• The next generation of work management is Wrike
    Posted by Rory O'Driscoll on May 6, 2015

    We are excited to announce our investment today in Wrike, the next generation work management platform for the enterprise. As is always the case at Scale, our investment is driven by our excitement and belief in the long-term upside of the market Wrike is serving, and our awe around the execution of the team in that market right now. Put another way, our two big questions are always 1) Is this market big enough to support a billion dollar plus company? 2) Is this team the team that can get us that prize?

    The Evolution of Work Management

    First the big picture. How and where work gets done has changed a lot in the past decade driven by technology and societal changes. Cloud services and mobile endpoints have eroded the productivity monopoly that was the Office Suite, and the plethora of SaaS best of breed products from Salesforce to Workday is replacing the ERP oligopoly of the 1990’s. People work all over the place and the result can be effective but sprawling and chaotic. This is amplified by the impact of a millennial workforce and, a wider embrace of a “Silicon Valley style workplace”, that allows individual workers much more autonomy around day-to-day workload. However, work is still called work for a reason and there is still a need for planning and tracking of that work, especially with longer duration projects.

    Delight and Deliver

    In meeting that need for “work management” too often the choice is between software that delights and software that delivers. Some newer project management services are a delight to use for individuals and small teams, but when the chips are down in corporate America and a manager has to take ownership for the execution of a complex project, across multiple teams and over time, out comes the Microsoft Project Gantt chart and the interminable meetings to fill in the data. Wrike breaks this pattern by meeting the needs of both constituencies. For an end user the product is easy to use, and allows easy collaboration either in Wrike or in any cloud service. For managers, the seamless integration between “doing work” and “tracking work” as well as the ability to create templates and workflows, means detailed projects can be managed in a very concrete, granular level.

    In all our customer references the strong pull was not just individuals saying, I can really plan my work in this, but also managers saying in effect “I come in and look at my dashboard, not only can I see what is going on, but it is up to date, without anyone having to do a specific data entry process”. This was an added unexpected bonus


    The company is firing on all cylinders and knows how to make their customers happy. Having been bootstrapped for year by the founders led by Andrew Filev, the company knows how to manage both the high volume, lite touch of a freemium model to drive initial adoption as well as the complex product needs of enterprise customers. This is the combined model that we have seen be so successful at Scale for investments like Box and Docusign. The freemium model validates the need and allows for the land part of “land and expand”, but it is the relentless focus on the product needs of the enterprise that builds a sustaining valuable company. Wrike has seen enterprise revenue grow 20% month over month as they have added features like enterprise workflow, customizable templates, single sign on and all the other corporate needs that are – honestly – not nearly as sexy as the freemium part of the product, but that bring home the customer bacon. Today the company has 8,000 customers, 1 MM users, is adding $1.5 M in new annualized recurring revenue every month.

    We believe this is only the beginning. The company appears to have found the sweet spot in this market, half way between the dead hand of Microsoft project and the elegant but non scalable plethora of small team task management tools out there. We are excited to be investors in Wrike.





  • Proud to be an investor in the next great enterprise software company
    Posted by Rory O'Driscoll on January 28, 2015

    Box Podium

    Last Friday Box completed their long awaited  IPO. What a wild ten-year journey it has been. It has all the elements of a great Silicon Valley win, starting with a founding team led by Aaron Levie dropping out of college in 2005 to chase a vision, financed by the poker winnings of his high school friend, co-founder and CFO, Dylan Smith and some early angel investors. Then came the inevitable but terrifying walk in the woods; the vision did not change but the go to market had to evolve to find a set of viable paying customers in the funding desert of 2008/2009. The company survived several near death experiences, kept alive by the guts of the founding team and the support of a great first institutional investor Josh Stein at DFJ (and later Mamoon Hamid at USVP).


    We were lucky enough to meet Box in late 2009 and invest in early 2010 after the company had just cracked the code on selling to business. The average deal size was still tiny, there were only a few sales reps at the company but it was clear that the company had found a compelling use case and that it was time to start to scale. We led a $15M round and said we felt the company should invest more aggressively in sales and marketing. Aaron clearly agreed! From trailing revenues of less than $ 5 MM when we invested, the team has built a company with revenue of over $150 MM for the nine months ended October 31, 2014 and has gone from small departmental sales of $1,000 to signing million dollar investments with Fortune 500 companies.

    It has been both a joy and an honor to work with this team. The four original founders, Aaron, Dylan, Sam and Jeff are all still with the company, and have been the heart and soul of the last ten years. They have been complemented by an experienced management team led by Dan Levin and including Sam Schillace, the original developer of Google docs, Whitney Bouck the former CMO of Documentum and Graham Younger the former EVP Sales from Successfactors. The company has managed the hard task of becoming “professionally managed” without becoming corporate, we are all still Boxers and glad to be that.


    I am sure at the next board meeting someone, possibly me, will remind the team that the IPO is an event not an ending and how we have to get back to deliver at least ten more years of great execution to make our customers and our investors happy. All that is true but an IPO is still a significant milestone for any company. Being private has its virtues, much talked about in Silicon Valley of late, but with rare exceptions, successful enduring technology companies go public as a part of the process of growing. Customers want it. They like the visibility and transparency it shows, employees want it and even detractors of the process have come around. As I settle back from NYC and as all Boxers head back to work, we can say well done on achieving a major step in our journey to being the enterprise platform for how tomorrow works.


  • Dale Chang has joined us as VP Portfolio Operations
    Posted by Rory O'Driscoll on January 27, 2015


    Scale invests in technology companies that have established product market fit and are just starting to scale. When we invest, revenue is often in the low single digit millions, and the go to market team consists of a couple of newly hired sales reps, and a CEO who is doing double duty as the company’s best sales person. That CEO is looking to quadruple, triple and then double the company, year on year, to get to $100 MM as quickly as possible. What we want to do is help.

    What we have seen is that, while every technology product is different, the challenges of scaling an enterprise software company are remarkably consistent across companies

    Growth requires distribution & distribution requires money

    For a software company, once product market fit is established, the vast majority of the additional investment dollars and headcount go into sales and marketing. A great distribution deal can change this dynamic (example Microsoft and the IBM deal) but for the most part software growth is about distribution and distribution is expensive. This is even more the case, in the SaaS/subscription era, where the costs still come up front but the revenue only comes slowly over time.

    Smaller businesses and departments are early adopters and are willing to buy online or via telesales. A typical Scale investment will start with a simple predictable sales model based on some variation of web visits, conversions to leads and a “same quarter” pipeline close rate. It’s simple math. Large customers have much bigger budgets but require in person meetings, and extensive and expensive sales cycles. No one spends $1.0M by credit card. Unless the company wants to remain SMB focused, scaling usually involves taking this simple proven go to market model and making it more complex and thus harder to predict over time.

    It’s choreography

    Call it what you like, choreography, or logistics, but growth is all about getting all the details right such that all parts of the company show up at the same time ready to dance and sing in unison.  A software company doing $50 MM in revenue and looking to double this year faces some or all of the following issues, all of which have to be resolved and executed in year.

    How do we double sales capacity while maintaining efficiency?

    Do we start to “sell high” or keep doing what we are doing? If we start to sell to larger enterprises does our product really fill the need?

    Is this the year for international? How do you decide and if international, where ?

    $50 MM in new revenue means $150 MM in new pipeline assuming a 33% close ratio. With a conversation rate of 10% this means we need $1.5BN of raw interest. Is that level of demand even out there?

    This is a list of four, I could make it a list of twenty but you get the point. The challenge is not making each individual decision but in ensuring that the sum of all the decisions adds up to a coherent overall plan.

    When we look across our portfolio companies we see the same set of go to market questions being asked over and over again with an almost insatiable need for CEO’s to know “what have other companies like us done”.  Answering these questions is what a partner should bring to the table and we all do this as board members. However there are limits to this approach.

    Bring in the market expertise

    Therefore, we decided to hire an executive who was experienced both in 1) go to market execution, knowing what works and 2) consulting, knowing how to assess each companies needs and explain what works. Dale Chang comes to us from the Alexander Group, the premier independent consulting group on sales execution in the valley, and has worked on many of our portfolio companies including Box and DocuSign as well as other great companies like New Relic and LinkedIn. He has already helped many of our companies scale and we look forward to having him drive this systemically across the portfolio.

    He will focus on delivering answers to the most asked questions around go to market execution leveraging blinded data from our portfolio. We want to be able to tell a CEO this is what equivalent companies have done that works, and this is what has failed.  We are realistic about what this will achieve. It will not create product market fit, and it will not make a bad business good. What it can do is allow CEOs to judge their Go To Market effectiveness against a realistic benchmark of the possible, based on peer companies.

    Beyond this, we hope to compress the sales learning curve and more broadly the whole scaling process in our portfolio.

    Welcome Dale to the Scale family, we are delighted to have him on board.


  • In the world of PCs, identity was important, but in the cloud it is vital
    Posted by Rory O'Driscoll on December 16, 2014

    The Lost World of the Microsoft Controlled Desktop

    There is something to be said for a benign dictatorship. For all its faults, the world of the Microsoft PC desktop was an orderly one, and for IT administrators, an easy one to manage. The occasional “blue screen of death” was a reasonable price to pay for a compute environment where services like identity, security and monitoring could be provided efficiently across all applications using Active Directory, anti-virus and myriad PC management tools. By contrast, SaaS is like a democracy, lots of potential but messy, and to a control freak (and all great IT managers are a little bit controlling!) a little bit worrying.

    Building the Desktop in the Cloud

    End users are not going back to the PC desktop, so now IT has to re-create the desktop experience and the desktop management experience, but in the far more heterogeneous and disparate world of the cloud. Building the desktop in the cloud is a megatrend that will impact hundreds of tech companies. Google, Microsoft, Apple and Firefox are duking it out for browser market share, because the browser is the new OS. At the back end, there are hundreds of cloud-based SaaS applications. In the middle is a great big mess. In the absence of a dominant vendor that comes between all clients and all apps (the role Microsoft used to fill in the LAN), there are a host of new security, management, monitoring and identity products, all selling to IT to help control the world of cloud without destroying productivity.

    Identity Matters

    In the world of PCs, identity was important, but in the cloud it is vital. With PCs, LANs, and the always hated VPN, IT could have a high degree of confidence in what applications were running and what devices they were running on. Today that is gone. Applications from SaaS providers are now purchased on credit cards and run outside of IT. End devices can be a tablet, a BYOD phone that the employee owns, or a PC. The IT “bag of tricks” for locking down devices and blocking access to applications is now completely irrelevant. What IT can still manage is identity, which is simply the list of current employees (plus vendors, customers and consultants), and what applications and what information these employees can have access to. If that list can be kept up to date via close integration with HR systems, and if that list can then be promulgated across all third-party applications in real time, then IT can use identity as the leverage point to seamlessly re-achieve control. That is the business OneLogin is in.

    Single Sign On for Market Entry

    computer-app@2x (1)In the new world, IT cannot make things worse for users just to make things better for IT. Users will go around them. In response, identity services and access control, which is what IT wants, has been cleverly packaged by vendors to appear to the user as Single Sign On (SSO), which is what users want. The idea is simple, if you are a typical knowledge worker today, you use an average of 13 different SaaS applications that you sign into regularly. Thirteen applications means thirteen passwords and thirteen opportunities to forget a password. With Single Sign On, you log in once, and you are automatically logged into all your applications.

    For IT, this is a chance to roll out a user win that is also a huge long-term win for IT. Once users access all their applications through SSO, IT can then use SSO as a central clearinghouse to enforce stronger authentication (not just password but two-factor authentication), to do real-time provisioning of new employees (once an employee joins a company they get instant access to all relevant applications), and to do real-time de-provisioning (once an employee leaves or is asked to leave, they instantly lose access to all applications). This is not rocket science stuff, but if the average employee has 10 SaaS applications, and staff turnover is 15% per year, then a 1,000 person company has to provision and de-provision 1,500 different accounts annually.

    Why OneLogin

    This is a competitive market with a few direct competitors and many incumbents and adjacent players that are starting to tell a “we manage cloud identity” story to stay relevant. In this market we have been consistently impressed with the execution of the OneLogin team since we started tracking the company two years ago. The founders, Thomas (CEO) and brother Christian Pederson (CTO), have the classic immigrant entrepreneur story, literally building the first version of the product while living on ramen noodles in an apartment in Los Angeles. The company has moved to Silicon Valley, and Thomas has built a strong go-to-market team around him. What we particularly like is the focus on being partner friendly, including helping other SaaS vendors implement standards like SAML and now NAPPS (for mobile) by providing free toolkits to integrate these emerging standards.

    The biggest challenge the company faces now is keeping up with the demands of an exploding marketplace. The company is hiring across sales, customer service and engineering. We are excited to be part of the team and look forward to working with Thomas, the team and the board to build the winner in the cloud-based identity market.


  • Because getting the website right is imperative
    Posted by Rory O'Driscoll on May 15, 2014

    Our investment in Pantheon was announced today. Why Pantheon? It’s simple. The website is the single most important marketing asset for any company but for most companies the process of building, launching and running a business website is a mess. In enterprise software, a broken but important business process represents an opportunity for software to make things better and build a valuable company in the process.

    Why does this matter and why is it hard?

    For most businesses the website is the brand. The first instinct of a customer today is to check out a company online. For every one customer that comes to a first impression by walking into a physical building, ten or maybe one hundred others have already come to their conclusion, by going online. Marketing cannot get the website wrong.

    If building a website was something that could get done once, “nail it and move on”, this would be a fairly tractable problem but it isn’t. The pace of technology change means that website building is like painting the Golden Gate Bridge. Get it done, take five minutes to admire the view and then start again. In the last five years alone, social media, mobile platforms and content marketing have made every older website obsolete.

    The final part of the problem is that building a corporate website is a fractured process. Marketing owns the problem but the process usually involves an outside design firm, often a separate development shop, a hosting company, and an in-house group of people, all of whom have opinions and only some of whom have ability. For any CMO, “redoing the website” is a must do and a high-risk part of the job.

    A quick history of web content management

    This is a twenty-year-old problem. In the 1990’s the two big winners in this market were Vignette and Interwoven selling expensive proprietary “on premise” software products. In the past decade these offerings and these companies have stalled as inexpensive, open source and cloud based software is where the world is going.

    SaaS based products have swept the table in the digital marketing arena and we have been lucky enough to work with many of the winners including Omniture, Exact Target, Vitrue and Hubspot. These companies used the SaaS delivery model to “bundle up technology” and make it digestible to marketing departments as a service-based, business-focused offering, removed from the underlying technology. At the same time, open source has become the dominant business model for infrastructure products.

    Web Content Management fell squarely in the middle. Squint one way and web content software is a product used by developers to build great websites, and like all web developer products it needs to be available open source. Squint the other way and the process of building, launching and running a website is a core business function for the market department and needs to be managed accordingly.

    Drupal or WordPress + Pantheon

    The verdict is in on web content software and open source has won. WordPress and Drupal are the two most commonly chosen web content management systems, with 50%+ market share. These sites are then hosted either in-house, or more often on a third party hosting site that offers a simple “hosted Drupal” offering.

    This meets the developer need but not the needs of marketing. Getting a website up and running is a business process, not just a developer task. What marketing wants is a SaaS offering that will manage the build process across designers and developers, handle the code check in and check out, enforce “look and feel” across multiple sites, (most corporations have hundreds of websites, not just a single corporate site), and then manage uptime and changes once the site is launched, all from a single system. Marketing cares much less about what open source product is selected.

    Enter Pantheon and the Website Platform

    Pantheon does not build its own web content software but instead allows the developer to run either Drupal or WordPress on the Pantheon Website Platform. The company has leveraged new infrastructure technologies (an entire separate post could be written on how Pantheon leverages containers Varnish and its own file system) to be able to offer marketing departments and design agencies a product that is at rough cost parity with managed hosted services, but which offers an entire suite of SaaS tools for the management of websites. Customers come through a marketing funnel, driven by developer adoption and then can convert to paid status as the site is rolled out. Because there are always budget dollars for hosting, adoption happens quickly. The customers come for the hosting, but stay for the software.

    Team, Traction and Upside

    It goes without saying that we like the team. The founders, Zack, David, Josh and Matt have a strong technical background and also ran a website design agency. They know what it takes to get a website up and running and they have surrounded themselves with smart go to market executives. The traction is also there. Our focus at ScaleVP is – as the name would suggest – on companies where the product market fit is clear, the go to market path has started to emerge, and what is then required is scaling the business. Pantheon fits this to a tee.

    Stepping back, what excites us the most is the chance to be part of what we see as the Digital Marketing SaaS company that will manage the marketing asset that is at the center of the entire digital marketing universe, the website. We have been part of building great companies in web analytics, (Omniture), customer marketing (ExactTarget), marketing automation (Hubspot) and social media marketing (Vitrue). The website is the glue around which all these products rotate but to date there has not been a meaningful SaaS offering to help manage websites. We think Pantheon will be that company.




  • ScaleVP invests in WalkMe
    Posted by Rory O'Driscoll on April 1, 2014

    The Pain Point

    WalkMe solves the problem that you only fully understand when you have spent thirty minutes on a website trying to extend your wireless contract or change your cable bill, only to give up in frustration and a phone call to an agent. With WalkMe, the software finds you, the user, while you are struggling on the website and provides a step-by-step guide, called a Walk-Thru, which moves with you through the website, guiding you on how to get the task done.

    Many websites are not intuitive and, as much as every website would like to be Google, with a simple search bar and a single user experience, handling the banking or telecom needs of 50 million customers does not allow for the same simplicity. With many potential paths through a website, the designer has to optimize for the basic tasks, meaning that many other tasks, important to hundreds of thousands of customers, get lost in the third menu bar. The result is confusion, lost customers and expensive calls to a human operator.

    The Way Things Should Be Done

    When I first saw the Walk-Thru technology, I had the instant response that “yes this is the way things should be done.” I don’t want to over exaggerate or channel my inner Malcolm Gladwell Blink reflex, but I have learned that for technologies that want to straddle the business/consumer divide, the first reaction on seeing the technology should be a strong sense of relief and the thought that “finally someone has solved a problem that has been sucking energy out of my day.” I felt this when we saw Box eliminate the need to move files between home and work, and I felt it in spades when the Docusign app removed the need to ever print out a signature page again. While I may be colored by the miserable experience on the Comcast website (two domains for one transaction), I feel that WalkMe is a must have for complex transaction focused websites. Don’t tell me what to do via an FAQ, carry me over the line!

    The product also works really well for corporate SaaS applications. Another personal example: At ScaleVP we have a heavily customized version of Salesforce that we use for all our deal tracking. Every time we add a field, we increase the likelihood that someone (usually a GP) fails to fill it out correctly. By adding a customized Walk-Thru that we built ourselves, we were able to guide the user to fill the data in correctly. We were even able to make sure that if key fields are not completed the record cannot be entered. This opens up the market for WalkMe to every customer of Salesforce, and any other widely deployed SaaS application that needs end-user guidance.

    The Team

    We are very impressed by the traction. In just six months of selling in the US, WalkMe has already landed such customers as Adobe, Amazon Web Services, Bank of Montreal, Cisco, Citrix and Kimberly-Clark. The founding team is strong technically and the core technology IP around element identification is well done. This is one of those classic technologies where it is really hard to make a tool that is easy to use but WalkMe has executed beautifully. I am delighted to be part of the WalkMe team and look forward to seeing them Scale.

  • We divided all Companies up into three large sectors: Information Technology, Healthcare and Other. Within IT we think about businesses in terms of who is the customer, broadly defined
    Posted by Rory O'Driscoll on January 30, 2014


    During the last ten years, while venture capital was supposedly dying, the venture backed companies that went public or got acquired in that decade, achieved a combined valuation of $1.25 trillion as of Dec 31st 2013.  Today, I wrote a column for Re/code explaining this.  Check it out here. This companion post has the detail backup and an explanation of how the companies are categorized.

    Download an interactive list of all 145 venture-backed billion dollar companies.

    Here is the complete list

    What the Categories Mean
    We divided all Companies up into the three obvious sectors based on where venture capital dollars flow: Information Technology, Healthcare and Other. Within IT,  we think about businesses in terms of who is the customer, broadly defined. We have observed over the years that while technologies change, customer categories are more persistent. The CFO who bought mainframe financial software thirty year ago, SAP software fifteen years ago and Workday today, is the same person with the same purchasing process, despite all the technical change to the product. The process is still sales call, product review, Proof of Concept, Considered Purchase etc.

    IT Categories Based on who the Buyer Is
    We see four buyers types within the overall IT industry: the Enterprise IT buyer, the Enterprise Line of Business buyer, Individual Consumers and the Components buyer.  Enterprise IT and Enterprise Line of Business are fairly straightforward Categories. IT buys databases, routers and PCs and the Line of Business buyer buys applications. The total of these two buyers is the overall Enterprise Technology business. In one sense Consumer is a misleading title. Most companies in the consumer category generate revenue by selling advertising against free consumer eyeballs, and thus strictly speaking the consumer is not the customer, the ad buyer is. However, we believe the core competence in an internet consumer company is the acquisition of vast numbers of end users by offering a compelling consumer product. Once you have done that, the monetization is fairly straightforward. So, while the “buyer” is not an accurate description, practically speaking it conveys the idea that the value is created for the company by attracting and pleasing the consumer. Finally, Components companies typically sell to a deeply technical buyer, building an electronics product that will embed the component, with either no attribution or at best an “Intel Inside” moniker.  Most of these are semiconductor companies.

    Dividing IT up Further
    Within some of these Buyer Categories we have done a further analysis. While at first it felt like overkill, we found that we wanted to know the answers to questions like, “are the big wins in Enterprise IT Hardware companies or software companies?”. Thus for Enterprise IT, we  broke it out into software/services companies on the one hand and hardware products on the other, recognizing that the distinction is not hard and fast – because everyone wants to say they are a software company. The answer BTW is hardware and software exits above $1BN are about equal in quantity over the past ten years. For Line of Business, we wanted to know how dominant SaaS is ? We broke out the companies into SaaS vendors and the rest. All but 2 were SaaS.  Within the Consumer market we broke the companies into Ad Supported Models, Marketplaces and a few other categories. Almost all the value has been in large ad supported consumer focused internet companies which took the number one, two, three and five slots across the entire venture industry for the past decade.

    The consumer category and subcategories is where is where you see start to evidence of “disruption” of the non tech economy. Consumer internet ad supported companies are taking old media ad dollars, marketplaces are taking share away from old ways of purchasing rental houses. In the next decade here is where companies like AirBnB and Uber will show up.  This is the “Digital Disrupts Analog Trend’. It shows up as companies, focused on either the Consumer or Line of Business, that are not selling technology but instead using technology to disrupt an existing business.  Many consumer facing businesses have already been disrupted but B2B has not seen the same effect. It will be interesting to see if that changes.

    Comments welcome, and in particular any missing names. We run this exercise internally and call it the GED, the Great Exit Database. Don’t want to miss anything.

  • Words you don’t hear in venture; “Great it’s annual planning time”.
    Posted by Rory O'Driscoll on December 11, 2013


    Words You Don’t Hear in Venture; “Great it’s annual planning time!”
    In the next two months, I will sit through seven annual planning board meetings. It’s a grind but an important one. Once a company has revenue, “making the numbers”—like it or not—becomes the shorthand by which management is judged.  Scale is getting together with a number of our CFOs this week to talk about the best ways to make the annual planning process more effective. Going into that meeting, this is my list—written from a board member perspective—on what I would say to CFOs about how to get a board member to an informed “yes” to approve the annual plan.

    Start with the Big Picture
    Provide some context on what the company is trying to achieve in the next year. Spend time with the CEO on this. What—from a business perspective, not a purely financial perspective—is the company trying to achieve? The financial plan should map to these goals and should be judged in that context. Don’t assume your board grasps the big picture; spell it out.

    If the CEO and CFO cannot provide two or three clearly articulated business goals for the next year, the planning process is doomed.

    Show the Assumptions
    Show the key assumptions that drive the plan. For example, in an enterprise software company, sales rep productivity is almost certainly a key metric.  Show the average rep productivity metric for the past two years and spell out the improvement you are assuming in the FY14 plan. Do the same for all the key metrics.  As a board member, the question in my mind is always this, “What do I have to believe will stay the same, or get better, to believe in this plan?”  Your job is to make it easy for board members to answer this question.

    Simplify the Assumptions
    Keep the assumptions simple.  A good plan will include lots of detail because teams need detail to get the plan right. However, to have a meaningful conversation with the board, reduce your plan to a small number of key drivers. Boards don’t like to see just the financial statements and a 10MB model. Instead, show them ten key assumptions for FY14 and, for context, provide the actual results alongside each assumption for FY12 and FY13.

    Use the Company KPIs
    The assumptions you lay out in the annual plan should be the same metrics that the operations/sales team uses to manage the business. That way, the team is fluent with the metrics and becomes progressively more comfortable as they use them throughout the year.  If the finance team establishes KPIs but the rest of the team doesn’t use them, the budget becomes divorced from the reality of the business. The more you are aligned on metrics, the more you can push responsibility down in the organization.

    Revenue Estimates
    You can predict costs with precision but revenue, not so much. Instead, you have to apply judgment to the revenue calculation. Board members find it helpful to understand the thought process that led to your revenue estimate. Suggestions include showing how to bridge revenue from last year to this year, doing multiple cross checks on the revenue build up, and providing some clarity around level of “slack” inserted.  Every board member is trying to get a vision of how you will make your number.   It’s your job to help them get there.

    Bookings Metrics
    GAAP revenue is a trailing metric. Most companies will also use a forward-looking metric such as MRR (monthly recurring revenue), bookings, ACV (average contract value), or TCV (total contract value). Pick a single metric and work really hard to ensure that it is used consistently. Nothing is more frustrating than to have a metric in finance that the sales team simply ignores. Pick one and make it stick. If sales commissions are not based on it, it is not a real metric.

    Mind the GAAP Gap
    We prefer startups use metrics such as MRR or ACV because these measures take “unit of time” into account. Metrics like TCV can be distorted by multiyear bookings and you end up with a “GAAP gap”.  This GAAP gap occurs when great bookings traction fails to materialize as GAAP revenue.  After seeing this phenomenon many times, we’ve learned to monitor carefully how quickly a bookings metrics shows up as revenue.  If bookings don’t lead to revenue, we know something is wrong with the model. Finance should always be checking for a GAAP gap.

    Show a headcount chart across the key functional areas with the headcount adds by quarter.  People are expensive.  If revenue is not tracking, the least painful way to slow down the cash burn is to adjust the rate of new hires.  It’s important to understand what the options are to manage headcount.

    Expense Categorization
    Show the expenses in the SEC/Accounting major categories: COGS, Sales and Marketing, R&D, G&A. It can also be helpful to see a simple list of the expenses classified by type: i.e. total salaries, total rent, marketing programs, etc  but don’t provide these expense types without also showing them in the major accounting categories.

    Marketing to Sales Sanity Check
    You must have some simple math to explain how deals move from the top of the funnel all the way to closed deals. Don’t keep it a secret.  And, make sure that marketing and sales agree on these assumptions and use them consistently. It is stunning how often I notice a disconnect between what marketing expects and what sales requires. As a high level sanity check, compare relative growth of marketing program dollars to the total volume of new sales required.

    Investment Initiatives
    As a company matures, it can be helpful to think about the annual plan as a plan for several businesses under a larger umbrella.  Some are in scaling mode, typically the core go-to-market business in North America, while others are new go-to-market initiatives, almost certainly consuming net cash. If your company is making an investment in international expansion or in a channel overlay strategy, call this out separately and explain how you will measure success.

    Know Your Total Cash Needs
    Any annual planning process will result in one of three outcomes on cash:

    • The company is cash flow positive and does not need to raise money.
    • The company is not cash flow positive for the year but has enough cash in the bank for that year.
    • The company is not cash flow positive and needs to raise money within the year.

    In all but the first scenario, you need as the CFO to have an answer to the following question, “How much does the company need to raise to reach cash flow breakeven?” It requires a multiyear plan.  The plan will not be accurate but the alternative—no plan at all—is worse. When you end your presentation saying, “We exit this year with a $15MM burn and $5MM in the bank,” you leave the board hanging like a bad TV serial drama. State to the board exactly how much cash you need, in total.

    Multi-Year Planning and Mid-Term Revisions
    The big decision for most technology companies is how much to invest in sales and marketing.  One reason for this challenge is that there is an inherent lag between when you invest in these functions and when the business starts generating  revenue.  We’ve seen a fairly consistent planning bias: companies show aggressive investment early on in the year and then taper off of investment to get to cash flow breakeven. The “cost” of under investment in sales and marketing—lower revenue growth—does not show up until the following year.

    One way to highlight this issue is to do a multiyear projection as discussed above. Another way is to decide to have a mid-year check-in. If the company is tracking well, you can decide to green light more investment.  If you are face challenges or if capital is scarce, you stick with the original plan.

    Board Presentation
    Aim to be succinct.  It should take you only 5 to 10 slides, max, to lay out the assumptions, do the revenue build up, and show the headcounts adds.  After that point, you lose everyone’s attention.  Once you’ve gone over these topics, show the basic financials by quarter for the planning period and perhaps a multi-year profit and loss statement covering both historical numbers and one to three years of projections. Everything else can go in the Appendix.

    Backup Information
    The list of items people could ask to see or might find useful is long. This is why some annual plan presentations take forever. Here is a partial list of information that gets requested:

    • Sensitivity analysis.  It is often helpful to see how variations in some of the key assumptions affect the outcome, especially if you assume some significant improvement.  I find the best way to look at multiple scenarios is to prepare waterfall charts showing how each scenario affects the key numbers (bookings, revenue, cash etc).
    • Benchmarking data.   Compare your assumptions to other successful companies in your sector. To state the obvious, if your plan assumes faster growth than the most successful company in your market, you need to rethink that plan
    • Build a complete book.  When the final budget is approved, with all the final changes, prepare a final version of the plan.  Don’t just update just the summary statements; provide an updated copy of all of the backup documentation.  Save it as excel or even a PDF/hardcopy and send it to all your board members. Board members find it very helpful to have the one version of truth on file that they can always go back to—without bugging the CFO.
    • A reconciliation from the non GAAP to the GAAP P&L As a company gets closer to an IPO, finance has to prepare full GAAP financials including stock based compensation, amortization of intangibles, etc. However, statements in this format of statements are probably not as useful for decision making.  Thus, a typical backup analysis that you should do is a reconciliation from the non-GAAP to GAAP financials. GAAP financials are much more useful than trying to make decisions from financials that include significant amortization of intangibles.

    I’m not saying that if you follow these steps, the annual plan review process will be painless.  By taking this advice to heart, however, you will be more prepared for the questions you will receive and, likely, more confident in your delivery.

  • ScaleVP Invests in Chef
    Posted by Rory O'Driscoll on December 9, 2013


    We are excited to announce our investment in Chef. The investment thesis is simple: every company in the world runs on software and—to survive—every company in the world has to run faster. This creates a massive need to speed up the process of developing and deploying code and, in turn, has led to the “DevOps” approach to developing applications. The idea behind DevOps is simple: if Development (the teams that write the code) can work more closely with Operations (the teams that run the resulting systems), they can deploy projects faster with fewer errors. This arrangement works; a DevOps-centered methodology is clearly the way of the future.

    Chef Makes DevOps Possible

    The Chef automation platform helps organizations switch to DevOps by enabling IT operations and developers to describe, model, and automate infrastructure as code.  The Chef automation platform uses cookbooks (reusable code definitions that are written using the Ruby programming language).  Each cookbook defines a scenario, such as everything needed to set up and configure a postgresql database together with all required components (templates, versions, metadata, etc.). There are over 1000 cookbooks, including those for databases, operating systems, applications, networking, and monitoring.

    Armed with a cookbook, an IT management team can do everything from installing an operating system, to installing and configuring servers on instances, to configuring how the instances and software communicate with one another, simply and efficiently.

    The following diagram illustrates how Chef works:












    How Big is the IT Automation Opportunity?

    The need to automate IT is not new. The IT systems management market has been around as long as the IT markets itself. In fact, every new IT architecture, from mainframes, to minis, to client server to web, has produced a crop of successful systems management companies. However few—or none—of them have been able to make the transition from an old architecture to a new architecture. They’ve either had to purchase to advance or have declined in relevance.

    We believe that there is another architectural shift happening today in IT and so do the analysts per this Forrester Report. What’s changing now is not the underlying hardware, which has been commoditized servers for the last 10+ years, nor the interface to the end user, which will remain the browser.  Instead, the shift is involves where hardware is deployed and how larger systems are put together.

    Quantity has a quality all its own, (attrib. J. Stalin). The sheer quantity of servers under management, and the sprawl of those servers within the enterprise and on cloud deployments, makes the old way of running systems untenable.  There are not enough sys admins alive to staff every IT company on a 100:1, servers to sys admin, ratio; existing datacenter solutions like HP-Opsware, or BMS-Bladelogic, to name two of the most successful products built in the early 2000s, just can’t handle this challenge. Throw in the need for faster change management and the problem becomes even more acute.  The only solutions for this management problem are a DevOps approach and tools like Chef. Again see point #7 in the Forrester Report.

    The IT Systems Management is a $9Bn/year market.  We believe that a significant percentage of that market will move to a more robust—yet simpler—configuration and automation solution available from vendors like Chef. We are excited by this opportunity.


    We like Chef’s team led by CEO Barry Crist and founder Adam Jacob.  I will also stop to remember a core member of the Chef team, former CEO, Mitch Hill. Mitch passed away last week. I did not know Mitch—he was not CEO when we made the investment—but comments from his long time colleagues consistently describe him as a genuinely great person as well as a successful business leader. He and his family are in my thoughts as I write this.  There is nothing that can be said that really ameliorates a loss like this. What we can do, however, is pay tribute and respect to the work he did to get Chef to the success and value it has today.

    Scale is looking forward to working with Chef to build the systems management company of the cloud decade.

  • ScaleVP Invests in Bill.com
    Posted by Rory O'Driscoll on November 12, 2013

    Today marks the announcement of our investment in Bill.com, a provider of integrated bill payment, invoicing and cash flow management solutions for small businesses.  There are certain characteristics we look for in an investment and Bill.com proved to be a perfect fit for ScaleVP. Here is what gets me excited about this deal:

    1) The need for the product

    I was CEO of a start-up. The job I hated most was the job I had to do the most, especially when times were tough, juggling cash to stay alive. I would sit there at night, trying to figure out when cash would come in and what bills I could afford to pay. “If those guys pay me Friday, I can cover wages and three vendor invoices, if they push until Tuesday, I can only cover wages and one vendor. What should I do?” I would work with my CFO, write notes, make contingency plans, and then have it all upset when I had to pay an unexpected bill at the last minute.

    Every startup CEO or CFO knows this dance and knows what a vital but broken process it is. Vital because while businesses are ultimately scored based on Profit and Loss, they survive every day based on Cash Flow. Broken because random spreadsheets plus sticky notes to the CFO are a band-aid, not a solution.

    You might think that an accounting package or even a budgeting package solves this problem. If you have tried either solution, this is where you laugh derisively. Juggling near in cash falls squarely in the gap between accounting – which shows you what has happened, and budgeting, which shows you what should happen over the next year if everything goes according to plan. Neither product can help you figure out what bills are approved, whom to pay next week and what to do if the customer only pays half of what they promised.

    2) The Bill.com solution

    Bill.com solves this problem. The service allows a small business CEO, or finance team, to plan out when bills are paid, set up the approval process and then make payments as cash is received. For larger companies the service can set up internal approval mechanisms, so that individual managers, who would never get access to the accounting system, can approve vendor payments based on having verified the work done.  Using the Internet, companies can collaborate with suppliers and customers to more quickly sort out queries on bills, with the result of getting paid quickly. Once a company tries the product, it will never go back to paper.

    We love to invest in companies that simplify complex broken business processes. We especially love to solve problems that every business faces because that is how to build a big enterprise software company. Box made file sharing simple, Docusign eliminated the need to ever fax a signature again, and now we believe Bill.com will eliminate the need for CEO’s to stay up at night and write multiple “what if” plans to keep vendors from shutting them off.

    3) The team

    We like the team. CEO, Rene Lacerte, lives this stuff. A successful serial entrepreneur with a family background in the financial software business, he has lived the reality of the problem he is solving. When you talk to him about the product, it is not a theoretical discussion but a practical one about how to make the life of the CEO or CFO better. Around him he has assembled an experienced team of executives, some from his prior company Paycycle and some from other great SaaS companies like Salesforce.

    4) The Timing

    Now is the time for Bill.com. It is stunning that ten plus years after consumers got online banking and Fortune 1000 companies got multi-million dollar treasury management systems, most small businesses are still doing this by hand or by building a spreadsheet off the accounting system to track cash. The reason is part technology and part distribution. It is really expensive to reach small businesses at scale (pun in part intended) but we have been fortunate to have in our portfolio companies like Ring Central and Hubspot who have solved this and successfully reached thousands and thousands of SMB customers. We think we know how to make this happen and the timing for Bill.com feels right. Partnerships are key and the company is seeing strong interest from financial institutions (Bank of America, Fifth Third and American Express all invested in this round), software companies and accounting firms to distribute the product.

    5) The Upside

    Bill.com is really focused today on the small and medium sized customer but we would not be surprised to see them grow upmarket over time. We have seen over and over again that the “adoption cycle” for great SaaS products starts with small businesses using the product and enterprises sticking with prior solutions, but that over time, the elegance and simplicity of the new solutions results in adoption moving upmarket. In fact, we are seeing this so frequently, that is the theme of our next Scaling Dinner, taking place this week and featuring Lesley Young of Box and Zack Urlocker formerly of MySQL and Zendesk.

    Salesforce has been the biggest beneficiary of this, and is now signing single deals in the multi millions. Many of our portfolio companies have seen the same upward tug and we would not be surprised if Bill.com was to see it too. The focus would probably be less on cash juggling and more on workflow and authorizations but the core engine is the same.

    We are delighted to be investors in Bill.com and we look forward to a world where Bill.com ensures no CEO or CFO spends their evenings juggling cash projections on a sticky note or a jury-rigged spreadsheet, leaving more time for the important stuff…new products, new customers or even more time with the family.