eShares

Henry Ward, cofounder and CEO of Carta, has spent over a decade scaling his company from an early-stage startup to a 2,000-person industry leader. In this a16z Speedrun conversation with Games partner Josh Lu, Henry shares hard-earned lessons on: Hiring missionaries vs. mercenaries — and how to keep company culture intact as you scale The reality of product-market fit and why many founders try to sell too soon The evolution of a CEO — from building a product to building a system around you Inputs vs. outputs, and why companies should focus on the right leading indicators Transparency in leadership, including when (and when not) to share This episode is packed with candid insights and lessons on company building. Recorded live at the a16z Speedrun program, you can learn more at a16z.com/games/speedrun.   Resources:  Find Henry on X: https://x.com/henrysward Find Josh on X: https://x.com/JoshLu   Stay Updated:  Let us know what you think: https://ratethispodcast.com/a16z Find a16z on Twitter: https://twitter.com/a16z Find a16z on LinkedIn: https://www.linkedin.com/company/a16z Subscribe on your favorite podcast app: https://a16z.simplecast.com/ Follow our host: https://twitter.com/stephsmithio Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Stay Updated: Find a16z on YouTube: YouTube Find a16z on X Find a16z on LinkedIn Listen to the a16z Show on Spotify Listen to the a16z Show on Apple Podcasts Follow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Henry Ward

Co-founder and CEO

CartaeShares

This week, we had Carta CEO Henry Ward on to chat through the early-stage market with us.  Alex had a grip of data and a sheaf of questions, so here's what we got into: The current state of the early-stage venture capital market: From Ward's perspective, the early-stage market is in better shape than many folks think. It's the later-stages of venture capital that are the most moribund. We also riffed on the quality of startups that are raising today, and how much pain is coming for young tech companies that can't quite attract more capital. Carta's new Seed and Series A product: Carta is offering a mostly-automated method of closing early-stage rounds; we wanted to better understand the economics of the effort, and what the unicorn hopes to achieve from the work. We closed with a look ahead, and a series of fun closing questions with Ward. That's just the high-level summary. We also discussed entrepreneurship more broadly, the importance of LLCs, and even how to construct a podcast interview. Don't forget: our listener survey is back! Take a moment to let us know what you want more of, what you want less of, and how we can make this the kind of podcast you want to come back to every week. Chat soon! For episode transcripts and more, head to Equity’s Simplecast website. Equity drops at 7 a.m. PT every Monday, Wednesday and Friday, so subscribe to us on Apple Podcasts, Overcast, Spotify and all the casts. TechCrunch also has a great show on crypto, a show that interviews founders, one that details how our stories come together and more! Credits: Equity is produced by Theresa Loconsolo with editing by Kell. Bryce Durbin is our Illustrator. We'd also like to thank the audience development team and Henry Pickavet, who manages TechCrunch audio products. Learn more about your ad choices. Visit megaphone.fm/adchoices

Henry Ward

Co-founder and CEO

CartaeShares

My guest today is Henry Ward, co-founder and CEO of Carta. Started in 2012, Carta helps companies and investors manage their cap tables, equity plans, and ownership. Last year, they launched CartaX, a platform for private companies and their employees to access secondary market liquidity. Our discussion is a detailed exploration of private market infrastructure and Henry’s views on building an enduring business. Please enjoy my conversation with Henry Ward.   For the full show notes, transcript, and links to mentioned content, check out the episode page here.   -----   This episode is brought to you by Canalyst. Canalyst is the leading destination for public company data and analysis. If you're a professional equity investor and haven't talked to Canalyst recently, you should give them a shout. Learn more and try Canalyst for yourself at canalyst.com/Patrick.    -----   This episode is brought to you by Vanta. Vanta has built software that makes it easier to get and maintain your SOC 2, HIPAA or ISO 27001 reports at a fraction of the typical cost. Listeners can redeem a $1k off coupon at vanta.com/patrick.    -----   Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.    Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.   Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.   Follow us on Twitter: @patrick_oshag | @JoinColossus   Show Notes [00:02:57] - [First question] - The first key mental moment of how Carta came to him [00:05:30] - Initial thoughts on how to position Carta as a business model [00:06:47] - Historical divergence between private and public market infrastructure [00:08:33] - What a price discovery process for primary shares could look like in the future [00:11:09] - The end state Carta is trying to effect in their perfect state [00:13:29] - Why it’s so hard for private company staff to manage their illiquid wealth [00:15:45] - Lessons and challenges in the new market creation business [00:17:57] - The nature and dynamics of supply and demand in this space [00:22:45] - How Carta is mapped onto the success of its customers [00:25:27] - Deciding on what is a good idea and what isn’t when it comes to focus [00:28:07] - Describing the One of N versus N of One market frameworks and principles of this philosophy that manifests in how he runs Carta [00:32:11] - How working at Carta would differ from a payroll-type company [00:35:37] - Characterizing his leadership and management styles [00:37:57] - The types of circumstances that bring out his tough side [00:39:33] - Making hard decisions in a bottom up management model  [00:44:05] - How he spends his time while building Carta [00:45:02] - What a great product looks like to him [00:47:10] - The Systems Bible; Defining what a great team looks like [00:49:13] - What he’s learned about being great at Go-To-Market [00:51:26] - Effective ways to beat competitors and build relationship pipelines [00:53:49] - Things he likes the least about leading a company of this size  [00:55:13] - What he fears most as he thinks about the future of Carta [00:55:45] - Advice for entrepreneurs when thinking about data in modern businesses [00:58:26] - The biggest missing pieces in capital market structure writ large [01:00:17] - What’s next for CartaX and what he’ll be pushing to make it work  [01:02:10] - Lessons learned from serving venture investors  [01:04:25] - Whether or not investment banks are their competitors [01:05:18] - Public market dislocation and how long it will last [01:06:58] - The kindest thing anyone has ever done for him

Henry Ward

Co-founder and CEO

CartaeShares

Henry Ward is the Founder & CEO @ Carta, the startup that helps private companies, public companies, and investors manage their cap tables, valuations, investments, and equity plans. To date, Henry has raised over $147m in funding from some of the industries leading investors in USV, Spark, K9 Ventures and Meritech and then also leading founders including Flexport's Ryan Petersen, Transferwise's Taavet Hinrikus and Slack's Stewart Butterfield. Prior to founding Carta, Henry was Founder of SecondSight, a portfolio optimization platform for retail investors. In Today's Episode You Will Learn: 1.) How Henry made his way into the world of startups and came to found the gamechanger of cap tables and valuations with Carta? 2.) What does Henry mean by the term "executive half-life"? How does Henry determine between an exec that can scale with the company and an exec that cannot? What are the leading indicators? When weaknesses are revealed, how does this manifest itself? Does the exec open up and admit to it or does the leadership team have to be proactive? 3.) Question from Manu @ K9: As a first time CEO, what have been the biggest personal challenges for Henry in the scaling of himself? Why does Henry think it is unfair founders are given exemption from blame in scaling but execs are not? How does Henry make decisions differently now to the early days? What have been the improvements? 4.) How does Henry buck the conventional wisdom with his willingness to go after very small markets? What does the N of 1 vs 1of N rule mean here? Why does Henry believe the N of 1 markets is the most attractive? What are the core advantages to owning your market? How can founders think about insertion points? When is the right time to add additional products? How does Henry respond to the traditional notion of "focus"? 5.) Why does Henry believe most founders are afraid to put investors to work? If fundraising is, as Henry suggests "an auction process", what can founders do to optimise it? How does Henry approach the element of value creation and value extraction? How does this influence his approach to pricing? How does Henry think more tech founders can leverage acquiring services businesses and automating their processes over time? Where is the arbitrage in pricing here? Items Mentioned In Today's Show: Henry's Fave Book: The Essays of Warren Buffett: Lessons for Corporate America As always you can follow Harry, The Twenty Minute VC and Henry on Twitter here! Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.

Henry Ward

Co-founder and CEO

CartaeShares

Henry Ward is the Founder & CEO @ eShares, the No 1 cap table management platform providing equity management, 409A valuations and liquidity all in one place. They are backed by leading investors and past guests including USV, SV Angel, Spark Capital, Semil Shah, Manu Kumar, Tim Draper and Kamal Ravikant, just to name a few. Prior to eShares, Henry was Founder @ SecondSight, the first registered investment advisor to go direct to your brokerage and improve your portfolio. In Today's Episode You Will Learn: 1.) How Henry made his way into the world of startups and came to found eShares? 2.) How does Henry challenge the notion that investors should have such high fail rates? How does Henry believe investors can build a strong and sustainable portfolio without home runs? 3.) Why does Henry believe that investors will never accept market risk? How much of a role does Henry believe herd mentality plays in the VC ecosystem? 4.) How does Henry view the increasing exit horizons for startups? Is this a problem? How can we create liquidity options pre large exits? 5.) How does Henry view the role of regulation in private markets? How does this differ to public markets? What would Henry like to see change in the VC ecosystem? Items Mentioned In Today's Show: Henry's Fave Blog: Hacker News Henry's Fave Book: The Essays Of Warren Buffett As always you can follow Harry, The Twenty Minute VC and Henry on Twitter here! Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC. The Simba Hybrid. The most advanced mattress in the world. With a unique combination of two thousand five hundred conical pocket springs and responsive memory foam, it offers the perfect support for two people. A mattress that responds to you and your partner's sleeping patterns. Delivered free, with a one hundred night sleep trial, free returns and a ten year guarantee. Start your free trial at simbasleep.com Cirrus Insight is a plugin for sales pros who use Gmail and Outlook. It automatically updates activities in Salesforce so you don't have to. It was named #41 on the Inc. 500 list of fastest-growing companies, and it has more than 1,700 customer reviews on the Salesforce AppExchange. Today, it serves over 150,000 sales people across 5,000 organizations using Gmail, Outlook, iPhone, iPad, and Android. Cirrus Insight is perfect for sales, support, and success teams who want to save time, schedule 3x more appointments, track email opens and much more with Salesforce information at their fingertips in the inbox. www.cirrusinsight.com/20VC

Henry Ward

Co-founder and CEO

CartaeShares