consistency, trust, and accountability, ultimately leading to a higher likelihood of reaching a desired destination, achieving outcomes and goals, while reducing confusion and resistance along the way. 

Without alignment, leadership teams risk having conflicting priorities, mixed messaging (internally and externally), inefficient use of resources, lack of clarity around roles and responsibilities, resistance to change, and falling back into old habits or ways of working, which can lead to a reduction in accountability and focus, and a strategic plan that does not get implemented. 

When leadership teams are ready for their next cycle (or first cycle) of strategic planning, the biggest risk they face is what we call “The Multiple Destination Trap”. This happens when leaders, whether intentionally or unintentionally, work towards different goals and take on different projects and tasks, which results in a lot of hard work that pulls individuals and teams in different directions. Communication silos occur, work is duplicated or missed, there is a lack of clarity, and resources are used inefficiently or wasted. 

Imagine having a leadership team with 10 of their people rowing a boat, but everyone is rowing at a different pace, in a different direction, and there’s no consensus on which island they are aiming for. The boat may spin, tip, or stand still, regardless of how hard or fast people row. No matter how hard the team works, progress is stalled. This boat may never reach the leader’s desired destination, or if it does, it will get there slowly and inefficiently, with the leaders and their team frustrated and exhausted. 

The antidote to this trap is “The One Destination Model” where leadership teams align around a singular, clear, focused destination and develop priorities and a roadmap to reach this future state. Instead of each leader charting their own path, they work together to focus on reaching a single destination. Because they are aligned around their vision, mission, priorities and goals, they can leave the strategic planning sessions with clarity and focus which they can cascade to the next level(s) of the organization. This results in cascading organizational alignment that leads to an increase in clarity, communication, accountability and buy-in. It reduces the risk of communication silos, conflicting priorities, and inefficiencies. 

Imagine being on that same boat, but now the leaders have clearly aligned on where they are going, so everyone is aiming for the same destination, rowing at the same pace, and paddling in the right direction. They may encounter obstacles along the way, but because they have alignment, clarity, and focus, they can paddle around these to reach their destination purposefully. They are not just working hard; they are working smart. 

This is why an expertly designed process for an aligned strategic roadmap is crucial. SME Strategy’s 5-step process supports leaders to align around One Destination and develop a prioritized, actionable roadmap to execute this plan: 

  • Where are we now?
    This is your CURRENT STATE assessment:

    This piece of the strategic planning process begins ahead of the session through any research, stakeholder engagement, and pre-work that is carried out. During the strategic planning session, this input is woven into discussions that focus on celebrating your successes, scanning your strengths, weaknesses, opportunities and threats (SWOT), and digging into a trend analysis (PESTLE).

    The purpose of this component of the process is to ensure your leadership team is first aligned around where you are now before determining where you want to go. Think of this like a “you are here” marker on a map!

  • Where are we going?
    This is your desired FUTURE STATE:

    This is the piece of the strategic planning process where your leadership team will begin to discuss where you want to be X amount of time in the future. Once each leader shares where they would like to see the organization in this future, it’s then time to look at where there are similarities and where further discussion might be needed in order to unpack the differences in order to prioritize and align around a singular vision. Once the team is aligned around a direction, it’s critical to clearly articulate the destination you would like to reach rather than writing out a vague, lofty vision statement. It’s ok to have a longer term ambitious vision statement, but it’s important to also have a clear, outcomes based summary of your future state, articulated in a way that anyone who reads it will interpret it in the same way.

    This component of the process also includes discussion and alignment around your mission within this same timeframe. Just like with your strategic plan’s vision, we’re aiming for specificity and clarity within your strategic plan mission, rather than a vaguely worded mission statement. It’s critical to narrow your focus so that your team can align around who you are, the benefits you provide, and who you serve in this future state. While some teams do update their mission statement after strategic planning sessions, you don’t have to. You can keep your overarching organizational mission statement, while also developing a clear, articulate mission specific to your strategic plan.

  • What could get in the way?
    This is your RISK discussion:

    This state of the planning process is where your team will begin to discuss what could hinder you from moving from your current state to your future state. A values and behaviors discussion is incorporated first, because if you don’t foster values that align with your vision and mission, your people may behave counter to these, resulting in a misalignment between the way you work and where you want to be. On the other hand, if you thoughtfully align around key behaviors for your desired values, your leadership team can communicate, demonstrate, and reinforce values that will help your entire organization work collectively towards your vision and mission.

    During this stage, it’s also critical to perform a risk analysis where you brainstorm a list of potential risks and roadblocks, both internal and external, that could get in the way of you reaching your future state. Once you have a list of these, your team will need to align around the highest risk areas by assessing each one based on their level of impact and likelihood. This will help you in the next phase as you narrow down your priorities.

  • What do we need to do?
    This is where you determine PRIORITIES & OUTCOMES:

    Once your leadership team is fully aligned around your current state, future state, and what could get in the way between now and then, it’s time to prioritize and set goals. Prioritization is critical because resources are limited, and it’s important to maximize your efforts to do a few things well versus many things poorly. In order to support setting needs-based priorities (rather than wants-based priorities developed from guess work), your leadership team will need to look at the short list of the most likely and impactful risks you may face alongside your desired vision and mission. Then, reflect on where each of you feels the organization should prioritize focus in order to mitigate several of these risks and reach your desired future state.

    Once you each have a list of 3-4 items, it’s important to discuss these to see where there is overlap and where there are disagreements so that you can arrive at a list of three aligned strategic priorities. These priorities should be “broadly specific”, meaning that they should be broad enough that they can contain several different goals and projects, but specific enough that they are clear and focused. For example, “Develop an employee retention program” is too specific, “HR” as a category is too broad, while “Employee Attraction & Retention” is broadly specific. Several goals and projects can be nested within this strategic priority, but it is focused enough to maintain alignment.

    Once you have three strategic priorities, it’s time to align around what good looks like within each of these areas of focus. Discuss what outcomes you would like to reach within the short, medium and long term, and then transform these into 3-4 measurable objectives/SMART goals within each area. For example, “increased retention” is a great general outcome, while “achieve an annual employee retention rate of 90% by X date” is a measurable objective with a clear SMART goal.

  • How will we implement our plan?
    This is where you set your IMPLEMENTATION roadmap:

    Many strategic plans stop at the previous step, but this leaves them without an actionable next step. The final component of this process ensures that leadership teams start to think about what needs to happen next in order to start rolling out this strategic plan. While action planning is not a one-time event, leaders can begin to determine the key next steps or quick wins that will set this plan in motion. Additionally, this is a great time to develop a communication plan for strategy rollout that considers other stakeholders that will be key to the plan’s success, as well as internal leadership communication needs that will support the plan’s continued momentum.

    After determining key actions and communication needs, leaders should then reflect on the capacities they have and the capacities they might need to level up in order to effectively implement their plan over the next 3-5 years.

    Capacities to consider include: building and maintaining organizational alignment, ensuring a shared understanding of roles & responsibilities for strategy implementation and core operational work, assessing communication structures and cadences for continuity, leveling up tracking, monitoring & reporting systems to gauge progress and course correct where needed, aligning values, behavior & culture processes with the strategic direction, and ensuring change management systems are in place.

Maintaining alignment through each of these steps in the strategic planning process is critical as you can’t move forward without this. While some organizations can effectively work through this process in two days, larger or more complex organizations or multi-level leadership teams may need three days. Alignment takes time; it can be challenging for leadership teams to effectively work through this process and reach alignment without an outside facilitator to guide them towards effective problem solving and avoiding getting stuck in the weeds. 

Step 4: Change Preparation & Change Management for Cascading Buy-In

Successful organizational transformation isn’t just about setting a new direction, it’s about bringing your people along with you. That means intentionally managing the human side of change to foster alignment across teams, build lasting buy-in, and embed the new strategy into daily operations and culture. Without effective change management, transformation efforts risk stalling, fragmenting, or being quietly resisted. However, with thoughtful change preparation and change management, organizations create the conditions for momentum and long-term success, ultimately embedding key transformational changes. 

Not every element of your strategic plan will require a robust change management plan, but two critical elements to consider are: 

  • The size and scope of the change: changes that affect or involve a large number of people or a significant portion of the business may benefit from more involved change management. 
  • Organizational impact and risk: changes that carry higher risks or costs, or changes that are likely to have a high financial impact (whether positive or negative) should also be carefully planned. 

When getting started with planning for change, consider undertaking a change readiness assessment and utilizing change preparation activities like the 5Ps. Once you’ve worked through a change preparation activity and have assessed change readiness, consider selecting a change management framework to support the change lifecycle. Two prominent frameworks are Kotter’s 8-Step Model and the Prosci ADKAR Model

Learn more about how SME Strategy approaches change preparation and change management.

Step 5: Strategy Implementation to Sustain Transformation

Many organizations devote significant time to stakeholder engagement and strategic planning, but once the plan is finalized, they underestimate or deprioritize the important work of implementation. This is especially risky when the plan includes transformational change which requires sustained effort, alignment, and capacity over multiple years. If developing a strategic plan is a sprint, implementing it is a marathon. Thoughtful strategic plan implementation that leads to successful transformation happens through building habits of consistent practice and levelling up leadership and operational capacities.

Reflecting on potential implementation needs and capacities ahead of the strategic planning process, and then discussing strengths and weaknesses within the six critical capacities (see image below) when developing your strategic plan are important first steps in starting your implementation journey.

Many leaders have acquired various skills and abilities in areas such as project management or change, but they may not have built this information or skillset into their current organizational context: A leader can have a capability or knowledge of HOW to do something and still NOT do it (or not do it well) if they don’t make the space or apply it in the right mindset or context. Therefore, building the CAPACITY that blends these skills and abilities while growing their metaphorical container can have a significant impact on team strategy implementation.

The next step is to decide whether your team will lead your implementation efforts internally, or if you will continue your work with a dedicated facilitator who can support you with accountability through dedicated project calls and strategy reviews, levelling up your leadership skills through individual and/or group coaching, and strengthening your capacities through leadership development workshops to support reaching your goals.

Step 6: Processes for Reacting to Changes in Trends & Risks

Strategic planning is not a one-time effort; strategic thinking is a habitual skill that includes regular prioritization, decision making in alignment with your One Destination, as well as critical thinking and reflection around new challenges and trends that arise throughout your transformation lifecycle.

While strategic plan implementation is heavily focused internally through building consistent habits and levelling up leadership skills, it’s also crucial to look externally, reflecting on trends and situations that can impact your sector, organization, region, customers, and any area that could impact your ability to reach your One Destination. While these discussions are first embedded in the strategic planning process, there are several ways to continually integrate them into your ongoing strategic work so that you can be both proactive and reactive as well as effective when faced with potential challenges. 

Scenario planning is one critical thinking tool that allows leaders to plot out different trends, risks, or potential if/or situations. This is done by selecting two different risks or trends and juxtaposing them along an x-y axis to look at four potential “worlds” or scenarios that they may face in the future.

This allows leaders to remain aligned towards their desired future state, while also considering different scenarios they may have to adapt to along the way. While your vision, mission, and priorities should not typically change as a result of these activities, this is a great opportunity to develop a Plan A and a Plan B - or tweak your existing action plans - for likely scenarios you may encounter. 


Organizational transformation isn’t a one-time event; it’s a sustained journey that demands clarity, alignment, collaboration, and rigor.

By engaging stakeholders early, bringing the right voices to the table, and investing in a strategic planning process that aligns vision with action, organizations can lay the groundwork for meaningful change. A skilled facilitator can help navigate complexity, foster alignment, and keep the process focused. But transformation doesn’t stop once the plan is written. It takes disciplined implementation, thoughtful change management, and regular strategic reflection to build the habits and systems that drive teams towards long-term success. With the right foundation and follow-through, organizations can turn bold aspirations into measurable impact. 


If your leadership team is getting ready for organizational transformation and strategic planning, get our Organizational Transformation White Paper with Checklist.