Insights from Advising 100+ CEOs in the Last 5 Years

Insights from Advising 100+ CEOs in the Last 5 Years

1. I’ve had the privilege of advising over 100 CEOs in the past 5 years, ranging from start-ups to billion-dollar scale-ups. Here are key challenges and recommendations frequently discussed:
2. Personal Effectiveness: Balancing productivity, well-being, and leadership effectiveness is key. Prioritize your time and well-being as keenly as you would a board meeting. 📘 Resource: “Deep Work” by Cal Newport
3. Decision-making Under Uncertainty: Master uncertainty through risk-assessment frameworks and decisive action. “You can’t make decisions based on fear and the possibility of what might happen.” – Michelle Obama
4. Scaling Operations: Focus not just on revenue growth but also on operational maturity. 📘 Resource: “The Goal” by Eliyahu M. Goldratt and Jeff Cox
5. Leadership Development: Invest in ongoing training for yourself and your team. 📘 Resource: “Leaders Eat Last” by Simon Sinek
6. Strategic Clarity: Make strategy your team’s common language. “Strategy without tactics is the slowest route to victory. Tactics without strategy is the noise before defeat.” – Sun Tzu
7. Innovation: Invest in innovation as the currency of the future. 📘 Resource: “Innovator’s Dilemma” by Clayton Christensen
8. Predictable Sales Growth: Understand and optimize your sales funnel for conversions. 📘 Resource: “Hyper Sales Growth” by Jack Daly
9. Customer Retention: Earn customer loyalty every day. “Your most unhappy customers are your greatest source of learning.” – Bill Gates
10. Hiring A-Players: Talent is your most valuable resource; scout and secure it ahead of the curve. 📘 Resource: “Who: The A Method for Hiring” by Geoff Smart
11. Driving Accountability: Build accountability into your culture, not just your KPIs. 🛠️ Tool: OKR Framework
12. Difficult Conversations: Address sensitive issues confidently and promptly. “The biggest problem with communication is the illusion that it has taken place.” – George Bernard Shaw
13. Fundraising: Nail your pitch, and let your vision do the talking. 📰 Resource: “The Only Thing That Matters” by Marc Andreessen
14. Cash Flow Management: Tighten the reins on your budget and diversify revenue for stability. 📰 Article: “Cash Flow Story: The Key to Cash Flow Forecasting” by Alan Miltz

I hope that you have learnt from these insights.

Cheers,
Jonathan
0408 748980

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