A while back, I coached a CEO who kept getting her 1:1s canceled by a key board member.
She’d built up a story in her head that he must not have thought much of her—why else would he keep blowing her off? After summoning the courage to check out her story with him, she discovered the literal opposite was true:
“You’re my strongest CEO,” he confessed. “I figured you didn’t need me.”
All that tension, dread, and wasted mental energy vanished in minutes once they communicated. She’d been assuming rather than asking—creating stories instead of uncovering facts. It’s a classic example of how poor communication quietly erodes trust, morale, and alignment in startups every day.
Over the past 15+ years, I’ve witnessed brilliant teams derail from miscommunication—and seen them resurrect through crystal-clear conversations.
Below is an actionable toolbox of frameworks to help you communicate so effectively that it will transform your culture from the inside out. Bookmark this newsletter. Refer back whenever you sense confusion, tension, or misalignment creeping in—because your next conversation could save you weeks of frustration.
Credit to the Conscious Leadership Group for teaching me most of these frameworks and tools.
We often confuse facts (what a video camera would record) with stories (our interpretations and assumptions). Phrases like “You’re disrespecting me!” or “You don’t care about this project!” might be stories, not observable facts.
Stating our stories as if they’re facts creates confusion that leads to defensiveness and endless debates about “who’s right?”
Distinguish the Facts from the Stories your mind makes up about the facts. If you see me with crossed arms, that is a fact. Telling yourself I’m “upset” or “bored” is a story.
To speak unarguably, use four quick buckets:
By labeling your interpretation as a story, you avoid arguing over “who’s right” and keep conversations grounded in reality.
Leaders often listen just enough to jump in with advice and try to fix the problem. They rarely discover the deeper issue because they’re busy crafting a response.
When you listen to fix, it keeps you from fully listening and leaves the other person not feeling fully heard.
We also often inadvertently create dependence on us, where our team members will keep coming to us expecting us to give them answers instead of learning to take the risk of trusting their own judgment.
Reflect back what you heard and sensed before responding: “I hear that you don’t think the timeline is realistic (Head), and it sounds like you’re feeling some fear around it (Heart). I imagine you really want to align on a timeline that you feel confident in (Gut). Is that right?”
This simple step often defuses tension, ensures the other person feels heard, and helps uncover the real issue.
In an effort to avoid conflict, hurting someone’s feelings, or losing control of a situation, we often conceal our authentic thoughts and emotions towards other people.
We think the person can’t handle the truth or we’re afraid of what sharing our true thoughts might do to our relationship. But in fact, not sharing is what kills relationships.
There’s a phenomenon known as “Withhold-Withdraw-Project.” Once we withhold our truth from someone, we tend to disconnect from them. We then see them through the lens of our projected stories about them–gathering evidence that confirms our pre-existing story and ignoring evidence to the contrary.
Over time, we calcify our view (“that guy in accounting is a jerk”) leaving no possibility for repair or reconnection.
When you lay out facts, feelings, and your stories, you practice honest self-expression rather than trying to control others’ experiences. Paradoxically, that candor fosters real collaboration and solutions you never could have “controlled” into existence.
I’ve seen so many clients frustrate themselves by having expectations without clear agreements. When aligning tasks or responsibilities, it’s crucial to avoid assumptions and clarify the agreements.
In fact, most drama in teams and relationships is caused by a lack of clear agreements.
Below-the-line accountability uses blame or guilt (“You messed up—now you’re in trouble”), killing morale. Above-the-line accountability is about supporting the team’s integrity and treats missed goals as chances to learn and grow, not shame.
When people fear blame, they hide errors or scramble to look right. This secrecy undermines transparency and learning.
When we miss a goal, it’s tempting to ask, “Who’s fault is this?” or “Why is this happening to me?” That’s a victim stance where blame looms large.
Victim-mode saps your power. You miss seeing how you co-created this situation or how to adjust.
Taking responsibility enables us to see misses as learning opportunities, not a personal failing or scapegoat moment.
Being candid doesn’t mean you have to be unkind.
Where We Go Wrong
Some leaders think that being candid means being blunt or harsh. You can be clear without being critical and judgmental in your tone and framing.
Combining directness with empathy is much more likely to create the intended outcome than simply being brash or blunt.
Communication isn’t “soft.” It’s the foundation of alignment, trust, and execution. If there’s a silent killer in your startup, it’s unspoken assumptions, fuzzy expectations, or resentments left to fester. Solve those, and watch your team unlock new levels of speed and creativity.
As one of my mentors used to say, “You’re one sweaty-palmed conversation away from your most fulfilling relationships.”
These principles—fact vs. story, conscious listening, clear agreements, revealing your truth, above-the-line accountability, taking responsibility, and empathic tough conversations—have revitalized entire teams. Save this guide. Each framework becomes more potent as you revisit and refine it.
Your startup’s success hinges on authentic, clear communication—where personal commitments are honored, mutual agreements are explicit, and nobody shies away from honest discussions. Mastering this isn’t just about being a better leader; it’s about building a culture that scales with clarity and heart.
With love,
P.S.If there’s one conversation you’re dreading, try separating facts from stories or clarifying if you truly have an agreement. Then watch how it transforms the tone and outcome.