Building Character and Resilience Through Rigorous Contingency Planning
The Architecture of Resilience: Lessons from a Wartime Journal
In If I Don’t Return, General Mark Hertling shows that the most important leadership lessons come not from grand strategies, but from how we manage friction and build character. By looking back at a journal he kept while facing a potential 50% casualty rate during Desert Storm, Hertling traces how our daily habits, relationships, and responses to moral injury shape our long-term outcomes. This analysis is useful for leaders and parents who understand that true competitive advantage and personal integrity are forged through the difficult, effortful work most people avoid. The core insight is that survival depends on preparing your character long before a crisis hits.
The Hidden Cost of Easy Solutions
Hertling’s account of combat planning is a lesson in systems thinking. He argues that modern society and business often suffer from a sanitized view of operations, where failure is treated as a glitch rather than a natural part of complex environments.
"Combat is not as simple as a lot of people think it is. It's a mirror of challenges for individuals, its controlled chaos... when a nation decides to go to war, it better be very important and people that ask soldiers to go to war better understand the implications of that combat operations and how things might not always go as planned."
-- Mark Hertling
The systems-level insight here is the concept of friction. Borrowing from Clausewitz, Hertling explains that friction is the buildup of small, unforeseen problems that eventually stop a machine entirely. Most teams try to fix friction by adding more process, but Hertling suggests the only way to mitigate it is through rigorous, contingency-based planning, which the military calls branches and sequels. The implication is that if you are not planning for things to go wrong, you are not planning at all; you are merely hoping.
The 18-Month Payoff of Handwritten Consistency
In an era of instant communication, Hertling identifies a massive, overlooked opportunity for leaders: the handwritten note. While digital messages are easily ignored, physical correspondence creates a lasting connection that builds value over time.
Hertling shares the practice of General Marty Dempsey, who wrote a personal note to a service member every single day. The effect went beyond a morale boost for one person; it created a culture of recognition that spread through the entire organization. This is a classic example of a high-friction, high-reward investment. Most leaders avoid it because it is slow and manual. That is exactly why it creates a moat: it is a signal of genuine care that cannot be automated or faked.
Where Immediate Pain Creates Lasting Moats
Perhaps the most profound insight in the conversation is Hertling's shift in perspective regarding moral injury and the loss of innocence. He initially hid the details of a traumatic event in his journal, only to share them decades later with his sons.
"It took me a couple of years to get over that, and it took my wife finally suggesting that I go see a counselor, a psychiatrist, to talk about it because she was noticing changes in me as a result of the dreams I was having and the reflections and the flashbacks that I was having about that event."
-- Mark Hertling
This reveals a critical systems dynamic: the hidden cost of high-performance environments is often psychological trauma that, if left unaddressed, leads to personal and professional decline. Hertling’s willingness to be vulnerable with his sons and his MBA students about the reality of moral injury is an act of systemic maintenance. By acknowledging the pain, he prevents the compounding of trauma, showing that the most durable leaders are those who integrate their failures and scars into their identity rather than suppressing them.
Key Action Items
- Implement Branches and Sequels (Immediate): For your next major project, spend 20% of your planning time mapping out what happens when your primary assumptions fail. Define the branch (an alternative path) and the sequel (what you do after).
- The Handwritten Habit (Immediate): Commit to writing one handwritten note per week to a colleague, mentor, or family member. Focus on specific, observed behaviors rather than generic praise.
- Audit Your Typical Days (Next Quarter): Start a daily journal. Do not just record tasks; record the emotional and systemic friction you encountered. Review these notes monthly to identify patterns in how you respond to stress.
- Establish a Make It Matter Routine (12-18 Months): Create a daily ritual, like Hertling’s box of cards, that forces you to reflect on the legacy of those who came before you. This builds the perspective necessary to avoid hubris during times of success.
- Normalize Productive Failure (Ongoing): As a leader or parent, actively create environments where others can fail safely. If you remove all difficulty, you remove the mechanism by which character is actually forged.