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How to Work with (Almost) Anyone

11 min

Building the Best Possible Relationships

Introduction

Narrator: Imagine being assigned to a critical project with a new colleague, Mark. His portfolio is impressive, and initial optimism is high. But as weeks go by, Mark becomes a ghost. He misses deadlines, offers vague input, and dismisses concerns with talk of "creative differences." The project gets done, but the experience is draining, frustrating, and leaves a trail of resentment. This scenario is painfully common because most people leave their most important professional asset—their working relationships—entirely to chance. They hope for the best but are unprepared for the inevitable friction, misunderstandings, and disappointments.

In his book, How to Work with (Almost) Anyone, author Michael Bungay Stanier argues that this passive approach is a recipe for mediocrity and misery. He provides a clear, actionable framework for intentionally designing and managing our connections with others, transforming them from a source of stress into a foundation for success and happiness.

The Best Possible Relationship is Safe, Vital, and Repairable

Key Insight 1

Narrator: Most working relationships are not terrible, but they are not as good as they could be. Stanier argues that we can, and should, intentionally design what he calls a "Best Possible Relationship," or BPR. This isn't about forcing a friendship; it's about creating a professional partnership that is highly functional and mutually beneficial. A BPR is defined by three core attributes.

First, it must be safe. This goes beyond physical safety to psychological safety, a concept popularized by researcher Amy Edmondson. It’s the shared belief that you can speak up with ideas, questions, or mistakes without fear of punishment or humiliation. In a safe relationship, people don't feel the need to "cover" or hide parts of their identity, unlocking greater innovation and inclusivity.

Second, a BPR is vital. Safety is just the starting point. A vital relationship is one that is energizing and engaging. It’s where both individuals feel a sense of purpose, autonomy, and mastery. It provides the right balance of support and challenge, allowing people to do meaningful work and grow.

Finally, a BPR must be repairable. Stanier is clear that conflict and damage are inevitable. A relationship isn't "best possible" because it's perfect, but because both parties have the commitment and the capacity to fix things when they break. This ability to repair prevents small issues from escalating and allows the relationship to reset and even become stronger.

The Keystone Conversation is the Engine for Building Better Relationships

Key Insight 2

Narrator: To build a relationship that is safe, vital, and repairable, Stanier introduces a powerful tool: the Keystone Conversation. The name is inspired by the keystone in an arch, the central stone that locks all others into place and allows the structure to bear weight. Similarly, this conversation locks two people together in a stable, productive partnership.

The Keystone Conversation is a structured dialogue built around five core questions. It’s a deliberate act that creates shared responsibility for the relationship, gives explicit permission to discuss its health, and fosters a deeper understanding of the other person. It moves the relationship from being managed by chance to being managed by choice. The five questions are designed to explore strengths, working styles, past experiences, and future challenges. They are: The Amplify Question, The Steady Question, The Good Date Question, The Bad Date Question, and The Repair Question.

The Amplify and Steady Questions Build a Foundation of Understanding

Key Insight 3

Narrator: The first two questions of the Keystone Conversation are designed to establish a baseline of who you are and how you work best. The Amplify Question asks, "What's your best?" This isn't just about what you are good at, but what truly energizes and fulfills you. Stanier warns against the "curse of competence"—being trapped doing something you are skilled at but that drains your soul. The Amplify question pushes you to identify the activities that make you feel strong and engaged, allowing your partner to understand how to bring out the best in you.

The Steady Question asks, "What are your practices and preferences?" This is about making your implicit work habits explicit. Just as the Moon’s steady gravitational pull stabilizes Earth’s wobble and allows for predictable seasons, our steady habits create a predictable and stable way of working. This question prompts you to articulate your preferences on communication, meetings, feedback, and deadlines. It’s like creating a "Read Me" manual for yourself, giving your colleague the instructions they need to collaborate with you effectively and with minimal friction.

The "Date" Questions Mine the Past for Future Success

Key Insight 4

Narrator: To build a better future, we must learn from the past. The next two questions do exactly that by examining previous working relationships. The Good Date Question asks, "What can you learn from successful past relationships?" It prompts you to recall a favorite working relationship and analyze what made it so effective. By deconstructing a past success—what the other person did, what you did, and what the context was—you can identify the ingredients for a great partnership that you can try to replicate.

Conversely, the Bad Date Question asks, "What can you learn from frustrating past relationships?" Stanier notes that there is "wisdom in the wound." Instead of burying or blaming others for past failures, this question encourages an honest look at what went wrong. The author shares a story of entering a Dungeons & Dragons tournament with his friends, feeling invincible after winning the previous year. Unprepared and overconfident, they were utterly defeated in just eighteen minutes. This humbling experience serves as a powerful metaphor for how past success doesn't guarantee future performance. By examining your role in a past "bad date," you can identify recurring negative patterns and learn how to avoid them in the future.

The Repair Question Prepares You for Inevitable Conflict

Key Insight 5

Narrator: The final and perhaps most critical question is the Repair Question: "How will you fix it when things go wrong?" Stanier uses the powerful analogy of the tsunami stones in Japan. For centuries, coastal villages have erected stone markers at certain elevations with inscriptions like, "Do not build any homes below this point." These stones are a form of generational memory, a warning born from the tragic experience of past tsunamis. They acknowledge that disaster is not a matter of if, but when.

The Repair Question functions like a tsunami stone for your relationship. It forces both parties to acknowledge the inevitability of conflict, disagreement, and damage. The most important part of this question isn't the specific answer, but the shared recognition that things will break. By discussing repair strategies before a crisis hits, you are rehearsing for a difficult moment. It gives both people permission to speak up when something feels off, making it far more likely that issues will be addressed quickly and constructively.

Relationships Require Constant Maintenance to Avoid Disintegration

Key Insight 6

Narrator: A single Keystone Conversation is a brilliant start, but it is not a one-time fix. Stanier uses the metaphor of satellites in low Earth orbit to explain the need for ongoing maintenance. Space is filled with debris, and every satellite is constantly being dinged by tiny, almost unnoticeable impacts. Over time, these small damages accumulate and can lead to catastrophic failure. This is known as the Kessler Effect, a cascade of collisions that could one day make space unusable.

Working relationships are the same. They suffer constant, minor damage from the give-and-take of daily life. Without active maintenance, these small hurts and misunderstandings accumulate and can lead to the relationship's disintegration. Stanier outlines six principles for this ongoing maintenance: Stay Curious, Stay Vulnerable, Stay Kind, Adjust Always, Repair Often, and Reset as Needed. This commitment to regular maintenance is what keeps a Best Possible Relationship safe, vital, and resilient over the long term.

Conclusion

Narrator: The single most important takeaway from How to Work with (Almost) Anyone is that the quality of our working relationships is far too critical to our success and happiness to be left to chance. The book dismantles the myth that relationship skills are "soft" or secondary, reframing them as the fundamental operating system for effective collaboration. By providing the Keystone Conversation, Michael Bungay Stanier offers a practical, structured tool to move from passive hope to intentional action.

The book's most challenging idea is also its most empowering: you must be the one to make the first move. It takes courage to invite someone into a conversation that requires vulnerability and honesty. But by doing so, you open the door to a partnership that is not only more productive and innovative but also more human. The real question the book leaves us with is, which of your relationships is important enough to deserve that brilliant, audacious start?

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