At boldstart, we have always been big believers in the idea of “what can be shifted left to developers, will be shifted left.” This includes investing on day one in companies like Snyk (shifting security ⬅️), Slim (container optimization), and many others. We also believe that with the complexity of microservices and containers, that a ton of opportunity still remains to help developers and teams be more productive; coding, testing, integrating, troubleshooting, automating, and deploying applications. …


At boldstart, we love to partner on day one with founders reinventing the enterprise software stack. Our north ⭐️ is always focused on investing in product obsessed founders reimagining existing applications or inventing new categories. The CRM space is one such category where we have all experienced pain updating applications (at Boldstart we are particularly egregious offenders here 😀 and normally avoid doing so until the last minute), losing knowledge transfer and shared context in the process. Imagine using a product that made this experience actually enjoyable? …


L to R, T to B, Ed Sim, Max Heald, Jennifer Moy, Charlotte Chapanoff, Eliot Durbin, Shomik Ghosh, Ellen Chisa, Natalie Ledbetter

I fear not the man [or woman] who has practiced 10,000 kicks, but I do fear the man [or woman] who has practiced one kick 10,000 times. -Bruce Lee

At boldstart, everything we do — how we think, how we partner, how we operate — is built around helping technical founders with an idea become CEOs of the world’s best enterprise companies. This is our one kick and after 10,000 repetitions a decade later, we are only getting better at leading pre-product rounds and helping mission driven founders go from idea to category creation.

Through specialization of stage (day one…


Developer efficiency is one of our core focus areas at Boldstart Ventures. With every enterprise becoming a software company, developer productivity is directly linked to product innovation, increased revenue, and decreased costs. Within that framework, our belief is that the more that can shift ⬅️ to developers and get abstracted away so developers don’t need to know infrastructure and DevOps, the faster an organization will move. While we’ve made many investments in the shift ⬅️ movement, we’ve been surprised that there has been little innovation at the container level, a core atomic unit of a developer’s output, besides Docker. …


Photo by Johannes Plenio on Unsplash

2020 Recap

Welcome to our annual boldstart recap and thoughts/predictions for next year. While it was a grim and challenging year for so many reasons, we are 🙏🏼 that enterprise tech contributed to making our lives slightly better as it helped ease the abrupt transition to a work from home world and powered much of the infrastructure for work, home, and play. Fortunately these were many of the areas we were investing in during the last 10 years and 2020 ended up being a special year for boldstart. …


(summary of tweetstorm here)

1/ cleaning out my desk

Before SaaS, we had the ASP (application service provider) market, found this from August 1999 where I’m quoted in @Infoworld talking @LivePerson

Can’t believe how far we’ve come, yet in many ways things didn’t change much, just got WAY MORE EFFICIENT


At boldstart, we love nothing more than to partner on day one with technical enterprise founders solving super hard problems. At the heart of Cape Privacy is Gavin Uhma’s, co-founder and CTO, vision to safely use all of the world’s encrypted data for industry advancement and social good. Imagine a world where data sharing for vaccine development, counterterrorism, and anti-fraud is no longer limited by trust, as Cape Privacy not only provides the collaborative platform to easily enable this, but the core technology to train and run machine learning models on encrypted data. We’re thrilled to finally announce our investment…


Over the last 10 years, we’ve witnessed the exponential growth of data along with billions of dollars spent on data lakes, warehouses, and analytics to store and make sense of this. Despite this massive investment in infrastructure and focus on AI, much of this data is still siloed and hard to access. Meanwhile the need to share, collaborate and even monetize this data and the commensurate AI models has only increased as customers, suppliers, and partners are increasingly reliant on fast access to make critical business decisions. That’s why we’re thrilled to announce our seed investment in Harbr, a platform…


At boldstart, we love to partner with technical enterprise founders on day one and have been incredibly excited about the idea of abstracting infrastructure and making it easier for everyone in an organization to use. Continuing that theme from our recent investment in Spectro Cloud (k8s), we’re super excited to announce our investment in env0, the first self service cloud management platform to help teams manage their environments using Infrastructure-as-Code in any cloud. …


At Boldstart, we love to partner on day one with technical founders reinventing the enterprise stack. Headquartered in NYC, home to 73 Fortune 500s, we often hear how every legacy corporation is a technology company in disguise. As these enterprises continue their move to the cloud and deploy containers in production, kubernetes is fast becoming the default management and orchestration platform. …

Ed Sim

@boldstartvc day one partner + true believer for enterprise Infrastructure/SaaS founders

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