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Veterans and First Responders, What You Think You Deserve Can Hurt Your Transition

  • Writer: Paul Pantani
    Paul Pantani
  • 4 days ago
  • 12 min read

Tactical Transition Tips: Entitlement quietly shapes career momentum

You don’t usually walk around thinking you’re entitled to anything. Most people in uniform don’t. You’re used to earning your keep, pulling your weight, doing what needs to be done even when it sucks. That’s part of the identity. But somewhere along the way, a quiet story can start to form in the background. It’s not loud or arrogant. It’s more like a feeling. A sense that after everything you’ve done, the next chapter should go a little smoother. A little faster. A little more rewarding.

 

That story doesn’t come from ego. It comes from years of sacrifice, stress, missed family time, danger, and pressure. When you’ve carried that load long enough, it’s natural to look ahead and think, this part should finally be easier. The problem is the civilian world doesn’t see any of that history. It doesn’t trade in moral credit. It trades in value, timing, and fit. What you did matters, but how it translates is what actually gets rewarded.

 

This is where a lot of people get quietly tripped up. Not because they’re bad people. Not because they think they’re better than anyone else. But because that internal story about what they’re owed starts to leak into how they show up. It sneaks into tone. Into patience. Into how rejection feels. Into how long they’re willing to keep trying. It can turn a neutral email into a slight. It can turn a normal hiring process into a personal insult. And without meaning to, it can push opportunities away.

 

What makes this even harder is that some transitions really are unfair. You might be leaving because of injury, burnout, family demands, or a moment where you realized the job just isn’t right anymore. You might be carrying guilt about wasted years or frustration about how things ended. All of that is real. None of it disappears just because you update your resume. But the market still responds the same way. It looks for what you can do now, how you fit today, and what you bring moving forward.

 

That’s why this episode matters. Not to strip away pride or downplay what you’ve done, but to clean up the story running in your head so it doesn’t quietly sabotage what comes next. When you understand how “what I deserve” turns into “what I’m building,” everything about how you approach this next chapter starts to shift.


While you continue reading this, give Round 107 a listen by clicking the Play button below.

 

LISTEN TO THE EPISODE



Close Range Group: Replace “What I Deserve” With “What I’m Building”


When transition is close, everything feels louder. Every decision carries weight. Every option feels like it might define the rest of your life. That pressure makes it easy to look backward instead of forward. You start tallying years, stress, sacrifice, and missed time, and without realizing it, you expect the next move to balance the scales. Not out of arrogance, but out of exhaustion. You’re ready for something to finally pay off.

 

That’s where the “what I deserve” story sneaks in. It doesn’t show up as words you say out loud. It shows up as tension. As impatience. As a quiet need for the next role to validate everything that came before it. When transition is close, that need can start steering decisions in ways that feel justified but don’t actually serve you.

 

Replacing “what I deserve” with “what I’m building” isn’t about lowering your standards or settling. It’s about changing what you’re optimizing for. When time is short, chasing validation is risky. Building momentum is smarter. A role that gives you exposure, skill development, credibility, or a foot in the door might not look impressive on the surface, but it can move you forward faster than waiting for something that feels worthy of your past.

 

This is where tone starts to matter more than people realize. Under pressure, your internal expectations leak out. They show up in how you talk about roles. In how you react to feedback. In how you respond when someone doesn’t move as fast as you think they should. Even if you never say it directly, people can feel when you’re measuring them against what you think you’re owed. That subtle edge can quietly erode trust before you ever get a real chance.

 

Focusing on what you’re building helps neutralize that. When your attention shifts to learning, contributing, and gaining traction, you stop scanning every interaction for respect or recognition. You become easier to work with because you’re not asking the role to carry emotional weight it was never designed to hold. You’re asking it to give you reps. And reps are what compound.

 

This mindset also protects you from rushing into the wrong win. When transition is close, it’s tempting to grab the biggest title, the highest pay, or the role that looks best to people who know your history. But impressive doesn’t always mean useful. A job that stretches you just enough, even if it feels humbling, often does more for your long-term trajectory than one that flatters your past. Building means thinking in layers, not leaps.

 

Patience plays a big role here. Not passive patience, but controlled patience. The kind that keeps you engaged without becoming reactive. Rejection is part of this phase, even for highly capable people. When your internal story is centered on building, rejection becomes information instead of insult. You adjust. You refine. You keep moving. When it’s centered on deserving, rejection feels personal, and that slows you down more than you realize.

 

There’s also an identity piece that shows up when time is short. You’re letting go of something that gave you instant credibility. Rank, position, and uniform used to do some of the talking for you. Now they don’t. That doesn’t mean they’re worthless. It means they need translation. Building is about proving value in a new language, not assuming fluency because of past experience.

 

This is where people get tripped up by their own competence. You’re used to being effective. You’re used to being trusted. You’re used to having your presence mean something the moment you walk into a room. Civilian environments don’t work that way. Influence is earned slowly and often quietly. When you accept that upfront, you stop fighting the process and start working it.

 

Replacing “what I deserve” with “what I’m building” also keeps you from burning emotional energy on comparison. It’s easy to look at others and feel behind, overlooked, or under-leveled. That comparison feeds entitlement without you noticing it. Building pulls your attention back to your lane. What skills are you adding. What problems are you learning to solve. What relationships are you developing. Those are things you can control.

 

None of this means ignoring money, stability, or respect. Those matter. But when transition is close, they’re outcomes, not entry points. You don’t chase them directly. You create conditions where they become inevitable. That’s a very different posture, and people can feel it when you show up with it.

 

The closer you are to leaving, the more important it is to manage the story in your own head. Not because it makes you nicer, but because it makes you more effective. When you anchor yourself to building, your tone steadies. Your patience improves. Your decisions get cleaner. And instead of asking the next role to repay the past, you let it serve the future you’re actively constructing.

 

WATCH THE EPISODE



Medium Range Group: Test Your Expectations Against Civilian Reality


When you still have a few years before transition, you’re in a strange middle ground. You’re not actively job hunting, but you’re not completely detached from the idea either. You’ve got enough distance to think, plan, and imagine, but not enough pressure yet to force hard honesty. That’s exactly why this phase is so powerful, and also why it’s where a lot of people quietly lock in the wrong expectations.

 

“Test your expectations against civilian reality” isn’t about going online and obsessing over salary charts or titles. It’s about taking a clear look at the story you’re telling yourself about how your experience will land on the other side. Most people carry a mental picture of where they think they’ll slot in. What level they’ll start at. How much authority they’ll have. How quickly they’ll be trusted. Those pictures feel reasonable because they’re built on who you are now. The problem is they’re often built without much input from the world you’re actually entering.

 

That gap between expectation and reality is where frustration grows. Not because the market is hostile, but because it doesn’t share your internal reference points. Civilian organizations don’t know how hard your job was. They don’t know what your rank meant. They don’t know how much weight you carried. They see skills, results, and how those fit into their specific problems. When your expectations aren’t calibrated to that, every interaction becomes heavier than it needs to be.

 

This is where being honest with yourself really matters. Not in a self-critical way, but in a clear-eyed way. What do you actually bring that a civilian organization needs? What are you trained to do, and how close is that to what you want to be hired for? Where are you strong, and where are you assuming your background will fill in gaps that it doesn’t? Those aren’t comfortable questions, but you’ve got the time to answer them without the pressure of a ticking clock.

 

Testing your expectations means comparing what you feel you should get with what you could realistically step into right now. Not someday. Not after you’ve been there for five years. Right now. That’s where a lot of invisible entitlement lives. Not in arrogance, but in unexamined assumptions. You might feel ready for a certain level because of everything you’ve managed, led, or endured. But if you don’t yet have the civilian skills that map cleanly to that level, the market won’t move just because the story feels fair.

 

The good news is that you’re not locked in. You’ve got time to close those gaps. But you can’t close gaps you won’t admit exist. When expectations stay untested, people plan their future on a version of themselves that hasn’t been built yet. Then when reality shows up, it feels like betrayal instead of feedback.

 

This phase is where you get to rewrite that story on your own terms. You can start stacking proof instead of assuming transfer. You can build credibility in the spaces you actually want to enter. You can learn what the work looks like when nobody cares about your past, only your output. That’s not a loss of respect. It’s how respect is earned in a new system.

 

There’s also something quietly freeing about this. When you stop anchoring to what you think you should get, you start seeing opportunities more clearly. Roles that used to look beneath you start looking like stepping stones. Projects that felt irrelevant start looking like skill builders. You’re no longer waiting for the market to validate your history. You’re shaping a future that makes validation inevitable.

 

This matters even more because rejection hasn’t hit yet in this phase. Right now, everything still feels theoretical. That makes it easy to believe your transition will go smoothly. But smooth transitions are built, not assumed. Testing your expectations now keeps you from being blindsided later when the feedback gets real.

 

There’s also a tone shift that happens when expectations are calibrated. You stop needing every conversation to confirm your worth. You stop reading neutral responses as disrespect. You show up more curious and less guarded. That’s not just good for interviews someday. It’s good for how you lead and operate right now, because it keeps you adaptable instead of defensive.

 

You don’t need to abandon ambition to do this. You just need to ground it in reality. Big goals still make sense. They just need a foundation that actually exists. When you know where you stand, you can build upward instead of clinging to an image that might not hold.


Testing your expectations against civilian reality isn’t about shrinking yourself. It’s about making sure the future you’re planning is one you can actually step into when the time comes.

THIS WEEK'S GUEST INTERVIEW

In Episode 231 of the Transition Drill Podcast, Antonio Bonfiglio grew up short, chubby, and often sick, carrying asthma and allergies. He spent his early years in South Florida, where sports and hockey gave him identity and structure, until a move back to New Jersey at 13 knocked him off balance. Without hockey as his anchor, trouble and self-sabotage took over, and by the time he reached adulthood he needed a hard reset. He enlisted in the Marine Corps in 2003, became a combat engineer, and deployed to Iraq, including Fallujah in 2005 and Haditha in 2006. He left the Marine Corps after four years and bounced through jobs while carrying stress he later recognized as PTSD. He started rebuilding his life in San Diego and after a dark period and long workweeks that kept him from his family, he found stability and purpose at Wounded Warrior Project, along with recovery and balance through Warrior Sailing and jiu-jitsu.
In Episode 231 of the Transition Drill Podcast, Antonio Bonfiglio grew up short, chubby, and often sick, carrying asthma and allergies. He spent his early years in South Florida, where sports and hockey gave him identity and structure, until a move back to New Jersey at 13 knocked him off balance. Without hockey as his anchor, trouble and self-sabotage took over, and by the time he reached adulthood he needed a hard reset. He enlisted in the Marine Corps in 2003, became a combat engineer, and deployed to Iraq, including Fallujah in 2005 and Haditha in 2006. He left the Marine Corps after four years and bounced through jobs while carrying stress he later recognized as PTSD. He started rebuilding his life in San Diego and after a dark period and long workweeks that kept him from his family, he found stability and purpose at Wounded Warrior Project, along with recovery and balance through Warrior Sailing and jiu-jitsu.

Long Range Group: Learn Humility Before Life Forces You To


When your transition is still a decade or more away, it’s easy to think this topic doesn’t really apply to you yet. You’re deep in the work. You’re building experience, reputation, and confidence inside a system that knows exactly who you are. That long runway is a gift, but it also hides risk. The longer you stay inside an environment that reinforces your identity, the easier it is to let that identity harden into something fragile.

 

That’s why learning humility early matters. Not the kind that makes you smaller, but the kind that keeps you flexible. When life eventually pushes back, and it always does, people with a fragile identity take it personally. People with a grounded one take it as information. That difference shows up everywhere, especially when you have to step into something new and unfamiliar.

 

Humility in this phase is really about how you practice being a professional. Are you curious, or do you assume you already know? Are you coachable, or do you quietly resist feedback that doesn’t fit how you see yourself? Are you willing to look awkward while learning, or do you only stay in places where you’re already good? Those habits get built long before you ever think about a resume.

 

This isn’t just about being nice. It’s about being effective. People who can take correction without getting defensive learn faster. People who can admit they don’t know something adapt faster. People who don’t need to protect an image are freer to experiment. Over years, that compounds into real capability. That’s what carries into the next chapter, not the stories you tell about who you used to be.

 

There’s also a quiet trap that shows up when you’ve got time. You start believing that by the time you transition, you’ll automatically be ready. That your experience alone will do the work for you. But experience only pays off if it stays relevant. Humility keeps you updating yourself instead of assuming the world will meet you where you are.

 

Practicing this now also shapes how you show up in every role you’ll ever have. If you get comfortable being the learner, being coached, and being wrong, you don’t panic when the ground shifts. You don’t need the next environment to treat you as special to feel steady. That stability is what makes people trustworthy, especially in new settings.

 

This is where professional identity gets built in a durable way. Not around titles or authority, but around how you operate. How you listen. How you respond to pressure. How you handle being out of your depth. When those things are solid, transition stops being an ego threat and starts being a growth opportunity.

 

There’s also a human side to this that matters. You don’t suddenly become humble when you change jobs. You bring with you whatever patterns you’ve practiced. If you’ve spent years defending your status, resisting correction, and tying your worth to your role, that doesn’t magically disappear when you take off the uniform. It shows up in new ways, often at the worst possible time.

 

Learning humility before life forces it means choosing to practice being grounded now, while the stakes are lower. You can take on challenges that make you feel inexperienced. You can let yourself be coached by people who know more than you in certain areas. You can build a professional identity that isn’t threatened by not being the best person in the room.

 

That kind of identity travels well. It doesn’t rely on a specific badge, organization, or title to feel real. It’s rooted in how you work and how you grow. When transition eventually comes, whether it’s planned or not, you don’t feel like everything is being taken from you. You feel like you’re stepping into another place to apply what you’ve built.

 

The earlier you start practicing that, the less the future can knock you off balance.


Closing Thoughts


No matter where you are in your timeline, this all comes back to the same quiet truth. The story running in your head shapes how you show up, and how you show up shapes what the world gives you back. When that story leans toward what you think you’re owed, even just a little, it puts weight on every interaction that doesn’t belong there. It turns feedback into friction and patience into a struggle.

 

When you shift that story toward what you’re building, what you’re learning, and who you’re becoming, something changes. Your tone steadies. Your expectations get cleaner. You move through the process with less emotional drag and more clarity. You stop asking the next chapter to repay the last one and start letting it do its real job, which is to help you grow into whatever comes next.

 

That’s not about denying what you’ve done. It’s about protecting what you’re going to do. 

 

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Prepare today for your transition tomorrow.

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