The Official SaaStr Podcast: SaaS | Founders | Investors

Ben Uretsky is the Co-Founder & CEO @ Digital Ocean. Under Ben's leadership, DigitalOcean has risen from a cloud startup for developers to the second largest and fastest growing cloud computing platform. To date, more than 1m developers have deployed more than 50 million cloud servers, and the company has expanded its worldwide infrastructure footprint with multiple datacenter locations around the globe. The company has raised $123 million in funding from Andreessen Horowitz, Access Industries, IA Ventures, CrunchFund, and Techstars. Prior to DigitalOcean, he co-founded and built a managed hosting provider that supported some of the top websites online and generated million-dollar annual revenues. In Today's Episode You Will Learn: How Ben made the move from co-founding a bootstrapped startup competing with Rackspace to co-founding DigitalOcean and competing with Amazon? What have been Ben's big learnings in raising $123m for DigitalOcean? How does Ben suggest building a trusted relationship with VCs? How have DigitalOcean scaled to over 1m customers without a sales team? What are the core tenets that have made this possible? How does the team prioritise customer acquisition channels at DigitalOcean? How does Ben say is the right way to build a community? Sean Rad has said before the hardest part is scaling with the firm. How has been seen his scaling as CEO with the firm? How has his personal relationship to the company changed with the scaling? Hear an inflection point in the scaling of DigitalOcean and how Ben's leadership changed as a result? 60 Second SaaStr What hire des Ben wish he had made earlier? What does Ben know now that he wishes he had known earlier? What are the key inflection points in SaaS businesses? If you would like to find out more about the show and the guests presented, you can follow us on Twitter here: Jason Lemkin Harry Stebbings SaaStr Ben Uretsky

Dave Kellogg is the CEO @ Host Analytics, the leader in cloud-based enterprise performance management (EPM). Previously, Dave was SVP/GM of Service Cloud at Salesforce and CEO at unstructured big data provider MarkLogic. Before that, Dave was CMO at Business Objects for nearly a decade as the company grew from $30M to over $1B. Dave has also worked in various capacities with the likes of Breeze, GainSight, Tableau and MongoDB and previously sat on the boards of ag tech leader, Granular (acq by DuPont for $300M) and big data leader Aster Data (acquired by Teradata for $325M). In Today's Episode You Will Learn: How Dave made his way into the world of SaaS with Salesforce, came to be CMO at Business Objects and now running his own SaaS company as CEO at Host Analytics? What does David believe is the single most important metric in SaaS? How should SaaS companies structure the first four lines of their financial statements? Why is retention and renewal not always an accurate sign of customer satisfaction? How does Dave look to analyse churn? What is the post-mortem? What is more important, logos or expansion? If a startup's churn is too high, what is the top 3 things they should do? Why must you have a "standard taxonomy" for churn? How can you construct this? How does David think about taking existing customer and up-selling them? How does he view this in contrast to cross-sell? Does Dave agree with David Skok on the need for more than 1 variable pricing mechanism? Why does Dave not encourage usage based pricing? How does Dave analyse the benefits of multi-year contracts paid upfront? How does this distort TCV and inflate the figures? Does upfront payment misalign the provider and the consumer, in terms of care and support? With that in mind, how does David view billing frequency? Contract durations? 60 Second SaaStr What does Dave know now which he wishes he had known at the beginning? What is the 90 day rule? Why is it important? How much ARR should a good sales rep add in relation to comp? If you would like to find out more about the show and the guests presented, you can follow us on Twitter here: Jason Lemkin Harry Stebbings SaaStr Dave Kellogg

Scot Chisholm is the Founder & CEO @ Classy, the world's leading fundraising platform for nonprofit organizations As a result they have raised close to $50m in VC funding from the likes of Salesforce Ventures, our friends at BullPen Capital, Mithril Capital and many more great investors. With support and funding like this, since 2011, Classy has helped more than 3,000 nonprofits and social enterprises raise hundreds of millions of dollars and be named to "The World's Most Innovative Companies in Social Good" and to the "100 Brilliant Companies" by Entrepreneur Magazine. As for Scot, he is also a prolific angel investor, investing out of a fund called Mixture that includes investments in Change.org, inDinero, Iodine, Casetext and more. In Today's Episode You Will Learn: How Scot made his way into the world of SaaS and how a "pub crawl" came to be the founding story for Classy? What have been the key learnings for Scot in raising $50m for Classy, in an industry that is maybe not so sexy for investors? Why did Scot choose to raise both the seed and A round from angels? What advice would Scot give to aspiring founders, looking to raise? How has Scot seen the evolution of his sales team? What are the key inflection points in the scaling when elements tend to break? How important is it to segment the sales team? When should this be done? At what speed is optimal? How does Scot evaluate startups looking to move upmarket? How does the decision to move upmarket change the internal decision-making with regards to product roadmap and strategy? How does it change the role of CEO in the organisation? How does Scot look to balance the attainment of short term objectives with holding the vision for the future? How far is too far to plan ahead? How should founders think about investing in areas of the business ahead of time? 60 Second SaaStr What does Scot know now that he wishes he had known when he started? Challenges as a first time CEO/entrepreneur? The key challenges of building a SaaS company in San Diego? If you would like to find out more about the show and the guests presented, you can follow us on Twitter here: Jason Lemkin Harry Stebbings SaaStr Scot Chisholm

Mark Organ, Founder & CEO at Influitive. Influitive helps B2B companies mobilize their army of advocates for more rapid and profitable revenue growth. They have raised close to $50m in VC funding from some of the best in the business including the likes of Lightspeed, First Round Capital, prior guest Cindy Padnos @ Illuminate and Nick Mehta @ Gainsight, just to name a few. Prior to Influitive, Mark was the founding CEO of Eloqua, growing the business to over 150 people, hundreds of clients and a major presence around the world in 7 years. Eloqua was eventually bought by Oracle in 2012 for a reported $810m. In Today's Episode You Will Learn: How Mark made his way into the world of SaaS, came to found Eloqua and then what the catalyst was for the founding of Influitive? How did Mark make the decision to make profitability a goal? How did Mark communicate his desire to focus on profitability and unit economics over aggressive growth to his investors? What type of SaaS startups should consider this route more? To what extent is "landing whales" crucial to getting to cash flow positive? What are some of Mark's big learnings in how to attain those "whales", having done it so successfully before with Eloqua? Where do most founders go wrong and how should they approach pricing whales? Why does Mark believe paying sales reps on signing misaligns incentives? Why does he believe it is optimal to pay half on signing and half on cash being received? How do you communicate that to your sales team? To what extent should SaaS startups consider debt financing as a respectable and appropriate form of company financing? What type and stage of SaaS company does debt make perfect sense for? When is it wrong in the lifecycle to take debt? 60 Second SaaStr What hire does Mark wish he had made earlier? What does Mark know now that he wishes he had known at the beginning? Pros and cons of running a SaaS startup not in Silicon Valley? If you would like to find out more about the show and the guests presented, you can follow us on Twitter here: Jason Lemkin Harry Stebbings SaaStr Mark Organ

Mike Dauber is a General Partner @ Amplify Partners, the fund that backs technical founders, building technical products for technical buyers. Their portfolio consists of the likes of DataDog, Fastly, Engagio and many more incredible companies. As for Mike, prior to joining Amplify he spent more than six years at Battery Ventures, where he lead early-stage enterprise investments on the West Coast. While at Battery, he was on the Boards of Cask, Duetto, Interana, and Platfora (acquired WDAY). Mike also lead Battery's investment in Vera, which is also in Amplify's portfolio. He also previously invested in Splunk (SPLK) and RelateIQ (acquired CRM). As a result of this success, Mike was named to Forbes' Midas Brink List in 2014. In Today's Episode You Will Learn: How Mike made his way into the world of early stage enterprise investing with Battery and came to be a GP with Amplify? What does Mike mean when he says he looks for "practitioner founders"? What are the benefits of these types of founders? Why do they find product market fit faster? Does this tunnel vision not sometimes mean a lack of naivete, which can be good? Why does Mike believe that hiring sales people is like being thirsty? How can founders discover the optimal cadence for expanding the sales team? Why must founders differentiate between customers and money? Why does Mike believe that everyone needs to find their Hobbesian advisor? What characteristics should this person have? How can you find this advisor? What should their incentives be? Why does Mike believe that founders need to set the hook for VCs in the first meeting? How does this compare to how founders traditionally pitch? What should they look for in those early VC meetings? 60 Second SaaStr Why does Mike disagree with deal attribution in VC? Cyber investing: Should you invest if not a domain expert? Is enterprise investing spreadsheet investing? If you would like to find out more about the show and the guests presented, you can follow us on Twitter here: Jason Lemkin Harry Stebbings SaaStr Mike Dauber

Vineet Jain is the Founder & CEO @ Egnyte, the startup that delivers smart content collaboration in the cloud or on-premises. They have raised over $60m in VC funding from the likes of Kleiner Perkins, Google Ventures and one of our favourites here, Mike Maples @ Floodgate. Prior to Egnyte, Vineet founded and successfully built Valdero, a supply chain software solution provider, funded by KPCB, MDV and Trinity Ventures. Before that, Vineet held a variety of senior operational positions at KPMG and Bechtel. In Today's Episode You Will Learn: How Vineet made his way into the world of SaaS and came to found his second startup in Egnyte? Vineet states that it is not all about top line growth, how does he look to satiate VC appetitie for growth with this mentality? Why does he think that we should discuss EBITDA margins more often within business models in Silicon Valley? Considering this conservative approach, how does Vineet determine when is the right time to put the "pedal to the metal" and raise a large round of funding and really look to gain the market? What metrics suggest product market fit to this extent? Why does Vineet argue that land and expand is all wrong? What alternative does Vineet offer for those looking to sell to enterprise? How does Vineet evaluate "The Rule of 40% For A Healthy SaaS Company"? What are the inherent flaws in this model? How can this model be gamed by posting enormous growth figures? What figures should startups input into this ratio? 60 Second SaaStr What does Vineet know now that he wishes he had known earlier? How long is long enough to give someone who is not performing? What hire does Vineet wish he had made earlier? If you would like to find out more about the show and the guests presented, you can follow us on Twitter here: Jason Lemkin Harry Stebbings SaaStr Vineet Jain

Max Yoder is the Founder & CEO @ Lessonly, the modern learning software used by teams to translate important work knowledge into Lessons that accelerate productivity. They have raised funding from the likes of former ExactTarget CMO Tim Kopp, OpenView Ventures and New York Times Bestseller Jay Baer just to name a few of the impressive figures involved. Fun tact; they are based in Indianapolis and so Max brings a fantastic perspective on scaling and operating a growing SaaS business outside Silicon Valley. In Today's Episode You Will Learn: How Max made his way into the world of startups and came to found Lessonly, one of the hottest SaaS startups outside of Silicon Valley? Max has previously stated that 'SaaS scaling happens in 3 stages'. What are those stages? What is the most challenging stage? How does the CEO need to transition with each stage? How does Max view the scaling of the team? Why does Max think it is bad to give large and often inflated titles in the early days? How can CEOs most effectively look to place people in the right place to ensure the most productive of scaling? What does Max most look for in potential Lessonly employees? Why is it so fundamental that candidates have experienced some form of professional hardship before? How does Max view the role of the board in the scaling of a SaaS organisation? What are the components that make the best boards? What are the components that make the best board members? 60 Second SaaStr What one hire does Max wish he had made sooner? What SaaS reading material can Max not live without? Pros and Cons of running a SaaS startup outside the valley? If you would like to find out more about the show and the guests presented, you can follow us on Twitter here: Jason Lemkin Harry Stebbings SaaStr Max Yoder

Stacey Epstein is the CEO @ Zinc, the secure communications platform for workers in front of customers, not computers. They have backing from some of the best in SaaS investing including the likes of Jason Green @ Emergence, CRV with George Zachary and GE Ventures. Prior to Zinc, Stacey was CMO at Banjo. Before Banjo, Stacey was CMO at ServiceMax where she helped fuel 5 consecutive years of triple-digit growth. Finally, before ServiceMax, Stacey was the Vice President of Global Marketing Communications at SuccessFactors. During her tenure with SuccessFactors, Stacey pioneered the marketing function in 2005, and was instrumental in the company's successful IPO in 2007, which led to a $3.4B acquisition by SAP in 2010. In Today's Episode You Will Learn: How Stacey made her way from Executive Assistant working for another Executive Assistant before moving to CMO and today as CEO? What were the fundamental lessons Stacey took from her career as CMO to now being CEO/ What were some of the hardest elements of the transition? What role should the CEO play in the marketing strategy and execution? What do CEO's most often get wrong about CMO's?What is the optimal and most efficient working relationship between CEO and CMO? How does Stacey create alignment and strong and successful communication between the traditionally conflicting sales and marketing? How does transparency help drive better business results? How can one look to instill these values and communication standards on inherited organisations they they did not found? Are there any drawbacks to transparency and communication? 60 Second SaaStr What hires does Stacey wish she had made earlier? What can females do to master the art of negotiating? Recruiting in the valley today, how tough and top tips? When is the right time to hire your CMO? If you would like to find out more about the show and the guests presented, you can follow us on Twitter here: Jason Lemkin Harry Stebbings SaaStr Stacey Epstein

Auren Hoffman, Founder and CEO of SafeGraph, shares his wealth of experience from founding multiple startups and making successful exits. He provides keen insights into why raising prices isn't always beneficial and explores the contrasting profiles of relationship-oriented and product-oriented salespeople. Auren argues that fewer employees can lead to quicker growth, revealing the specific situations where this applies. He emphasizes that the CEO must remain deeply involved in HR strategy to effectively manage talent as the company scales.

Promise Phelon is the CEO @ TapInfluence, bringing the first ever influencer marketing platform to the Fortune 1000. Under Promise's leadership the company has enjoyed a 300% increase in revenue in 2015 alone, they made the successful transition from a services to a SaaS model and were successful in raising a fantastic $14m Series B. Prior to TapInfluence, Promise was the Founder and CEO at 2 startups, one of which, The Phelon Group, grew to 8 figure revenues and was successfully acquired in 2009. Before that, Promise got her start at BEA systems. In Today's Episode You Will Learn: How Promise made her way into the world of SaaS and came to be at BEA systems, one of the most exciting companies in the valley at the time? How does Promise view the importance of building long lasting relationships with colleagues? How does Promise suggest is the right way to leave a job and sustain the best communication and relationship with former employers and colleagues? What does Promise mean when she states the importance of upward empathy? What are the benefits of installing this in your organisation? What is the right way to breed a culture of upward empathy? How does Promise differentiate between 'advocate' and 'mentor'? What is the right way to attain each of these? At what point in one's career is the right time to have each of these? What does Promise believe is the formula for making the successful transition from a services based business to a SaaS business? How can one make the change without significant customer churn and revenue loss? 60 Second SaaStr What does Promise know now that she wishes she had known at the beginning? How does motivating people differ when outside of the valley? Should customer success be able to upsell? If you would like to find out more about the show and the guests presented, you can follow us on Twitter here: Jason Lemkin Harry Stebbings SaaStr Promise Phelon