Three Pivots to Better Healthcare

The idea for Brighter came to Jake Winebaum during a dinner conversation with his wife’s parents in 2010. After hearing his father-in-law talk about his frustration with the high cost of his recent dental work, Winebaum started thinking about ways he could use technology and consumerism to help patients get control of their health care costs and better navigate the healthcare system.

Healthcare Gets a Check Up

With a little bit of research, Winebaum discovered that, 50 percent of the US population didn’t have any kind of dental insurance. Compared to only 11 percent of the US population that didn’t have medical insurance.

Consumers, says Winebaum, were paying for a huge share of their dental care out-of-pocket but without any visibility into costs and quality and without any negotiating leverage. “Can you imagine?” he asks. “Here’s a huge, $140 billion industry where the consumer is spending $70-80 billion dollars out of their own wallets and nobody is helping them get better value.”

And that’s when the seeds of the idea behind Brighter began to grow. “The business of healthcare cried out for a transparent marketplace for the purchase of the care itself,” says Winebaum.

An Initial Prescription

When Winebaum first approached Navin Chaddha at Mayfield, the concept of Brighter was just a few PowerPoint slides. “All we had was a basic idea of how a healthcare marketplace platform would work in seamlessly connecting the patients and providers,” says Winebaum.

But that was enough. Mayfield could tell Winebaum was onto something important. “They got it right away,” he says. “The market was big and they immediately saw the opportunity of our venture. And I got their people-first philosophy, Mayfield’s confidence in me and my plan. Even though we hadn’t ironed out the details yet, they wanted to be involved.”

Patients First

Winebaum founded Medical and Dental Commerce Corporation. Mayfield funded the seed round along with Winebaum. Like Amazon’s initial focus on books, the company picked dental for its first marketplace because dental had several unique characteristics that made it the ideal test bed for technology and consumerism in healthcare: a highly fragmented population of 190,000 privately owned dental practices, the high per-capita out-of-pocket patient spending, and the completely opaque but highly variable pricing of dental procedures. They felt it was the ideal initial vertical for the first healthcare marketplace.

“The first thing we did was to do what insurance companies did,” he says. “We went out and negotiated group discounts on behalf of our prospective members.

“We were able to do that and generate a very powerful value proposition for uninsured patients. In addition, we proffered a good value proposition for the providers who would be able to attract new patients without having to spend additional money in the complicated world of online marketing.”

The Challenge of Prevention

“Our proudest accomplishment was when we launched the Brighter dental marketplace, creating a very easy-to-use but powerful member and provider experience,” says Winebaum. “We were able to tame a complicated system and come to market without a hitch to provide members and providers with the kind of digital experience that they have become accustomed to in every other aspect of their lives.”

Patients loved Brighter. For the first time, they had the ability to take control of their healthcare experience and costs. Winebaum was pleased to discover that his platform was also popular with providers. “We delivered new patients to their practices who had made an informed decision on price and quality in selecting that provider,” he says.

However, Brighter faced a big challenge. Because of the hyper-local nature of dental care and the infrequency of dental visits by uninsured patients, it was very expensive to reach patients at their time of need.

“People who don’t have dental insurance tend not to go the dentist as regularly for preventive care,” says Winebaum. “Many went to the dentist when they had a serious dental problem. And getting in front of them through marketing efforts at the right moment proved prohibitively expensive.”

Brighter's Geographical Evolution

Assuming Risk — Series B

The problem was clear: “How could we aggregate patient demand on our platform,” asks Winebaum, “without having to market to individual patients?”

The answer was to serve self-insured employers as the third-party administrator of their dental insurance plans and that was the segue into the second phase of the company. Using the dentist network, core platform, and marketplace that they had built for individuals, Winebaum and his group were able to save money for companies and their employees while providing them with a truly modern, digital health insurance experience.

“Almost immediately,” he says, “we were able to reduce claim costs and improve patient satisfaction as well as actively engage providers in a healthcare marketplace.” As a result of this success, Brighter was able to deliver a larger pool of patients to providers and increase liquidity in the marketplace.

“We were able to tame a complicated system and come to market without a hitch to provide members and providers with the kind of digital experience that they have become accustomed to in every other aspect of their lives.”

Moving Up the Food Chain — Series C

The next phase for Brighter brought them to the top of the healthcare food chain.

“As we started to work with large, name-brand employers, we quickly caught the attention of the large insurance companies,” says Winebaum. “We were winning away their customers and delivering a very different kind of dental benefit experience. We were helping employers and their employees reduce their dental care costs and, at the same time, providing higher satisfaction.”

This led to the next level of Brighter’s evolution: the ability to help larger health industry carriers provide the same kind of experience to their customers.

“That’s what made us valuable to the larger carriers,” says Winebaum. “Historically, the insurance companies didn’t have a personal connection to their members, particularly in the digital realm. Their web and mobile offerings were not used by their customers, largely because they didn’t yet offer the kind of consumer digital experience that added convenience, control, and transparency. They were basically B2B companies that sold insurance plans to larger employers and outside of the claims process (the dreaded EOBs, explanation of benefits mailings), had little interactions with patients.”

Brighter didn’t merely provide a theoretical way of doing business. It knew what it was doing. At this point, it had five years of experience and understood how to engage individual providers and patients in a way larger insurance companies hadn’t yet figured out.

Patience and Persistence Pays Off — Series D

With multi-million dollar contracts and successful implementations with the largest dental carries, Brighter was well on its way to success. Brighter initiated its Series D financing in early 2016. Unfortunately, the timing wasn’t ideal. VCs were starting to tighten the purse strings and cutback on investments outside of their portfolio companies.

“I went to my board with a list of 15 venture capital firms that I didn’t have a relationship with that I needed help from my board in contacting,” says Winebaum. “Navin at Mayfield signed up for 12 of the 15 introductions, and within 24 hours I had appointments with 10 of them.” Brighter closed the round quickly at a solid valuation, putting the company on solid financial footing as it moved toward the future.

“Jake Winebaum is a successful serial entrepreneur who likes to solve big problems. When he decided to focus on the under-served $140 billion dental market in 2010, we knew he would create an innovative, mission-driven healthcare company that would make a big impact. Today Brighter is the industry’s leading dental insurance marketplace.”
Navin Chaddha, Mayfield

The Future Gets Brighter

“When we started 6 years ago,” says Winebaum, “the concept of using technology and consumerism to turn passive healthcare patients into healthcare consumers was just starting to percolate. Now, with healthcare costs continuing to rise out of control, transparency and digital engagement are widely acknowledged as the key to managing costs down. We were very early with our healthcare marketplace, but thanks to Mayfield and their patience and consistent support, we have turned that initial concept into an industry-leading platform and business.”

Minting a New Currency for Digital Advertising

The most successful marketing campaigns do a great job of telling a story. That’s why brands like Coca-Cola, Pepsi, Procter & Gamble, Unilever, Nike, and Apple are so revered in the marketplace. Each of these companies has figured out the link between advertising and storytelling.

But how do you measure what a good ad campaign is? That was the question Jonah Goodhart asked himself back in 2010. Along with his brother, Noah, and Michael Walrath, Goodhart began thinking of ways to make brand advertising (and storytelling) by marketers more effective, especially in the new digital landscape. The result was Moat.

2010: Building a Creative Marketplace

“Our initial thought was: How can we make digital creative better?” says Goodhart. And that was the very beginning of Moat. The three co-founders had successfully created Right Media, which they sold to Yahoo, so they self-financed their first round of capital, along with a small contribution from prominent Silicon Valley angel investors like Ron Conway.

The process began in 2010 by building a creative marketplace, he says. “As part of the process we learned a lot about what was happening around us. For example, what already existed and what didn’t exist.”

Continues Goodhart: “One of the first questions we asked was how do you actually know what ‘creative’ looks like for a brand?” If you consider well-known companies like Pepsi or Nike, what do their ads look like? What story were they telling?

As it turned out, there was no easy way to figure that out at the time.
“The advertising industry desperately needs a currency that makes sense. And we feel the company that measures that currency shouldn’t be the same company selling ads.It needs to be defined by an independent company with no investment by the media owner.”
Jonah Goodhart

2011: Building a Search Engine

“Our idea was to build a search engine to help us discover what ads brands were running,” says Goodhart.

“We thought that in order to build better ads, we had to know what was out there already,” he says. “We wanted to have a search engine that would allow clients to instantly see what ads any brand was running in real-time.”

Mayfield came on board to lead the Series B round at the beginning of 2012. “They liked what we had built,” says Goodhart, “and having guided successful SaaS companies, they were interested in having a conversation with us about how they could be involved in the future.”

Sitting down with Mayfield, Goodhart and his initial team were prepared for pointed “challenge questions.” This process of evaluation would help fortify Moat’s eventual role in the marketplace. Goodhart was surprised that these weren’t questions for the sake of asking questions, which he says can be the case with many VCs. “Mayfield helped us realize that we didn’t have to know all the answers right away,” he says, “which frankly was a relief.”

And after that, the partnership with Mayfield came together swiftly. “In the span of 24 hours we had three meetings with them,” says Goodhart. “We literally hammered out a deal during one whiteboard session. It was that quick.” A few weeks later, Mayfield and Moat had officially teamed up.
“The proven team of Jonah and Noah Goodhart, along with amazing repeat founder Aniq Rahman, recognized how shifts in media consumption necessitated a next-gen platform for publishers and brands to measure the performance of their content and advertising. We partnered with them in 2012 and today Moat is the new Nielsen/comScore of attention and engagement analytics.”
Tim Chang, Mayfield

2012: Building an Analytics Platform

Despite his venture’s early success, Goodhart says people were still having trouble wrapping their heads around how the creative marketplace worked. One question he continued to hear was: How do you measure what a good ad is?

Those questions led to the beginning of Moat’s analytics product. “It was a journey,” says Goodhart. “We started in 2010 by defining the creative marketplace. Then in 2011 we built a search engine that still operates today. And in 2012 we launched an enterprise analytics platform that grew to become our main business.”

Today: Building a Digital Currency

“Over the years we’ve become an enterprise analytics and measurement company,” says Goodhart. “We employ a couple of hundred people and have eight offices throughout the world, including the US, Australia, and the United Kingdom.”

With hundreds of clients and significant revenue, Moat now had established clear success metrics. And because of this, Goodhart raised a Series C funding of $50 million from leading New York growth stage investor Insight Venture Partners that they announced in early 2016.

“The advertising industry desperately needs a currency that makes sense,” says Goodhart. “And we feel the company that measures that currency shouldn’t be the same company selling ads.” He’s referring to Google’s substantial presence. “It needs to be defined by an independent company with no investment by the media owner.”

This emphasis on currency is causing a big shift in the marketplace,” says Goodhart. “We’re focusing on providing analytics and measurement for many of the largest advertisers in the world, folks like Nestlé and Unilever to name just two. We’re also providing services to major publishers such as Gannett, The New York Times, Vice, and Vox. Right now we’re hiring talented people, expanding our business internationally — increasing our presence in Europe — adding new products, and continuing to grow.”

Little by little, Moat has developed a better way to measure effective marketing. “Specifically,” says Goodhart, “we’re helping companies tell their stories increasingly understanding how consumers pay attention in a digital world.”

A Security Merger in the Cloud

Business-school students can look around and see their future corporate partners and rivals. When Rehan Jalil was in the Advanced Management Program at Harvard Business School, he looked around and saw a future business. Most MBA students were using cloud tools to do their work. “Then when they go on to their work life,” says Jalil, “it’s going to all be the cloud applications.” In that moment, he saw the future need for cloud security.

Not If but When

“This is back in 2011,” says Jalil. “My conclusion was that the full suite of productivity applications was going to be in the cloud.” He was surprised, then, when CIOs he spoke with didn’t want to use cloud apps widely. Their companies weren’t using the cloud: “The top answer was the cloud just wasn’t secure enough for enterprise.” Jalil knew that as his fellow students went on to do business, they would bring the cloud with them. CIOs wouldn’t have a choice.

“What if you actually solve this issue of data protection, monitoring, and compliance for these applications where the data is in the cloud?” he wondered. “The entire stack of security that existed at that time in the enterprise world,” he says, “had almost no relevance to the cloud.”

He wasn’t looking to add a layer of security to the existing infrastructure. “It was a total new way of doing security,” he says. “This wasn’t going to just be a feature addition.”

Meet the Brand New Security Stack

The conviction led him to raise money to pursue what became Elastica. Jalil already had a relationship at Mayfield. The firm had invested in his prior company, and he was a venture advisor there, serving as a sounding board for Mayfield’s investing partners. “Not everything can be explained with a spreadsheet,” he says. “Being a venture advisor is all about understanding an ecosystem: where are the issues and what are the fundamental new ways of solving those problems.”

One of these problems was cloud security. “When I talked to the professionals who were the guardians of enterprise,” says Jalil, “they understood there was a huge value in going to cloud, but the monitoring control and security didn’t exist. It was kind of like letting go of your data, in the wild, and then not knowing what is going to happen with it. It was a big concern.”

Navin Chaddha of Mayfield immediately understood the opportunity to build a brand new stack of security. “Mayfield led our entire Series A round of $6 million in 2012,” says Jalil.

A Pause Isn’t (Necessarily) a Reset

Elastica wasn’t Jalil’s first entrepreneurial venture. He’d previously founded and run WiChorus, which had been successfully acquired by Tellabs, and some of those same team members signed on to Elastica. Jalil continued to talk with CISOs as the new business started up. “I wanted to validate the feature set we were going to build,” he says. “Literally all the feedback was: we’re not going to be buying any such cloud security for a long time. That was a shock to the system, because we had just raised money.”

He had to make the first of many tough decisions, which was to delay product development for more due diligence. “This happens with many entrepreneurs,” says Jalil, “because you have many options of solving many different problems. We literally put development on hold.”

Mayfield fully supported Jalil’s decision. “Many VCs would have gone, ‘You just convinced me that this was the best thing on the planet to do. Within a month of our investment, how can you turn around and say that you will put this thing on hold?’” says Jalil.

Elastica slowed development and spent the next three months figuring out if they were going about it the right way. “The main issue was timing,” says Jalil. “We knew cloud security was going to be big at some point, but was our timing right?”

What the research showed was a coming groundswell. “Users were choosing to use Google Drive, and Box, and Dropbox, and Salesforce, and Hubspot,” he says, “all of these cloud applications. Those users weren’t asking for permission. They were just using it, and the security teams would be catching up with them. That was our conviction when we came out of this grueling few months of gut check.”

“The entire stack of security that existed at that time in the enterprise world had almost no relevance to the cloud.”

Diversity in Expertise

Another thing that surfaced during the due diligence period was a newfound sense of how many disciplines would be needed to form the Elastica product. Jalil knew from the start that Elastica was approaching the problem of cloud security from the ground up, and the team would need diverse skills — not just security, but cloud expertise, machine learning, artificial intelligence, data science, networking, UX design, scaleout elastic systems. “I am most proud of our super talented Elasticians and we work a like a family together. Its an honor of my life to be working with them,” he says.

“What was shockingly obvious was how terrible the user experience was in security,” he says, likening the existing interfaces to 1990s-era software. To Jalil, this wasn’t just about aesthetics. Design was a security issue because the existing tools were so complex that they led to negligence and errors: “We wanted to have a high-end focus on usability, design, and simplicity to highlight these issues. So we needed a high-end user-experience team.”

Personas First, Customers Later

The company had no real product yet, and no customers. “No customer had given us a check at that point,” says Jalil. Elastica was still sorting out who the user would be — and the answer was plural: users. Elastica was focused less on a single product and more on a suite of applications.

He recognized that the security product would be touched by multiple different professionals inside a client company. How, then, would the network infrastructure team differ from the administrators, from the information protection team, and from the incident response teams?

Each of these user experiences was needed by a different persona: How would they actually want to use this thing. The answer was an operations center, quite literally. Elastica developed CloudSOC, its trademarked term that stands for Cloud Security Operations Center. Says Jalil, “In traditional security, you would buy one appliance for data loss prevention, one appliance for firewall, one appliance for intrusion detection, and one appliance for incident response. In Elastica you would go to our app store turn on or buy different apps without having to do any plumbing that you generally have to do with security.”

When to Open the Door

“There’s always the pressure of when to launch your company,” says Jalil, who kept Elastica in stealth mode (“one single-page website, people speculating on what we’re doing”) for as long as possible. “There is market pressure, too,” he says. “You want to be the first one to be out and talking about it.”

There were two options: launch the company with one security application, or wait until the full multi-app offering was complete. “By that time a competitor had launched with one of the features that we had,” says Jalil. “We decided we’re not going to launch until we have the entire framework of CloudSOC together. I think the decision turned out to be right decision.” Among other things, waiting for the complete product allowed them to present it as a premium offering.

Staying Independent

Even before launch, back in early 2014, there was interest from potential suitors. “We went to talk to one senior exec, and they had us talk to the entire executive team. It turned out that the company was betting on cloud to be the next big wave.” This company wanted to purchase Elastica. “There was a generous offer for our company,” says Jalil, “which was then less than 18 months old.”

“We, along with Mayfield, decided that we could build something much bigger in terms of the product,” he says. “This wasn’t the right time for the company to focus more on a narrower goal and mission.” Jalil opted to keep Elastica independent and pursue solving the security problem comprehensively.

“From an earlier partnership with Rehan Jalil, we knew his laser focus, deep technical expertise and attention to customer delight. We were honored to partner with him again in 2012 as Elastica, now part of Symantec, created the new category of CASB which addresses security vulnerabilities of cloud apps.”
Navin Chaddha, Mayfield

Going Live and Wide

Elastica launched at the RSA Conference in 2014 as an entire cloud security framework, as Jalil had envisioned it from the beginning. The team was medium-sized, with, as Jalil puts it, “many PhDs from MIT.” Shortly thereafter, the company made headlines by exposing the “Heartbleed” vulnerability, which garnered a lot of press. Gartner, the research firm, listed cloud as the top security priority. “That’s a big deal for such a nascent technology to pop to number one,” says Jalil.

In turn, Elastica announced numerous deals, chief among them Telstra, the major Australian telecommunications company, and Cisco, which became a formidable partner. Elastica became a product sold by Cisco, and its resellers, which vastly expanded its market. “We raised our Series B of about $30 million from Third Point, Telstra and Cisco, to help us grow the company and hire more sales team members,” says Jalil.

Merging to Grow

Cisco remained an essential partner as Elastica matured, so much so that Jalil turned down some potential partnerships rather than risk the relationship with Cisco. The company’s well-respected product attracted several suitors, and by July 2015 Jalil had a new important decision to wrestle with: “Should we get a banker and try to sell the company?”

He decided against an auction, preferring to talk with interested parties and gauge the opportunity. In November 2015, after less than a month of talks, Blue Coat purchased Elastica for $280 million: “There were a lot of public companies interested. Blue Coat was private and cash rich, because it was private-equity funded, though they were about to go public.”

“We decided that Blue Coat would give us the platform that would enable us to link with their 15,000 security customers,” says Jalil. This wasn’t just about scope. It was about complementary products, and a shared customer base. “The buyer that they had was similar to the buyer of our product,” says Jalil.

Blue Coat differed in numerous ways from previous acquisition offers. Jalil says he sought Mayfield’s counsel, and they agreed with the direction, as did the rest of the board. Jalil reflects on the early decision to delay product development, and the various suitors they’d deflected over the years. “The trust Mayfield put in us,” he says, “was invaluable.”

From White Vans to SmartVans—Leading the Field of Field Service

GE Digital’s acquisition of ServiceMax for nearly $1 billion dollars in 2016 was a match made in heaven. Three quarters of GE’s profits involve service, and field service had been ServiceMax’s focus since day one. As Dave Yarnold, CEO of ServiceMax, describes the deal: “It’s just such a great marriage in terms of what we were focused on and how it applied to their business — and how they could take this externally as a commercial offering where they just have so much credibility.”

But as with many notable tech companies, the success of ServiceMax was defined over time and as a result of deliberate decisions: from its origin as a startup-contest winner through its role in solidifying an underappreciated industry to it becoming a significant part of a $140b company.

The Benefits of a Third-Party Platform

The story of ServiceMax begins a year or so before Yarnold’s arrival as CEO. He singles out the key decision by founders Athani Krishnaprasad and Hari Subramanian to employ Salesforce.com as the company’s platform. “It got us going very quickly,” Yarnold says, contrasting the use of a third-party platform with life at the job he’d come from. “My prior company was SuccessFactors, the human resources software leader, and we spent a lot of time and effort and money on platform.” He estimates that much of SuccessFactors’ early research and development was about building out and maintaining its homegrown platform. “It really slowed down our speed of delivering new capabilities that our end users wanted,” he says. “We had to build out the platform before we even could start to create those features and functions.”

“In the case of using ServiceMax, we didn’t have to worry about enabling the platform. All we did was focus on the end users, and just build the stuff that mattered to them,” he says, ticking off a list of things the then new company didn’t need to concern itself with, including security and the ability to manage scale. The Salesforce platform’s ubiquity didn’t hurt ServiceMax, either: “Because we were building on this platform that companies were already predisposed to want to use, it just made the initial conversation with prospects a whole lot easier. It gave us a leg up in terms of credibility, and obviously we were playing within their ecosystem.”

Eventually ServiceMax became one of top five apps in that Salesforce ecosystem, alongside Veeva and FinancialForce, among others. In fact, ServiceMax began as a Salesforce exemplar, when Krishnaprasad and Subramanian won a 2008 contest cosponsored by Salesforce and Emergence Capital. “They won based on the app itself and customer use cases,” among other characteristics, explains Yarnold. “The prize was that they got funded by Emergence and Salesforce.” This was right around the time Yarnold was looking to leave SuccessFactors, following that company’s IPO. He also knew the field service business from what he calls “an earlier life,” when he ran North American sales for Clarify (later acquired by Nortel). “It was a neglected space that we uniquely chose to focus on,” says Yarnold of his time at Clarify, “and it won us some really big deals. Field service helped us to differentiate among the first generation of CRM providers.”

Hiring to Scale

For the first year or so, ServiceMax had everything its new CEO, Yarnold, needed: “I had fantastic talent in the founders, and great technical, and product, and market awareness — all that good stuff.” But just because Salesforce could support a scaling business didn’t mean the scaling came naturally. “I needed sales, marketing, and services capability,” says Yarnold, thinking ahead to what was necessary for the firm to level up.

“I had this dream when I had my few months off after SuccessFactors: wouldn’t it be great if I could come back, be the CEO of a company, and then somehow manage to convince a handful of people — and I had a few people in mind — to come join me as kind of a dream team?” Not only did he assemble the team, but he consolidated the core of it in one momentous week. “I got incredibly lucky,” he says, of hiring three key individuals from SuccessFactors, two of whom he’d recruited to that previous company in the first place. These were Stacey Epstein, who joined as CMO, Scott Berg, who joined as Head of Sales and eventually became COO, and Karen Pisha, as head of Services.

Yarnold makes a simple case for bringing in big-league executives early: “Adding those three senior leaders was like we had that dream team that could scale for years. What determines your success is the people that you hire into the company, and in order to hire great people you have to have great people, and we just had a tremendous team across the board.”

Building a Community

Yarnold singles out the efforts of CMO Epstein to research and synthesize the underlying unique aspects of the field service industry. “When we sat down with Stacey, the first thing we said was, ‘All right, field service: I wonder where these people hang out, what do they read, where do they go in terms of marketing events. Online, where do they go for knowledge and data and, you know, sharing things?’”

At the time, Yarnold estimates there were some 20 million people in field service around the globe, and yet they had no organizing principle. “There was nothing,” he says. “There was no community out there for field service.” ServiceMax set out, in turn, to build what was at first called the SmartVan and later evolved to FieldService.com. Yarnold describes it as an “impartial” source of information: “We’ve been feeding this site with content about field service, like taking care of baseball stadiums, and all kinds of crazy equipment.”

“That was our goal, to create this global community of people who were proud field service people who had been neglected by the software industry,” says Yarnold of the “invisible army,” as he puts it, of white vans with people in them who keep things working. SmartVan began as a “brute force, bottoms-up” effort, and became an indispensable tool to give shape to the market with which ServiceMax would become synonymous.

The Wages of Leading

It was during 2011 that ServiceMax didn’t just double but triple its business, not just the size of the company, but its bookings as well. As a result, the pitch became easier, especially to established global companies. “All of a sudden,” says Yarnold, “these big, global brands were looking at us as kind of like, ‘Hmm, you guys have something very unique that is a big part of our business, and we’re going to start doing projects with you.’” He ticks off some of those major deals: Schneider Electric, Tyco, Procter & Gamble, Motorola — and, though the acquisition was more than half a decade away, GE.

ServiceMax had gone from being an unknown in an underappreciated sector to being the leader in a sector seen as a major source of revenue. For a CEO of a rapidly growing company, the sign that things were changing came when clients were signing contracts without any involvement from him. “It’s part of the deal when you’re the CEO. You’re trying to sell to big companies and they want to know that you’re going to be around. You have to go and fly to see the decision makers and reassure them.” Then Coca-Cola Enterprises happened. “I didn’t have any interaction during the sales cycle and I ended up spending a lot of time with them afterward because Coke was, and still is, an important customer. But not having to do that was kind of like, ‘Huh, this thing is starting to scale — very interesting. It’s kind of weird.’” A very good weird.

The Preemptive Investment

When describing the investments that made this period possible, he brings up Mayfield’s Rajeev Batra. The two had met through a former WebEx executive. “I’m really a chemistry and relationship person. I was getting ready to do my B round, and I wasn’t just looking for checkbooks. I was looking for partners.” He mentions stories he’s heard of board relationships and investors “that get sideways” with their CEOs. “It takes me a while to warm up to folks to the point where I feel like ‘All right, I want to have a long relationship here.’”

Thus it was that Batra arrived late enough to the B round that Yarnold went ahead instead with another firm. Batra didn’t let the closing of the Series B dissuade him. “He didn’t give up,” says Yarnold. “He really believed in us and our market, he was one of the few VCs who knew CRM and especially field service really well from working with industry leader Siebel, where he had spent some time, and he just kept after me.”

In time, Batra and Mayfield proposed a pre-emptive round for Series C. “It was very compelling,” recalls Yarnold. “I didn’t have to go through a whole fundraising round, it was a great valuation, and I had a great partner. By then he and I knew each other really well, and we have a great relationship to this day. He’s just been a great board member and supporter and has become a good friend. For a long time he didn’t let me forget about missing out on the B round, but now it’s all good for everybody.”

“Dave Yarnold, Athani Krishna, and Hari Subramanian had a vision for how to transform the services industry, which makes up 80% of the overall U.S. economy, using a cloud and mobile platform. Now part of GE Digital, ServiceMax is elevating field service as a core differentiator for the world’s biggest brands.”
Rajeev Batra, Mayfield

When Your Message Precedes You

All that work with SmartVan combined with the tripling of the business changed the marketplace, and how ServiceMax was perceived. Gartner’s Magic Quadrant, which had once positioned ServiceMax in the lower left corner, was steadily moving it up and to the right. People were repeating Yarnold’s own messaging back to him. “People would come to me and say, ‘Do you know there’s 20 million field service technicians around the world?’ And, yeah, I do know that. I think I’m the one that kind of raised that for everybody.”

And then Jim Cramer called. “Out of the blue I get this invite to go on Mad Money on CNBC,” says Yarnold. “I’d never been on TV before and we had never really gotten any kind of national press, so that was cool. It was important enough for Cramer to put us on because he liked what we were doing. He liked what kind of customers we were dealing with. Most of the interview had to do with, not our valuation or anything like that, but it had to do with who our customers were and how they were using us.”

He cites the Mad Money appearance as a big moment that resonated within the company. “But what was really interesting is how many emails I got from CIOs and COOs from big companies congratulating me on it,” he says. The show aired in the early evening on the East Coast, and he immediately started getting feedback. “It kind of had the feel of ‘Huh, we have entered into another realm now.’ We’re no longer an unknown startup. We’re becoming a serious player in our space.” He distinguishes the value of such experiences from paid media, in which he places little value.

Partner as Competitor; Client as Owner

In 2016, ServiceMax’s origin as a Salesforce competition winner came full circle — when Salesforce announced it would become a ServiceMax competitor.

“We had kind of known that this was going to happen for a couple of years,” says Yarnold of Salesforce’s field service offering. “We could see that they were coveting this massive market.” But aware doesn’t mean inured. “Even though we anticipated it, it was still a shock for everybody, because we are great partners with Salesforce. They support us, they support our customers, but like a lot of these big enterprise players, they saw a big market and they said, ‘We can support you and we can also be in this market directly.’”

The Salesforce announcement set Yarnold’s phone ringing. “I started to get really interesting partnership calls from every major player in the enterprise world.” All the suitors recognized the potential for field service, and they wanted to provide a home and resources to ServiceMax. “It kicked off a process of six months or so of increasingly interesting conversations, which culminated in GE getting very aggressive and making a really compelling offer from a number of perspectives. Financially it was great, but also where their business is and how they’re building out their digital industrial strategy, and the role that we could play within that.”

The GE deal marked a strong finish to what Yarnold calls “a crazy year” — and to ServiceMax’s nearly decade-long rise to lead the field of field service.

Transportation Will Change; Core Values Won’t at Lyft

When John Zimmer reflects on how good decisions about financial investments shaped the way Lyft has transformed transportation, he doesn’t focus on technology, or on product management, or on customer service. Zimmer talks about something far more fundamental.

“Alignment of values is incredibly important,” he says. “Shared values are the single highest priority to align with your Series A investor,” he regularly tells entrepreneurs.

In Lyft’s case, Zimmer says “the company’s shared values with our Series A lead VC firm, Mayfield, and the team of Raj Kapoor and Navin Chaddha, have been extremely strong — and Raj even ended up joining Lyft as Chief Strategy Officer. Navin continues to deliver on the promise that Mayfield made when it invested in Lyft’s predecessor, Zimride, in 2011. The entire team has been strongly and solidly there in our corner as supporters and as people I trust, that we trust.”

“Shared values are the single highest priority to align with your Series A investor.”

Experience Is Capital

“The other thing that is important is a firm or investor that understands life on our side of the table,” says Zimmer. He’s talking about how investors like Mayfield — those who have extensive experience as entrepreneurs and operators — can contribute essential things to a new enterprise, and over the long run.

“Of course we want them to be great investors” — but Zimmer also says it’s also important they can contribute to business activities. Beyond shared values, the main things a good investor can provide, says Zimmer, are “good advice and a good network.”

The advice, he explains by way of example, could be around a hire: “You should or you shouldn’t. It’s now time to hire this type of person, or it’s now time to hire for this type of position.”

Investors with deep experience in the trenches can weigh in throughout the growth of the companies in which they invest. Zimmer particularly values input that relates to the challenges inherent in growth: “We saw companies that when they went from 100 to 500 people over two years, these are the three biggest mistakes they made so you don’t make them” — that, he says, is the sort of input an investor should be able to provide.

Then, he says, there is the network factor. “Whether it’s a potential partner, a potential hire, or the next round of investors — those are the types of introductions and contacts that are important.”

“John Zimmer and Logan Green were twenty-somethings with a big vision of disrupting the $4 trillion transportation industry when we met them in 2011. By building a delightful app, a ridesharing marketplace with vibrant community, and operational excellence, they exceeded our expectations of forever changing how people live, work, and play.”
Navin Chaddha, Mayfield

Lyft’s Top 5 Firsts

Zimmer singles out five “firsts” when marking the major milestones in Lyft’s history. The “first first” actually precedes Lyft. It dates back to Zimride, which he co-founded with Logan Green, and which they pivoted into Lyft. “Finding a co-founder that is not the same person as you and adds something different, while sharing a similar set of values, is the most important first milestone.”

“The second,” he says, “was getting our first team member, and learning to hire people better than you while not trying to do everything yourself.”

Bringing on their first customer came next, followed by the first round of investment. The fifth first is somewhat unique to Lyft, and speaks to its transformative role as a company that continues to alter the way the world works: legalizing their very business. “We created the first regulatory environment for ridesharing in California, which became the model for rideshare regulations around the country,” he says proudly.

What’s Next?

Zimmer’s initial response as to what’s next at Lyft is of the “then I’d have to kill you” variety. Then he pulls back the curtain just a little. “Our mission,” he says, “is to improve people’s lives through the world’s best transportation.” For most Lyft users, that originally meant peer-to-peer service for private rides. “Then came Lyft Line for shared rides,” says Zimmer, not just listing items but charting the company’s trajectory. Those, he explains, are just initial steps in a specific direction. “To fully follow our vision,” he says, “the next step is to create a complete and full alternative to car ownership.”

Three Pieces of Advice to Future Entrepreneurs

Zimmer jokes that his second and third pieces of advice are no more operationally or technologically oriented than his first: “Making sure to get a good workout routine is number two — and then sleep is number three.” For him it’s all about balance.

“Simple things,” he says — but from simple things, big things grow.

Putting Fashion in the Palm of Your Hand

Mobile devices have exploded in recent years, but in the beginning, people only used their smartphones to call, text, and take photos. Everything else was done at home on desktop computers.

Manish Chandra had a crazy idea back in 2010. He wanted to build an ecommerce platform specifically for handheld devices. And that’s what he did with Poshmark, a mobile fashion marketplace.

“At the time,” he says, “everyone was trying to convince me to launch a website. But I knew that everything was going to happen on the mobile phone. Today it seems like a no-brainer, but at the time I was totally going against the grain of Silicon Valley.”

Before Poshmark

In 2004, Chandra built and launched Kaboodle, a groundbreaking fashion and collaborative social shopping website. But after he sold the venture to the Hearst Corporation in 2007 he began thinking about ecommerce and fashion in a new way.

“I was on vacation with a friend in 2010,” says Chandra, “and he was taking photos using the latest gizmo, his iPhone 4. I immediately saw his ability to snap high quality photos and share them instantaneously with friends across the internet was far more than my fancy SLR camera could deliver. I realized that this could facilitate an amazing platform.”

Soon after, Chandra found himself chatting with the homecoming queen at his son’s high school. She told him two things that would eventually lay the foundation for Poshmark.

The first thing she mentioned was that she enjoyed shopping at consignment stores. Later, she groused about the abundance of clothing in her closet that she would never wear.

“That conversation rejuvenated my thoughts,” says Chandra. “It just made sense that the marketplace needed a mobile platform to reach women who liked to shop at thrift stores and women who wanted to sell clothes directly from their closets.”

Wasting no time, Chandra assembled an initial team of collaborators and started brainstorming ideas. Co-founder Tracy Sun was involved right from the very beginning, thanks to an introduction by Mayfield Partner Navin Chaddha. “That led to an amazing meeting between me and Tracy,” says Chandra, “which then led to what is more than a six-year-old partnership between the two of us.” Chaddha had met Chandra during his Kaboodle days, and Mayfield led a small Series A financing round for Poshmark, during its incubation phase.

“Everyone on the original team was super excited about the idea and they all agreed that it made a lot of sense,” says Chandra. “It took just about three months for the initial core team to come together fully.” From there it quickly gained significant momentum.

“People knew that smartphones were good for taking pictures. But would people use them to shop for clothes?”

The Speed of Fashion

“The second milestone occurred in 2011 when we set up shop in my garage in Fremont,” says Chandra. “That’s when the product development really started.”

With the addition of Gautam Golwala and Chetan Pungaliya to the founding team — two brilliant engineers who were with Chandra at his previous company — progress on the new app happened swiftly. Compared to Kaboodle, Chandra and his team were more focused. “We were moving very, very fast,” he says. “In four months we moved our operations into our first office space in Menlo Park.”

Poshmark was a labor of love, says Chandra, and that propelled the team to work even harder: “We were determined to build a platform that combined amazing technology with a razor sharp focus on the customer. Those values were in place at the very beginning of the process. And those values are part of Poshmark’s culture today.”

The app found success early. But that success presented unique problems, says Chandra. “We had absolutely zero systems in place to handle the avalanche of users,” he says. “For the first three-four months I was personally managing every single customer-service request. I was working from seven in the morning until nine at night but I couldn’t keep up.”

Lessons were learned. “When you get that initial burst of traffic,” says Chandra, “it forces you to be all hands on deck. You have to invent systems on the fly. We were definitely not prepared for it, but we were able to rebound and keep going.”

At the time, Poshmark was truly swimming in uncharted waters: eBay was around of course, but a dedicated mobile marketplace for fashionistas had not been established yet.

“There was a lot of skepticism in Silicon Valley back in 2010,” says Chandra. “Were people willing to shop on their phones? There was no precedent for it. People knew that smartphones were good for taking pictures. But would people use them to shop for clothes? That was a big question mark.”

Face-to-Face — 500 Seller Stylists

Looking for ways to reach prospective customers, Chandra and his team started hosting “Posh Parties” in the San Francisco area. “We didn’t have a product at the time,” he says, “but the events helped us define our aesthetic as we moved forward.”

“We would bring wine and gifts to these events and everybody would have a great time,” says Chandra. “Still to this day we enjoy hosting virtual and physical Posh Parties.”

Word of Mouth — 25,000 Seller Stylists

Continuing to gain momentum in the Bay Area, Poshmark decided to expand awareness in Los Angeles. “We were just starting to figure out how to grow our platform,” says Chandra, “but we didn’t have a clear business plan in place.”

Hosting Posh Parties in San Francisco had worked wonderfully. Why not do the same in LA? “We got lucky,” says Chandra. “We had a tremendous turnout at our first event.” Opinion leaders and fashion bloggers came out. And a lot of users came too. “The story got picked up by the local ABC affiliate and that led to an avalanche of new users who discovered our app.”

In the next several months, Poshmark hosted live events in Houston, San Antonio, Dallas, and New York. “Poshmark went from just being a mere idea to really starting to become a growth engine,” says Chandra. “And that led to an organic word-of-mouth community development in the first year of our launch.”

“We knew Manish Chandra, a proven entrepreneur, for years. When he decided to build the first mobile fashion brand, we knew he had the discipline to succeed. We partnered in 2011, and by leveraging the sharing economy and social commerce, Poshmark is now the largest mobile fashion marketplace.”
Navin Chaddha, Mayfield

Enter Facebook Mobile — 250,000 Seller Stylists

The next milestone came at the very end of 2012. That’s when Poshmark was an early adopter to leverage Facebook’s foray into mobile and their growing interest in apps.

The platform’s gross merchandise value went through the roof, says Chandra: “In less than 30 days we went from a few hundred thousand dollars in GMV to several million dollars in GMV. We grew almost tenfold between December 2012 and February 2013. It was an exhilarating, crazy time in the history of Poshmark.”

No longer a start-up, Chandra and his team were now operating on an entirely different level. “Poshmark started in 2010 when a group of us sat down for an informal brainstorming session. And two-plus years later we were driving millions of dollars of GMV every month to our customers.”

But success brings its own particular challenges. “Things blew up so badly that we had to almost kill growth in order to get our system consolidated and in stable condition.”

From Shopping to Shipping — 500,000 Seller Stylists

Poshmark’s renewed focus on its infrastructure led to a strategic collaboration with the United States Postal Service. “We had to refocus and scale up all our systems,” says Chandra, describing what happens when they experienced rapid growth. This included attention to software, and to payment — and to shipping.

“We worked with the USPS in 2012 to get our system launched,” he says, but by 2013, with the sheer enormity of their undertaking, the USPS had put Poshmark’s activities under a microscope. “They were going to take punitive action,” says Chandra, “but the discussions led to them advocating to start a new kind of shipping label that had characteristics unique to fashion,” such as accommodating a range of weights and sizes for a single price. The result was PoshPost, which launched in March of 2014. “The PoshPost label is a core competitive advantage for Poshmark,” says Chandra. “It is imitated often but never copied because we are solving a hard problem around fashion logistics.”

From Styling to Creating — 2 Million Seller Stylists

“We have grown almost eightfold since early 2014,” says Chandra. The newest growth driver, he explains, is the launch of retail in early 2016 as they started to partner with fashion brands. As a result, Poshmark’s “seller stylists” can go from selling from their closets to creating Poshmark boutiques to sell on behalf of these brands.

Chandra reflects on how much Poshmark has evolved since it started, back when mobile ecommerce was uncharted territory: “Navin really believed in the people, believed in me, believed in the direction we were going, even though at that time our idea was early — the notion of our marketplace was not really there.”

“Our seller stylists are redefining fashion retail,” says Chandra of Poshmark today. They’re running boutiques and launching their own fashion brands. What is not lost is the core focus of Poshmark where thousands of new seller stylists start their journey from their closets every day with the dream to become the fashion moguls of tomorrow. “We’ve empowered our community to start their own businesses, and the next stage,” says Chandra, “is truly transforming the fashion business.”

It Takes Vision to Rewrite the Rules of Recruiting

A company is only as good as its employees. But many organizations are still recruiting prospective employees using an inefficient and outdated manner, according to Jerome Ternynck, founder and CEO of SmartRecruiters. To compete in the war for talent, it’s the tool of choice for such modern enterprises as VISA, Skechers, Equinox, Alcoa, and CERN.

Recruiting isn’t an administrative function, he says: “It’s much more of a sales and marketing function, where you’re really looking to invest in people and get the best talent available.”

Moving Past the Past

Ternynck had been working with recruiting software for over a decade and realized that these applicant tracking systems were not solving the issues that companies needed to solve. Tracking was a bureaucratic process that had little to anything to do with actually acquiring top-level talent.

Moving from Paris to San Francisco in 2010, Ternynck gathered $1m in seed investments for his startup, SmartRecruiters. That money went toward building a beta version of his platform.

Platform Before Monetization

In 2011, Ternynck sought the counsel of Mayfield. In concert with Partner Rajeev Batra, he started putting together a game plan for a new way to approach recruitment.

“Hiring quality personnel is considered to be a top priority for many CEOs,” Ternynck says. “But we could see immediately that the process wasn’t being solved properly with the technology currently being used.”

With that in mind, Ternynck and his team launched SmartRecruiters in the summer of 2011 as a free app for people to create jobs, to find candidates, and to hire them.

Within six to nine months Ternynck had solid evidence that there was interest in his platform and people were using it regularly. By early 2012 SmartRecruiters started to pick up steam and display good traction.

“Yes, there was interest in our platform and people were using it,” Ternynck says, “but we didn’t know how to monetize our efforts. We were not sure whether the economics would work.”

Series A = 200 Years of Development

In February of 2012, Ternynck and his group raised their first round of venture capital financing.

“The Series A, led by Mayfield, was really a true partnership to try and build the software and the model to address the opportunity in the market,” Ternynck says.

Ternynck knew the stakes were high. The team at SmartRecruiters was working hard to replace an existing software platform being used by major players such as SAP, Oracle, and Workday.

“We were approaching companies and saying, ‘Hey, you’re currently using Oracle globally. Why not give us a chance to give you everything they offer and more,’” Ternynck says.

It was an ambitious plan. “We understood that if you were going to build an alternative to an established industry, you weren’t building a small tool for a small market,” he says. “You were actually building a talent acquisition platform of the future. And that undertaking was going to take some time and investment.”

The goal, says Ternynck, was to carve out an attractable market and produce a service that was bigger and better than anything currently being used.

“I was very fortunate, as an entrepreneur, to find investors who had faith in this particular market, and faith in us to build the right platform. Keep in mind that our success was built in four years with 50 developers,” Ternynck says. “That’s the equivalent of 200 years of development. Mayfield really invested in a vision — a vision that there was a better way to hire. A vision that we could make hiring easier.”

“Jerome Ternynck was a product-obsessed entrepreneur with deep domain expertise when we met in 2012. His dual focus on making hiring easy and helping people find the right job was unique. We embraced his audacious vision for ‘ending unemployment’ and today SmartRecruiters has grown into the leading hiring success platform.”
– Rajeev Batra, Mayfield

Time to Charge

SmartRecruiters continued to upgrade its software into the beginning of 2014. That’s when the second round of financing began. Series B financing embraces all kinds of investments, public and private.

“We raised our Series B round on the basis of our extended traction and our confidence that the platform was ready to start monetizing,” Ternynck says. “We went out and sold it to as many companies as we could.”

These Series B investors came on board during a time when SmartRecruiters already had a few thousand companies using its software. Says Ternynck: “We were seeing a lot of volume on the platform and we thought it was time to start charging for the software.”

SmartRecruiters launched its first paid product in May of 2014. The company picked up 700 new customers in the next two years. Says Ternynck, “It really went high in the enterprise market.”

“We understood that if you were going to build an alternative to an established industry, you weren’t building a small tool for a small market.”
– Jerome Ternynck

The Transformative Effect of Series C

“By July of 2016 we had heavy growth, good revenue, good repeatability, and good successes with our first customers,” Ternynck says. That’s when they raised their Series C financing.

“Series C investors are people who want you to scale,” Ternynck explains. “They were not taking a market risk; they already knew there was a market. They weren’t taking a technology risk either because they knew there was proven technology being used. They were only taking an execution risk. In other words, they were interested in how we were going to build our machine and scale our company across all segments of the marketplace.”

There’s a transformative effect when you reach Series C financing, says Ternynck. “It means that you have a proven repeatability in your sales process and in your integration process.”

SmartRecruiters Today

“From the very beginning, I wanted to make hiring a quality business, and I wanted to give people a job they loved,” says Ternynck. “That hasn’t changed.”

What’s changed, however, is how to effectively reach that goal. In tandem with Mayfield (and in particular Batra), SmartRecruiters was able to change the landscape of the recruitment industry. Its Talent Acquisition Suite has full end-to-end functionality for finding, engaging, and hiring. It provides experiences for all three groups that are critical for hiring success: candidates, hiring managers, and recruiters. And, built on a modern enterprise-grade platform, it has integrations to more than 250 partners and HR systems.

Recruiting talent is a sophisticated undertaking. Ternynck knew that the recruitment industry needed a paradigm nudge. “Things are different today,” he says, “Not only do businesses want to acquire the best talent available, but they want to become industry leaders as well.”

In order to achieve that goal, companies need three things: ideas, money, and people. “Nowadays there are ideas and money everywhere,” Ternynck says. “But talent is hard to find.” Thankfully, SmartRecruiters has made that process a little bit easier.