Founder decisions

Why you must meet your "Enemy" before & strategic meeting?

Sometimes during a strategic meeting, our projects are deferred or delayed to another session, because we cannot get enough support. Regardless of the colossal work behind your presentation, solid

Why you must meet your "Enemy" before & strategic meeting?
Illustration · Deimar Gutiérrez

negotiation with adversary

You’ve spent weeks on a presentation. The charts are solid, the arguments airtight. Yet, in the conference room, your $50,000 project hits a wall. A key person digs in, refusing to budge. The decision gets postponed, and your project stalls.

It’s a familiar scene for many founders. You walk out, frustrated, wondering what went wrong. You could be mad, but it won’t change the outcome.

The truth is, you could’ve seen this coming. The real work to secure a decision often happens before the meeting, not during it. You need a strategy to engage those who might block you.

Whether you trust the person or not, remember this:

  • Your goal isn’t to win an argument. It’s to understand their position. This insight helps you improve your project, gain support, and prepare for challenges.
  • Considering their opinion reduces hostility and promotes negotiation.
  • Transparency builds trust.
“Know your enemy and know yourself and you can fight a hundred battles without disaster.” - Sun Tzu  


Peter Block, author of “The Empowered Manager: Positive Political Skills at Work,” draws a distinction between adversaries and opponents. Opponents are those with whom you share mutual trust, even if you have differing goals, objectives, or views.

Adversaries, on the other hand, hold different viewpoints *and* you have low confidence in them.

You can only get the truth about yourself from two places: an angry enemy or a deeply loving friend. When you contact either an opponent or an adversary, your goal isn't to convince them. They might have good reasons to disagree.

Don't argue now. Listening is the only way forward. Understand their needs and constraints—and those of their team. That insight improves your project's overall discussion and helps you find a solution both sides can accept.

Dealing with opponents


Be grateful for those who oppose you honestly. They show you the reality and viability of your plans. Opponents challenge you, which strengthens and improves your strategies.

When you negotiate with opponents, follow these steps:
Reaffirm the relationship: Tell your opponents you value their honest opinion. You need it.
  1. Express your position: Show them your vision, objectives, and goals. Detail the project you want to discuss.
  2. Demonstrate comprehension: Don't just know their position. Understand it. State neutrally how you see it.
  3. Commit and provide solutions: Negotiate the steps to achieve your project's objectives. With a solid relationship, you'll find agreement.
You must openly communicate your vision and foundations to your opponents. Talk with them. Use their ideas to strengthen or change your own criteria. Finally, negotiate their support for your projects. Sometimes, that means leveraging their ties to your adversaries.

Dealing with Adversaries


Adversaries are often the most challenging people you deal with. They drain your energy and time. They're the people in the organization where negotiations failed.

Often, we call people adversaries because we don't trust them. Sometimes, we label someone an adversary after only a few interactions.

First, figure out if they truly deserve that label. Direct contact is the only way. So, tell them your vision, purpose, and goals. Ask for their support. Then wait for their response.
  1. Communicate your intentions: Tell your adversary what you're trying to do and why. It's a final attempt for reason and good intentions to persuade. Often, adversary resistance isn't rational. Still, make this last effort.
  2. Recognize your errors and the opinion of others: Accepting another viewpoint doesn't mean you agree. But understanding generates empathy. That reduces confrontation. Also, own your negative behaviors. It doesn't make you weak; it makes you stronger. Working on them improves the relationship.
  3. Show your cards: Transparency builds authority. Don't surprise them. Reveal your plans. This offers one last chance for agreement. If it doesn't work, at least you'll know the objections you face. Prepare for them.

The first-hand knowledge you gain helps you prepare for the strategic meeting. You now know their potential criticisms and arguments. You've prepared. The game isn't won yet. Give your best during the presentation.