Grit

Grit

How Sierra Outpaced Every AI Startup | Co-founder Bret Taylor

March 9, 2026
The core challenge in building a business is fighting organizational storytelling, where success is claimed by many and failure is deflected by all, requiring founders to constantly seek the objective truth.

How Malwarebytes Is Protecting Millions In The Era Of AI Scams | Marcin Kleczynski

February 23, 2026
Marcin Kleczynski founded Malwarebytes at age 14 after infecting his family's computer, building the company into an 18-year-old enterprise that was profitable from the start through a unique donationware model.

The Truth Behind Automation Claims in Customer Support | Cresta CEO Ping Wu

February 9, 2026
Real-world automation success in customer support depends on three constraints: conversation complexity, IT infrastructure debt, and customer demographics, not just model advancement.

The Safest Dollar on the Internet | Circle CEO Jeremy Allaire

January 26, 2026
The core mission of Circle is to build an internet financial platform that facilitates a major transformation contributing to global economic prosperity by moving economic activity onto open, on-chain software systems.

Why We’re Only Using 1% of AI | Glean CEO Arvind Jain

January 12, 2026
The rapid evolution of the technology stack necessitates a mindset where anything built last year must be considered obsolete, demanding constant innovation to avoid stagnation.

The Grittiest Conversations of 2025: AI, Business & Beyond

December 29, 2025
Remaining politically neutral allows figures like David Rubenstein to effectively engage with and educate members across the political spectrum on non-partisan issues.

How Brands Stay Visible When AI Decides | Profound CEO James Cadwallader

December 22, 2025
The fundamental "front door of the internet" has shifted from traditional search engines to conversational AI interfaces like ChatGPT, creating a critical new challenge for brand visibility.

How Evan Spiegel Is Building the Future of Computing

December 15, 2025
AI is expected to accelerate the adoption of AR glasses by shifting user interaction from operating a computer to observing and monitoring AI.

The Pull to Build: Joubin Mirzadegan on Grit and Starting Roadrunner

December 8, 2025
Joubin Mirzadegan's career path, marked by intense drive and a desire to prove himself, was shaped by the contrasting influences of his disciplined mother and more permissive father.

Building Cloudflare for the Next 50 Years | Co-founder Cloudfare Michelle Zatlyn

December 1, 2025
The rapid adoption of AI is fundamentally challenging the existing business model of the web by circumventing original content sources, necessitating a new compensation structure for creators.

She Sold Her Startup for $500 Million, Here’s Her Next Idea

November 24, 2025
Brynn Putnam's ventures, including Mirror and her current company Board, consistently originate from solving a deeply personal problem that 'pisses you off,' with her focus evolving from personal fitness identity to family connection.

Synthetic Data and the Future of AI | Cohere CEO Aidan Gomez

November 17, 2025
The core insight of the seminal Transformer paper was its efficiency and suitability for scaling across many GPUs, which proved to be the dominant property for subsequent ML progress.

From Yext to Roam: Howard Lerman’s Second Act

November 10, 2025
Founding a company requires a complete lifestyle commitment, often necessitating the shutting out of many normal social activities, as highlighted by the guest on *

Rebuilding Front for the AI Era | CEO Dan O’Connell

November 3, 2025
Ten-year-old businesses face an existential crisis in the AI era, requiring leaders to "burn the boats" regarding culture and innovation to avoid becoming legacy.

ElevenLabs’ Vision for Voice Interfaces | CEO Mati Staniszewski

October 27, 2025
ElevenLabs was founded in 2022, driven by the vision that AI voice technology would fundamentally change human interaction with technology, starting with solving poor narration quality in foreign language films.

[x] 95% Faster Video Production with Synthesia | Victor Riparbelli

October 20, 2025
The future of communication is shifting from text, which stores 99.9% of current information, toward video and audio content that is as easy to create as typing.

From Idea To Impact: How Gamma Is Redefining Presentations | Grant Lee

October 13, 2025
Strong word-of-mouth and genuine product love must be established before attempting to scale, as scaling without it is a waste of time and money.

Leadership Lessons From Snowflake’s Sales & Marketing Duo | Chris Degnan and Denise Persson

October 6, 2025
The success of Snowflake's go-to-market engine stemmed from an unwavering commitment to being a customer-driven organization where sales and marketing maintained deep alignment and resolved friction internally.

The Man Who Builds for the Decade Ahead | Founder of Google X, Waymo, and Udacity

September 29, 2025
Sebastian Thrun believes that true impact comes from tackling massive, world-changing problems like autonomous driving and democratizing education, rather than being motivated by money, which he views as a distraction from productive work.

How WordPress Became a Web Giant | Automattic Founder and CEO Matt Mullenweg

September 22, 2025
The entrepreneurial journey is characterized by cycles of doubt, decline, and reinvention, not a linear upward trajectory, and these struggles are crucial for defining a founder's resilience and ultimately shaping their success.