#50 — Leading in uncertain times
April 2, 2025•4 min read

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:
- Motivational leaders who push their teams
- Inspirational leaders who pull their organizations toward them
- 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
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:
- Acknowledge uncertainty: Address the elephant in the room
- Signal change: Be specific about expected behavior shifts
- Create a simple, focused plan: One-slide simplicity increases odds of success
- Implement regular check-ins: Hold yourself and your team accountable
- Motivate with mission: Remind people why they're there
- 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."
Keep reading

#51 — Crisis comms playbooks
The comms before the storm. Don’t get ready, stay ready. Because crisis can come when you don’t expect it — and when it does, there won’t be enough time to prepare.

#52 — Cold Take: 'No marketing' isn't a badge of honor
Early-stage founders who boast about 'zero marketing' are revealing dangerous gaps in customer understanding.

#53 — Scalable pricing for SaaS
Scalable pricing allows capturing more of the revenue that your customers are willing to pay, without putting off smaller customers that are not able to pay high prices.