Thinking Forward to Prepare for Obstacles

Thinking Forward to Prepare for Obstacles

A useful technique I learned for overcoming obstacles is to think ahead to the challenges you are likely to face and how you can overcome those challenges. If you only think ahead to the success you will have and picture a perfect life once you reach your goal, you will be less likely to actually achieve the success you desire than if you think about the challenges that lie ahead. However, dwelling on only the hard parts and obstacles can also be unhealthy. The key is to look ahead not to the obstacles themselves, but to how you will overcome them.

 

When you think about things that can go wrong in your life, you should picture yourself  getting through those obstacles. You should be realistic and specific in thinking things through. “I might encounter X, and if that happens, then I know I can do Y and ultimately be successful or at least manage a reasonable level of comfort.” If you start your plan for how you will overcome those obstacles, you will be more likely to persevere when the going gets tough. If you only think about how nice it will be once you have reached your goal, then you will be unprepared for the obstacles that you will face along your journey.

 

While this is a much more healthy way to think about the future, it is not the most common way for us to think. Most of us anticipate the things that can go wrong, but never get to the next step of thinking through the ways in which we can prepare for and overcome the problems we fear. What we usually end up doing is living in dread of the troubles ahead.

 

In Letters From a Stoic, Seneca writes, “Why, indeed, is it necessary to summon trouble—which must be endured soon enough when it has once arrived, or to anticipate trouble and ruin the present through fear of the future? It is foolish to be unhappy now because you may be unhappy at some future time.”

 

Seneca recognized the dangers of living in dread. If we think ahead to the future and only worry about what negative things we may face, then we turn our present moment, which might be quite peaceful and enjoyable, into a negative space consumed by the thing we hope doesn’t happen. Seneca encourages us to be more present and grounded in the current moment. I would argue that looking ahead and thinking of how we can overcome obstacles and truly understanding how we can adjust to and adapt to these challenges can help us be more confident in ourselves, and help us ultimately live with a greater sense of presence. It will also help us prepare for those times when we do face the obstacles we are afraid of.
The Value of Difficulties

The Value of Difficulties

“For our powers can never inspire in us implicit faith in ourselves except when many difficulties have confronted us on this side and on that, and have occasionally even come to close quarters with us,” writes Seneca in Letters from a Stoic.

 

In the quote above, Seneca writes that we can never develop a legitimate sense of self-confidence if we never face difficulties and challenges. If our lives are free from real obstacles and if we never face any real struggles, then we will never be prepared to step up  to take on greater challenges. Growth and preparation for large and important moments in life comes from the struggles we wish we could have avoided along the way.

 

Seneca continues, “It is only in this way that the true spirit can be tested – the spirit that will never consent to come under the jurisdiction of things external to ourselves.”

 

By learning from mistakes, overcoming obstacles, and finding strength during difficult times, we begin to be able to step back and become more objective in how we view ourselves and the situations in which we find ourselves. Wild successes and crushing failures lose their influence on our lives when we have faced difficulties and survived. Instead of placing all our happiness in a certain outcome, instead of living with constant fear of something negative, we are able to be more calm and centered, accepting that things may not go well, but confident that we can make it to the other side in a reasonable manner if things don’t go well. In this way external pressures and outside considerations of our lives cease to have influence over how we live and how we feel from moment to moment. Only by facing obstacles, learning about ourselves, and surviving difficulties can we develop the mental fortitude to reach this level of self-confidence.
Developing Self Esteem

Developing Self-Esteem

One of the reasons I write this blog is because I believe that we need deeper conversations about minor aspects of our lives. I think we need to be more considerate about what is truly important, and we need to think more deeply about how we can remove some of the less important things, so that we spend more time engaging with what is meaningful. I want to pull out the crucial ideas within the aspects of our lives that go overlooked and that are under-discussed so that hopefully someone can have a more thoughtful conversation about these important topics.

 

One topic, which came to mind from Sam Quinones’s book Dreamland, is the development of self-esteem for adolescents. I’m not a parent, so I am sure that I am missing some important points here and I’m sure that my perspective is limited, but from my experience and observations I feel  confident to say that important conversations about meaning, value, and expectations are not taking place with adolescents. What I’m thinking about now is how parents, coaches, and people in society can help young people develop a sense of self-esteem aligned around meaningful values that help make the world a better place.

 

Quinones quotes Ed Hughes, the former executive director of The Counseling Center in Portsmouth, OH, “You only develop self-esteem one way, and that’s through accomplishment.” Quinones himself is critical of parenting in the 90’s and 2000’s writing, “Parents shielded their kids from complications and hardships, and praised them for minor accomplishments – all as they had less time for their kids.”

 

The critique that Quinones and Hughes make is that parents have gone through great lengths to give their kids everything and to try to ensure that their children are never bored, never unhappy, and never potentially harmed – either physically or mentally. The result, according to Quinones and Hughes, is that children are unprepared for real life. They lack self-esteem because any accomplishments that they have are minor, and were parent assisted or directed. Many kids did not struggle on their own, did not learn from mistakes, and were propped up with empty praise. This left them feeling bored, empty, vulnerable, and inadequate, which made drug addiction all the more likely.

 

What I hope we can do, not just as parents but as a society, is talk about real opportunities for taking meaningful actions in our lives. I hope we can back away from terrible work schedules and the pursuit of ever more money and consumer goods, and move toward a society which encourages real interaction and contribution toward involvement and engagement. This can be done starting with our youth, with the opportunities we provide them to be engaged in something meaningful, and with the conversations we have with them about what is important in life.

 

If we don’t have these conversations with our youth, if we don’t help give them opportunities to do something meaningful, then they will look to TV, celebrities, and our own actions to determine what is good and important. Often that will be the same empty vision of happiness presented in our consumer culture focused on buying products and showing off our wealth. Quinones and Hughes would likely argue that this is only going to exacerbate our loneliness, emptiness, and the potential for drug use and despair.

The Challenge of Trying to Enlarge the Pie

I often feel that we are moving so fast toward the future that we are advancing beyond our means. I think we are in some ways exceeding the capacity that we have evolved to fit, and this is creating great challenges for humans across the globe. We have new technologies, new social structures, and new understandings of our places in the world and in the universe more broadly that exceed the type of living that we evolved to succeed with.

 

A passage from Kevin Simler and Robin Hanson’s book The Elephant in the Brain highlighted this for me. They write, “Despite the fact that it’s possible to cooperate, politically, in ways that “enlarge the pie” for everyone, this is the exception rather than the rule – especially for our distant ancestors. In most contexts, for one coalition to succeed, others must fail. Importantly, however, members within a coalition can earn themselves a larger slice of the pie by cooperating – a fact that makes politics such an intoxicating game.”

 

The line about our ancestors being incapable of expanding the pie for everyone is important. Without much technology, without shared languages and translation, and in a state of constant threat from nature, it is easy to see why our early ancestors were limited to a state of competition with each other for social status, sex, and politics. There simply were too few humans, too few easily accessible resources, and too few scalable technologies for everyone to be sufficiently comfortable and connected.

 

We now live in a new world, where literally 7.5 million people in the San Francisco metropolitan statistical area are constantly thinking about ways to build new technology to scale to improve the lives of all people, not just the people they are connected with. We understand that our actions can have global manifestations, and that we need global solutions to address climate change and other existential threats. Our technology and ways of thinking have surpassed the world our ancestors lived in, and have created a new game for us to play, however, we are still stuck in the zero-sum mindset of our ancestors, asking what we can do to get a bigger share of the pie for our narrow coalition.

 

Understanding why we fall into thinking about narrow coalitions is important. Recognizing the way our brains work and why they are limited helps us see new potentials. Understanding how we can change our thoughts and how we and others will react in a world that offers so much more is key to actually living up to our new potential as a global species.

Preparing for Challenges

In November of 2018 I wrote a post about planning for resiliency. Michael Bungay Stanier described the importance of planning for failure, looking ahead and anticipating obstacles, and thinking through the ways we could recover from a drastic blow to our plans. It is not easy, but preparing ourselves for hard times will make it more likely that we can successfully manage setbacks when they occur.

 

This idea seems pretty clear and while we all familiar with saving for a rainy day, there has been relatively little focus in our society on preparing ourselves for other non-financial hardships. Interestingly, the idea from Michael Bungay Stanier is not as new as I thought when I first encountered it. In Letters From a Stoic Seneca wrote, “It is precisely in times of immunity from care that the soul should toughen itself beforehand for occasions of greater stress, and it is while fortune is kind that it should fortify itself against her violence.”

 

Stoic philosophy advises us to take advantage of the times when things are going well so that we can ready ourselves for times when it all falls apart. Rather than simply relaxing and enjoying our comforts, stoicism suggests that we pause, evaluate what is truly needed to live a good life, and consider how we would move on if all our comforts were suddenly stripped from us. It asks us what could go wrong and forces us to think about how we would still move forward, a skill that is hard and gloomy, but has a lot of upside.

 

I don’t think we need to overwhelmingly focus on death, loss, and hardship. We can still enjoy our comforts and our pleasures, but at least once every day we should stop to consider what things we have, how we live our life, and what is truly important for us. By doing this, we can enjoy our hobbies, relationships, and comforts more fully. By recognizing that things could fall apart we can better appreciate what we have now. Additionally, seeing the potential obstacles before they arrive allows us to be better prepared to overcome them when we must rise to the occasion. We don’t have to be on guard at all moments nor do we need to constantly look over our shoulder for danger, but we should be prepared to work for what is important or move in the direction we want when something shows up to block our path. We will be more successful and sound if we have been considerate and acted accordingly along the way.
Training Daily

Training Daily

Life is hard and each day can be its own struggle and battle, but learning measured approaches to life can give us the tools and training that we need to face those challenges successfully. We all hope to have success, to have an easy life with plenty of opportunities, but we know we will face failures, frustration, confusion, and stagnation. If we can build a solid routine, we can face these obstacles nobly and act accordingly to move forward.

 

In his book, Ego is the Enemy, author Ryan Holiday writes about the daily effort to prepare ourselves for the challenges life will present us with. Holiday writes, “My friend the philosopher and martial artist Daniele Bolelli once gave me a helpful metaphor. He explained that training was like sweeping the floor. Just because we’ve done it once, doesn’t mean the floor is clean for ever. Every day the dust comes back. Every day we must sweep.”

 

Anyone who has ever gone to the  gym knows you don’t leave looking like an Avenger after just one workout. It is continual effort that slowly gets us where we need to be. Accordingly, for us to build our mental fortitude and prepare for failures and successes, we must build our self-awareness, focus on disarming our ego, and concentrate on growth, learning, and improvement daily. If we do not, the skills that will help us climb from our low point will grow dusty and be buried in the daily grit of life. Each day doesn’t need to be a grueling exercise, but we do need to continually dust off our skills for approaching life.

A Failure to Connect During Bad Times

Adam Smith lived from 1723 to 1790 and is best known for his economic principles and writing. A quote from him, on the nature of humanity, is included in Ryan Holiday’s book Ego is the Enemy to open a chapter that immediately follows a page with some simple art and the words, “To whatever failure and challenges you will face, ego is the enemy…” The quote from Smith is, “It is because mankind are disposed to sympathize more entirely with our joy than with our sorrow, that we make parade of our riches, and conceal our poverty. Nothing is so mortifying as to be obliged to expose our distress to the view of the public, and to feel, that though our situation is open to the eyes of all mankind, no mortal conceives for us the half of what we suffer.”

 

A funny thing about humanity is that we seem to think that everyone else is happy all the time and doesn’t face the same challenges, obstacles, depression, anxiety, or general discomforts that we face. We try hard to present a happy and fun life to the outside world, but often we are dealing with our own challenges and fears that we hide away. We face the world on our own in times of stress but go out of our way to broadcast our achievements during times of joy. In his quote from over 200 years ago, Smith recognizes our urge to show off the positive and hide the negative in our lives, and he goes beyond that to show how we assume that other people could not even understand our suffering.

 

This aspect of humanity was with us over 200 years ago when Smith wrote his quote, and today with social media always at our fingertips, it has become dangerously supercharged. It is easier than ever to curate the perfect online life that we show to everyone we know, and this pushes us to become even more isolated when things don’t go right. The feeling that many of us have is that we can only be loved if we have the perfect job, the perfect work/life balance, root for the right sports team, drink the right coffee from the right place, put together the cutest planters, cook the most unique dinners, and brush our teeth with the right toothbrushes. Anything short of the perfectly curated life feels like it needs to be hidden from the rest of the world and deepens isolation.

 

We are afraid to open up to other people about the areas where we fall short of the perfect life. We receive so many likes for our “proud dad” social media brags, our new home photos, and for our tropical vacation pictures that it feels as though we can only connect with people if we have those things to share. Somewhere along the line we forget that other people also experience negatives and we fail to connect with them to discuss what we are challenged by and what we would like to do to change our situation. Because we don’t open up with others about our struggles we are all forced to go it alone, assuming that no one would understand our pain, and feeling worse about not being perfect. This was true during Adam Smith’s lifetime and it is heightened in our technologically connected world today.

 

Holiday would argue that we behave this way because our egos cannot let us be seen as vulnerable, scared, weak, or unsure about ourselves and the world. We feel pressured to always be on top of things and to always be ready to take the world on. We go out of our way to show how well we are doing to boost our ego, and that is what ultimately drives us into further isolation when we don’t feel good about our lives. This sense of being overwhelmed will only grow if we cannot open up about it and be honest about where we are with the people around us. What we will ultimately find if we do go against our natural ego urges is that more people face the challenges we face than we expect, and there is more love in opening up than in hiding away and only presenting the good moments of our lives. The ego wants us to take a path that furthers isolation whereas putting the ego aside will actually help us progress and improve our lives.

The Ego Drives the Wrong Outcome

The idea in Ryan Holiday’s book, Ego is the Enemy, shows up over and over again in children’s movies. We frequently see main characters who have incredible ambition but are not patient enough to learn from the wise elders of the show. They set off with confidence that they can be great, take on the mighty challenge, and achieve some impressive feat only to fail and return to gain knowledge and insight from the wise leader whose advice they previously ignored. The message is to be confident in yourself, to push yourself, but also to be patient and learn from those who have come before you. In other words, the message is to control your ego.

 

We see this all the time in children’s movies, but in our own lives, that message often seems forgotten as we plunge into AP classes in high school, 20 credits our first semester of college, and into a new career with an eye toward the corner office. We set out to be recognized in each of these areas, driven by our ego, with the advice of our elders falling on deaf ears unless that advice is really just someone telling us that we are great and will get into a great school, will get a great job, and will make boatloads of cash. Our ego takes over and the focus is not on doing great work and learning, but on getting something so we can show off.

 

What is worse, when we are under-prepared for challenges that we face in this situation, we tend to let the ego drive us forward as if it is our will that will push us where we want to go. As Holiday put it, “We tend to think that ego equals confidence, which is what we need to be in charge. In fact, it can have the opposite effect.” We face challenges and want to look strong and prepared for what we face. We want others to be impressed as we handle these difficulties without breaking a sweat. We try to be a leader by inflating our ego and standing tall in front of our desk with our arms crossed, the cliche magazine cover image of a CEO.

 

How we actually reach our goals and become successful is a different picture. We learn from grunt work. We set stretch goals and challenge ourselves, but within reasonable bounds that we know will force us to grow. This is completely different from setting goals that we know will impress other people. Trying to be the leader through sheer ego will make us look small and put us on a path toward isolation. Becoming a leader through experience and a willingness to learn from others will actually make us great, but it is something we can only do if we can control the ego and allow ourselves to learn from others. It all requires self-awareness and a dose of humility to put our ego aside and learn from the wise people in our lives and to take on our ambitious challenges when we are ready.

The Present Moment Is the Most Important Thing In Your Life

Throughout my life I have been very lucky to not suffer from severe anxiety or depression, but I have gone through bouts of despair and periods where I have felt unhappy and a bit anxious. One of things that has helped me during these times is focusing in on the present moment and trying to be fully aware of where I am at right now and what I am doing right now. Zeroing in on the present helps pull my mind out of the story it tells itself about who I am, what I am worth, how successful my past has been, and what I must do in the future to be a great person. In the present moment, the only thing that matters is what we are currently engaged in and what we are doing right now. Besides the immediate present moment, nothing else truly impacts our life.

 

In his book The Miracle of Mindfulness, author Thich Nhat Hanh describes the importance of mindfulness and the value the present moment brings to us when we actually focus on it. Working on our focus and paying attention to the present moment, whatever we are doing, is a form of meditation. I have always thought of meditation as sitting still and quiet,  focusing on my breath or expanding my awareness of all things around me, but Hanh describes a way for us to meditate in any action by focusing on the present moment and being fully immersed with a singular focus on the task, job, or thing in front of us. He writes,

 

“When you are washing the dishes, washing the dishes must be the most important thing in your life. Just as when you’re drinking tea, drinking tea must be the most important thing in your life. … Each act must be carried out in mindfulness. Each act is a rite, a ceremony.”

 

When we focus on the present moment and what is in front of us right now, everything else begins to recede because our mind only has space for one thing. This practice can help reduce our fears, worries, and the stories and pressures we put on our selves. I do not suggest that everyone who suffers from depression or anxiety can fix their problems  by meditation and mindfulness, but in my life, becoming absorbed in the present moment, recognizing that what I am doing right now is all that I truly have and all that truly matters has helped me overcome these challenges. I try my best to recognize that what has happened in the past is gone, and cannot be changed by what I am doing now, so I should focus on my current activity and be entirely present and immersed with what I am doing. Likewise, I cannot control what will happen in the future, but I can know that by doing my best with what I have now, I can prepare myself for what is to come. The present moment takes away the stories we tell about what our actions mean, because we can always fully experience the present and engage with the present, no matter what has happened to us or what will happen to us in the future. This may not solve all problems with anxiety or depression, but techniques of mindfulness have helped me recover from my own low points.

Solving the Wrong Problem

I work for a growing but still small tech start-up in the healthcare space based out of the bay area. The company has a great mission and is amazing to work for, but we have certainly had a lot of growing pains and unanswerable questions over the last four years that I have worked for the company. One of the biggest challenges we have faced is making sure we answering the right questions and getting the right solutions to the right problems in place.

 

Michael Bungay Stanier looks at these types of problems and takes them on in his book about coaching, The Coaching Habit. His book is full of recommendations to be a more effective coach and manager, and one of the benefits of his techniques is an improved understanding of the problems and questions that organizations must face. In the company I work for, things have always been in flux, and that means that sometimes it is hard to know what the real issue is and where we should be focusing all of our energy. If you polled the entire office about what the biggest problem is right now, you would get different answers from everyone. Bungay Stanier described the situation like this:

 

“You might have come up with a brilliant way to fix the challenge your team is talking about. However, the challenge they’re talking about is most likely not the real challenge that needs to be sorted out. They could be describing any number of things: a symptom, a secondary issue, a ghost of a previous problem which is comfortably familiar, often even a half-baked solution to an unarticulated issue.”

 

Effective leaders don’t just jump in when a team is discussing the issues they are facing and they don’t just take on all the problems in an attempt to solve everything themselves. Good leaders try to drill deeper to understand what is really at the heart of the collective issues facing the team, and then work to empower the team to tackle the problems they face. In my next post I’ll describe the conversation that Bungay Stanier recommends to help us find the right problem to solve, but for now I’ll describe the question he uses to get to the heart of the issue, “What’s the challenge?”.

 

In my career I have solved a lot of problems and fixed a lot of issues, but often times I have spent a lot of energy on problems and issues that end up not being very important. Something might be a little bit off and something might be an inconvenience, but that doesn’t necessarily mean that I need to spend a lot of effort fixing that individual thing. Perhaps what everyone complains about is frustrating and annoying, but it may just be part of a larger problem or something that would go away altogether by solving a bigger picture item. This is definitely an area where growth is possible for me, and is something that all organizations struggle with, especially if we are quick to action and don’t make real efforts to dive further. Asking ourselves and our team, “What’s the real challenge?” and looking upstream from the stated problems to possible larger causes is one way to make sure the work we do matters and is one way to galvanize our team around the most important solutions.