• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
Logistics

Why a taxi app with $100 million in funding failed in the U.S.

By
Erin Griffith
Erin Griffith
Down Arrow Button Icon
By
Erin Griffith
Erin Griffith
Down Arrow Button Icon
October 14, 2014, 4:51 PM ET
The Hailo mobile application.
The Hailo mobile application.Courtesy: Hailo

When Hailo, a mobile application that hails taxi cabs, arrived in New York in early 2013 it was expected to take the country’s largest taxi market by storm, with the rest of the U.S. not far behind. On Tuesday, the startup company said that it plans to pull out of the North American market entirely, laying off 40 employees and citing the “astronomical marketing spend” required to pursue its mission.

The company had A-list investors and strong momentum. Where did the promising e-hail app go wrong?

Two years ago, Hailo’s U.S. launch was highly anticipated. The company had already gained impressive traction in the U.K., with 2.5 million passengers and the promise of a $100 million revenue run rate. An investment from New York’s most prominent venture firm certainly helped: Union Square Ventures led a $30 million investment in Hailo as it arrived in New York. (The round, which followed another for $17 million from Accel Partners, valued Hailo at $140 million before the investment.)

With fresh capital, Hailo opened an office in New York’s SoHo neighborhood and hired dozens of employees, including Tom Barr, the former head of the coffee business at Starbucks (SBUX). The timing seemed right. Union Square Ventures’ Hailo investment came right around the time that Uber, GetTaxi, and other similar car-hire mobile services entered a legal battle with New York’s entrenched livery car industry over whether e-hail apps would be legal in the city.

All eyes were on the field of competitors. Hailo and Uber were squaring off for an “epic NYC e-hail throwdown,” declared Liz Gannes of AllThingsD. Six months later—June 2013—e-hailing was legalized in New York. And so the throwdown began.

Hailo’s strategy was to let Uber take the high end of the market, serving customers with luxurious black cars for which Uber would need to recruit new drivers. Hailo would instead take the yellow cab market, infiltrating a network of existing drivers by having them download its app to connect with potential passengers.

It didn’t work. Former employees say Hailo failed to gain traction with New York cab drivers. In the two years it has been operating in New York, Hailo signed up a tiny fraction of the city’s 40,000 yellow taxi drivers. (The company has said it has 60,000 drivers worldwide.) To compare, Uber CEO Travis Kalanick recently said his service adds 50,000 drivers around the world per month. Anecdotally, I was only able to find a Hailo taxi in midtown Manhattan once in six times I opened the app this summer.

Hailo laid off a number of the engineers in its New York office in November 2013. (Jeremy Parker, a senior software engineer at the company, notes on his LinkedIn page that his position was terminated “when Hailo changed course and stopped building a developer team in NYC.”) Co-founder Jay Bregman told Fortune in an email exchange this summer that the company wanted wanted to refocus its engineering efforts in the U.K.

Then in February of this year, Hailo announced that Barr would be promoted to co-CEO alongside Bregman. The announcement was framed as a promotion for Barr, who now handles day-to-day operations. Bregman was said to be working on “skunkworks” projects aimed at redefining its product. In reality, Bregman was demoted. With today’s announcement, Hailo said Bregman would be leaving to start a new project related to robotics.

According to former Hailo employees, the company struggled because what worked in London didn’t translate to New York. London cab drivers are highly trained and equipped with smartphones. There, cabs are a luxury product. Meanwhile, New York’s grid system–far more regimented than London’s cowpaths—makes it easy for new drivers to learn the streets and take the job with very little training. It’s also not standard for yellow cab drivers to have smartphones as part of their job. Many New York drivers were suspicious of a service like Hailo, former employees say. Besides, it’s not difficult for New York drivers to find new fares, leaving Hailo’s value proposition thin.

Further, when e-hailing was approved by New York, the city’s pilot program was delayed because of an appeal from the black car lobby. Uber’s response to legal issues has been to continue operating, as it did when it met resistance in Germany.

Hailo also faced technical issues in New York. Because the city works with payment processors that use outdated technology, Hailo found it difficult to integrate its services with them, according to one former Hailo employee. At the time, Barr said Hailo planned to enter as many as 50 markets by the end of the year. It is currently operating in 20 markets. Meanwhile, Uber has expanded to almost 200 cities and is valued at $18 billion with a war chest of $1.5 billion in venture funding. Lyft is in 60 cities and is valued at $700 million with $332.5 million in investment.

Adoption is soft on the consumer side, too. The app has only cracked the top 1,000 app download rankings for the U.S. one time since it launched, according to App Annie. (By contrast, it has remained in the top 500 in Great Britain, though its standing has fallen slightly this year.) Uber has been in the top 100 in the U.S. for all of 2014. Lyft, which is smaller than Uber but growing quickly, has been in the top 200 for the last six months.

As if that’s not enough, Hailo’s value proposition was directly challenged by market leader Uber when it rolled out its cheaper UberX service, which sometimes undercuts conventional taxi cabs. Uber and Lyft remain engaged in a bitter price war as Hailo struggles.

Finally, Hailo’s one strength—London—weakened after it began charging a minimum fare of £10 during peak hours. (It later backtracked on that move.) The company raised capital on the premise that it could continue its strong early growth, but it has not. Hailo’s revenue in 2013 did not top $100 million.

None of this has stopped Hailo from attracting further investment. This year, the company raised an unannounced round of $50 million in venture funding from OCCAM and a group of Asian investors.

Last month, Hailo hired Gary Bramall, former marketer with Microsoft, Skype, Apple, and Orange, as its new chief marketing officer—based, tellingly, in London. In an interview with Fortune, he downplayed issues in New York, noting that it is his challenge to change Hailo’s image as an also-ran in the taxi wars. New York is a complex market, he conceded, where “even the best tech companies like Airbnb have struggled with legislation.”

Even as Hailo exits the U.S. and Canada—save for Toronto, where Hailo Canada president Justin Raymond seems to have taken a stand against today’s decision—the company still faces stiff competition from Uber, Lyft, and local competitors. Bramall said, elsewhere in the world, Hailo won’t be using the aggressive marketing tactics of Uber and Lyft. “We are aware that aggressive marketing, and bashing and trash talking, has a negative effect on customers,” he said. “We want to be positioned in a way that champions for the user.”

Correction, October 14, 2014: An earlier version of this story misstated that Fred Wilson led the Union Square Ventures investment in Hailo. The deal was led by Partner John Buttrick.

About the Author
By Erin Griffith
See full bioRight Arrow Button Icon

Latest in

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in

U.S. President Donald Trump (C) walks with Executive chair of Ford Motor Company Bill Ford Jr. (L), and CEO of Ford Motor Company Jim Farley as they tour the Ford River Rouge Complex on January 13, 2026 in Dearborn, Michigan.
Future of WorkTariffs and trade
Trump hails ‘booming investment’ in Detroit while auto manufacturing jobs have fallen every month since Liberation Day
By Eva RoytburgJanuary 14, 2026
13 hours ago
fraser
BankingCitigroup
Citigroup CEO Jane Fraser warns of job cuts and says it’s time to raise the bar in a fiery memo to staff: ‘We are not graded on effort’
By Nick LichtenbergJanuary 14, 2026
14 hours ago
AIHiring
McKinsey challenges graduates to master AI tools as it shifts hiring hunt toward liberal arts majors
By Jake AngeloJanuary 14, 2026
14 hours ago
John Mackey, standing on stage, has his head turned downward with both hands touching his lips.
C-Suitechief executive officer (CEO)
Whole Foods cofounder says his hardest ever business decision was firing his father from his company board: ‘That was when my mentorship was over’
By Sasha RogelbergJanuary 14, 2026
14 hours ago
NewslettersCIO Intelligence
How Expedia’s CTO is using AI to transform work for 17,000 employees—and travel for millions
By John KellJanuary 14, 2026
15 hours ago
thiel
Personal FinanceTaxes
Peter Thiel makes his biggest donation in years to help defeat California’s billionaire wealth tax
By Nick LichtenbergJanuary 14, 2026
15 hours ago

Most Popular

placeholder alt text
Personal Finance
Peter Thiel makes his biggest donation in years to help defeat California’s billionaire wealth tax
By Nick LichtenbergJanuary 14, 2026
15 hours ago
placeholder alt text
Success
Despite his $2.6 billion net worth, MrBeast says he’s having to borrow cash and doesn’t even have enough money in his bank account to buy McDonald’s
By Emma BurleighJanuary 13, 2026
2 days ago
placeholder alt text
AI
'Godfather of AI' says the technology will create massive unemployment and send profits soaring — 'that is the capitalist system'
By Jason MaJanuary 12, 2026
3 days ago
placeholder alt text
AI
Being mean to ChatGPT can boost its accuracy, but scientists warn you may regret it
By Marco Quiroz-GutierrezJanuary 13, 2026
2 days ago
placeholder alt text
Future of Work
'Microshifting,' an extreme form of hybrid working that breaks work into short, non-continuous blocks, is on the rise
By Nick LichtenbergJanuary 13, 2026
2 days ago
placeholder alt text
Economy
Goldman Sachs top economist says Powell probe won’t change the Fed: 'Decisions are going to be made based on employment and inflation'
By Sasha RogelbergJanuary 12, 2026
3 days ago

© 2025 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.