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What's 🔥 in Enterprise IT/VC #231

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Ed Sim's (@boldstartvc) weekly readings and notes on enterprise VC, software, and scaling startups
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What's 🔥 in Enterprise IT/VC #231

Lessons from DocuSign, 17 years to $1 billion, <1 year to $1.5B

Ed Sim
Apr 3, 2021
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What's 🔥 in Enterprise IT/VC #231

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I always ❤️ Analyst Day Presentations as once a year it gives public companies a chance to take a pause from their short term focus on quarterly earnings and zoom out on product and their longer term roadmap. Breaking down DocuSign’s Analyst Day presentation, I found a number of interesting lessons for founders of SaaS/PLG companies. First, we all know DocuSign as the standard for eSignature and here they start with their big vision, the “Agreement Cloud.”

Love this wedge of how DocuSign thinks about their business…Focus on the individual user, signer and work the journey from there which leads to incredible efficiency on the sales and net retention side

It also took a long, long time to create a new market but accelerating big time!

Incredible PLG/Land and Expand model equals incredible sales and marketing efficiency as S&M went from 51% of sales to 44% with a goal to 35-39% by expanding existing customers through more spend on existing product and stapling on new products with its goal of becoming the market leader for the “Agreement Cloud.”

There are a few lessons when I think about DocuSign:

  1. Patience - building up a bottoms up PLG motion takes a ton of time but when done right can create tremendous value

  2. Focus on the individual user and PLG motion pays off, never lose that product North 🌠. Even 17 years later you can see in the GTM Customer Engagement Model that they always start with that eSignature use case.

  3. Your initial market is way bigger than you may think, especially if growing rapidly, so don’t rush to add new products too quickly

As always, 🙏🏼 for reading and please share with your friends and colleagues!

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Scaling Startups

  1. Founders, it takes a village to raise a startup and as we’re huge fans of helping founders bring the best angels on their cap table from day one, this is the single greatest invention for you and investors - I suggest reading on. But imagine having 10-20 angels and having to track every signature for important decisions when it comes to fundraising, selling a company, whatever requires chasing them down - this eliminates that and consolidates into one vehicle with one person voting. Read on!!!

    Twitter avatar for @AngelList
    AngelList @AngelList
    1/ Introducing Roll Up Vehicles, a way for founders to efficiently raise from up to 250 angels with a single line on the cap table
    angellist.comRoll Up Vehicles | AngelList VentureRoll Up Vehicles allow founders to efficiently raise capital from up-to 250 accredited investors with a single entry on the cap table
    3:56 PM ∙ Mar 30, 2021
    1,437Likes242Retweets
  2. 👇🏼 Pure gold from Shreyas Doshi, Stripe

    Twitter avatar for @shreyas
    Shreyas Doshi @shreyas
    A B2B Product Management Story: on discovering problems that customers actually care about Very visual story thread👇🏾
    Image
    4:49 AM ∙ Mar 28, 2021
    5,970Likes1,648Retweets

    and the TL:DR here when doing customer discovery

    Twitter avatar for @shreyas
    Shreyas Doshi @shreyas
    The lesson
    Image
    5:04 AM ∙ Mar 28, 2021
    339Likes38Retweets

Enterprise Tech

  1. Slack thinking of what next and 💯 on importance of async communications, especially with multiple time zones - question is whether or not better filters to block out the noise

    Twitter avatar for @noah_weiss
    Noah Weiss @noah_weiss
    1️⃣ With remote work, there’s a premium on written and async communication. As some people return to the office, teams will go “hybrid remote”. It’ll be imbalanced. And even more challenging. Teams will need tools that enable inclusivity, flexibility, and connection.
    5:25 PM ∙ Mar 25, 2021
    56Likes4Retweets

    On the other other end of the spectrum is the idea of Clubhouse-like audio channels for serendipitous communications…

    Twitter avatar for @noah_weiss
    Noah Weiss @noah_weiss
    It starts with Channels. They’re a place for every project, team, and office. They should be a place for serendipitous connection. That’s why we’re building a way to instantly hop into audio discussions in channels. They easily snowball as teammates “walk by” in Slack.
    Image
    5:25 PM ∙ Mar 25, 2021
    189Likes12Retweets
  2. Amazing developer growth in India - so much more opportunity ahead

    Twitter avatar for @ericabrescia
    Erica Brescia @ericabrescia
    The growth in the community on @github in India is just incredible - it is now the fastest growing country *in the world* in terms of new devs contributing to OSS: - 1.8M new devs - 5.8M total - 7.3M new repos (⬆️81% YoY) - 1M devs opened their 1st repo
    youtu.beGitHub Satellite India 2021 - Celebrating the Developer Community in India: Past, Present and FuturePresented by Erica Brescia, COO, GitHubJoin us as we celebrate the innovation and creativity of the thriving developer community in India. Erica will share i...
    3:58 PM ∙ Mar 26, 2021
    143Likes33Retweets
  3. ServiceNow coming in aggressively into RPA space with purchase of Intellibot

    “ServiceNow is the platform of platforms for the workflow revolution, offering powerful end-to-end automation capabilities that allow customers to streamline business decisions and unlock new levels of productivity,” Kahn said in a press release. “Our customers represent nearly 80% of the Fortune 500, and the vast majority are trying to drive automation across a mix of legacy and modern applications. With Intellibot, we will extend ServiceNow’s ability to help customers connect systems so they can easily automate workflows and drive productivity.”

    ServiceNow’s buyout — its first this year — comes after Google said it would partner with Automation Anywhere to develop RPA capabilities and Microsoft and IBM snatchedup Softomotive and WDG Automation, respectively. 

  4. Don’t Settle for Less than 100% Net Retention from SMBs (Jason Lemkin)

  5. One Year of Graviton2 at Honeycomb - 🤯 read on to learn about how Honeycomb was able to see 30% price performance improvement from switching to the arm64 architecture at Amazon vs. Intel

    Traffic to Honeycomb has surged in the past year, but the expense for serving and the complexity of our services hasn’t. Graviton2 is a large part of how we do it. We proactively were able to double the number of threads (and dramatically improve the performance per thread) available to our “retriever” query engine when we switched from i3.xlarge instances to m6gd.2xlarge instances, without needing to double the cost. We’ve profiled our new Refinery sampling agent on both Intel and Arm instances for our own dogfood workload. We can wholeheartedly recommend Graviton2 given that the same size Refinery cluster runs cheaper and at higher throughput on Graviton2. Furthermore, we include support for Refinery with Honeycomb Enterprise plans, no matter which architecture you’re using.

  6. The Identity Crisis Facing Open Source Companies in the Cloud from Tomasz Tunguz - great post as always but he’s missing a 3rd path and one I would recommend, always go managed service/cloud and use Replicated (a portfolio co) to handle the on-prem using modern-on prem, still just one version of your SaaS but using k8s can also deploy for those customers who want more control

    Do you support on-premises deployments or launch a managed service (aaS)?

    This is a challenging, hand-wringing, sleepless-nights decision for many open source companies.

    On one hand, the previous generation of open source companies did start out supporting on-premises. With that strategy, they’ve built huge businesses. And for good reason. The open source user base already uses, deploys, and contributes to the project.

    On the other hand, the future is in cloud.

  7. Will we see a resurgence on consumer spending post COVID like the roaring 20s? Check out McKinsey’s framework for how to think about it - from savings to what behaviors will stick when we return to more in-person.

  8. Creator economy come to enterprise marketing - fun video from Dinginem on Dooly…

    Twitter avatar for @DoolyHQ
    DoolyHQ @DoolyHQ
    There’s a slim notetaker in all of us 🗒 🤣 **Crank up the volume and watch to the end, seriously** 🎤 1st single by Dinginem- "Without Dooly" 🎤 For the full video: bit.ly/3m7hPwA A huge thank you to everyone involved in making this absolute 🔥 video! #dooly #sales
    Image
    7:10 PM ∙ Mar 30, 2021
    10Likes1Retweet

Markets

  1. So much more room to 🏃🏼‍♂️for the ☁️

    Twitter avatar for @jaminball
    Jamin Ball @jaminball
    The power of the cloud in one simple graphic. Cloud provides a multiplier on the size of traditional markets Link for graphic: techradar.com/news/cloud-spe…
    Image
    1:03 PM ∙ Mar 26, 2021
    267Likes54Retweets
  2. FYI for those not following crypto markets…you should…has not hit enterprise yet but payments are starting to flow and it will eventually. As for me, I’ve dipped my toe in the water a few years ago as we led Blockdaemon’s first round, Heroku for blockchain, largest independent blockchain infrastructure platform connecting institutions and developers to leading networks - supporting over 20 protocols now and growing

    Twitter avatar for @Melt_Dem
    Meltem Demirors @Melt_Dem
    the crypto market is about to break $2 trillion in value 🔥🔥🔥 there are nearly 100 protocols and projects with a market cap over $1 billion 🥵🌶 in hindsight, it was inevitable. but it feels so surreal on days like this 🤯 🧡
    11:24 AM ∙ Apr 2, 2021
    1,192Likes101Retweets
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