# David Cancel

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David Cancel: Lessons from HubSpot, Drift, and Beyond

In this episode of the Startup CEO Show, host Mark MacLeod sits down with David Cancel, a five-time founder and tech industry veteran, to explore the secrets behind building successful startups. David shares invaluable insights from his experiences founding companies like Performable and Drift, as…

144: David Cancel’s passion fuels Drift

Marketing Today at the Adobe Summit in Las Vegas  The 2019 Adobe Summit took place March 26–28 in Las Vegas, gathering everyone from advertisers, content managers, and analysts to marketers of all stripes: digital, social, e-commerce — you name it. Marketing Today was there for all three days of th…

SaaS Momentum, Servicing Demand, & Why Amazon Bought WholeFoods

We cover a lot in this episode of Bootstrapped Web. We give our listeners an update on both companies’ progress and we discuss some exciting news in the startup world. Brian shares some of the goals he has for Audience Ops in the near future. Jordan has an awesome story to share about his new VIP c…

The Only Authenticated Episode Ever – Featuring Drift’s David Cancel

In this special crossover episode, John Barrows is joined by Doug Landis and Jen Allen-Knuth for the one and only recorded session of a pilot project called Authenticated—a podcast experiment designed around unscripted, authentic conversations with inspiring leaders.The guest? None other than David…

Escape the B2B Content Desert: Creating Social Media That Resonates

When was the last time you genuinely enjoyed reading B2B content on social media? For most of us, our feeds are filled with product announcements, feature lists, and corporate updates that fail to capture attention or spark real conversations. If you're responsible for your company's social media, …

Become A Learning Machine

You can usually tell in the first few minutes of a podcast how well it’s going to go.  So when David Cancel, CEO of Drift, answered my first question around learning with “Yes, this is my obsession…” I knew I was in for a good one.   I mean, how often do you hear that someone’s obsessed with learn…

#105 – How To Persevere & Be A Learning Machine | Masterclass: David Cancel, Mario Armstrong, JT McCormick

This week, we're bringing you another masterclass. This is a mash-up of three of our most popular episodes of all time - all with a focus on perseverance and being a learning machine. For the first few minutes, I read this article from the top 20 takeaways that famous investor Byron Wien has had…

IAM2536 - Serial Entrepreneur Creates Hyper Growth Products and Product Teams

David Cancel is a seasoned entrepreneur, author, and technology leader best known as the founder and Executive Chairman of Drift, the leading platform for conversational marketing and sales.    With a career spanning five successful startups, including Performable, Compete, and Ghostery, David has …

Why Businesses Are Rejecting the AI They’ve Asked For: Agency CEO Elias Torres

Elias Torres has been building AI systems since 1999, from chatbots at IBM to co-founding Drift and now Agency. He believes businesses are caught in an expectation mismatch—demanding AI while rejecting it due to imperfection anxiety. Drawing from his experience scaling HubSpot, Elias explains why h…

Why a $1.2B exit felt like his biggest failure, and the customer-obsession thesis behind Agency

A $1.2 billion exit is the dream. Elias Torres calls it his biggest failure. The Drift co-founder joins Sophie Buonassisi on GTMnow to unpack why the headline number felt hollow, what he learned in the quiet stretch afterward, and why he jumped straight back in to build Agency, an AI company that r…