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Dave Hertig has spent his career watching CEOs up close — first as a business journalist who interviewed more than 100 of them for UBS alone, then as the founder of Boom, where he now focuses on CEO performance under pressure. Along the way, he developed a conviction that became the spine of his work: the people the rest of the company looks up to have blind spots like everyone else, but those blind spots carry outsized consequences. Get the CEO right and the whole system compounds. Get it wrong, and no strategy, market, or product can save you.
This conversation matters because most of what's written about CEO performance is written for the Fortune 500 — the leaders who get six-month onboarding handlers, custom briefing teams, and curated executive networks. The CEOs running companies between 50 and 1,000 staff are running on a fraction of that support, often with no one in the building willing to push back on them honestly. Dave has built a system to fill that gap, and the principles behind it apply whether you're leading 30 people or 3,000.
Key Topics Covered
1. The blind spots that quietly shape every CEO's decision — Why "why aren't more people like me?" is the most common — and most dangerous — pattern Hertig sees in founders and hired CEOs alike.
2. Hire for your weaknesses, not against them — The Steve Jobs / Tim Cook arc as the definitive case study in pairing vision with execution, and why trying to fix a weakness rarely beats hiring around it.
3. The adversarial gap — Why genuine pushback is the single hardest thing for a CEO to get inside their own company, and what happens to the people who try to give it.
4. Accountability vs. outcome in the eyes of investors — The distinction between what a founder can control (input), partially control (output), and never guarantee (outcome) — and why integrity and transparency matter more than hitting the number.
5. The CEO Sparring System — How a boxing-inspired protected room lets CEOs stress-test Board decks, investor pitches, firing decisions, and press interviews before they go live in the real world.
Three Key Insights
Judgment is more important in the AI era, not less. AI can help analyze data, compare options, and speed up decisions. It can even imitate emotional understanding. But it can't develop real emotional intelligence, read a room, or replace the human responsibility that leaders have. The polished answers from large language models make a CEO's judgment more challenging — and more valuable — than ever before.
Authenticity is not the same as showing everything you are. The strongest CEOs Hertig has worked with put on a "uniform" when they walk into the role — measured, deliberate, strategic about what they say — while still ensuring the job genuinely matches their strengths and what gives them energy. That gap is professionalism, not inauthenticity.
A progressive CEO wants to keep growing — personally and commercially. The CEOs worth working with are still curious, still hungry for pushback, still aware that their business sits inside a larger system. The ones who have hit a personal ceiling and stopped growing are the ones whose companies stop growing too.
Links
- Dave Hertig on LinkedIn: https://ch.linkedin.com/in/davehertig
- Boom — CEO Sparring System: https://boom.ceo/sparring/
- Future Ventures Corp: https://ca.linkedin.com/company/future-ventures-corp
About Dave Hertig
Dave Hertig is the founder and CEO of Boom, where he focuses on CEO performance under pressure and works with leaders of medium-sized businesses navigating high-stakes moments. He is the creator of the CEO Sparring System, a boxing-inspired format that gives CEOs a protected room to pressure-test their most important pieces of work before deploying them in the real world. Before founding Boom, Dave spent years as a business journalist and content strategist, interviewing hundreds of CEOs across industries — work that gave him the pattern recognition behind his current focus on identity, judgment, and the human side of executive leadership.