On The Frontier

Cloudflare has retained exceptional talent, continued shipping products at a rapid scale even as they’ve grown to a $80B+ valuation, and are positioned as a leading developer platform for the agentic era with Workers. One of the key individuals who has guided this effort has been Dane Knecht, CTO at Cloudflare and the first PM hired when < 20 employee. Before being CTO, Dane was directly responsib...

A huge challenge coming to the exponential growth of AI agents is security and auth. Enterprises will have challenges adopting agents in critical workflows without these. There’s a race to solve this problem and today we’ll hear from one of the largest identity security companies leading the charge. Arnab Bose is the Chief Product Officer of Okta Platform and previously was VP Product at Salesforc...

Large tech companies have been rapidly embracing AI. Amazon in particular has been innovating rapidly with many recent announcements (Nova, Tranium 3, Bedrock Agents, & more), this episode dives into Amazon Q and Agentic AI at Amazon / AWS. Anoop Deoras is the Director of AWS Agentic AI and previously was a Principal Technologist at Netflix. In this episode we dive into the following areas: * The...

For those who are interested in how AI is impacting workflows of teams across industries, this is the episode for you. Eoin Hinchy is the CEO & Founder of Tines , a workflow builder for security-minded teams. He was previously the Sr Director of Security for Docusign and practiced security engineering at many others startups and corporations previously. In this episode we dive into the following a...

For anyone who’s interested in a recurring podcast that covers the Enterprise news from the past few weeks, this is the episode for you. In this episode, Ron Miller (Editorial Director, Boldstart) & Shomik Ghosh (Partner, Boldstart) dive into key Enterprise Software news from the 2 weeks prior. This is the first such episode and we’d love to hear your thoughts! Please let us know if you’d like to...

This episode is for whomever is interested in data workloads for AI particularly event streaming and how those will be used in AI model training and inference. Andrew Sellers is the Head of Technology Strategy at Confluent. He was previously CTO at QOMPLX and CTO of the US Air Force Academy. In this episode, we dive into technology in the government and what changes for event streaming in the cont...

This episode is for whomever is curious about diving deep into AI Security and how CISOs think about it within internal and external workflows. Ty Sbano is the CISO of Vercel, the leading web experience hosting and deployment platform. He was previously CISO at Sisense and previously Sr Director of Security at Lending Club, Target, and Capital One. I’m also joined by Emilio Escobar , CISO of Datad...

This episode is a fit for anyone who’s interested in how to drive best of breed growth at companies like Spline AI, Canva, and many others. Caroline Mack is COO of Spline . Caroline previously was a Growth lead at Canva and worked in product & growth at companies like Tencent, DocuSign, Google, and TripAdvisor. In this episode, we cover tactical learnings about growth in the application layer and...

For anyone who’s been curious about what AI Agents are, what they will do, and current deployed use cases at large enterprises, this is the podcast for you. Joao Moura is Founder & CEO of CrewAI, the leading multi-agent platform. He previously was Director of AI Engineering at Clearbit which was acquired by Hubspot. I’m also joined by my colleague Eliot Durbin at boldstart ventures. We are fortuna...

For any founders or managers navigating go-to-market, strategy and org structure, this is the episode for you. Ryan Denehy is Founder & CEO of Electric AI, a leading SMB IT management platform. He previously founded two companies: Royalty Media (sold to USA Today) and Swarm (sold to Groupon). Ryan is never afraid to share detailed advice from his own journey and also from advising/investing in oth...

This episode is for builders experimenting in AI. We dive deep into technical aspects of agent based workflows, data models, and interesting new fundamental research. Madhav Singhal is a lead AI researcher at Replit focused on the frontier of what AI can enable for Replit users. In this episode, we dive into specific applications of models across code generation, testing, programming languages and...

This episode is perfect for those interested in tactical advice from seed stage to IPO around marketing tactics and sales compensation. Meghan Gill is SVP Sales Operations & Sales Development at MongoDB. She previously joined as employee #8 and has scaled with the org over the past 15 years. In this episode, we cover tactical learnings about early and scaled marketing & sales compensation approach...

For those curious about the $25B valued business of Canva, this episode is the deep dive you’ve been waiting for. Sandy Kory is the Founding Partner of HorizonVC, an early stage VC fund, and an angel investor in Canva. In this episode, we cover everything about the company. How it scaled to $2B ARR growing 50-60% while being cash flow positive, it’s unique product and go-to-market motion, and how...

For those interested in learning about how tech powers capital markets and how enterprises approach digital transformation, this is the episode for you. Sid Bala is the CIO of Data & Analytics at BNY Mellon. He is also Head of Public Cloud at the bank. In this episode, we chat about how to approach enterprise scale transformations & architecture and taking a portfolio approach to using new and exi...

For those interested in learning about OneTrust (last valued at $4.5B), this is the episode for you. Kumar Gautam is a Partner at Sands Capital, a multi-strategy asset manager where he focuses on the late stage venture practice. In this episode, we do a deep dive into OneTrust , the ~$500M ARR business that is scaling rapidly in the data privacy, trust & GRC space. We cover all the aspects of the...

This episode is a great balance of the high level impact of AI & Cloud on enterprise use cases and detailed tech deep dives behind how they’re powered. Whether you’re a CIO, Founder, or IC, there’s stuff in here for everyone. James Barney is Director of Cloud Platform Engineering at Ally Financial. He previously was a data engineer at Accenture and Lowe’s. In this episode, we cover how Ally as a d...

The most important trend powering AI is semiconductors and that trend is not slowing down anytime soon. We need to understand what is happening at the semiconductor level to be able to project forward what we think will occur in AI. This episode is the best way to learn what’s ahead of semis. Doug O’Laughlin is the first 2nd time guest on Software Snack Bites! He is the Founder of Fabricated Knowl...

We hear about hackers all the time but very rarely get a glimpse into the world of what they actually do when exploiting applications. Douglas Day is a top grossing hacker on the HackerOne platform and a Senior Security Engineer at Elastic. In this episode, we dive into all things bug bounties and ethical hacking. How does Douglas find entry points, differences between defensive and offensive secu...

Scaling companies is incredibly difficult but at each stage the building blocks need to be set in place properly. Charles Zedlewski has been COO, GM, and a product leader at companies like Temporal, Cloudera, and SAP. In this episode, we cover what the COO & GM roles do, stories from early Cloudera days especially around figuring out what products to sell and pricing and packaging. We cover hiring...

For those interested in the future of autonomous software testing & code generation, this is the episode for you. Itamar Friedman is Co-Founder & CEO of Codium AI. He previously was Head of AI at Alibaba Israel and a founder of multiple startups before that. In this episode, we cover why Prompt Engineering is shifting into Flow Engineering . We dive deep into the areas of software verification and...

For anyone interested in developer tooling, you won’t be able to find better analysis than the Redmonk team and this pod goes in depth into trends, analysis, and AI’s impact on coding. James Governor and Kate Holterhoff are analysts at Redmonk , the developer focused analyst firm. They have been doing analysis of open source tooling and developer trends since 2002 when the firm was founded (20+ ye...

All of us as knowledge workers are interested in improving our time management. This episode is packed with tips from a founder who breathes this with the product everyday. Matt Martin is the Co-Founder & CEO of Clockwise and previously an Eng Manager at Salesforce through the RelateIQ acquisition. In this episode, we discuss time management tips and calendar optimization. We dive into research be...

As much as we talk about company building and technology trends on this podcast, one of the most essential aspects of entrepreneurship is maintaining your health. High performance comes first form taking care of your body, mind, and lifestyle to drive clear decision making. Ben Canning is the Founder of We Hack Health and a trainer to founders & employees across the tech and cybersecurity ecosyste...

Given all that’s happened in the year since this first aired (March 2023), replaying this for everyone to understand what is happening within the Semiconductor space, the different players, why Nvidia is set up to dominate (Doug predicted this well before that 1st epic quarter), and much more. Since this episode aired, Nvidia is up 2.6x! Doug O’Laughlin is the Founder of Fabricated Knowledge, one...

For those excited about Open Source, data, and understanding Facebook’s high performance culture, this is the episode for you! Nick Schrock is the Founder of Dagster Labs and previously Co-Creator of GraphQL while at Facebook. In this episode, we discuss how Facebook maintained a culture of urgency and decentralization. Nick dives into the problem solved behind GraphQL’s creation and how the produ...