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" I think we are reluctant to move people out of an organization when there is not a good fit. It is typically not because someone is stupid or lazy or incompetent; it is a lot more subtle than that. "

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" For most companies, the hard thing is making the product work well enough to convince a single person at a time to switch to it. "

Stewart Butterfield

Time

Product

Person

" If you're not hiring from some groups of the population, then you're obviously missing out. "

" The most productive employees, from my experience, are those who go home at 5:30 P.M. but are hyperfocused at work. People can only think really hard for six to eight hours a day. "

" In software design, it's all about making a guess, trying it, and then learning from the experience. "

" We sent our user research team out to sit with customers for periods of time and get some insight into how Slack is working. We also get tens of thousands of points of contact via Twitter and our customer support ticketing system every month and can synthesize those results. "

" When we first started Glitch, there were four co-founders of the company. We built Flickr and worked together at Yahoo and then started Tiny Speck. We were split in Vancouver, New York, and San Francisco. So we used an old chat technology called IRC. Almost nothing went through email. "

" There's a lot of automation that can happen that isn't a replacement of humans but of mind-numbing behavior. "

" The experience of being able to search back over all your team's communications for, in our case, millions of messages, is super-valuable. But you don't know what that's like until you actually have it. "

Stewart Butterfield

Experience

Know

" I'm going to end up with a lot more money than I feel like I'm entitled to, given how hard I work. "

Stewart Butterfield

Feel

Money

" Flickr was designed partly to market itself. There are a lot features, in place early on, that let people take their photo, upload it to Flickr and post them elsewhere, on their own Web site or their blog, which meant a lot of incoming links. "

" Anything we can do that lets people find information more quickly is something we're interested in. "

Stewart Butterfield

Lets

Information

" There's a lot that's wrong with the way we work - bad habits that develop around control of information, people hoarding information as a means of preserving their own power. When you're using Slack, everyone can see what's going on because the default mode is public. "

" If you work at a 10,000-person company, and you're using e-mail as the primary means of communication, then you probably have access to a couple hundredths of 1 percent of all the communications happening across the company. But if you use Slack, you might have access to 10 or 20 percent. "

" There was a lot of dialogue between the people who were developing Flickr and their users to get feedback on how they wanted Flickr to develop. That interaction made the initial community very strong, and then that seed was there for new people who joined to make the community experience strong for them, too. "

" I was pretty entrepreneurial as a kid. I had a lemonade stand. When I was 12, I arbitraged the price of 7-Eleven hot dogs; I'd buy the ones that are pre-wrapped with the bun and then sell them on the beach. "

" I rarely in a working day go more than 10 minutes without looking at Slack. "

Stewart Butterfield

Without

Working

" What motivates me is just to do a really, really good job at something. If I were a better musician, I probably would've ended up as one. "

Stewart Butterfield

Job

Better

" At my first job in the mid-to-late '90s, almost every product was from Microsoft. Everything was designed to work together - Windows for workgroups, shared M drives, etc., etc. "

" The useful part of Microsoft was that everything worked together. "

" You can take a team of absolute all-stars in terms of their native abilities, but if they are not working together, they are much less effective than a team where there is less native ability but a higher degree of teamwork and cohesion. "

" It's easy to hire too fast and have chaos and disorganization and insufficient management. "

" I think there's a deep impulse in most humans to do creative stuff, whether that's music or art, photography or writing. Most people at some point in their life say they want to do something creative - they want to be an actor, a director, a writer, a poet, a painter or whatever. "

" I don't think it ever occurred to me that I wouldn't be an entrepreneur. My dad became a real estate developer, and that work is usually project-based. You attract investors for a project with a certain life cycle, and then you move on to the next thing. It's almost like being a serial entrepreneur, so I had that as an example. "

" Inside all the computers of any large corporation is every decision that gets made. But people spend a huge amount of time trying to find the correct piece of information. "

" I think tech lives inside of a society that still has a lot of systemic racism and doesn't stop at the boundaries of the tech industry. But neither is it especially exacerbated by being around technology. But it is maybe exacerbated by the irrational decision making of people who are trying to make money. "

" Email has the virtue - sounds like a bad thing, but it's the virtue of being the lowest common denominator messaging protocol. Everyone can have it. It can cross organizational boundaries. No one owns it. It's not some particular company's platform. "

Stewart Butterfield

Virtue

Everyone

" A company like Adobe, there are dozens of different teams that are using Slack. Each of those elected to use Slack independently. "

" Silicon Valley is the engine for wealth creation. They've displaced energy, they've displaced financial services, and if we don't start including a broader array of people in that, the same group of people is going to rise to the top. "

" From the outside, Yahoo was extremely successful. It was making money; it was still bigger than Google. But when I got there, I learned what a disaster of a company looks like from the inside. There were a lot of vice presidents, and it was basically a turf battle between them. "

" Sometimes you will get feedback that is contrary to your vision. You may be trying to drive in a particular direction that people don't necessarily understand at first. "