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Round 75 - Relentless Preparation

  • Writer: Paul Pantani
    Paul Pantani
  • Jun 19
  • 12 min read

Updated: Jun 26

In the military, in law enforcement, in firefighting and EMS, the stakes are high and the margin for error is slim. You train, drill, and prepare not because it’s convenient, but because it’s necessary. Missions don’t wait until you feel ready. You show up prepared or you don’t show up at all. That same mindset must guide your transition from service into civilian life. Whether you are a veteran or first responder, your transition is not a one-day event. It is a mission that demands the same discipline and forethought that your career once did.

 

In this week’s Round 76 of the Tactical Transition Tips, on the Transition Drill Podcast, we address Relentless Preparation. This is not about fear-based preparation. It is about readiness rooted in clarity. The world outside the uniform moves fast. If you wait until the last day to get ready, the chaos will decide your outcome.

 

This week’s three transitioning tips are:

  • Close Range Group: Create Your Contingency Plan

  • Medium Range Group: One Transition Prep Task a Month

  • Long Range Group: Develop a Personal Operating System

 

Relentless preparation matters. Because when the opportunity comes, there won’t be time to get ready. You’ll need to be ready already. Regardless of where you are on the transition timeline, this is your reminder that successful transitions don’t happen by luck. They happen by intention. The same planning that once protected your team and saved lives will now protect your future, your family, and your purpose in life after service. Relentless preparation is not extra credit. It is your next mission. And just like every mission before it, it starts with a plan.

 

LISTEN TO THE EPISODE



Close Range Group: Create Your Contingency Plan

  For the military veteran or first responder standing on the threshold of transition, the horizon is both exciting and uncertain. You are close enough to taste civilian life, yet that proximity often brings more questions than answers. What’s next? What if Plan A does not work out? What if I choose wrong? These are not signs of weakness. They are signs of reality. And reality demands preparation that is relentless.

 

The cornerstone of this stage is building a contingency plan. In the field, whether clearing a room or responding to a mass casualty scene, you do not go in with one option. You map the route, then the alternate, then the failsafe. You prepare for chaos not because you expect to fail, but because success depends on your ability to respond when things do not go as expected. Your transition should be no different.

 

Triage the Reality — Not the Fantasy

Too many approaching transition start by picturing their dream job. That’s fine, but fantasy without fact is dangerous. Begin by facing your current situation head-on. Are your skills in demand? Are you qualified on paper for the roles you want? Are there industries where your background is actually valued, or are you assuming that your experience will sell itself?

Sit down and scan the job market, but don’t just look at job titles. Look at location, salary, benefits, advancement potential, and real-world job postings. You are not building a vision board. You are building a mission plan.

 

Define Plan A, B, and C in Writing

Once you know the lay of the land, define your options on paper. Plan A is your ideal scenario. It might be a job that feels like a natural next step, perhaps something that allows you to continue serving others in a new way. Plan B should be a pivot role, something a bit outside your ideal, but still aligned with your values or interests. Plan C is your emergency landing, a job that might not light your soul on fire, but provides a paycheck, healthcare, or benefits while you continue moving toward something better.

 

Write out each plan clearly. Include job titles, target companies, locations, required credentials, and why it fits your current needs. This simple act brings clarity and structure. When stress rises, and it will, a written plan is something you can return to for direction.

 

Reverse Engineer Each Plan

Now break each plan down into its required parts. What specific steps need to happen to make Plan A a reality? Maybe your resume needs a rewrite that reflects civilian language. Maybe you need to reach out to a former colleague who now works in that industry. Maybe it means taking an online course or reconnecting with a mentor. Do the same with Plan B and Plan C.

 

Reverse engineering removes the emotional weight from the process. Instead of staring at an overwhelming future, you now have action steps. And every action step completed brings you closer to landing the job that fits.

 

Stress Test Your Plans

One of the most overlooked parts of transition planning is stress testing. This is where you ask yourself, “What happens if this plan fails?” Set a time limit. If Plan A does not happen in 60 days, what’s next? What if you do not hear back from your applications? What if an interview goes badly? What if the job is offered but at a salary far below what you expected?

 

Rehearse the setbacks in your head. Not to demoralize yourself, but to condition your response. You are not new to pressure. You have faced it before and thrived. What allows you to do that is the mental work done in advance. Prepare emotionally now, and you will navigate rejection later without derailing your progress.

 

Identify Gaps and Bridge Them Fast

Finally, do a hard inventory. Are you missing something that could hurt your chances — a certification, an updated license, strong references, or recent interview experience? These gaps can feel like quicksand if they are discovered too late.

 

Now is the time to close them. If you need to practice interviews, schedule mock ones with someone outside your current field. If you need credentials, start the process. If you need a professional wardrobe, begin budgeting and planning now. Delay is dangerous when time is short.

 

Why This Matters Now

You may feel pressure to enjoy your final weeks or months in uniform. That is understandable. But ignoring transition planning because you are “too busy” will only make the landing harder. You have the discipline. You have the work ethic. This is not a reinvention. It is a recalibration. Your new mission is not to survive the transition. It is to lead it.

 

This contingency mindset will not only prepare you for life after service, it will shape how you respond to the challenges you face today. The clarity and control you develop through planning will help reduce anxiety, sharpen your decision-making, and keep you mission-focused. It is not just about finding a new job. It is about building a new life with the same excellence that marked your service.


WATCH THE EPISODE

Medium Range Group: One Task a Month

You are still in the fight. You are operationally committed, and that brings a specific kind of pride. But it also brings a trap. The trap is believing that because you are busy today, you can delay preparing for tomorrow. Five or so years out may feel like plenty of time. It is not. Transitions begin now, in the small, intentional actions you choose to take long before your last shift. That is why this phase is about discipline, not speed. One transition-focused task each month may not sound like much, but over time, it changes the trajectory of your career, your network, and your readiness for life after service. This is not just about the job you will take later. It is about becoming the leader who knows how to build a legacy today.

 

Treat It Like Mandatory Training

If you had to certify in a new tactical system, qualify on a firearm, or recertify for emergency medical response, you would not skip the deadline. You would show up, do the work, and stay mission-capable. Transition preparation deserves the same level of seriousness. Add a recurring calendar block to your schedule. Title it “Career Transition Task” or something that demands attention. Do not make it optional.

 

These tasks can be small: connect with a former coworker now in the private sector, sit in on a local business networking event, or research certifications required in industries that interest you. None of them will take a full day. But collectively, they will ensure you are not five years behind the curve when the clock runs out.

 

Rotate Your Focus Areas Intentionally

Preparation is not just about the resume. That is one piece of a larger system. Rotate your focus monthly. One month, update your resume to reflect new responsibilities and accomplishments. The next, reach out to a mentor who transitioned ahead of you. Another month, take an online course or attend a leadership development seminar.

 

This rotation keeps your efforts balanced across your professional, personal, and mindset development. It prevents burnout and tunnel vision, and it strengthens you holistically. Better still, you start showing up at work more confident, more informed, and better equipped to mentor those coming up behind you.

 

Align Tasks to a 24-Month Countdown

Even if you are five years out, start building your two-year countdown now. Map out what you want to have done at 24 months from transition, then work backward. What does your resume need to look like by then? What job titles should you start targeting? Who should you already know in your preferred industries?

 

Having this mental countdown will clarify the stakes. It keeps the long-term transition from being a vague “someday” project. It also sharpens your professional edge today. Knowing where you are heading helps you say yes to the right assignments and delegate the rest. It forces clarity in your leadership decisions, making you a better steward of your current responsibilities.

 

Identify and Trim Transition Dead Weight

Preparation is not only about adding. It is also about shedding what no longer fits. Take time to identify certifications, routines, or duties that no longer align with your next chapter. Are you spending time maintaining skills that will not transfer? Are there commitments you keep out of habit rather than purpose?

 

Letting go of outdated responsibilities is not laziness. It is strategy. You are making room for the development that matters. And by doing so, you model for your team how to adapt without ego, how to remain valuable, and how to build relevance over time. That is the kind of leader people want to follow, now and later.

 

Conduct a Network Health Check

Your future job will likely not come from a cold application. It will come from someone who knows your name and values your reputation. Once a quarter, audit your network. Who have you kept in touch with? Who has drifted away? Who do you need to know but have not met yet?

 

Choose three people this month and reach out. Thank them for their service. Congratulate them on a promotion. Ask how they are doing. This is not about asking for favors. It is about keeping connections alive. Five years from now, when it is your turn to step out, those quiet seeds you plant now will become your lifeline.

 

Why This Matters for Your Career Today

Most people prepare for retirement at the expense of the team they leave behind. You have a different chance. You can prepare while also handing off a stronger unit. By organizing your transition prep, you clarify your current leadership vision. You become someone who sets the tone for others, not just in words, but through disciplined action.

 

When you schedule transition prep, you show your peers and subordinates that preparation is part of professionalism. You teach those behind you how to lead through service, and how to leave their position better than they found it.

 

In the end, this monthly task habit is not about being in a hurry. It is about being deliberate. One hour a month today makes the difference between walking out unsure and walking out equipped. That is the kind of preparation your career deserves.

THIS WEEK'S GUEST INTERVIEW

Davy Dahlin’s conversation on the Transition Drill Podcast traces the full arc of a life shaped by service, sacrifice, and principle. Raised in a working-class household near Seattle, Dahlin was no stranger to responsibility from an early age. His youth was spent learning trades from his father, preparing him for a future built on resilience and grit. Though he initially pursued a college degree in vehicle design and held jobs in engineering and mechanics, his lifelong dream of becoming a firefighter never faded. He eventually joined the Seattle Fire Department, where he served with distinction for nearly 22 years. Dahlin reflected on the physical and emotional demands of the job, the culture of the fire service, and the pride he took in working alongside some of the most capable first responders in the country. His career came to an abrupt end when he refused to comply with the city’s COVID-19 vaccine mandate, a choice that led to his termination and sparked ongoing legal action. Today, Dahlin continues to stand by his convictions while building a new chapter of life after service. His story is a powerful example of personal integrity, professional commitment, and the complex challenges that often accompany public service careers.
Davy Dahlin’s conversation on the Transition Drill Podcast traces the full arc of a life shaped by service, sacrifice, and principle. Raised in a working-class household near Seattle, Dahlin was no stranger to responsibility from an early age. His youth was spent learning trades from his father, preparing him for a future built on resilience and grit. Though he initially pursued a college degree in vehicle design and held jobs in engineering and mechanics, his lifelong dream of becoming a firefighter never faded. He eventually joined the Seattle Fire Department, where he served with distinction for nearly 22 years. Dahlin reflected on the physical and emotional demands of the job, the culture of the fire service, and the pride he took in working alongside some of the most capable first responders in the country. His career came to an abrupt end when he refused to comply with the city’s COVID-19 vaccine mandate, a choice that led to his termination and sparked ongoing legal action. Today, Dahlin continues to stand by his convictions while building a new chapter of life after service. His story is a powerful example of personal integrity, professional commitment, and the complex challenges that often accompany public service careers.

Long Range Group: Build Your Personal Operating System

For those earlier in your careers, transition can feel like a distant conversation. It is natural to put all focus on the mission in front of you. But if there is one thing that military veterans and first responders know well, it is that tomorrow does not always go as planned.

 

In this phase of your career, the goal is not to obsess over what might happen. The goal is to build a system that keeps you grounded, adaptable, and capable, no matter what comes next. Think of this as your personal operating system. You are not leaving yet, but you are making sure that when the day comes, by choice or by force, you are not starting from zero.

This is less about resumes and more about rhythm. It is about structuring your life in a way that supports both peak performance today and peace of mind tomorrow.

 

Create a Morning Routine That Grounds and Primes

ou start every shift with a ritual: gear check, briefing, vehicle prep. Your life should be no different. A structured morning routine, or whenever your day begins, builds control into your day before chaos has a chance to steal it.

 

Maybe it starts with a 10-minute journal entry, some quiet reading, a short workout, or just drinking water before scrolling your phone. The point is not perfection. The point is predictability. Over time, these habits become your anchor. When stress hits or a promotion looms or a hard call sticks in your head, your morning ritual becomes a return to center.

 

Professionally, a solid routine gives you energy, sharpens your thinking, and makes you more consistent on duty. It also models composure for those around you — and that is leadership without a title.

 

Establish a Fitness Baseline, Not a Goal

For Soldiers, Sailors, Airmen, Marines, police, firefighters, and EMTs, physical fitness is part of the job. But too many chase performance records that are unsustainable or burnout from overtraining. Instead of pushing for short-term milestones, build a fitness baseline you can maintain for life.

 

Think about strength, endurance, flexibility, and mobility that support the daily demands of your role and the lifestyle you want to live. This is not for looks. This is armor. It is your buffer against injury, stress, and burnout.

 

When the day comes to hang up the uniform, your body will still carry you forward. The habits you build now will not only help you endure long shifts, they will set the stage for a long, healthy life after service.

 

Build a 5-Person Mastermind Circle

You do not need hundreds of connections. You need five people who push you, support you, and reflect the kind of leader you want to become. Seek out people in and outside of your organization who think differently, pursue growth, and value accountability.

 

Maybe it is a fellow officer studying leadership, a mentor who left the military and now leads in business, or someone from your gym who runs a company and understands drive. Choose people who challenge you to raise your standard, not lower it to fit in.

 

These relationships will fuel your growth today, and quietly lay the groundwork for the network you will rely on when transition arrives. Strong tribes make for strong individuals.

 

Track Energy, Not Just Time

We often measure productivity by how much we do, but few people track how much energy they spend doing it. Start paying attention to what tasks or interactions leave you energized and which leave you drained. Do certain meetings crush your focus? Do some responsibilities light you up even after a long shift?

 

Keep a simple log or mental note. Adjust your week to include more of what fuels you and minimize what bleeds you dry. This is not about being selfish. It is about being sustainable.

In the long run, careers in the military or as first responders are not marathons — they are ultra-endurance events. If you burn yourself out early, you risk losing your edge before you ever reach your peak.

 

Build System Recovery Protocols

Everyone talks about stress management, but few people build systems for it. What do you do when your world gets loud? When a call goes sideways? When you feel off but still have to lead?

 

System recovery protocols are simple habits that restore your mind and body. It might be a cold shower, breathwork, trail run, a spiritual practice, or shutting off your phone for one evening a week. Build these now. Make them automatic.

 

Why does this matter? Because your ability to stay calm under pressure is one of your greatest professional assets. It is also the key to avoiding burnout, poor decision-making, and fractured relationships. And if one day you find yourself suddenly facing transition, you will already have tools in place to navigate the storm.

 

Why This Matters Today

This phase of your career is about growth. Promotions, new assignments, deeper impact. But growth without grounding turns into identity overload. You become the badge, the rank, the role. And when it ends, even temporarily, you lose your foundation.

 

By building your personal operating system now, you stay rooted in who you are, not just what you do. That gives you strength today and freedom tomorrow. It ensures that when transition comes, expected or not, you will not have to rebuild yourself from scratch.

Instead, you will already have a system that works.

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Prepare today for your transition tomorrow.

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