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#50 — Leading in uncertain times

April 2, 20254 min read

#50 — Leading in uncertain times

Why it matters: Economic headwinds and market volatility require founders to adapt their leadership approach. Effective leadership during uncertainty can make the difference between survival and failure.

Leadership Fundamentals

The big picture: Business leadership rests on three pillars:

  • Vision: Clarity of thought, conviction, and inspiration
  • Execution: Self-assessment, complementary teams, singular purpose
  • Culture: The fabric of your company and how you act when no one is looking

The 4 C's that matter now:

  • Communication: Remember you have a megaphone—your words are amplified
  • Conviction: Deliver your message with unwavering belief
  • Confidence: Project assurance while balancing optimism with realism
  • Calmness: Maintain composure even when facing challenges

Between the lines: Leaders must be both optimistic and realistic. What you say carries more weight during uncertain times.

Push vs. Pull Leadership

By the numbers: There are three types of effective leaders:

  1. Motivational leaders who push their teams
  2. Inspirational leaders who pull their organizations toward them
  3. Leaders who can both push and pull

Reality check: The most effective founders can authentically combine both approaches, rallying teams around the company mission.

Team Structure Matters

The difference: A "team of leaders" (functional heads focused on their departments) performs worse than a "leadership team" (executives who consider company leadership their primary team)

Flashback: During the 2000 and 2008 downturns, leadership teams overcame challenges more effectively than teams of leaders.

Winning Strategies for Uncertain Times

Focus: Simplicity scales; complexity doesn't

Speed: Fast decision-making outmaneuvers competition

People: Double down on top talent through topgrading

Decisions: Seek alignment over agreement

Value Proposition: Tighten to focus on solutions that:

  • Drive revenue growth
  • Save money (strong ROI)
  • Reduce risk

Worth noting: "It takes many quarters to gain credibility and only 90 days to lose it."

Building Trust: The Essential Formula

Trust = Competence × Integrity × Benevolence

What it means:

  • Competence: Ability to deliver results
  • Integrity: Honesty, openness, fairness
  • Benevolence: Concern for others' well-being

The trap: Most leaders over-rotate on competence during crises, while neglecting openness and showing they care.

Forecasting Discipline

The key metric: Your forecast accuracy is the most important number in your company.

Why it matters: Everyone should own the forecast, not just finance.

Pro tip: Consider tying a portion of sales leaders' compensation to forecast accuracy, not just quota attainment.

Signaling Change Examples

For focus: When flush with capital, experimentation is critical. In wartime, survival depends on strict alignment to goals.

For resourcefulness: Having more resources often leads to overcomplication, over-planning, and over-engineering. Being lean means narrowing scope, increasing speed, and showing results.

For velocity: Create urgency around accelerating progress toward your next milestone.

Motivating Through Difficult Times

Customer stories: Share specific examples of how your product makes a difference.

Cultural tenets: Remind your team of the values that define your company.

Personal touch: Small gestures like handwritten notes can demonstrate genuine care for your team.

Fun rituals: Don't take yourself too seriously—create moments for the team to bond and build trust.

Communication Framework

The anatomy of effective crisis communication:

  1. Acknowledge uncertainty: Address the elephant in the room
  2. Signal change: Be specific about expected behavior shifts
  3. Create a simple, focused plan: One-slide simplicity increases odds of success
  4. Implement regular check-ins: Hold yourself and your team accountable
  5. Motivate with mission: Remind people why they're there
  6. Be present and human: Show up authentically

The bottom line: As Maya Angelou said, "People will forget what you said, people will forget what you did, but people will never forget how you made them feel."

More than just words

Don't fumble in the dark. Your ICPs have the words. We find them.

Strategic messaging isn't marketing fluff—it's the difference between burning cash on ads that don't convert and building a growth engine that scales.