How to make firing people suck less for them and suck more for you

They’re only this smooth at firing people in the movies

Maybe if you fire a hundred people, you’ll eventually get used to it. But I doubt it. Firing people is horrible. Nothing has stressed me out more in the past twelve years of running Basecamp.

Of course, however hard it is to be the one to fire someone, it’s endlessly worse to be the one fired. I’ve only really been fired once in my life, but the experience scarred me just the same.

Twenty years later, I remember almost everything — the number of steps up to the entry, the messy desk, the half-empty coffee mug. Stronger still, I remember running the full range of emotions: Shocked, angry, disappointed, sad. The utter humiliation of having to go back into the office because I forgot my goddamn bus card, as I couldn’t get home without it.

It’s not a stretch to say that experience helped shape the desire to run my own business. To have partners, but not bosses. All this, solely from being fired from a manual labour job at a relatively young age, which had basically zero practical consequences for my life (beyond the emotional anguish!)

Yet while I can extrapolate from that dreadful day, and imagine what it might feel like to lose my job if it was my career, if I had real bills to pay and maybe a family to feed, it really is just that: A mental image.

But it’s exactly that mental image that makes contemplating firing someone so haunting. Telling an employee that their time at your company is up is the ultimate power of the boss. It’s not to be taken lightly. It won’t be felt lightly.

And still, sometimes firing an employee is just what needs to be done. There are all sorts of good reasons this person in that job at our company just isn’t working out.

That’s no verdict on what that very same person might do at a different company or in a different job. Excellence is highly situational. You can completely suck in one environment and be an ace in another. It’s incredibly important for both parties to remember that.

Because while it’s possible that someone is blissfully and utterly unaware that things aren’t going well, that’s usually not the case. Most of the time, there’s at the very least some sense that things aren’t great. It may still be a shock that “things aren’t great” turns into a person getting fired, but at least the seed is there.

The best case scenario is when the employee and the boss are in total sync about where the relationship is going, and, despite best efforts on both sides, it just isn’t. So termination becomes the natural conclusion with no drama.

That scenario is probably as likely as the blissfully unaware one is. Yes, it does happen, and when it does, that’s great. But don’t plan on it. Expect that this is going to be traumatic and be positively surprised if it isn’t.

Here are some of the key considerations we’ve been taking the few times we’ve had to fire someone:

Minimize the time for fake smiles

There’s never a great time to fire someone, but delaying the execution only makes it worse. Every interaction between when the final decision has been made and until its carried out is a painful charade. Humans leak emotions like sieves, so the longer you have to carry on the fake pleasantries, the worse the sense of humiliation or even betrayal will be.

The best timing is the uncomfortable right now. Don’t drag and dread it out.

Come prepared

Since this is generally a really stressful situation, come prepared. It might not seem as natural to read an opening statement that clearly spells out a) you’re fired, b) these are the terms we’re offering, and c) this is why, but it’ll ensure you considered and covered all the important bits.

Give the person a separation agreement that includes all the details, as it’s not unlikely that the shock will deafen their memory. Tell them to read it thoroughly, to consider a lawyer’s assistance (they are usually giving up certain rights to take the severance payments and should understand all the terms), and to return it signed only after they’ve considered everything.

Be so generous it stings

If you’re firing someone because the company is in poor repair, you might not have a choice but to send someone packing with the bare minimum. But if you’re firing someone because you’ve decided that things aren’t working out, you should be so generous that it stings.

It doesn’t matter what you think this person could or should have done while there was still time. Unless they’re going out on gross negligence or malice, it’s mostly on you. It’s on you for not vetting better, for not following up better, for not directing better. The buck stops with the boss. Every personnel failure is ultimately your fault. Just own that.

Then consider severance consummate with that responsibility. At Basecamp, our general rule has been one month of pay for every year of hire. So if someone has been with the company for three years, that’s three months’ worth of pay, with a minimal number of strings attached in the separation agreement.

Don’t leave the door open

It’s a natural reaction for someone getting fired to see if there’s a way to prevent it from actually happening. Don’t invite hope where there is none. If you’re not sure whether someone should be fired, then don’t fire them! Find another way to give a second or third or fourth chance.

Only call that meeting to fire someone if the decision has been made and it is final. Then make that astoundingly clear right away. When someone is getting fired, it’s not a place for casual conversation. Treat the moment with clarity and dignity. Don’t set a false sense of security by opening up with small talk or a smile.

Decency of trust

Just because you fired someone doesn’t mean they’re instantly untrustworthy. They clearly earned your trust enough to be hired and they were working under that trust until minutes before they were fired. So the corporate trope of having their desk cleared out, access to all systems immediately revoked, and someone escort them out of the building is not only unnecessary, but antagonistic.

Again, yes, sometimes people are fired for cause where precautions should be taken. But most of the time that isn’t the case. Treating someone with instant mistrust because they no longer work for you is just needless salt in the wound.

Be amicable, be decent.

Inform everyone else

When people just disappear from the company with no warning and no explanation, everyone else is just going to assume the worst. Am I next? Are we going out of business? Was this because of that one time where that person said or did this?

If you leave a void by keeping the reason private, it’ll quickly be filled with uninformed stories. How is that going to help anyone? It’s better to be reasonably honest without any needless dwelling on the personal. But the rest of the company should know, and quickly, that their colleague is out.

That’ll surely be an uncomfortable thing to write, but firing people isn’t supposed to be easy! It’s supposed to be hard and dreadful, lest you lose the respect for how traumatic it often is on the other side. Which is why you shouldn’t try to excessively euphemize it either. Don’t tell others that someone just fucking graduated when they really got fired.

Learn from it

You did someone wrong for it to come to this. The company did something wrong. Something could surely have gone and should have gone better, and if it had, maybe you wouldn’t be in this situation. It’s critical that you and the company learn from every, hopefully rare, instance where someone gets fired.

It’s hard to collectively learn something if you don’t diligently try. So please try. Have a proper retrospective. Accept the blame, or at least the bulk of it. It’s so fucking easy to just lay it on the employee, and it’s almost always the easy, wrong way out of a hard look at yourself, your policies, and your company.

Again, it’s okay to feel like a failure to some extent because of this. Firing people should be expensive, stressful, and at least a bit personally embarrassing, if not outright humiliating. You want the scars to remind yourself of how to hire and be better the next time.

Give me less, I’ll pay more

The Leica M-D 262 — A digital camera with no settings, no screen

I’m a sucker for controversial trade-offs. Companies that dare say “this one thing is more important than this entire set of other things people usually consider must-haves” take a shortcut to my wallet.

Apple is the oft-heralded example. When the first MacBook Air came out, it garnered a hilarious amount of scorn and disbelief from the technorati. How could anyone live without an optical drive?! With just one USB port?! A processor slower than the fastest one on the market?! All toward the mere pursuit of slimness? PSH!

Turns out lots of people could. Most people even. I certainly could. Jason Fried as well. We both adopted the MacBook Air right from its release and used it as our primary machines. (The same disbelief/acceptance cycle is now playing out with the latest USB-C MacBook).

But this isn’t really the interesting example of extreme trade-offs, just one of the more publicized. A far more interesting example is the recently released Leica M-D 262 camera. It’s a digital camera without any settings and without a screen on the back! You can’t even format an SD card in-camera. Oh the humanity!

Most of the camera world is up in arms about the sheer arrogance of Leica to release something with so much less that even costs more. Yes, that’s right. The version of the 262 without the screen on the back is about 10% more expensive than the one with the screen. I love it.

I love it for the same reason that I love driving manual transmission cars. It’s inefficient, it’s more work, it’s less accessible, and it’s completely wonderful in the right setting. Leica is trading off technological progress to allow a small niche of purists to have more fun and a stronger connection to their camera, just like Porsche is bringing back the manual transmission to their top-tier 911, the R.

It reminds me of the Ruby programming language. Do things that are worse for the machine, that make programs run slower, but widen the smile on a programmer’s face. Make things objectively worse to make them subjectively better.

Of course, it’s this conflict that’s at the source of all the controversy. It’s easy for everyone to cheer when the computer is upgraded from 2GHz to 3GHz. That’s progress everyone can easily get behind. But the progress that says “to make something 10mm slimmer and 300grams lighter, we’re going to cut out these things that some people really like” — now that’s courage.

Deciding to cut out useful, table-stake features from a camera, like the back screen, to tickle the emotions of a small niche of photographers? That’s German balls of steel.

Vorsprung Durch Emotionen!

Let’s drop the unrealistic expectation of total transparency in open source

Running a large, long-running open source project like Ruby on Rails is very rewarding but can also be exhausting. The glimmers of glamour usually only sparkle around release time, but the grunt of the grind is daily.

The grind is an endless stream of bug reports, requests, demands, questions, and occasional inquisitions. To avoid getting stuck in the mud, you need to travel as a team, not solo on a lonely road. Without the backing of stable, friendly faces, you simply aren’t likely to go the distance. It’ll be thanks for the fish and adios muchachos!

A big part of this feeling is that co-chairing a popular open source project means you’re always ON in the public space. Every reply to every ticket, every comment to every discussion is fair game for dissection, scrutiny, applause, or ridicule.

Doing the work of justifying choices, presenting arguments, and collaborating on code in public is great for transparency, but also at the heart of why the work is so draining. Everyone needs a place and a time to retreat. To step out of the spotlight and loosen the guard.

We’ve embraced that need on the Ruby on Rails team through a series of contracting circles of intimacy and privacy. There’s the community at large, where all the interactions happen in public on GitHub or the mailing lists or wherever. But then there’s also a Rails Community Basecamp, a Rails Contributors Basecamp, and finally a Rails Core Basecamp.

I appreciate that the standard response from the open source gospel is that this is somehow sacrilegious. That total and complete transparency into all matters of an open source project is more important than the mental well-being of its long-term, key contributors.

I’m sympathetic to that ideal. Surely Rails would be worse off if everything happened behind closed doors, the community at-large wasn’t involved in anything, and releases just dropped from the sky. But there’s a nuanced world of grey beyond those extremes where healthy, happy people live and work.

We’ve long since accepted how pivotal our individual idiosyncrasies are to the art of programming. That much of the work in programming tools and languages reside in tickling the interface between code and our all-too human emotions. It’s well past due that we recognize the same fallibilities are present at the group-level of development, and that we find ways of working to accommodate these.

I’ve worked on Ruby on Rails for more than thirteen years now. The only way that’s been sustainable and enjoyable has been to protect my sanity and motivation in dealing with the encouragement and discouragement, judgment and praise from thousands of strangers over the years.

Letting smaller groups do some of the work and shoulder some of the exhaustion in private has been a key strategy. It’s a small trade-off to complete transparency for the well-being of the most active participants. I’m not going to feel bad about that.


When we started the Ruby on Rails core group back in 2004, it was just a private IRC channel. We then leveled-up to Campfire in 2006. Most recently we’ve leveled-up again to a full-fledged Basecamp 3 account that doesn’t trap us in chat. It’s been liberating!

Rationally irrational

I waste a lot of time sweating small details of code. Stuff that has absolutely zero impact on anything quantifiable. It took me a long time to stop feeling bad about this.

I’m not talking about turning awful code into great code, but polishing code that’s already plenty shiny over and over. Fretting over the length of a line, fussing over the proper indention, questioning the right number of returns. Superficial stuff. Pedantic stuff.

The payback isn’t that the piece of code will run faster, be easier to maintain, or even read clearer to other programmers. It’s purely a selfish act. It’s indulgent. And I’ve come to find it totally worth it.

For me, the limiting factor in writing code is rarely the number of hours in a day. I can’t program for shit after eight hours anyway. No, the trick is to feel motivated to do ever-longer stretches of work without letting interruptions tuck at my sleeve. To ride the high of the zone.

Sometimes the work itself is just so damn appealing that finding the zone is quick and easy. Those are the easy days. But other times it takes more effort, and I’ve found that effort goes down a lot easier when it’s not just the value of the output that has to drag the donkey to the trough. Spiking the motivation with sugary treats that tickle my idiosyncrasies along the way has proven a worthwhile mental hack time and time again.

It’s easy to feel guilty about such creative wankery, but foolish too. Accepting that you, as a human, are a deeply irrational beast of habit and motivation is liberating. It sets you free to find whatever hacks you need to deal with procrastination and distractions.

It’s not silly if it works.


You wouldn’t believe the number of hours I’ve poured into the Basecamp 3 codebase fretting over inconsequential details. But I hope you will believe that greasing my motivation with such fluff also resulted in a great piece of software. If you run a small business and want to regain control of it, now is a great time to signup.

Resisting the lure of unicorn culture

This interview was conducted by Ritika Puri for Startups.co under the title of Build a Kick-Ass Startup (on your own terms).

Q: Why do early stage founders, particularly bootstrappers, need to hear your story? What are the things that have made you proudest as an entrepreneur?

I think Basecamp has become a role model to some because we offer a counter narrative. In a technology world obsessed with funding rounds and exits, we not only thrive on the opposite waves, but we dare to flaunt it! There a plenty of companies like Basecamp out there, but many of them just bow their heads and speak too softly. Partly because they are rocking what they’re doing and don’t need anyone else’s attention, but I think, also partly because shouting against the wind is exhausting for most.

Oddly enough, I take a perverse enjoyment to shouting in the wind. To speak against the predominant story lines. So that gives people of like mind a public flag to point to. And I’m proud of that. I’m proud of being used as an example for people who wish to bootstrap, become profitable, stay small, or any of the other motivations for being in business that have little commercial and industrial backing.

Q: In your Medium post Reconsider, you criticized startup cultures in which founders “have to fucking own the universe.” You also mentioned that a better approach would be to leave a dent instead. What dent are you trying to leave, and how have you been able to stick with it for 12 years?

I’m very proud and content with the dents I’ve already left in the universe through the work on Basecamp and Ruby on Rails. We’ve helped so many people make progress together through both systems. It warms me when I talk to customers of Basecamp who’ve been with us for 5 or even 10 years and they explain how they consider the software an integral part of how they’re able to do what they do. Helping others help themselves is gratifying work.

Ruby on Rails took Ruby into to the limelight and helped set a different course for a whole industry. Popularizing an outlook on programming as, in part, the pursuit of happiness for programmers themselves. Not just about getting performant software done with the most features for the lowest cost. It’s a craftsman’s journey with an unusual high degree of care for the tools and their impact on the not just the productivity but psyche of the practitioners.

I think that’s really the key to longevity in business. Escaping the need to declare finish lines, goal posts, and other sources of external validation or success. I’ve chosen to define success as doing what I do every day with a smile. The act of programming, and getting better at it. The refinement and occasional redefinition of what we already have. There’s such tranquility possible when you stop being on the run from one thing to the next and accept your settlement as the place to be.

Q: Along those lines, can you share examples of good decisions you’ve made? What stories would you share with founders who are scared to make big judgment calls?

I think the best decisions we made at Basecamp were the million small ones that were easy to change. Steering the boat by a thousand tiny inputs rather than big, sweeping, grand gestures. Having a habit of making efficient progress by those small, reversible decisions. Resisting the lure of Betting It All on a few big moves.

That being said, we have made a couple of big moves that I’ve come to enjoy because they made sense at the time. Funnily enough, two that stand out are in direct opposition, but both made sense because of when they were made.

The first decision was to diversify from just Basecamp to other products back in the mid-2000s. We launched Campfire, a chat program from before chat was cool. Highrise, a CRM that’s still going strong, and stronger still since we spun it off. And finally Backpack, a personal information management tool. So we ran a suite of four products for many years that gave us options in case any of them, especially Basecamp should peter out. Positioning our odds for the greatest chance of survival and thrive.

The second decision was to become Basecamp. The realization that our diversification strategy was no longer necessary, Basecamp had long since reached escape velocity, but actually hurting the other goals of the company. Which included staying small and making the best things we possibly could. Basecamp’s continued and compounding growth simply meant that either we gave it our full attention or we would have to become a much different (and larger) company to properly service and do justice to all the other products as well.

Q: As you’ve built Basecamp and grown your team, you’ve been very vocal about resisting the temptation of unicorn culture. Was this an understanding that you had off-the-bat as an entrepreneur? How have your perspectives changed?

It wasn’t without temptation or struggle to stay like this, though. Especially in the early years, before our bombastic views on venture capital, the IPO rat-race, and other ills of funding were known. We had, I think, close to 50 different VCs get in contact. A couple of large companies doing the acquisition sniff as well.

Ironically, part of what did give us the confidence to turn down that whole world was a — by startup standards — small sale of equity to Jeff Bezos. Our company had been profitable all along, and we weren’t interested in adding rocket fuel to propel growth faster than it already was (which was plenty fast, thank you very much!). But Bezos bought a small, no-control stake from Jason and I personally, which gave our personal bank accounts just enough ballast that the big numbers touted by VCs and acquisition hunters lost their lure.

I really wish that model would see greater providence. That founders who are on to something find ways to diversify their accounts just enough to dare go the distance. Because once you let in the VCs or the private equity folks, there are only three options: Implosion, acquisition, or IPO. That’s a sadly narrow band and I believe the world is poorer for it.

Far better would it be if we could have more companies operate independently of the 5–7 year investment timelines of the funds. Bezos has now owned that small slice of Basecamp for almost a decade, and he’s been paid back in full and then some through profits. So it worked out for him. And it’s working out great for Jason and I, as well as the employees and customers of Basecamp who are still here some 12 years later.

Q: What about the entrepreneurs (perhaps folks in NYC or Silicon Valley) who can’t escape unicorn culture, no matter where they turn?

It’s very hard to ignore of the drums of the unicorn if you’re standing right next to them. Physical separation can be a healthy membrane to put things in perspective. So if you’re a founder and think you might not want to play Who Wants A Shitty Chance of Making VCs Even Richer, then I suggest you get the hell out of San Francisco and surrounding areas. Tune out that echo chamber both physically and mentally. Stop spending so much time reading startup lore and literature.

Instead, go back to the fundamentals. Study the basics of business and focus on your own work. You don’t have to become a hermit to do this, but some isolation can do you very good. I think that 37signals starting in Chicago and me working from Copenhagen gave us all a very different perspective than the prevalent money train of the Bay Area. One that I’m not sure would have stuck if we too had been trapped there.

There are lots of other materials to read to give you the strength to carry on. Jason and I wrote a number of books on these topics — Getting Real, REWORK, REMOTE, and I recently published a presentation called RECONSIDER. Those all give a very different perspective, but just as importantly, they give kinship to people who already thought like that but feared they were all alone in doing so. You’re not alone. There are many just like you, but most of them just don’t have or desire the megaphones of San Francisco.

Q: Now that you have the power of hindsight, what would you have changed?

I don’t believe in hindsight. If I knew what I know now, I might very well never have started Basecamp. I probably wouldn’t have gotten involved with Ruby on Rails. If someone had said, hey, this is going to take a decade or more from the best years of your life, what about it? Then I could totally have seen turning it all down! Ignorance is sometimes bliss and a beginner’s naivety is sometimes just the catalyst you need for change.

When you know too much, you know all the reasons why it’s not going to work. All those reasons will zap your zest and confine you to the comfortable. Besides, part of the fun of doing this for the first time is the novelty at every stage. I think that’s why many serial entrepreneurs don’t have nearly as much fun the second and the third time at the rodeo. They already went through this. Scrapping with just a couple of people is what you do when you have to, but once you know it all and have it all, it’s unlikely to start like that again. You’ll feel compelled to preempt problems that you might, possibly have in the future based on your experience. Which just adds weight and volume to the endeavor that it doesn’t need at that stage.

That’s part of why I’ve committed myself to sticking with it. To go the distance with Basecamp. That this is my life’s work and it could very well be the work for the rest of my life. I don’t need to go back to square one and try again, because I think in many important ways, I’d do a worse job at it than my ignorant 20-something self.

Q: Any other words of advice that you’d like to share with fellow first-time founders (and bootstrappers, especially)?

My best advice to someone trying to start a new business has been codified in the books and presentations I’ve given, but I will say a few things on motivations of growth. Most small businesses or people just starting out are saddled with lots of self-doubt and inadequacy issues. Oh, I’m just a small company. I’m just a few people. We just do work in this little niche. Stop that. Don’t apologize for being small. Small is wonderful, small is beautiful.

We made Basecamp with four people. I wrote the initial version of Ruby on Rails alone. Jason and I have been blogging on Signal v. Noise for more than a decade with lots of impact, without having some big backer.

Embrace the beginning. Love the beginning. You wouldn’t believe the number of big companies and people working there who’d love to trade their power for your nimbleness. Have confidence in what you do and why you do it. Then, even if things stay small forever, you can still feel great about it. I would be just as happy if Basecamp had not grown beyond what 10 people could have comfortably managed.


In addition to being a small business, Basecamp is all about helping other small businesses regain control as the first steps of success happens. Maybe you hired a few more people, maybe you took on a new really important client. Whatever it is, your old system isn’t cutting it any more. That’s when it’s time for Basecamp.

Feedback: Just-in-time may well be just-too-much, just-too-often

Few management techniques have fallen further from grace than the yearly or bi-yearly employee reviews. The new way is just-in-time feedback. Don’t hold anything back, let it all out, and the sooner the better. The more transparency, the greater frequency, the better!

So drip, drip, drip comes the feedback. Every interaction, every project, every presentation a test to be judged and graded. Did I do well? Does hearing nothing this time when I heard something last time mean it was better or worse?

I’m not sure the new way is better. In fact, I’m pretty sure it’s not. Maybe transparency, honesty, and feedback aren’t all just dials that make the music better if they’re all turned up to 11 at the same time.

Perhaps not every reservation needs to be aired, perhaps not every doubt needs to be discussed. Yes, it will be a longer loop, but one that’s also likely to sift out the one-off bad days, the infrequent misunderstandings, the few missed opportunities. Leftover, the lingering concerns that have shown themselves serious enough to persist as a trend.

We’re all noisy data points. Very few individual incidents matter so much that they single-handedly alter the trajectory of the trend. That’s not a bug, but a feature.

The time for rigor will come soon enough

You might have heard: The bigger the scope of your problem, the more rigorous your approach must be. It applies to projects and organizations alike.

It’s a correlation often associated with the notion of “getting away with something”. Like, you can get away with not having large, frequent status meetings because you’re still small, but when you grow, you’ll have to do it. So might as well start now!

But what if you don’t grow? What if you don’t want to grow? Adopting all the rigors of a supertanker when you’re sailing a rowboat doesn’t make for a better journey. It doesn’t mean supertanker rigor isn’t worthwhile for the supertanker, it just means it isn’t for you. Premature rigor can kill the spark long before it has time to start a fire.

This applies to all aspects of the endeavor: Policies, processes, metrics, and certainties. It’s so much easier to wing it, when all it takes to lift you up is a single gust of wind. But not only is it easier, it’s the right thing to do! You’re not cheating; there’s nothing to feel guilty about.

In fact, working without all the rigor required of a mega operation is a time to relish. It’s the time for play, fast moves, and fun excursions. You may well have to grow rigid and process-bound soon enough. Don’t be in such a rush to get there.

Because increased rigor and sophistication is generally a one-way street. Once you’ve set up all manners of systems, hired all the people, and taught yourself that this is the bar for proper work, there’s rarely a way back. Projects and organizations are supposed to grow like this, so unwinding feels like going backwards. Nobody likes to regress.

It’s kind of like growing up. I remember at times doubting whether finishing high school was worth it. I already knew computers, I already knew how to make money. Surely I could just get a job and really start living life…

Then my mom asked me: Why are you in such a rush? You literally have the rest of your life to work. Most people never go back to school. Take the time to live the present.

I didn’t have a good answer. So I let life run its natural course. Yes, annoyed with the math papers and the other high school subjects I didn’t find of interest, but also pleased by so many other opportunities and extracurricular activities that only that time of my life had to offer.

Think about that when you’re inclined to or offered a path to fast-track the rigor, sophistication, and complication of your project, organization, or life. Why the rush? Could it be that right now, right here, is a great place to be for now? It just might very well.


We’ve been growing Basecamp as both a company and a product with an eye to enjoying every phase for the past 12 years. Resisting the lure to rush bloating headcount or features. Yes, rigor slowly accumulates, but at a digestible pace. And when it gets too much, we try to hit restart and gather our best thoughts again. Basecamp 3 is such a reset, such a collection of best thoughts. Give it a try!

Getting less done

So you got a lot done this week? Good for you. But what exactly did you get done? Was it work you’ll remember next month? Was it work that’ll matter next year? Did you learn anything that’ll help you tomorrow?

High productivity doesn’t mean squat if the things you’re getting done aren’t truly important. It’s far better to get a few top things done, and done well, than to crush a mile-deep todo list of trivial bullshit.

But it can be hard to tell the difference when we constantly celebrate things like inbox zero. What about all the things that didn’t have an email or explicit todo attached? It’s easy to fool yourself into thinking you’re on top of it all when all the app counts say zero.

Occasionally you need to waste time for a while to be able to spend it better later. If you’re constantly busy, busy, busy, you don’t have any headspace to reflect on where every daily step is ultimately leading you. Running real fast is no good if it’s into a brick wall.

You need to carve out more unproductive time. Get less done for a while. You’ll probably realize that a bunch of the shit that zaps your attention and time needn’t be done at all. Just let it slide and see that it probably just didn’t matter. Very few things ultimately do.

Productivity is all about focus, which in turn is all about a narrowing field of view. Shutting out the rest of the world. But many novel solutions require just the opposite: An expansive field of view, letting in the rest of the world.

Look, you obviously can’t have your head in the clouds all year long. But for highly motivated people that doesn’t seem to be a danger as much as having your head in the grind 24/7.

Worker protections for office workers 🇫🇷👏

Let’s hope it won’t take a revolution this time

The French just banned companies with more than 50 people from sending their workers after-hour emails. Well, “ban” is a bit of a strong word for a law that carries no actual penalties and its enactors concede is based on voluntary compliance. Perhaps “strong signal” is a better term, but what a marvelous signal it is!

You’d be hard pressed today to find anyone who doesn’t believe in traditional worker protections. That operating dangerous machines on factory floors shouldn’t carry the expectation of people losing a limb every week. Or working in construction shouldn’t mean inhaling asbestos all day. Or that work beyond 40 hours should be considered extraordinary and be compensated accordingly. It was government regulation, not the good-hearted nature of business owners, that brought this change about.

But that was for the blue-collar factory workers and other manual labor. What about the growing number of people staring at computers all day? The instinctual reaction is probably “ha!”. How hard can it be to type on a keyboard all day? What exactly do these pampered office workers really need to be protected from?

Lots, I’d say. While their limbs and lungs may generally not be at stake, their sanity certainly is. And it’s high time we recognize that just because your body isn’t at risk that all isn’t necessarily swell.

And that’s what the French are saying with this “ban”. That the ever-expanding expectations for when someone is available have gotten out of hand. And they absolutely have. Work emails are ticking in at all sorts of odd hours and plenty of businesses are dysfunctional enough to believe they have a right to have those answered, whatever the hour. That’s unhealthy, possibly even exploitative.

Same goes for forcing everyone to work in an open office. The research is mounting on all the ills that come from persistent noise and interruptions from that arrangement. Sure, it works for some. And not everyone who used the table saw without safety protection lost a limb either. That’s just not good enough.

I have no illusion that the French objection will find any sway with American lawmakers. You’re more likely to see it laughed at. Not just by lawmakers, but business owners (or venture capitalists). Hell, I wouldn’t be surprised if most American workers wouldn’t chuckle at the “silly work-shy French”. Something-something Stockholm Syndrome.

What we need before we can even dream of having something like the French response is a change in attitudes. Less celebration of workaholism, more #WorkCanWait. More recognition that stress from unrealistic and unhealthy expectations and work habits is actually a real hazard to health and sanity.

It’s time for a new look at a new edge. Vive La France for showing the way!


Basecamp 3 has both lots of features that send emails and chat built-in. It’s the perfect storm for keeping workers chained to work after hours. But we realized this from the beginning and launched the new version with worker protections in place: Work Can Wait.

Mainstream precludes cool


When Ruby on Rails emerged on the web development scene in 2004, it was undeniably cool. It brought a new vibe, a new look, a new approach, and plenty of novel ideas about the psychology, culture, and technology to the broader world of web development. It was hip hop assaulting airwaves dominated by techno. It was different.

Culture shocks like that don’t stay shocking. If they’re successful, they cease being the shock and become the culture. The path to widespread adoption is the path to the mainstream. To becoming the new accepted wisdom. From heresy to common sense.

Fighting to remain cool after you’ve won is folly. Movements that conquer the world either accept the role of establishment with grace or find themselves with no role at all. This was the best case scenario. Celebrate it!

That celebration is a lot less dramatic than the battles of the early years. It’s less exhilarating in the fight-or-flight sense of adrenaline highs. But there’s a different, deeper sense of satisfaction from seeing the ideas you championed benefit the many, the masses. Not just a tiny, cool elite of early adopters.

Because make no mistake, you can’t span a spectrum that includes both early adopters and the mainstream masses with any sense of coherent vision. Early adopters were there in part for the thrill of the frontier. The mainstream masses just want the toilets to flush every time.

So you have to be able to say goodbye to a few in order to say hello to the many. That transition can be hard. “Where did everyone go?” is a natural question when you see a handful of prolific frontier fighters make way for a much larger, quieter crowd of people who just want functioning plumbing.

But again, this is what winning looks like. This is what being around for the long term feels like. That doesn’t mean you should stop moving, stop improving. It just means you’ll be doing so at a different pace. In the early days, you can go from 50% done to 60% done in short order. In the later days, it’ll take ten times as long to go from 98% to 98.5%.

Once you accept this new state of affairs, there’s a new sense of calm available. You’re no longer fighting for survival. But there’s always more work to do. A different kind of work. Less revolutionary, more administrative, more marginal. It takes a different temperament to manage the schools and maintain the roads than it does to lead the rebellion.

This is true of all movements, and programming is no exception. When I first picked up Ruby, it was already a decade old. Now it’s been around for a quarter of a century. It’s evolving, but it’s not revolutionizing. That’s how it’s supposed to be!

I spent plenty of time sleeping under the stars on the early frontier, and it was fun. But so is indoor plumbing. It hasn’t constrained my creativity or ambitions to enjoy the sophisticated amenities of modern Ruby on Rails development.

There’s a parallel to the highs and lows of working at an early startup. I thoroughly enjoyed building Basecamp together with three other people, but I’m also OK with the fact that I no longer have to wake up in the middle of the night to save a server. Enjoy the memories, but live in the present.

The same is true of life in general. I had a lot of fun in my 20s, but I don’t look back at them with longing. I traded one set of thrills (like partying) for others (like kids), and I got to enjoy both. My 30s have been wonderful too. And I’m looking forward to my 40s as well.

Enjoy the ride, accept when it’s over, and stop pining for the past.