Nigeria-Born Tope Awotona Poured His Life Financial savings Into Calendly. Now He’s One Of America’s Wealthiest Immigrants

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Calendly was constructed out of frustration. Now the scheduling app is value $3 billion—and the topic of a heated Twitter spat amongst Silicon Valley elite.


Tope Awotona, the 40-year-old founder and chief govt of Calendly, leans again in his chair and lets unfastened a loud guffaw.

“You name it on message, I name it the reality,” he says, slapping his palms on the desk. The reality, as Awotona has it, is that everybody wants Calendly, his scheduling software program, to steer higher, extra productive, happier work lives.

9 years in the past, Awotona began Calendly, pouring his life financial savings of $200,000 into it and later quitting his job promoting software program for EMC. At this time, the corporate has 10 million customers and counts Lyft, Ancestry.com, Indiana College and La-Z-Boy amongst its clients. Income final 12 months handed $100 million, double what it booked the earlier 12 months. It might double once more this 12 months.

The corporate, which was based in Atlanta however not has any bodily workplaces, has been worthwhile since 2016. Final 12 months it raised $350 million in funding from OpenView Enterprise Companions and Iconiq Capital at a value that values the enterprise at $3 billion. Which means Awotona’s majority stake is value at the least $1.4 billion, after the ten% low cost that Forbes applies to shares of all non-public corporations. Awotona is certainly one of simply two Black tech billionaires in america, together with David Steward, the 70-year-old founding father of Missouri-based IT supplier World Vast Expertise. “Tope may very well be probably the most profitable African-American tech entrepreneur of his technology,” says David Cummings, founding father of Atlanta Ventures, which led a $550,000 seed funding in Calendly seven years in the past.

Calendly doesn’t have the scheduling enterprise to itself. Sq., Microsoft and Zurich-based Doodle supply competing merchandise. However Calendly has gained traction with its smooth, consumer-friendly design and its freemium mannequin that lets it achieve paying clients with no advertising.

Awotona is now shifting past scheduling conferences to creating instruments that assist recruiters, salespeople and different white-collar employees handle these conferences earlier than and after they happen. Which means routing conferences to the suitable particular person at a big firm and including related paperwork, similar to agendas and budgets, which might be wanted to make the assembly run extra easily within the invitation itself. It additionally consists of integrating with productiveness instruments like Salesforce to trace outcomes. Others could view scheduling conferences as drudgery, however Awotona sees it as key to creating connections to the whole lot that occurs inside a corporation. This expansive view permits him to invest that the worldwide market Calendly is promoting into is doubtlessly value $20 billion.

“In my life, I’ve benefited from not taking the standard knowledge,” Awotona says. “It’s benefited me personally, and I feel it has benefited the enterprise.”

Awotona was born in Lagos, Nigeria, right into a middle-class household. His father was a microbiologist and entrepreneur; his mom labored on the central financial institution. Lagos, a metropolis of 15 million, is economically vibrant however harmful. When Awotona was 12 he witnessed his father get shot and killed in a carjacking. “There was part of me, from a really early age, that needed to redeem him,” he as soon as stated.

In 1996, when he was 15, he moved along with his household to Atlanta. He studied pc science on the College of Georgia, then switched to enterprise and administration data. “I liked coding, however it was too monotonous,” he says. “I’m most likely too extroverted to be a coder.”

As an alternative, he bought software program for tech corporations, together with Perceptive Software program, Vertafore and EMC (since acquired by Dell). He additionally based just a few companies on the aspect: a relationship web site, an organization that bought projectors and one other that bought backyard instruments. All three have been flops.

His thought for Calendly was completely different in that it was sparked by his personal frustration as a salesman establishing conferences—a job that may typically take dozens of emails and days of delay. “The apparent thought to me was that scheduling is damaged,” he says. In 2013, he launched Calendly from Atlanta Tech Village, a coworking house for entrepreneurs. To fund it, he raided his 401(ok) and maxed out his bank cards. “It might’ve gone actually badly,” he says. “With my earlier companies, I hedged my bets somewhat bit and gave myself a method out. With Calendly I flew right into a struggle zone and put in each cent I had. For those who’re going to do one thing, you must go all in.”

For programming assist he contracted with Ukrainian agency Railsware. Awotona was in Kyiv eight years in the past as protesters battled authorities forces within the streets. Now, amid the struggle, Calendly has helped relocate its 10 Ukraine-based contract builders at Railsware and has offered monetary assist to them and their households.

By late 2013, Awotona had a viable product however no money left. Seed buyers, led by Cummings, got here to the rescue with a half-million-dollar infusion. Calendly is free for particular person customers, however sometimes prices companies $25 per person per thirty days. “Workers sing the praises of our product to their higher-ups and it bubbles up,” Awotona says. “That’s the Malicious program of how we get into corporations.”

Enterprise clients can arrange custom-made touchdown pages, route conferences to particular teams of individuals and join their Calendly software program to different instruments, similar to Salesforce, Stripe, Zoom and Hubspot. Giant clients, which Calendly defines as these paying greater than $100,000 a 12 months, have grown tenfold over the previous 12 months as Calendly has constructed up its inside gross sales crew. Publicly traded automotive buying web site CarGurus, for instance, has scheduled some 2,000 gross sales conferences with its sellers by Calendly since signing up final Could. That has meant financial savings of 500 hours of staff’ time, says CarGurus senior digital strategist Michael Riley, who led the Calendly rollout.


LOTTA WORK, LITTLE PLAY Working 9 to five could also be a method to make a dwelling—relying on the place you name residence. Wage serfs clock in for anyplace from 52.6 hours (within the United Arab Emirates) to twenty-eight.5 (in Liberia) every week on common, based on the Worldwide Labour Group. Right here’s how lengthy folks throughout the globe burn the midnight oil—and the way a lot paid trip time they will anticipate in return.


Final June, US Meals, a big meals provider based mostly outdoors Chicago, rolled out Calendly to 100 individuals who work with impartial eating places, largely mom-and-pop retailers. The deal let US Meals arrange custom-made templates for conferences, in each English and Spanish, and incorporate new gross sales and different outcomes into its strategic planning. “That visibility was an enormous promoting level for signing an enterprise settlement with Calendly,” says David Eschler, vice chairman of restaurant operations at US Meals. For its company clients, Awotona says, the price of Calendly is greater than offset by productiveness will increase.

The ability dynamics of Calendly may be difficult—who invitations, who accepts—particularly for these professions, like enterprise capital, by which that type of factor actually issues. Awotona, who says that hasn’t been a difficulty for the standard recruiter or salesperson, watched in amazement as his agency turned the article of a Twitter struggle this winter. Sam Lessin, a VC with Sluggish Ventures, tweeted about his hatred of Calendly on January 26, calling it “probably the most uncooked/bare show of social capital dynamics in enterprise.”

“Who harm you Sam,” riposted Dustin Moskovitz, the billionaire Fb cofounder whose mission supervisor enterprise, Asana, is a Calendly buyer. Added VC Marc Andreessen (internet value $1.7 billion) in a since-deleted tweet: “Discover with instant impact: Anybody who disregards my Calendly hyperlinks shall be permabanned from elevating enterprise capital in Silicon Valley.”

Awotona says the kerfuffle led to tens of hundreds of latest customers signing up. “Our advertising crew has spent loads of time eager about the way to get folks speaking about Calendly this 12 months. We didn’t know the best method was to place out some tweets,” he says. “We couldn’t have deliberate it higher.”

Now Awotona, who took the 424-person firm absolutely distant final summer time, plans extra options to push Calendly additional into what must occur earlier than conferences (similar to having candidates’ résumés connected to recruiters’ calendar invites) and after them (similar to elevated analytics). He’s additionally planning worldwide growth, believing that the ache of scheduling is felt throughout all geographies and languages.

“The chance to make every assembly environment friendly and obtain its acknowledged function is what we’re about,” says Awotona, who confesses to spending 25 hours in conferences in a median week. “We see scheduling as a possibility to set the assembly up for fulfillment—the way you schedule the assembly, simplified preparation and follow-up. That’s our grand imaginative and prescient.”

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