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  1. Big Technology Podcast
  2. OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie
OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie

Big Technology Podcast · Feb 20, 2026

Box CEO Aaron Levie discusses OpenAI's $100B funding, the rise of AI agents with OpenClaw, and why AI's productivity boom is just beginning.

Software Must Be API-First to Serve Both AI Agents and Human Collaborators

The rise of autonomous agents like OpenClaw dictates that the future of software is API-first. This architecture is necessary for agents to perform tasks programmatically. Crucially, it must also support human interaction for verification, collaboration, and oversight, creating a hybrid workflow between people and AI agents.

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie thumbnail

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie

Big Technology Podcast·2 days ago

Enterprise AI Agents Require a Contained 'Blast Radius' for Safe Adoption

A critical, non-obvious requirement for enterprise adoption of AI agents is the ability to contain their 'blast radius.' Platforms must offer sandboxed environments where agents can work without the risk of making catastrophic errors, such as deleting entire datasets—a problem that has reportedly already caused outages at Amazon.

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie thumbnail

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie

Big Technology Podcast·2 days ago

AI's Business Model is a 'Productivity Tax' on Knowledge Work

Instead of merely replacing jobs, AI will act as a force multiplier on the economy. AI companies will capture value by taking a small percentage—a 'tax'—on the significant productivity gains (e.g., 30-50%) they provide to knowledge workers. This model explains how AI platform revenues can scale to hundreds of billions.

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie thumbnail

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie

Big Technology Podcast·2 days ago

AI Labs Subsidize Unprofitable Use Cases to Build Uber-Like Competitive Moats

Current unprofitability in some AI applications, like subsidizing tokens for coding, is a deliberate strategy. Similar to Uber's early city-by-city expansion, AI labs are subsidizing usage to rapidly gain market share, gather data, and build a powerful flywheel effect that will serve as a long-term competitive moat.

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie thumbnail

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie

Big Technology Podcast·2 days ago

AI Ads May Surpass SEO by Aligning Financial Incentives with User Experience

Aaron Levie suggests AI-driven advertising could provide better results than SEO-gamed search. Advertisers in an AI marketplace have a direct financial incentive to offer a good product because users will abandon a bad experience. This contrasts with SEO, where gaming algorithms with keywords is common, regardless of product quality.

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie thumbnail

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie

Big Technology Podcast·2 days ago

Box CEO: AI Market Is So Large That Competition Doesn't Hurt OpenAI's Valuation

Aaron Levie argues the AI market will generate tens of trillions in value. In this context, even with strong competitors like Google and Anthropic, there's ample room for multiple massive companies. Current competitive battles are just "little skirmishes" on the path to a much larger prize, justifying OpenAI's massive valuation.

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie thumbnail

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie

Big Technology Podcast·2 days ago

Early Anecdotes of AI-Driven Price Pressure Outweigh Formal Productivity Data

When formal data and anecdotes about AI's impact disagree, trust the anecdotes. Reports of clients like KPMG demanding lower fees from auditors due to AI are a stronger leading indicator of economic shifts than broad surveys showing no productivity gains. These isolated incidents signal the beginning of a widespread market transformation.

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie thumbnail

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie

Big Technology Podcast·2 days ago

AI Productivity Lags Because Non-Tech Roles Lack Developers' Low Adoption Barriers

The AI productivity boom is confined to tech because developers have fewer adoption hurdles. Coding is a text-only medium with self-contained context in a codebase. In contrast, roles like marketing or law require complex data setup and workflow re-engineering, slowing down the productivity gains seen in macro-economic data.

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie thumbnail

OpenAI’s $100 Billion Funding Round, OpenClaw Acquired, AI’s Productivity Question — With Aaron Levie

Big Technology Podcast·2 days ago