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Life Lessons of the Dread Pirate Roberts

Life Lessons of the Dread Pirate Roberts

Jolly Roger

    Once word leaks out that a pirate has gone soft, people begin to disobey you, and then it’s nothing but work, work, work, all the time. 

    Ah, who can resist the call of the pirate’s life. Yo ho, ho yo, right? I was surprised to find recently that, while The Princess Bride’’s Dread Pirate Roberts is clearly a fictional character, there really was a dreaded pirate Roberts who sailed the high seas in the early 18th century, looting and pillaging at his ease. Unlike Westley’s predecessor, this Roberts was named not Cummerbund but Bartholomew, an equally less-than-fear-inducing name (though somewhat more suitable when shortened to Bart).

    Piracy, as it turns out, wasn’t quite what our movies today make it out to be. In many ways, it was worse – Dread Pirate Roberts only killed the crews of the ships he plundered, while plenty of real pirates were notorious for their creative tortures, like slicing off a victim’s ears, frying them up, and forcing the victim to eat them. But in other ways, pirates’ lives were quite a bit better than our movies make out – they were free in ways few of their times were, and had developed laws and traditions that protected their freedoms as well as – if not better than – our modern Constitutional principles.

    In fact, there are quite a few things we can learn from the pirates of the 17th and 18th centuries. Like other organized criminals, pirates were consummate business people, whose taste for booty could only satisfied by shrewd thinking and practical action. Here, then, are six things the Dread Pirate Roberts might tell you if you hired him as a business consultant for your firm, or a life coach.

    1. Your reputation precedes you.

    I know who you are — your cruelty reveals everything. You’re the Dread Pirate Roberts; admit it.

    What a coup for the Dread Pirate Roberts! Here he is, face-to-face with a farm girl-turned-princess, and he’s recognized instantly – despite the fact that nobody’s ever seen him and lived. That’s reputation, and in many ways, it’s the most important treasure.

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    Pirates had a rough dilemma to face. They made their living by boarding and plundering merchant ships. Fighting too hard against those ships’ crews risked damaging the ship or its precious cargo – but not fighting hard enough meant most likely suffering defeat and not winning the prize at all.

    Pirates’ solution to this dilemma was clever – they let it be known that the crews of any ship that surrendered without a fight would be spared, unharmed – while every last man of a crew that resisted would be slaughtered, often viciously. With that kind of reputation, pirates rarely had to fight at all – most crews that came under assault by pirates surrendered immediately.

    Today, your reputation spreads more easily and more quickly than ever before – imagine what pirates could have accomplished with a service like RateMyPirate.com! A reputation for being effective and without qualms about doing what’s necessary can open a lot of doors.

    2. Follow through on your promises.

    THE DREAD PIRATE ROBERTS TAKES NO SURVIVORS. ALL YOUR WORST NIGHTMARES ARE ABOUT TO COME TRUE!

    A reputation for blood-thirstiness did pirates no good if they weren’t willing to actually be blood-thirsty when the occasion demanded. Every now and again, for whatever reason, a merchant captain and his crew would decide to press their luck in defense of their ship. In those cases, pirates usually won handily – they often outnumbered the crews of the ships they boarded as much as ten-to-one, their ships were faster and better armed, and in the end, they had little to lose.

    Once a crew decided the engage with pirates, there was no quarter – and no survivors. But  the flip side of the promise had to be honored just as well – a crew that surrendered without a struggle had to be treated with the utmost courtesy, or merchant sailors would quickly learn there was no upside to surrendering. Pirates thus not only showed their captives the deepest respect, they often rewarded them with treasure from their own holds, and even recruited sailors to join their crews.

    Follow-through is crucial, for today’s business person as well as for the pirates of old. If you make a promise, be prepared to keep it, even when it’s impractical – or be prepared to pay the consequence as your reputation crumbles and more and more people feel comfortable challenging your word.

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    3. Distinguish yourself proudly.

    Pirate Ship

      While pirates flew under all manner of flags, once the pursuit was under way they quickly ran up the Jolly Roger – the pirate’s black flag adorned with images of death and terror, including the famous skull and crossbones but also skeletons, bleeding hearts, and decapitated heads.

      The purpose of the Jolly Roger is simple: it let the crew of the ship under attack know that their boarders-to-be were pirates, and resistance would be severely dealt with. The Jolly Roger tied the pirate reputation for cruelty to the vessel about to overtake your own. It made plundering easy.

      But if flying the pirate’s flag made it easy to capture a ship without resistance, why didn’t military ships, coast guards, and privateers fly the same flag? The answer is that flying the Jolly Roger came with a price that few non-pirates could afford – you had to be willing to kill mercilessly to make good the promise of the Jolly Roger, should the enemy resist, and you had to be willing to face hanging if you were captured sailing under the Jolly Roger.

      Pirates showed few compunctions about torturing and killing a crew that gave them trouble, a level of blood-thirstiness few more legitimate raiders could stomach – especially as they often had to answer to authorities back home. And for a pirate, the penalty was the same whether they flew the Jolly Roger or not: death by hanging. For others boarding and plundering ships under government authorization, flying a pirate flag meant death if captured, while plundering under their own nation’s flag was legal (or nearly so).

      The high cost of hoisting the Jolly Roger made it uniquely pirates’ own, and was recouped many times over in booty taken with ease. Do you have a marker of excellence that others can’t afford? Producing a better product than anyone else, certification from third-parties, high-value clients and endorsements – these things are expensive to acquire and expensive to maintain, so display them proudly as marks of your excellence – and avoid or minimize those marks that anyone can achieve.

      4. Be accountable.

      Pirates lived under a code of democratic leadership that was virtually unheard of in the early 18th century. Captains were elected by popular acclaim, and quartermasters were appointed to act as a check on the captain’s power. To hold  onto his position – and often enough his life – a captain had to be fair and even-handed with his crew, and vicious and extravagant with others when the situation called for it. A slip-up could lead immediately to a vote of no confidence and appointment of a new leader, with the old captain marooned on a deserted island with naught by a pistol, some shot and powder, and a jug of water to keep him company.

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      To maintain transparency, captains often slept alongside their crews, ate the same food, and maintained an open-door policy in their cabins. Except in the heat of battle, the captain could expect to be questioned on every decision, so had better have had a good reason for all of them. Booty was often kept in unlocked chests in an open, public space aboard ship, to prevent an unscrupulous captains from self-dealing.

      This openness was crucial to pirates’ success. A captain’s crew, after all, served at their own will under great threat to their personal safety whether in battle or if captured. A captain’s accountability kept the crew satisfied and loyal, allowing the captain to pursue his goals and everyone to benefit. While today’s business leader might have a little more leeway in his or her behavior – he or she can’t be removed from their post quite so easily as the pirate captains of yesteryear, for one thing – embracing the pirates’ code of transparency cna go a long way towards running a tight ship, free of morale problems and unrpoductive strife.

      5. Manage your personal brand.

      Then he explained the name was the important thing for inspiring the necessary fear. You see, no one would surrender to the Dread Pirate Westley.

      One of the most fearsome names in pirate history was Edward Teach’s working name: Blackbeard. Blackbeard carefully cultivated his personal brand, braiding his long beard and hair to give himself a terrifying appearance, even to the point of working lit matches or fuses into his beard so that his head was wreathed in pungent smoke. No pirate’s name was ever so feared.

      In fact, so well did Blackbeard manage his brand that over the course of his career, he had not once been obligated to take a single life. Talk about faking it until you make it!

      The secret of Blackbeard’s success is his effective use of image and close attention to PR. His fearsome appearance, boasting, and determination put weight behind the pirate promise to give no quarter – so effectively, that he was never called on to prove it. That’s good branding!

      6. Don’t be afraid to make enemies.

      Finally, the most successful pirates always made it clear who their enemies were. Captains pit themselves against all merchants under a particular country’s or colony’s flag, often in response to the hanging of their colleagues, killing all crewmembers of a particular nation to demonstrate the cost of dealing harsh justice against pirates. Heavy-handed merchant captains were also targeted, with pirates often surveying the crew to determine how well they were treated and then torturing or killing their captain to punish wrongdoing.

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      These personal vendettas and rogue administrations of justice helped pirates by solidifying support for them among  at least a significant minority of non-pirate seamen. While the members of Spanish colonies might be terrified by a pirate who announced his intention to kill all aboard ships sailing from a particular Spanish port, English sailors might well be rooting him on! Likewise, sailors of all nations experienced the frustration, humiliation, and often degradation of working under an unfair and brutal captain – and may well have learned to view attack by pirates as a kind of liberation.

      This is as true of business – and other realms – today as it was of piracy then. Taking a strong stand against something or someone may well solidify your opposition, but it also solidifies your own core of support. Consider Apple. By taking on Microsoft so boldly in their “Mac and PC” ads over the last few years, they’ve certainly upset plenty of Microsoft employees and users, but they’ve also strengthened the tight-knit community of Apple users drawn as much by Apple’s “spunk” as by the design of their products.

      A pirate’s life for you!

      Have you ever considered piracy? You’d make a wonderful Dread Pirate Roberts.

      You would make a wonderful Dread Pirate Roberts. Just keep in mind these lessons from the world of piracy and see where they take you. For now, let’s say the black mask is optional.

      Avast!

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      Last Updated on June 26, 2019

      How to Stop Procrastinating: 11 Practical Ways for Procrastinators

      How to Stop Procrastinating: 11 Practical Ways for Procrastinators

      You have a deadline looming. However, instead of doing your work, you are fiddling with miscellaneous things like checking email, social media, watching videos, surfing blogs and forums. You know you should be working, but you just don’t feel like doing anything.

      We are all familiar with the procrastination phenomenon. When we procrastinate, we squander away our free time and put off important tasks we should be doing them till it’s too late. And when it is indeed too late, we panic and wish we got started earlier.

      The chronic procrastinators I know have spent years of their life looped in this cycle. Delaying, putting off things, slacking, hiding from work, facing work only when it’s unavoidable, then repeating this loop all over again. It’s a bad habit that eats us away and prevents us from achieving greater results in life.

      Don’t let procrastination take over your life. Here, I will share my personal steps on how to stop procrastinating. These 11 steps will definitely apply to you too:

      1. Break Your Work into Little Steps

      Part of the reason why we procrastinate is because subconsciously, we find the work too overwhelming for us. Break it down into little parts, then focus on one part at the time. If you still procrastinate on the task after breaking it down, then break it down even further. Soon, your task will be so simple that you will be thinking “gee, this is so simple that I might as well just do it now!”.

      For example, I’m currently writing a new book (on How to achieve anything in life). Book writing at its full scale is an enormous project and can be overwhelming. However, when I break it down into phases such as –

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      • (1) Research
      • (2) Deciding the topic
      • (3) Creating the outline
      • (4) Drafting the content
      • (5) Writing Chapters #1 to #10,
      • (6) Revision
      • (7) etc.

      Suddenly it seems very manageable. What I do then is to focus on the immediate phase and get it done to my best ability, without thinking about the other phases. When it’s done, I move on to the next.

      2. Change Your Environment

      Different environments have different impact on our productivity. Look at your work desk and your room. Do they make you want to work or do they make you want to snuggle and sleep? If it’s the latter, you should look into changing your workspace.

      One thing to note is that an environment that makes us feel inspired before may lose its effect after a period of time. If that’s the case, then it’s time to change things around. Refer to Steps #2 and #3 of 13 Strategies To Jumpstart Your Productivity, which talks about revamping your environment and workspace.

      3. Create a Detailed Timeline with Specific Deadlines

      Having just 1 deadline for your work is like an invitation to procrastinate. That’s because we get the impression that we have time and keep pushing everything back, until it’s too late.

      Break down your project (see tip #1), then create an overall timeline with specific deadlines for each small task. This way, you know you have to finish each task by a certain date. Your timelines must be robust, too – i.e. if you don’t finish this by today, it’s going to jeopardize everything else you have planned after that. This way it creates the urgency to act.

      My goals are broken down into monthly, weekly, right down to the daily task lists, and the list is a call to action that I must accomplish this by the specified date, else my goals will be put off.

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      4. Eliminate Your Procrastination Pit-Stops

      If you are procrastinating a little too much, maybe that’s because you make it easy to procrastinate.

      Identify your browser bookmarks that take up a lot of your time and shift them into a separate folder that is less accessible. Disable the automatic notification option in your email client. Get rid of the distractions around you.

      I know some people will out of the way and delete/deactivate their facebook accounts. I think it’s a little drastic/extreme as addressing procrastination is more about being conscious of our actions than counteracting via self-binding methods, but if you feel that’s what’s needed, go for it.

      5. Hang out with People Who Inspire You to Take Action

      I’m pretty sure if you spend just 10 minutes talking to Steve Jobs or Bill Gates, you’ll be more inspired to act than if you spent the 10 minutes doing nothing. The people we are with influence our behaviors. Of course spending time with Steve Jobs or Bill Gates every day is probably not a feasible method, but the principle applies.

      Identify the people, friends or colleagues who trigger you – most likely the go-getters and hard workers – and hang out with them more often. Soon you will inculcate their drive and spirit too.

      As a personal development blogger, I “hang out” with inspiring personal development experts by reading their blogs and corresponding with them regularly via email and social media. It’s communication via new media and it works all the same.

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      6. Get a Buddy

      Having a companion makes the whole process much more fun. Ideally, your buddy should be someone who has his/her own set of goals. Both of you will hold each other accountable to your goals and plans. While it’s not necessary for both of you to have the same goals, it’ll be even better if that’s the case, so you can learn from each other.

      I have a good friend whom I talk to regularly, and we always ask each other about our goals and progress in achieving those goals. Needless to say, it spurs us to keep taking action.

      7. Tell Others About Your Goals

      This serves the same function as #6, on a larger scale. Tell all your friends, colleagues, acquaintances and family about your projects. Now whenever you see them, they are bound to ask you about your status on those projects.

      For example, sometimes I announce my projects on The Personal Excellence Blog, Twitter and Facebook, and my readers will ask me about them on an ongoing basis. It’s a great way to keep myself accountable to my plans.

      8. Seek out Someone Who Has Already Achieved the Outcome

      What is it you want to accomplish here, and who are the people who have accomplished this already? Go seek them out and connect with them. Seeing living proof that your goals are very well achievable if you take action is one of the best triggers for action.

      9. Re-Clarify Your Goals

      If you have been procrastinating for an extended period of time, it might reflect a misalignment between what you want and what you are currently doing. Often times, we outgrow our goals as we discover more about ourselves, but we don’t change our goals to reflect that.

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      Get away from your work (a short vacation will be good, else just a weekend break will do too) and take some time to regroup yourself. What exactly do you want to achieve? What should you do to get there? What are the steps to take? Does your current work align with that? If not,what can you do about it?

      10. Stop Over-Complicating Things

      Are you waiting for a perfect time to do this? That maybe now is not the best time because of X, Y, Z reasons? Ditch that thought because there’s never a perfect time. If you keep waiting for one, you are never going to accomplish anything.

      Perfectionism is one of the biggest reasons for procrastination. Read more about why perfectionist tendencies can be a bane than a boon: Why Being A Perfectionist May Not Be So Perfect.

      11. Get a Grip and Just Do It

      At the end, it boils down to taking action. You can do all the strategizing, planning and hypothesizing, but if you don’t take action, nothing’s going to happen. Occasionally, I get readers and clients who keep complaining about their situations but they still refuse to take action at the end of the day.

      Reality check:

      I have never heard anyone procrastinate their way to success before and I doubt it’s going to change in the near future.  Whatever it is you are procrastinating on, if you want to get it done, you need to get a grip on yourself and do it.

      More About Procrastination

      Featured photo credit: Malvestida Magazine via unsplash.com

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