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The influence of a founder on their company’s culture cannot be overstated. Everything from their views on the product and business to how they think about people affects how their company’s employees will behave, and since behavior in turn informs culture, the consequences of a founder’s early decisions can be far-reaching.
So it’s not very surprising that Expensify has its own take on almost everything it does when you consider what its founder and CEO David Barrett learned early in his life: “Basically everyone is wrong about basically everything.” As we saw in part 1 of this EC-1, this led him to the revelation that it’s easier to figure things out for yourself than finding advice that applies to you. Eventually, these insights — and the adventurous P2P hacker attitude he nurtured alongside his colleagues and Travis Kalanick at Red Swoosh — would inform how he would go about shaping Expensify.
Expensify’s culture can’t be separated from its hiring and growth processes — by joining the company, employees self-select into a group that isn’t likely to get hung up about trade-offs.
It’s striking how Expensify has managed to maintain this character 13 years later, even on the threshold of an IPO. How did this happen? During a series of interviews in February and early March, we found the answer is tied to the level of thought and effort this expense management business puts into its culture.
You see, the people at Expensify are prepared to invent their own playbook, develop it and, if needed, rewrite it completely. Its HR policies and strategy are tailored to find people who would have fun building an expense management product. It has a unique growth and recognition scheme to offset the drawbacks of a flat organizational structure. It’s even got a “Senate” that vets all major decisions. No kidding.
All this, and more, has ultimately helped Expensify reach more than 10 million users and achieve $100 million in annual revenue with just 130 employees. Let’s take a closer look at how Expensify makes it happen.
It’s clear Expensify’s unusually high employee-to-revenue ratio is intentional: “We want the fewest people necessary to get the job done,” Barrett says. But how do you actually achieve it? How do you hire and keep people who can deliver such results? Barrett had to learn how the hard way.
Expensify’s first team was based in San Francisco and comprised Barrett’s old Red Swoosh and Akamai colleagues, who joined a few months after Akamai fired him. A small team was enough to get started, but it was much more difficult to hire additional people. Barrett is eager to clarify the Valley is not really the best place to recruit talent: “Sure, Silicon Valley has a ton of really awesome people, but all of them have jobs!,” he says.
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Let’s make it clear from the outset that this story is about an expense management SaaS business called Expensify. As you’d expect, yes, this is about the expense management market and how Expensify has grown, its technology and all of that. Normally, that would make us change the channel. But this is also a story about pirates; peer-to-peer hackers who asked, “Why not work from Thailand and dozens of countries across the globe?” and actually did it using P2P hacker culture as a model for consensus-driven decision-making — all with pre-Uber Travis Kalanick in a guest-starring role.
Most interestingly, this is a story about just not giving a damn about what anyone goddamn thinks, an approach to life and business that led to more than $100 million in annual revenue, and an IPO incoming on what looks to be a very quick timetable. Prodigious revenues, 10 million users and only 130 employees running the whole shebang — that’s a hell of an achievement in only 13 years.
If you’re going a bit “WTF,” well, we’d concur. Expensify is as contradictory as they come in the enterprise world. It’s managed to take what might well be the most boring part of the corporate business stack and turn it into something special. It doesn’t borrow its culture from other startups, it built its own tech stack from the ground up, and even hires in a completely radical way. Oh, and no one really has job titles either, because why the hell bother with hierarchy anyway? They’re pirates after all.
If expense management is about avoiding corporate plunder, then letting the pirates and hackers run the ship is probably the best approach. And now, Expensify is plundering the corporate spend world one travel ticket and business meal at a time just as the world is rebuilding in the wake of COVID-19.
TechCrunch’s writer and analyst for this EC-1 is Anna Heim. Heim is a tech journalist and former startup founder who has written for different tech publications since 2011. She recently joined Extra Crunch as a daily reporter, where she will be sharing insights on startups, particularly in SaaS. The lead editor of this package was Ram Iyer, the series editor was Danny Crichton, the copy editor was Richard Dal Porto, and original illustrations were created by Nigel Sussman with art direction from Bryce Durbin.
Expensify had no say in the content of this analysis and did not get advance access to it. Heim has no financial ties to Expensify or other conflicts of interest to disclose.
The Expensify EC-1 will be a serialized sequence of five articles published over the course of the coming weeks. We interviewed the company in February and March, well before the company announced a confidential filing of its S-1 to the SEC. Let’s take a look:
We’re always iterating on the EC-1 format. If you have questions, comments or ideas, please send an email to TechCrunch Managing Editor Danny Crichton at danny@techcrunch.com.
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Meet Leverice: A team messenger and collaboration platform that’s aiming to compete with b2b giants like Slack by tackling an issue that continues to plague real-time messaging — namely, ‘always-on’ information overload. This means these tools can feel like they’re eating into productivity as much as aiding it. Or else leave users stressed and overwhelmed about how to stay on top of the work comms firehose.
Leverice’s pitch is that it’s been built from the ground up to offer a better triage structure so vital bits of info aren’t lost in rushing rivers of chatter than flow across less structured chat platforms.
It does this by giving users the ability to organize chat content into nested subchannels. So its theory is that hyper structured topic channels will let users better direct and navigate info flow, freeing them from the need to check everything or perform lots of searches in order to find key intel. Instead they can just directly drill down to specific subchannels, tuning out the noise.
The overarching aim is to bring a little asynchronicity to the world of real-time collaboration platforms, per co-founder and COO Daniel Velton.
“Most messaging and collaboration tools are designed for and built around synchronous communications, instant back-and-forth. But most members of remote teams communicate at their own pace — and there was no go-to messaging tool built around asynchronous communications,” he tells TechCrunch.
“We set out to solve that problem, to build a messenger and collaboration platform that breaks rivers down into rivulets. To do that, we needed a tech stack and unique architecture that would allow teams to efficiently work with hundreds of channels and subchannels distributed between scores of channel branches of varying depths. Having that granularity ensures that each little shelf maintains topical integrity.
“We’re not discussing Feature 2.1.1 and 2.1.2 and 2.1.3 and 2.1.4 inside a single ‘Features’ channel, where the discussions would blend together. Each has its own little home.”
Of course Slack isn’t blind to the info-overload issues its platform can generate. Last month it announced “a simpler, more organized Slack”, which includes the ability for users to organize channels, messages and apps into “custom, collapsible sections”. Aka folders.
So how is Leverice’s subchannel architecture a great leap forward on the latest version of Slack — which does let users organize themselves (and is now in the process of being rolled out across its user-base)?
“All structuring (including folders) on other popular messengers is essentially an individual preference setting,” says Velton. “It does not reflect on a teamwide channel tree. It’s definitely a step in the right direction but it’s about each user adding a tiny bit of structure to their own private interface, not having a structure that affects and improves the way an entire team communicates.
“Leverice architecture is based on structuring of channels and subchannels into branches of unlimited depth. This kind of deep structuring is not something you can simply ‘overlay’ on top of an existing messenger that was designed around a single layer of channels. A tremendous number of issues arise when you work with a directory-like structure of infinite depth, and these aren’t easily solved or addressed unless the architecture is built around it.”
“Sure, in Leverice you can build the ‘6-lane autobahns’,” he adds, using an analogy of vehicle traffic on roads to illustrate the concept of a hierarchy of topic channels. “But we are the only messenger where you can also construct a structured network of ‘country roads’. It’s more ‘places’ but each ‘place’ is so narrow and topical that working through it all becomes more manageable, quick and pleasant, and it’s something you can do at your own pace without fear of missing important kernels of information as they fly by on the autobahn.”
To be clear, while Slack has now started letting users self-organize — by creating a visual channel hierarchy that suits them — Leverice’s structure means the same structured tree of channels/subchannels applies for the whole team.
“At the end of the day, for communications to work, somebody on a team needs to be organized,” argues Velton. “What we allow is structuring that affects the channel tree for an entire team, not just an individual preference that reflects only on a user’s local device.”
Leverice has other features in the pipeline which it reckons will further help users cut through the noise — with a plan to apply AI-powered prioritization to surface the most pressing inbound comms.
There will also be automated alerts for conversation forks when new subchannels are created. (Though generating lots of subchannel alerts doesn’t sound exactly noise-free…)
“We have features coming that alert users to forks in a conversation and nudge the user toward those new subchannels. At this stage those forks are created manually, although our upcoming AI module will have nudges based on those forks,” says Velton.
“The architecture (deep structuring) also opens the door to scripting of automated workflows and open source plug-ins,” he adds.
Leverice officially launched towards the end of February after a month-long beta which coincided with the coronavirus-induced spike in remote work.
At this stage they have “members of almost 400 teams” registered on the platform, per Velton, with initial traction coming from mid-size tech companies — who he says are either unhappy with the costs of their current messaging platform or with distraction/burnout caused by “channel fatigue”; or who are facing info fragmentation as internal teams are using different p2p/messaging tools and lack a universal choice.
“We have nothing but love and respect for our competitors,” he adds. “Slack, Teams, WhatsApp, Telegram, Skype, Viber, etc.: each have their own benefits and many teams are perfectly content to use them. Our product is for teams looking for more focus and structure than existing solutions offer. Leverice’s architecture is unique on the market, and it opens the door to powerful features that are neither technically nor practically feasible in a messenger with a single layer containing a dozen or two dozen channels.”
Other differentiating features he highlights as bringing something fresh to the team messaging platform conversation are a whiteboard feature that lets users collaborate in the app for brainstorming or listing ideas, prorities; and a Jira integration for managing and discussing tasks in the project- and issue-tracking tool. The team is planning further integrations including with Zoom, Google Docs and “other services you use most”.
The startup — which was founded by CEO Rodion Zhitomirsky in Minsk but is now headquartered in San Jose, California, also with offices in Munich, Germany — has been bootstrapping development for around two years, taking in angel investment of around $600,000.
“We are three friends who managed complex project-based teams and personally felt the pains of all the popular messengers out there,” says Velton, discussing how they came to set up the business. “We used all the usual suspects, and even tried using p2p messengers as substitutes. They all led us and our teams to the same place: we couldn’t track large amounts of communications unless we were in “always-on” mode. We knew there had to be a better way, so we set out to build Leverice.”
The third co-founder is Dennis Dokutchitz.
Leverice’s business model is freemium, with a free tier, a premium tier, and a custom enterprise tier. As well as offering the platform as SaaS via the cloud, they do on-premise installations — for what Velton describes as “the highest level of security and privacy”.
On the security front the product is not end-to-end encrypted but he says the team is developing e2e encrypted channels to supplement the client-server encryption it applies as standard.
Velton notes these forthcoming channels would not support the usual search features, while AI analysis would be limited to “meta-information analysis”, i.e. excluding posts’ content.
“We don’t process customer or message data for commercial purposes, only for internal analytics and features to improve the product for users,” he adds when asked about any additional uses made of customer data. (Leverice’s Privacy Policy can be found here.)
With remote work the order of the day across most of the globe because of the COVID-19 pandemic, it seems likely there will be a new influx of collaboration tools being unboxed to help home workers navigate a new ‘professionally distant’ normal.
“We’ve only been on the market for 6 weeks and have no meaningful revenue to speak of as of yet,” adds Velton.
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Kenya’s largest teleco, Safaricom, will implement a fee-waiver on East Africa’s leading mobile-money product, M-Pesa, to reduce the physical exchange of currency in response to the COVID-19 outbreak.
The company announced that all person-to-person (P2P) transactions under 1,000 Kenyan Schillings (≈ $10) would be free starting Tuesday for the next 90 days.
The move came after Safaricom met with the country’s Central Bank and per a directive from Kenya’s President Uhuru Kenyatta “to explore ways of deepening mobile-money usage to reduce risk of spreading the virus through physical handling of cash,” according to a release provided to TechCrunch from Safaricom.
To encourage the use of digital payments over cash, the East African telecom will also allow SMEs to increase their daily M-Pesa transaction limits from 70,000 Kenyan Schillings to 150,000 (≈ $700 to $1,500).
The measures represent the ability of the Kenyan government to use digital finance as a lever to influence social distancing and P2P transactions in an infectious health crisis.

M-Pesa has 20.5 million customers across a network of 176,000 agents and generates around one-fourth ($531 million) of Safaricom’s ≈ $2.2 billion annual revenues (2018). The company has held nearly 75% of the mobile-money market share in Kenya for nearly a decade and the country has the highest mobile-money usage rates in Africa.
In some respects, having all that output on one platform represents systemic risks to Kenya’s economy. But in the case of a global health pandemic spread by human contact, the dominance of mobile money in the country provides a policy tool to encourage digital versus physical contact on a wide scale through financial transactions.
Kenya has only three cases of COVID-19 (aka the coronavirus), according to Worldometer, but the country is taking cautionary measures. President Uhuru cancelled two foreign meetings due to the virus, the University of Nairobi shut down classes and a number of companies in the country are encouraging workers to telecommute, according to local sources and press reporting.
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AndroidPay, Google’s wallet for Android devices, is getting a boost in its global profile and functionality today: WorldRemit, the $500 million remittance startup connected to around 120 million mobile money accounts globally, which lets residents in one country transfer money to family and friends in another, has announced that it will now let people make transfers using… Read More
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Google today is stepping up its battle with Venmo, Square Cash and other person-to-person payment applications with an update to its Google Wallet mobile app, which now allows for automatic transfers to your bank account. That is, transfers will no longer require you to cash out money from your Wallet balance first. This will speed up the time it takes for Wallet users to gain access to… Read More
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BitTorrent, the peer-to-peer file sharing company, is today opening an alpha test for its latest stab at disrupting — or at least getting people to rethink — how users interact with each other and with content over the Internet. Project Maelstrom is BitTorrent’s take on the web browser: doing away with centralised servers, web content is instead shared through torrents on… Read More
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Sync, a free file-sharing and synchronising service from P2P company BitTorrent that works like a server-less, cloudless Dropbox, has amassed 10 million user installs and 80 petabytes of data transferred since first going live last year — buoyed in part by a wave of sentiment against cloud-based services that some suspect keep your private files less private than you would hope… Read More
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