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Harness Your Strategic Planning Potential as a Veteran

December 09, 20245 min read

Veterans often excel in strategic planning, but unlocking that potential in civilian roles requires intentional effort and focus. In this guide, we’ll walk you through how to leverage your military-honed skills to achieve success in business, personal projects, or any leadership endeavor.

Why learn this? Strategic planning is a cornerstone of leadership, problem-solving, and execution. Mastering this skill means you can set clear objectives, anticipate challenges, and develop actionable solutions. The payoff? Greater career success, the ability to lead effectively, and the confidence to tackle complex projects head-on.

Unfortunately, many veterans struggle to translate their skills into actionable results in civilian contexts. The structured military environment doesn’t always align with the ambiguity of civilian roles, leaving some unsure of where to start.

The first hurdle: Civilian roles lack structure.

Unlike the military, where mission planning follows a defined process, civilian strategic planning often operates without clear frameworks. This ambiguity can leave veterans feeling out of sync.

Here are 4-5 other reasons veterans may struggle to apply strategic planning skills:

  • #1: Limited Exposure to Corporate or Civilian Planning Tools and Language

Veterans are often trained in mission-specific planning processes unique to the military, which are highly structured and tailored to clear objectives. However, in civilian roles, planning tools such as Gantt charts, SWOT analyses, and agile frameworks might be completely new. Additionally, corporate jargon—like KPIs (Key Performance Indicators), OKRs (Objectives and Key Results), and ROI (Return on Investment)—can feel foreign and intimidating. This unfamiliarity can make veterans feel out of step with civilian teams, even though their strategic thinking skills are highly transferable.

  • #2: Overwhelmed by the Variety of Frameworks and Methodologies

The military relies on streamlined, proven processes, but the civilian world offers a dizzying array of frameworks, from Six Sigma and Lean to Scrum and Design Thinking. While these tools can be incredibly effective, the sheer variety can overwhelm someone who is new to them. It’s not just about learning how the tools work but also figuring out which one is the right fit for a given problem. This overload of choice can lead to analysis paralysis, delaying decisions and hindering progress.

  • #3: Difficulty Adjusting to Less Hierarchical Team Dynamics

Military teams operate within a clear chain of command, with well-defined roles and responsibilities. Civilian teams, on the other hand, often embrace flatter structures where leadership is more collaborative, and decision-making is shared. For veterans accustomed to receiving direct orders or giving them, this shift can be disorienting. They might find themselves unsure about when to take the lead, how to navigate disagreements, or how to contribute effectively in environments where authority is more diffuse.

  • #4: Hesitation to Take Initiative in Unfamiliar Environments

In the military, taking initiative is often encouraged within specific boundaries of rank and responsibility. In civilian contexts, however, proactive decision-making often requires stepping into uncharted territory without explicit direction. This can feel risky for veterans who are used to operating within clear parameters. The fear of making mistakes or stepping on someone else’s toes can lead to hesitation, causing them to hold back their ideas or fail to act on opportunities that align with their skills and experiences.

These challenges are not insurmountable, and with the right mindset and tools, veterans can successfully navigate these transitions and thrive in their civilian roles. Their strategic acumen, resilience, and adaptability are assets that can be harnessed to overcome these hurdles.

Don’t worry—you can overcome all these challenges! Let’s dive into the steps to make your strategic planning skills work for you.

Step 1: Identify Your Objective and Define Success

Clarity is everything. Clearly define what success looks like for your project or goal. A lack of clear objectives is the number one reason plans fall apart.

For example, if your goal is to lead a successful project at work, define specific deliverables, timelines, and key outcomes. Think back to mission planning in the military: clarity drives action and eliminates confusion.

Example in action: A veteran project manager set a goal to improve team efficiency by 20% in six months. By clearly defining success, they broke the goal into actionable steps, secured team buy-in, and exceeded the target ahead of schedule.

Step 2: Break Down the Mission Into Manageable Steps

Many struggle here because they either overcomplicate the process or fail to prioritize tasks. Break down your goal into smaller, actionable steps. Focus on what matters most first.

For example, if your objective is launching a new business, prioritize writing a business plan, securing funding, and building a marketing strategy before diving into minor details. Veterans excel in prioritizing tasks—apply that skill here.

Avoid common mistakes: Some people try to tackle everything at once or fail to adjust priorities as conditions change. Stay flexible and revisit your plan regularly to keep things on track.

Step 3: Execute, Monitor, and Adapt

Execution without monitoring is like flying without navigation. Keep an eye on your progress, adjust when needed, and celebrate small wins along the way.

This is where persistence pays off. Strategic planning isn’t about creating the perfect plan—it’s about adapting and improving as you go. Remember, your military training has already prepared you for this step: you’ve executed plans in the most high-pressure environments imaginable.

Motivation to keep going: Every step you take builds momentum. With consistent effort and adaptation, you’ll find yourself achieving outcomes that once seemed daunting.

By following these steps, you’ll not only overcome the hurdles that hold many veterans back, but you’ll also unlock the full potential of your strategic planning abilities. Whether it’s climbing the corporate ladder, starting a new business, or managing personal projects, the skills you’ve honed as a veteran are your ultimate advantage. Let’s get planning!

Ready to unlock your full potential as a veteran entrepreneur? Explore the Military to Marketer course, tools, and resources to guide your journey at JamesHavis.com. Don’t wait—start building your future today!

I've spent the past 25 years, after getting medically retired from the U.S. Navy for an injury, learning everything I could possibly want know about technology in several niche industry areas.

The methods I've developed in digital marketing have changed how I view this niche in building my business to a sustainable process.  I intend to share what I'm learning on a daily basis as much as possible hoping to inspire the next generation of entrepreneurs as well as others on the same journey as I am traveling now.

James Havis

I've spent the past 25 years, after getting medically retired from the U.S. Navy for an injury, learning everything I could possibly want know about technology in several niche industry areas. The methods I've developed in digital marketing have changed how I view this niche in building my business to a sustainable process. I intend to share what I'm learning on a daily basis as much as possible hoping to inspire the next generation of entrepreneurs as well as others on the same journey as I am traveling now.

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