How I got fired from my dream job — and what I learned

Tucker Max fired me, two days before Christmas.

I was the first full-time employee at his new startup, Book In A Box. I quit my corporate job, and moved to Austin, Texas, at the start of 2015. I lived there for three months and then came back to the UK and worked remotely from home.

The role was everything I’d wanted in a job for years. I escaped the prison of dull, unfulfilling corporate life and leapt into a fast-paced startup, working in a niche that I loved, not having to be at the office at any given time, free to work when and where I wanted. And I was working for someone that I had followed and looked up to for nearly a decade.

In the 12 months I was at Book In A Box, I helped grow the company from 3 people to 9 people, and from $50k per month to $400k per month in revenue. I worked with authors from all over the world, helping them to publish their books and share their wisdom with the world. I met some fantastic people, and had some amazing experiences.

And then I was fired.

And it was all my fault.

I want to preface this by saying that Tucker and his co-founder Zach are great people, and I have no bad feelings towards them at all. We’re still on good terms, and they were 100% right to fire me. In fact, their biggest mistake was not doing it sooner.

So why was I fired?

The easy answer is to say that I was fired for performance — or, rather, lack of it. I wasn’t doing a good enough job, so I was fired.

But that’s not a complete answer. WHY wasn’t I doing a good enough job? What caused me to fail so badly, when I should have wanted to succeed more than anything?

I’ve thought about it a lot, and now I need to write about it. I need to unpack all of my issues, assumptions, biases and irrational behaviour. I’ll warn you now — this post is long, and quite self-indulgent, but I hope it will help me deal with these issues, and stop others from falling into the same traps.

It’s painful to write about it, because it’s painful to document all the different ways in which I screwed up. To write, in detail, about how I failed. But I need to do it anyway.

What it boils down to is this:

I was working remotely, in a job I didn’t like doing. Combined, these two things led to chronic, debilitating procrastination, and I would put off work for hours (or even days), and as a result, didn’t get enough done.

That’s the crux of the matter — but again, we need to go a layer deeper than this. Why didn’t I like the job I was doing, and why did I choose to procrastinate so much?

To start with, let’s look at exactly what my job was.

My role: Publishing Manager

Book In A Box helps people write and publish their own book. Our clients were typically CEOs, entrepreneurs, speakers and consultants, who were publishing their book to establish their authority in their niche, build their personal brand, and act as a lead gen tool for their business.

As Publishing Manager, I managed their whole project from start to finish. I was the client’s main point of contact throughout the whole process, and talk them through every step of the way.

That sounds straightforward — but in that description are the seeds of my downfall, namely:

  1. I was the main point of contact for all our clients — so I spent a large part of my day answering emails and on the phone, in responsive mode rather than actively creating things.
  2. I was the main point of contact for all our clients — so if they had problems, they came to me, and I had to deal with them and solve them.
  3. I was the main point of contact for ALL our clients — I was the only one doing this job, and the only person at Book In A Box that our clients would interact with for long periods of time.

These attributes of the job, by themselves, aren’t bad. In fact, for some people, this job description sounds amazing. But not for me. They combined with some of my own personal issues to create real issues in my job. Issues like:


1. I don’t like working remotely, especially with a big time difference.

This is actually a fairly simple issue. I’ve often struggled to create routines and structure for myself — I’ve failed when I’ve tried to pick up habits like exercising regularly, meditating, dieting, and the like. So for me, the structure that comes with a 9-5 office job is actually a good thing, as it forces me to get up at a reasonable hour, go to an office with other people, sit down at a desk, and work for a good number of hours. It forces me to be accountable.

When I started working remotely, I loved it at first — I could go to the gym at 11am when it was quiet, or go to the driving range mid-afternoon and hit some balls — but I quickly realised I wasn’t actually getting much work done.

To try and impose some discipline on myself, I rented some office space, and would go there every day. But with the rest of my company, and most of my clients, asleep until about 1pm UK time, I would usually sleep in. I might go to the gym first thing, and get to the office around 10am, where I’d basically browse Reddit and listen to podcasts until about 1pm, when everyone would wake up and start posting on Slack, which is when I’d get to work. I would also finish working around 6pm, when my girlfriend got home from work. I was basically working 5 hours a day.

In many jobs, this would be enough to get everything done. But in a fast-growing startup. I was struggling to keep up, because it just  wasn’t enough time to get all my work done.

The other issue is that working remotely is lonely, especially when most of your company isn’t awake until halfway through your working day. There’s a lot less banter and talk between colleagues, even with tools like Slack. Some people don’t need that interaction, and like the peace and quiet that comes from working at home. I’m not one of those people. I’m naturally an extrovert, and I need the daily interaction and the energy it gives me. There’s no substitute for having people sat next to you that you can talk to, or having your colleagues sat next to you working hard, and making you feel like you should be doing the same.

And when you’re working remotely, it’s a lot easier to ignore a problem. I didn’t take ownership for the issues that I noticed or that were under my control. In fact, I didn’t take ownership for myself: for my own productivity and work habits. I let myself be a victim to my circumstances, instead of doing the hard work to fix it.


2. I am too eager to please people, and I don’t like confrontation.

I said that a big part of my job was solving issues for our clients. Unfortunately, these problems were sometimes partly out of my control — for example, if we were waiting on some book cover designers from a freelance designer. I was usually too eager to please the client, so I’d give them unrealistically short timeframes for when we’d have the designs back. That date would come and go, and the client would follow up with me, annoyed.

Rather than deal with that issue, I’d just ignore it, and not answer their email. This happened multiple times, and as you can imagine, this is really bad customer service. But seeing as though I was the client’s only point of contact, there was no-one for them to complain to–so I could get away with it. At least for awhile.

I was struggling to keep up, because the company was growing so fast, and I was the only one dealing with all of our clients. We could have hired more people to help me. But I didn’t say anything to Tucker or Zach about it for a long time, for a couple of reasons:

  1. I felt guilty about not working hard enough, because I knew the problem was partly my fault; and
  2. I didn’t want to complain and make it sound like I was causing problems. I was too eager to keep them happy, and just decided to suffer in silence, rather than raise the issue and have a difficult conversation (for me) about how to solve the problem.

This actually had a really harmful effect: I kept expecting to be “found out”, so I would put off opening up my emails or Slack in the morning, because I was always convinced that today would be the day someone would realise I suck at my job, and there’d be an angry message waiting for me, telling me how bad I was.

And this anxiety meant that I dreaded opening up my laptop every day. I buried my head in the sand, and refused to face the issue. Which, of course, only made things worse.


3. I am sometimes humble — to a fault.

I’m a smart guy, but I’m well aware that I don’t have the answer to everything. And having followed Tucker’s career and looked up to him for a long time, I knew he was extremely smart, and a good entrepreneur. But I looked up to him too much, and often substituted his judgement for my own.

I remember one occasion where we were talking about when we’d need to hire someone else to do the same thing as me — how many clients we’d need to get before I would reach breaking point. I thought the answer would be about 50. Tucker thought it was more like 100.

What I should have said was:

“Tucker, I think you’re wrong — here are the issues with what your estimate, and here’s why my answer is more likely to be right — and if I do need to be able to handle 100 clients, here are the problems we need to solve to get there.”

What I actually said was…nothing.

Instead, I thought to myself, “OK, Tucker’s smarter than me, so he must be right about this — even though I’m the only one doing this job and have a lot more information about it than he does, and he has a habit of anchoring to high expectations. He’s probably right.”

I doubted myself too much, and looked up to Tucker too much to question his judgement. So I didn’t step up to the plate and deal with the issue.

Again, I also felt guilty about not working enough, and thought, “Well, if I just work harder, I’ll be able to solve this problem.” And I didn’t want to face the issue, and couldn’t deal with the confrontation.


4. I liked the status of what I was doing more than I actually liked doing it

So with all of these issues, why didn’t I just quit? Why not just say “You know what? Good luck in the future, and I hope you all do really well, but this job just isn’t for me.”?

Well, partly because that means admitting the problem and dealing with it, rather than ignoring it.  But there were two other reasons that stopped me.

First, I liked the status of the job. It’s fun to be able to have conversations like this:

Me: “I work for a startup founded by a NYT best-selling author. I was employee #1 and flew out to Austin for a few months to help them get the company off the ground. I’m going to our next quarterly meeting in Las Vegas next week — we went to New York in the summer, but there’s a couple of conferences in Vegas that we want to go to this time round. I used to work a corporate job, but it was just too dull, I had to go and do something exciting!”

Friend: “Wow, that’s so cool! I wish I could do that!”

Me: “Well, I had to work hard and hustle to get this job, but I’m so glad I did, I could never go back to being a corporate drone again.”

Those conversations, and the looks of envy that they generate, are addictive. It feels great to say things like that about yourself, and have people think more of you. Even if it’s just a facade, and the reality is that you’re anxious, miserable, and don’t ever wake up actually WANTING to work.

The second reason was that I really like Tucker. I really like Zach. And I really like Book In A Box. They are great guys, running a great company, with fantastic people, and it will be a huge success. And even if it’s not, I had a blast with them and the rest of the Book In A Box team, hanging out at our quarterly meetings in Austin, NYC and Las Vegas, drinking amazing wine and eating incredible food, having great conversations, and all helping each other improve personally and professionally. I LOVED all that.

I just hated the work I had to do for the actual job.

But admitting that might mean jeopardising my place in the team — and it’s a hard problem to face, and I don’t like confrontation, and I just wanted to please them, and it’s always easier to avoid issues when your co-workers are thousands of miles away.

So I ignored it.


The Culmination

You see how these all add up? There’s a lollapalooza effect of multiple issues here, creating a perfect storm that led to chronic procrastination, and a general inability to actually do work beyond that which is immediately necessary to prevent getting fired (in the short-term at least).

But it wasn’t enough.

I actually recognised and started to face a lot of these issues in mid-December, when I started having daily and weekly check-in calls with one of my co-workers, Kevin. I started to tackle them and make progress, but it was too little, too late.

By that point, I’d been underperforming for months, and Tucker and Zach had to take the decision to let me go, to protect the rest of the company. That was 100% the right decision — and like I said, they probably should have done it 2-3 months sooner than that.

I don’t begrudge them at all. I still had a lot of fun times working for Book In A Box, and learned a ton about writing, publishing, marketing, running a small business, customer service, project management, process improvement and about 6 other things. But here are the main lessons I take from this experience.


What I learned from my time at Book In A Box


1. I need to take extreme ownership

Ironically I got this from a book that Tucker recommended to me, Extreme Ownership by Jocko Willink. You can listen to a podcast he did with Tim Ferriss here too.

The idea is this: everything, absolutely everything, is down to you. Willink uses the example of a platoon commander. Obviously things like his orders to his men, and the tactics he uses on the battlefield, are the responsibility of the platoon commander. But if his CO doesn’t give him the equipment he needs, then what can he do? That’s outside of his control, right?

Wrong. It’s the platoon commander’s responsibility to effectively communicate to his CO what he needs, why he needs it, and what the consequences are if he doesn’t get it. And if he still doesn’t get it, then that’s his fault, because he didn’t sufficiently communicate that need.

It was my job to do my job — but it was also my job to tell everyone else what I needed, how I was doing, what problems I was having, and ask for help to solve them. So if I was struggling to keep up, I needed to own it and make that clear. If I thought a process needed to be changed, even if I couldn’t do it myself, I needed to speak up. That was all my responsibility, and I didn’t do it. And that’s especially true in a startup, where you need to be able to operate under uncertainty, and iterate your way towards solving problems. Ignoring it and hoping that someone else will tell you what to do is a recipe for failure.


2. I need to be around people who will challenge me

I actually spent the first three months of my time at Book In A Box living with Zach in Austin, on the same street as Tucker. We spent a lot of time together, and I drastically improved professionally and personally — I picked up the job quickly, I became a lot more effective, and I also lost 20 lbs and got in great shape.

It’s not a coincidence that all that happened at once (while NOT working remotely). That’s the power of being around people who challenge you. Not just associating with them, or talking to them via email, Skype, or Slack, but PHYSICALLY being around them. Eating dinner with them. Going to meetings. Sat at a desk across from them.

I know I should not work remotely (at least not full-time). I know for a fact that my next job needs to be in an environment where I am around other great people: role models, mentors, friends, and people who will challenge me and push me to be better. Not that they’ll do the hard work for me, but they’ll a) support me and motivate me and b) call me on my bullshit and make me realise when I’m not facing up to issues.


3. I am actually pretty smart, but that’s nothing without action

I actually recognised a lot of these issues in myself as they were happening. I knew what I needed to do to fix them. But I knew that it would be hard. And I didn’t think I needed to do it immediately.

So I put it off, and didn’t do it. Which is why I got fired.

This also happened with business issues. I would spot a problem, and think through a solution. I would think up the 5-6 steps I’d need to take to implement that solution, and solve the problem. Then I would congratulate myself on being smart enough to recognise a problem and think up a solution.

The missing piece, of course, was actually taking any action.

Tucker or Zach would often come to me later and say, “Hey — I’ve noticed this problem. Here’s a good solution though. Can you get that done?” It was often the same problem and solution I’d spotted myself, but hadn’t done anything about. Which meant that I started to get a reputation at someone who couldn’t really see things through, and get things done.

At the time I thought that was a bit unfair, but it’s 100% correct. Thinking through a problem is great, but the perfect solution you don’t implement is exactly the same as no solution at all.


4. All of these issues stem from a deep, deep fear of success

These other problems — failure to take ownership, the need to be around other people who will push me, and my failure to take action and solve problems — reflect one underlying condition: my deep, deep fear of success.

On the surface, fear of success sounds ridiculous. Think of the words that you associate with success: wealth, prestige, power, fame, accomplishments, satisfaction. All those words sound pretty great, right? Who on earth is afraid of success?

I am. I’m terrified of it.

I’m scared that I’ll get to the top of the mountain and all of a sudden, people won’t like me.

My parents won’t like me because I’ll have more money than they do. My girlfriend won’t like me because success will somehow change me. My friends won’t like me because they won’t be able to relate to me any more. Strangers won’t like me because they’ll resent my accomplishments.

I’m also scared that everyone I know and love won’t understand me any more.

When you’re talking to family or friends about your work, how many people say things like this:

  • “Can’t complain!”
  • “Same old, same old — boring, but I’m getting paid well.”
  • “It’s pretty easy, I honestly don’t know how I haven’t been fired yet!”

I’d guess it’s greater than 90% (at least for me). This is especially true in middle-class England, where we’re all humble, quiet, understated, and generally don’t like to make too much of a fuss.

Which means that if I succeed — if I even START to do the work I need to do to get to where I want to be — I know that I’ll be an outlier. Some people will judge me for that. Some people will criticise me. And some people won’t ever understand me.

That’s terrifying. And it’s exhausting, too. At first, it’s fun to be unconventional and get those envious looks, but when you’re faced with the difficult reality of the work it takes to be different, and the energy you need to keep going with it, it’s so much easier just to give up.

I remember when I first quit my old job to go work for Book In A Box, and someone very close to me said, “Well, if it doesn’t work out, you can always go back to being an accountant.”

That was one of the first things they said to me. Of course they were supportive as well, but that support was diluted by the constant reminder that it would be easier to fail, and go back to my rightful place.

Of course, it’s much better to fail now, early on, than it is to get to the top, and then fail.

Because that’s the other big fear. That I’ll achieve success, but won’t be able to cope with it, so I’ll fall back down to Earth. I don’t have faith in my ability to stay at the top once I get there. I’m afraid that I’d get everything I ever wanted — and then I’d lose it all again, and there’d be no-one to blame but me.

Then I’d have suffered the hard work, odd looks, and the long periods of not being understood, and it would all be for nothing.

I wouldn’t even have my comforting self-image of being destined for great things. If I try and fail, then I have to discard that. Then I’ll have nothing left but the voices in my head that say “I told you you would fail”, and dreams of what might have been.

Honestly, as much as it sucks to be fired, I’m still more afraid of what it takes to succeed.


The Aftermath

When I got fired, at first I was relieved. No more stress. No more anxiety.

Then I was angry, at myself. I had an incredible opportunity, and I wasted it.

Finally, over time, I accepted what had happened.

On reflection, I’m glad for the whole experience. I realised some deep issues about myself that I need to solve if I’m going to achieve what I want to achieve. It’s been 3 months since I got fired, and I haven’t solved all of these issues yet. But now I’m aware of them, I’ve accepted them, and I’m dealing with them — and I’m a better man for that.

Thanks to Kevin Espiritu, Zach Obront and Tucker Max for their feedback on early drafts of this post.

Want to change your life in six months? Check out the The Daily Practice Journal for more on how to become a better, healthier, happier person.

Ask Yourself Why

Are you sure you know what you want?

Like, really sure?

Have you thought about WHY you want it?

There’s a problem-solving technique called The Five Whys. When you’re trying to get to the bottom of something, you just keep asking yourself, “Why?”, over and over again until you get to the root of the problem.

For example: if you’re trying to decide to quit your job and start a company.

Q. Why do you want to do that?

A. Because I’m bored at my job and I think a startup would be more interesting.

Q. Why?

A. Because I’m too good at my job and haven’t been challenged.

Q. Why?

A. Because I mastered the basics a long time ago, and the job hasn’t changed since then, so I’ve been stagnating.

Q. Why?

A. Because my boss hasn’t given me any new assignments or challenging projects.

Q. Why?

A. Because I haven’t asked her to, or told her that I’m feeling bored and unmotivated, so she thinks everything is fine.

Now we’re starting to get to the real issue. So maybe, rather than quitting your job to start a company, you should actually have a conversation with your boss to find more challenging work to do.

Keep asking Why until you get to the real core of the problem.

Want to change your life in six months? Check out the The Daily Practice Journal for more on how to become a better, healthier, happier person.

Weekend reflection and reading

Morning all. Happy Easter weekend! Here’s what I’ve been reading and thinking about this week. It’s pretty business and startup-heavy this week, so if that doesn’t interest you, just check back in next week.



  • Serial entrepreneur Jay Samit on the SellPersonal podcast: I’d honestly never heard of Jay Samit until I listened to this interview, but I was blown away. He clearly and concisely laid out how you can look around for problems that need to be solved, and go solve them, and build great companies in the process. I also picked up his book Disrupt You! after I’d listened to this interview.
  • The only entrepreneurship reading list you need: my old boss Tucker Max continued his Asshole to CEO series with a fantastic reading list on startups and entrepreneurship. I’ll give you the Cliff Notes: Paul Graham, good, Guy Kawasaki, bad.
  • Paul Graham on how to get startup ideas: Tucker’s list sent me down a bit of a rabbit hole on Paul Graham’s essays, but this is one of the best. Just like Jay Samit said: look for problems that need solving.
  • The Marc Andreessen Guide to Startups: again, one from Tucker’s list — I hadn’t seen these essays before, but Marc Andreessen (Netscape, Opsware, Ning, Andreessen Horowitz) is basically the best there is when it comes to talking about tech and startups. He talks from a place of huge experience, and this is a great read. Pretty short too.
  • 90 Day Goal Setting and Action Step Planning Template: this is one of the resources from my friend Taylor Pearson‘s book. Hugely useful and practical way to break down your long-term goals into 90 day steps, then monthly, weekly and daily. I’ll definitely be using this.
  • 10 Habits of Unsuccessful People You Don’t Want to Copy: Taleb would call this “via negativa”. Munger would call it “inverting the problem”. Whatever you want to call it, you can really progress by just trying to avoid making mistakes. Here are 10 habits you should stay away from.

My hot streak of writing has continued. Now up to two weeks, every day, without fail. I like it — I like the routine, and I like that it forces me to commit thoughts to paper. I’ll continue with it.

Last week I wrote that I had 3 main goals right now:

  1. Building a repeatable, scalable way to get leads for my copywriting business
  2. Getting back in the gym and in shape
  3. Finding a weekly goal review and tracking system to use

On 1) things are good. I signed three more clients this week, probably for longer-term work, which is great. I think the main channel of growth is going to be word of mouth — and right now, I’m busy enough that the word of mouth engine is in full swing. My plan from here is to basically get enough clients that I’m working full-time, and if people are still wanting to work with me, I’ll slowly increase my rates to manage demand. I know that a lot of people want to do the same, so once I have a little more time (and I’m sure I can turn it into a full-time business) I’m going to write up a full case study of exactly what I did, and the results I got. I’ll include all the emails, spreadsheets, and other resources that I used as well.

I didn’t work out at all this week — again — but I did monitor my weight closely, and eat well throughout the week, so I still lost 1.5 lbs. But that wasn’t the goal: exercise was the goal. I failed. MUST fix this next week, as a matter of urgency.

And finally, I found a great planning and tracking system — Taylor’s90 Day Goal Setting and Action Step Planning Template that I linked above. Not much else to say here other than that it’s fantastic, and I’ll definitely be using it.

Goals for next week:

  1. Get in the gym at least once
  2. Continue to grow copywriting business
  3. Publish on blog every day
  4. Begin 90 day goal setting and action step planning

Want to change your life in six months? Check out the The Daily Practice Journal for more on how to become a better, healthier, happier person.

Turn Someday Into Today

Everyone, without fail, thinks that their future self will be better than their current self.

More disciplined. More virtuous. More rational, and less prone to bursts of emotion.

Today you can’t muster the energy to go to the gym, but tomorrow you’ll leap out of bed at the crack of dawn to get a workout in.

Today you procrastinate on that important work, but tomorrow you’ll be able to shut out all distractions and get it done.

Today you’re spending money you don’t have and racking up credit card bills, but you’ll tighten your belt tomorrow.

It’s almost never true. The best predictor of your behaviour tomorrow is your behaviour today.

Recognise that, accept it, and deal with it. It’s your life — live it today, not tomorrow.


Want to change your life in six months? Check out the The Daily Practice Journal for more on how to become a better, healthier, happier person.

The Cold Shower Experiment

It’s good to have a little torture in your life.

Not a lot. Just a little bit. It helps cultivate toughness and resilience. And it turns out that if you do it right, torture can help you get in shape too.

For the past week or so, I’ve subjected myself to cold showers.

The first time, it was awful. I was gasping for air and lasted about 10 seconds before I got out.

The second time, it was a little better.

The third time, I really tried to control my breathing. I concentrated on controlling my breathing. I slowly counted to 20. And then I went for a little longer.

Today I did a minute, then switched back to hot water for 20 seconds, then switched back to cold for another minute.

It feels fantastic. Now it’s my favourite part of the day.

The benefits:

  • It wakes me up so much faster. I’m instantly alert and ready to face the day.
  • It cultivates resilience. I feel more able to take on challenges.
  • It cultivates mental toughness and discipline. This morning, I REALLY didn’t feel like having a cold shower, but I did it anyway, and for longer than I ever have done. Now I feel great.
  • I haven’t seen this too much yet, but there’s good evidence that it helps with fat loss.

That’s a lot of benefits in exchanging for 30-60 seconds of mild discomfort. Try it yourself — for at least a week — and see how you feel. My guess is that you’ll be pleasantly surprised.

Want to change your life in six months? Check out the The Daily Practice Journal for more on how to become a better, healthier, happier person.

How Michael Lewis writes such great books

I wish I hadn’t written what I wrote 3 days ago.

I wrote a post on The Power of Focus — how, when you concentrate on one thing, and one thing only, you get fantastic results.

That’s true, and I stand by it, but I missed a HUGE point that I should have made in that post.

I focused entirely on micro-focus. I completely missed macro-focus. And you need BOTH to produce fantastic work.


Micro-focus is focus on the immediate task at hand, what’s right in front of you right now. Micro-focusing is what you do when you lock yourself away and shut off the wi-fi in order to write. It’s when you find a quiet place to read a book with no distractions. It means putting your phone away when you’re talking to someone. It’s doing deep work.

That’s what I was talking about in my last post. The fact that doing this kind of micro-focus produces fantastic results — better work, better conversations, more enjoyment. That’s all true.

What’s missing here is macro-focus.


Macro-focus means that your actions over time also need to be focused — ideally on one project or long-term goal. It’s that old adage: you can have anything, but you can’t have everything.

So it means that rather than trying to build five businesses, you focus on one. Don’t try and learn French and the trombone at the same time. Don’t train for the Olympics while also trying to write a great novel — pick one or the other. And if you do pick the novel, then try and just write ONE novel at a time.

As Robert Greene says:

Conserve your forces and energies by keeping them concentrated at their strongest point. You gain more by finding a rich mine and mining it deeper, than by flitting from one shallow mine to another – intensity defeats extensity every time.

– Law 23: Concentrate Your Forces, The 48 Laws of Power

Now, that’s not to say that you can’t have multiple goals, or do lots of things in your life. You can. You just have to do them in sequence rather than all at once. Once you’ve built one business, sell it or hire someone to manage it, and build another. Write one book, and publish it, then build another. Or train for the Olympics. Whatever you want.

The combination

Let’s look at the different combinations of macro- and micro-focus.

The Focus Matrix

The real power comes when you can combine a macro-focus — a single, overarching goal — with the micro-focus necessary to achieve that goal.

Let’s look at Michael Lewis. However you want to judge success as a writer, he’s one of the best. Multiple New York Times best-selling books. Critical acclaim for the quality of his writing. Huge influence in his niche. And he’s probably made a ton of money.

Let’s take Flash Boys as an example of his process (because he talks about it in this interview, which I highly recommend). It started out as a potential magazine story for Vanity Fair, but when he interviewed a couple of people, he realised it had the potential to be a book.

So he went at it — hard. He spent a year interviewing Brad Katsuyama, the book’s main character. He talked to over a thousand high-frequency traders for information, for background, and for on-the-record comments. He did as much research as one person could do on this world. And then he spent the weeks and months to craft a fantastic manuscript.

That’s the macro-focus. One project, hard.

Now let’s look at the micro-focus. Imagine being interviewed by Michael Lewis for a book. Do you think he’s checking his twitter feed while he’s talking to you? No — partly because he doesn’t have twitter. Do you think he’s also watching the game on TV over your shoulder? No. He’s 100% in the room, getting the material he needs to get.

And when he’s writing, he’s writing. Here’s what he has to say about his process:

The day is not structured to write, and so I unplug the phones. I pull down the blinds. I put my headset on and play the same soundtrack of twenty songs over and over and I don’t hear them. It shuts everything else out. So I don’t hear myself as I’m writing and laughing and talking to myself. I’m not even aware I’m making noise. I’m having a physical reaction to a very engaging experience. It is not a detached process.

That’s micro-focus, applied to a macro-focused goal.

The end result? Michael Lewis has written not one but multiple fantastic, best-selling books over his career.

Want to change your life in six months? Check out the The Daily Practice Journal for more on how to become a better, healthier, happier person.

How to turn a small opportunity into a big one: the parlay

My career so far has all been a gamble.

More accurately, it’s been a parlay — taking the winnings from one bet and wagering them on another bet, and so on, until your small initial stake compounds into something much greater.

The scary thing about a parlay is that you can’t see a clear path from start to finish. It’s a series of opportunistic, escalating bets over time.

When I left a safe, corporate job to join a startup, I was often asked two questions:

  1. What will you do if it doesn’t work out?
  2. What will you do if it does work out? What’s your career plan after that?

My answer to both questions was the same: I don’t know.

What I was betting on was that if it turned out well, I’d have a set of skills and experiences, combined with the money and personal network I’d need to do something. And being in an entrepreneurial environment, meeting interesting people doing interesting things, an opportunity was bound to come along sooner or later, and I’d be in a position to capitalise on it. The perfect parlay.

In reality, it didn’t work out. I was fired (more on that soon). But despite that, I still have a set of skills and experiences, as well as more money, more time, and more relationships than I did when I left the corporate world. So, even though I failed, I’m still in a position to take those resources and parlay them into something new which, over the past few weeks, I have done quite successfully (so far). Which is what I was aiming to do all along anyway. (So did I really fail?)

Until last week, I sort of realised what I was doing, but couldn’t explain it in any kind of rigorous framework. But that all changed last week with Venkatesh Rao’s fantastic tweetstorm. I can’t do it justice by explaining, it, so you should read the whole thing. But here was the most relevant excerpt for me:

1/ To parlay something into something else is to turn a small advantage into a big one via a sequence of unplanned, but not unanticipated, gambles. It is the essence of finding serendipity.

2/ In an environment shaped by exponential change — Moore’s Law or gene sequencing for example — parlaying is a survival skill.

3/ Parlaying is the opposite of planning. In planning you deliberately sequence near-certain things in advance, to create one future, and plan on breaking nothing along the way.

4/ In parlaying, you daisy-chain bets to create an expanding range of positive possible futures. You pick the most interesting bet at each stage, and expect things to break along the way.

5/ Agility is not just the best approach to parlaying, it is the only approach. The point of operating via iterative trial and error is to predictably create parlaying opportunities, not just fix errors or “test” things.

6/ You’ve heard the term “a rolling stone gathers no moss.” I like to think of agile parlaying as “a rolling snowball grows bigger.” Each pivot is potentially an opportunistic level-up of some sort, not just a course reset.

Like I said, I didn’t quite have the intellectual framework to think about it in these terms before I read this. But now that I read it, I recognise that that’s exactly what I was doing. I put myself in a position where I was exposed to serendipity, and along the way I was building the resources to take advantage of serendipity when it occurred. Unplanned, but not unanticipated.

Want to change your life in six months? Check out the The Daily Practice Journal for more on how to become a better, healthier, happier person.

How to instantly make your writing better

There’s one trick to great writing that you’re almost certainly not using. And it’s really, really simple.

You ready for it?

Read everything you write, out loud.

You’ll feel stupid and self-conscious at first. Do it anyway. Push through. Don’t just read it under your breath. You have to literally verbalise every single word, from start to finish.

If you do that, you will instantly notice:

  • awkwardly-worded phrases
  • unnecessary repetition
  • spelling and grammar mistakes
  • boring, run-on sentences that never seem to end, even when you think they should, but instead you just keep using comma, after comma, after comma, until you fall asleep

I know multiple best-selling authors that use this trick. It’s why, if you’re writing a book, you should always produce an audiobook as well — not because the audiobook will sell a ton of copies, but because being forced to sit down and read your book out loud will make it at least 10% better, and often 40-50% better.

In fact, one writer I know who has worked on multiple books, screenplays, magazine articles and more — he’s a complete rockstar — told me he never submits anything without reading it out loud first. Not a manuscript, not an article, not even a tweet or an email. He reads literally everything out loud. And it’s a big part of the reason why he’s now a professional.

Sure, it takes time. It’s much easier to skip this step. Which is why doing it is valuable.

Want to change your life in six months? Check out the The Daily Practice Journal for more on how to become a better, healthier, happier person.

The power of focus

When you fully and completely focus on what’s in front of you, great things happen.

The work you do without distractions rather than in a fragmented, piecemeal fashion isn’t just a slightly better — it’s usually orders of magnitude better.

The conversation you have without ever looking at your phone isn’t just slightly better — it’s often 5-10x better.

The experience you have when you fully immerse yourself in it, and forget everything else around you isn’t just slightly better — it can be incredible, unbelievable, and sometimes life-changing.

The funny thing is, there are two different ways to achieve this.

The first is to be engaged in something so enthralling — a personal passion project, an incredible first date, a once-in-a-lifetime trip — that you forget about things like Twitter and Facebook updates, and get lost in what you’re doing.

The second is to deliberately, consciously say no to distractions. To choose to immerse yourself in what you’re doing. To truly focus.

Once you realise that you can do that, it’s like a superpower. It’s just a choice you have to make.

Want to change your life in six months? Check out the The Daily Practice Journal for more on how to become a better, healthier, happier person.

Weekend reflection and reading

This is the first week in maybe 5 years when I’ve written as much as I have. I’ve posted every day for the last 5 days, and will continue to post daily for as long as possible just to keep the chain going. I’m enjoying the routine, and I’m enjoying the uptick in traffic too, so if you’re reading this, thank you 🙂

My big goal right now is building a repeatable, scalable system to generate leads for my copywriting business. Right now I’m doing a lot of haphazard, ad-hoc outbound sales and network marketing, which is OK, but isn’t systematic. I need a way to produce reliable, consistent leads and sales. I need to think about how best to do that, and how to build it.

On the plus side, I had some great conversations with potential clients and potential sources of leads and JV deals this week, which was really positive. They were the type of things that will probably lead to good income streams in a few weeks or months, but won’t put cash in the bank right this second. Which is fine, it just makes me wish I’d done them a few weeks ago, but there you go. The best time to plant a tree is 20 years ago, and the second best time is now.

I didn’t work out at all this week — had a minor injury that I didn’t want to aggravate, so I skipped the gym, but I can already feel myself getting out of the habit. I need to correct that as soon as possible.

Also, in future I want to make this weekly goal review more structured and systematic too. I want to figure out a way to do that that isn’t too burdensome. I’ve seen some people use systems like this that look good on paper, but would be way too complex to start with, so I want something more basic. I’ll work this out this week.

Anyway, here’s a collection of things I’ve been reading this week, and recommend you peruse over your leisurely weekend. Enjoy.


  • Real World Blueprint for a $5million week – Ramit Sethi goes into deep, intense detail about a product launch at his company, I Will Teach You To Be Rich. Ramit is one of the best in the business when it comes to online sales and marketing, so you can learn a ton from him. But more importantly: don’t try super-advanced tactics if you’re just starting out. Get the fundamentals right, and build from there.
  • Career advice no-one tells you – job requirements are negotiable, imposter syndrome is a good things, and other unconventional job hunting advice. What I love most in this article is the concept of doing the job you want before you’ve got it. Just start doing stuff, and send it to the person you want to hire you. If it’s good, they won’t ignore it.
  • Don’t say “maybe” if you want to say “no” – good piece from Ryan Holiday on not being afraid to turn down things that you just don’t want to do. It’s your time, your life, so protect it.
  • The Million Dollar Question – this is an older essay by Sebastian Marshall that PERFECTLY encapsulates the issues and insecurities of taking an unconventional path in your career and your life. It’s a big fear that I have as I move towards more freelance and entrepreneurial projects, and something that I’m wrestling with right now, so it was good to read this again.


  • The Millionaire Fastlane – I love the central idea of this book — that the only way to really get wealthy before you’re old is entrepreneurship and building income-producing assets — but god, the title is awful. It sounds like a bad infomercial and makes me not want to recommend it. A good read though.
  • Berkshire Hathaway Letters to Shareholders – I’m a huge Warren Buffett/Charlie Munger fanboy, and there’s more wisdom in this book than an entire MBA course. But it’s a long read — it’s just a collection of every letter to BH shareholders from 1965-2014. For edited excerpts of these letters, check out The Essays of Warren Buffett, and for more on Charlie Munger, Tren Griffin’s recent book Charlie Munger: The Complete Investor is really good.
  • The End of Jobs – my buddy Taylor Pearson’s first (but probably not last) book is a fantastic argument that traditional jobs are in terminal decline, and that you should start to move towards a more entrepreneurial career path. Taylor’s a great writer — his essays are testament to that — and this is an important and timely book. Pair it with Choose Yourself, which covers similar ground but from a more inspirational point of view (Taylor’s book is more the nuts and bolts, practical advice).


Want to change your life in six months? Check out the The Daily Practice Journal for more on how to become a better, healthier, happier person.