Understand Before You Engage

In M&A, the success of a deal often depends less on what you say and more on understanding who is hearing it. Everyone heard the same announcement. Everyone interpreted it differently.

Know who you are dealing with. Do not offend the wrong person. Never assume that everyone will react the same way; understand the person before you choose your approach.
Robert Greene, The 48 Laws of Power

Built on Robert Greene’s The 48 Laws of Power. The M&A interpretation and case analysis are my own.

24 min read

The Law

Shortly after an acquisition announcement, leaders often ask a familiar question: why is there resistance? We explained the rationale clearly.

Robert Greene’s nineteenth law says to know who you are dealing with, and not to assume that everyone will react the same way. In M&A, this is one of the most practical laws. The same message can land as opportunity, threat, insult, reassurance or uncertainty depending on who receives it.

The financial logic may be flawless and the strategic presentation compelling. Yet confusion still spreads. Employees ask whether their jobs are safe. Customers wonder whether they should seek alternatives. Founders question whether the culture they built will survive. Regulators examine risks executives barely considered. Investors focus on leverage, dilution, timing and return.

Everyone heard the same announcement. Everyone interpreted it differently. People do not react to events alone. They react to what those events mean to them.

Treating everyone identically often means failing to understand the human realities in front of you.

Law 18 was about staying connected to reality. Law 19 is about understanding the person standing inside that reality. Connection tells you what is happening. Understanding tells you why people are reacting the way they are.

The M&A Translation

The M&A translation of Law 19 is this: understand the stakeholder before you choose the approach.

One of the biggest mistakes in M&A is assuming everyone responds rationally to the same argument. A founder may care about legacy. A private-equity investor may focus on returns and timing. An employee may simply want stability. A regulator may prioritise competition. A customer may only care whether service declines. A manager may worry about authority, team structure and whether promises made during integration will survive contact with reality.

This is not manipulation. It is empathy combined with strategy. Not everyone should be treated identically, but everyone should be treated thoughtfully. The communication that reassures an investor may alarm employees. The argument that motivates a board may not address a founder’s fear. The message that works in a town hall may not satisfy a regulator.

The strongest dealmakers do not begin by asking how do I persuade this person? They begin by asking what does this situation look like from where that person stands?

People rarely resist the deal you think you are presenting. They resist the meaning they attach to it.

Where This Shows Up in a Deal

Law 19 appears wherever stakeholder reaction determines whether the transaction can move forward.

It appears in founder negotiations, where the seller may care about legacy, employee continuity and whether the buyer will protect the company’s identity. It appears with employees, where the deal may be experienced less as strategy and more as personal uncertainty. It appears with customers, who may not care about the acquisition rationale unless service, pricing or relationship continuity changes.

It appears with regulators, who are not impressed by ambition if they see concentration, public-interest risk or reduced customer choice. It appears with investors, who may support the strategic logic but fear leverage, integration complexity or execution risk. It appears inside the deal team, where a difficult executive may not be irrational, but shaped by a previous transaction where trust was broken.

In each setting, the discipline is the same. Before pushing harder, understand the lens through which the stakeholder is receiving the message.

The Deal Power Map

For Law 19, the power map is a stakeholder understanding map. The question is not only who has influence over the deal. It is what that person values, what they fear losing and what history shapes their reaction.

Five Questions to Map Stakeholder Understanding

Before engaging a difficult stakeholder, map the person, not only the position.

  1. 1
    Who is this person in the deal?

    Identify their formal role and informal influence: founder, investor, employee leader, regulator, customer, executive, advisor, union representative, board member or operational owner.

  2. 2
    What do they fear losing?

    Fear of loss often drives reaction more strongly than promised upside: legacy, role, status, control, stability, identity, customers, autonomy, capital or trust.

  3. 3
    What past experience shapes them?

    Previous mergers, broken promises, successful exits, layoffs, regulatory fights, cultural clashes and personal career history all shape how the current message is heard.

  4. 4
    What would success look like from their seat?

    Do not assume your definition of success is theirs. Ask what outcome would make the transaction feel acceptable, fair or worthwhile to them.

  5. 5
    What approach will preserve dignity while moving the deal forward?

    The right approach should respect the person’s reality without surrendering the commercial objective. Understanding is not capitulation. It is better navigation.

Cases from the Deal Floor

These cases turn on a single question: did the dealmaker understand what the transaction actually meant to the person across the table?

Case 1Done right

Disney–Lucasfilm2012

What mattered

For George Lucas, it was not an asset sale. It was the stewardship of a legacy.

Many observers focused on intellectual property, franchise economics and the financial value of Star Wars. Those things mattered, but they were not the whole transaction for George Lucas.

Lucas had built a universe that shaped generations. For him, the sale was also about stewardship: who would carry the story forward, how the legacy would be treated and whether the world he created would remain meaningful beyond him.

Disney understood, during the negotiation, that this was not merely a purchase of rights. Lucas’s choice to sell to Disney rather than another buyer was shaped partly by a belief that his story would be carried forward responsibly, and he stayed on nominally as a creative consultant.

But reading what a deal means to someone during negotiation is only half the work. Much of Lucas’s own story material for the new films was set aside, and he later said he felt he had sold the franchise to people who did not want his input, a remark he later walked back. The tension that followed does not undo the insight that drove the deal. It sharpens it: understanding the emotional stakes correctly is what makes it possible to fall short of them later, not what guarantees you will not.

The transaction you are negotiating may not be the transaction the other person is experiencing.

$4.05B
Acquisition value
Legacy
What Lucas was really transferring
Aftermath
Creative control became the deal’s real flashpoint
Key lesson

The transaction you are negotiating may not be the transaction the other person is experiencing.

Case 2Cautionary tale

Kraft–Cadbury2010

What mattered

To employees, communities and politicians, the deal was about far more than strategy.

Kraft approached Cadbury with a strategic and financial logic. The buyer saw brand value, scale and global category opportunity. But many Cadbury stakeholders viewed the transaction through a very different lens.

To employees, communities and political leaders, Cadbury was not simply a confectionery business. It was history, employment, national identity and local pride. Promises around factory operations became a flashpoint because they represented whether stakeholders could trust the buyer’s understanding of what Cadbury meant beyond the numbers.

When stakeholders feel reduced to financial variables, resistance becomes emotional and political. Trust deteriorates not only because of what happens, but because people feel unseen before it happens.

Stakeholders remember whether they felt understood.

£11.5B
Acquisition value
Beyond money
Communities and politics mattered
Trust lost
Stakeholders felt unheard
Key lesson

Stakeholders remember whether they felt understood.

Case 3Done right

Takeda–Shire2019

What mattered

Shareholders worried about debt levels and execution risk.

Takeda’s acquisition of Shire faced meaningful shareholder resistance. The concern was not simply that people disliked the deal. Shareholders worried about leverage, integration complexity and whether the company could execute a transaction of that size.

Leadership could have repeated the strategic rationale and dismissed the resistance as short-termism. Instead, it addressed the objections directly: the long-term growth case, the pipeline logic, the scale benefits and the debt concern.

This distinction matters. Sometimes stakeholders are not asking for another statement of upside. They are asking whether you understand the downside they are carrying in their own decision.

Understanding objections often matters more than repeating your original argument.

~$62B
Acquisition value
Debt fears
Addressed rather than dismissed
Support
Strengthened over time
Key lesson

Understanding objections often matters more than repeating your original argument.

Case 4Done right

Microsoft–GitHub2018

What mattered

A developer community that historically viewed Microsoft with suspicion.

When Microsoft acquired GitHub, the transaction was not received by the developer community in a vacuum. Parts of the open-source world had long memories of Microsoft’s earlier posture toward open source and developer ecosystems.

That history shaped perception. A message that might have reassured investors would not automatically reassure developers. The community needed to hear that GitHub would remain independent, open and developer-centred.

Microsoft recognised this and emphasised continuity, independence and openness. Over time, confidence improved because the company engaged the history behind the reaction rather than pretending the reaction was irrational.

History shapes perception. Ignoring that history rarely changes it.

$7.5B
Acquisition value
Suspicion
From parts of the open-source world
Independence
Emphasised to earn trust
Key lesson

History shapes perception. Ignoring that history rarely changes it.

Case 5Cautionary tale

Bayer–Monsanto2018

What mattered

A target carrying significant public controversy, read through very different emotional lenses.

Bayer approached Monsanto through the lens of strategic capability, agricultural science and global scale. But Monsanto carried a public reputation that could not be treated as a normal diligence item.

Regulators, consumers, investors, employees, activists and farmers did not all see the same company. Each group brought a different emotional lens: trust in science, fear of concentration, concern about litigation, anger at past controversy or anxiety about food systems.

The transaction therefore required more than financial and strategic logic. It required a deep understanding of the emotions attached to the Monsanto name and what those emotions would mean once Bayer owned it.

Understanding a reputation means understanding the emotions attached to it.

$63B
Acquisition value
Many lenses
Each group carried a different fear
Reputation
Emotions attached to it
Key lesson

Understanding reputation means understanding the emotions attached to it.

Case 6The everyday pattern

The CFO and the Founder

The fear

A founder who kept returning to people and traditions instead of valuation.

During negotiations, the CFO grew frustrated. Every conversation drifted away from valuation toward employees, office traditions, community programmes and the mission statement in reception. From the buyer’s side, these topics looked emotional and inefficient.

Eventually someone asked the founder what worried him most about the transaction. He paused and said: I know the numbers work. I just do not want the people who helped build this company to feel abandoned.

The room changed. The conversation moved from price to transition planning, retention commitments and cultural continuity. The deal advanced, not because the economics changed, but because understanding arrived.

People rarely fight for what they say they want. They fight for what they fear losing.

Key lesson

People rarely fight for what they say they want. They fight for what they fear losing.

Case 7The everyday pattern

The Executive Everyone Avoided

The story behind the resistance

A difficult, defensive executive that colleagues had learned to work around.

Every integration meeting became tense when he entered. He challenged timelines, questioned promises, criticised assumptions and slowed decisions. Most people responded by avoiding him or labelling him difficult.

One integration leader took a different approach and invited him for coffee. Instead of debating the latest workstream issue, she asked about his previous acquisition experiences.

He spoke about promises made in an earlier merger that were never honoured, teams dismantled without warning and people losing roles they had spent decades building. His resistance was not arrogance. It was memory.

Understanding it did not erase the disagreements, but it changed how the conversations unfolded. He eventually became one of the strongest advocates for a more thoughtful integration.

Key lesson

Sometimes difficult people are carrying unresolved experiences that nobody has taken the time to understand.

The Pattern Behind the Cases

Across these cases, the same transaction carries different meanings for different people.

Disney understood that Lucasfilm meant legacy to George Lucas. Kraft underestimated how Cadbury would be interpreted by employees, communities and politicians. Takeda addressed shareholder fears rather than repeating only the upside. Microsoft recognised the developer history behind GitHub’s reaction. Bayer inherited the emotions attached to Monsanto’s reputation.

The practitioner cases show the same truth at human scale. A founder focused on employees and traditions was not being sentimental. He was protecting what gave the company meaning. A difficult executive was not simply obstructive. He was carrying memory from a previous broken integration.

The pattern is simple. Resistance often contains information. If leaders treat it only as obstruction, they miss the underlying fear, history or value that must be addressed for the deal to move.

Disagreement is often information wearing an uncomfortable face.

Four Diagnostic Questions

Before trying to change a stakeholder’s mind, ask four questions.

The Four Questions That Protect Understanding

These questions help move engagement from argument to perspective.

  1. 1
    1. For each key stakeholder, what do they actually fear losing?

    Loss can mean role, control, status, culture, customer trust, legacy, autonomy, returns or identity. Until you name the fear, your message may miss the real issue.

  2. 2
    2. Am I repeating my argument, or understanding their objection?

    If the stakeholder has already heard your logic and still resists, the missing piece may not be clarity. It may be perspective.

  3. 3
    3. What past experience is shaping this reaction?

    Previous broken promises, past acquisitions, cultural history, public controversy or personal career experience can all shape how the current deal is heard.

  4. 4
    4. Have I asked what success looks like from where they stand?

    A stakeholder may support the same transaction if the path protects what they value and addresses what they fear.

The Four Questions Behind Every Reaction

When a stakeholder reacts in a way that seems irrational, it usually is not. Four questions tend to explain it, and answering them makes resistance start to make sense.

  1. 1
    What matters most to this person?

    Legacy, security, growth, recognition, control or dignity. The driver is rarely the same twice.

  2. 2
    What are they afraid of losing?

    Status, identity, relationships, autonomy or opportunity. Fear of loss usually outweighs hope of gain.

  3. 3
    What experiences shape their perspective?

    Previous mergers, broken promises, past successes, public controversy and personal values all colour the reaction.

  4. 4
    What outcome would they call success?

    Do not assume your definition of success is also theirs.

How to Apply This at Your Level

Role Lens: Senior, Mid-Level and Junior

Senior

If you are a CEO, founder, partner, managing director, board member or investor, adapt your communication and do not assume that strategic logic alone creates alignment. Spend real time understanding stakeholders before you ask for their support. The same argument lands differently depending on who is hearing it.

At every level, Law 19 asks for the same discipline: understand the person before you press the point.

The Trap

The trap of Law 19 is mistaking understanding for surrender.

Some leaders avoid deep stakeholder understanding because they worry it will weaken their position. They assume that if they spend too much time listening, they will become trapped by every concern, every emotion and every objection. So they repeat the argument instead. They explain harder. They push the same logic through every audience.

That is not strength. It is bluntness. Understanding does not require agreement. You can understand a founder’s fear without accepting every request. You can understand a regulator’s concern without abandoning the deal. You can understand employee anxiety without promising impossible certainty. You can understand an investor’s worry without changing the entire strategy.

There is an opposite trap as well: treating stakeholder insight as a manipulation tool. If you understand what someone values only so you can exploit it, trust will eventually collapse. Understanding must be used to engage more honestly, not to disguise self-interest more cleverly.

The mature version of Law 19 is strategic empathy. See the world from the stakeholder’s position, then choose an approach that respects their reality while still moving the transaction forward.

Understanding someone’s position does not mean giving up your own.

The Paradox at the End of Law 19

The paradox of Law 19 is that leaders often strive to be treated as individuals, yet they approach others as categories.

Employees. Investors. Founders. Regulators. Customers. Communities. These labels are useful for planning, but dangerous when they replace actual understanding. Inside every category are people with histories, fears, loyalties, incentives and memories that shape how they interpret the deal.

Every transaction appears orderly from a distance. Agreements are signed, synergies modelled, integration plans approved. Yet beneath every spreadsheet sit human beings trying to understand what the change means for them.

The leaders who navigate these moments well understand that influence begins with attention. They listen before persuading, seek context before judgment and recognise that disagreement often contains information rather than obstruction.

Those who do often discover that the people they once viewed as obstacles were simply waiting for someone to see the situation through their eyes.

In M&A, the question is rarely whether people will react. It is whether leaders have taken the time to understand why.
Law 19 of 48

Understand Before You Engage

In M&A, the success of a deal often depends less on what you say and more on understanding who is hearing it. Everyone heard the same announcement. Everyone interpreted it differently.

Before I try to change your mind, help me understand what this situation looks like from where you stand.

Dealmaker’s Reflection

Before your next meeting on a live deal, ask yourself:

  • 1.For each key stakeholder, what do they actually fear losing?
  • 2.Am I repeating my argument, or genuinely trying to understand their objection?
  • 3.What past experience is shaping how this person reacts to me?
  • 4.Have I asked them what success looks like from where they stand?