ChatGPT File Upload Limit: Size & Count Caps (2026)
ChatGPT caps uploads at roughly 512MB per file, ~2M tokens for text, limited spreadsheet rows, and around 10-20 files per conversation.
OpenAI
27 posts
ChatGPT Plus Limits: Messages, Images & Voice (2026)
ChatGPT Plus costs $20/mo and gives ~160 flagship messages every 3 hours, plus separate caps on image generation, deep research, and advanced voice.
Can ChatGPT Schedule Meetings? The Honest Answer (2026)
ChatGPT can read your calendar and suggest times, but it can't reliably book meetings on its own. What works, what fails, and what to use instead.
ChatGPT Agent Mode in 2026: What It Does and Where It Stops
ChatGPT Agent mode runs on its own virtual computer — browsing, filling forms, editing spreadsheets. Here's what it can do, the monthly caps and confirmation gates, and where it stops being an assistant.
10 Best ChatGPT Alternatives in 2026
The best ChatGPT alternatives in 2026 — from rival chatbots like Claude and Gemini to assistants that actually do the work in your inbox. Honest picks, real limits, no hype.
ChatGPT Can Now Send Email — But You Still Have to Open the App
ChatGPT can now send emails without opening Gmail. It's a real step — and a revealing one. Here's what the feature does, where it stops, and what it says about where AI assistants are heading.
ChatGPT Email Assistant: What It Can (and Can't) Do in 2026
ChatGPT can write emails — and as of June 2026, even send them — but it's a prompt-by-prompt tool with real limits. Here's how to use it for email, and what an actual email assistant looks like.
ChatGPT Message Limit: Free vs Plus vs Pro (2026)
ChatGPT's free plan allows a small number of GPT-5 messages per rolling window; Plus and Go raise the cap sharply; Pro is effectively unlimited. How the rolling-window caps work in 2026.
ChatGPT as a Personal Assistant: What Works and What Doesn't
ChatGPT makes a great research-and-drafting assistant — but it's reactive, gated, and capped. Here's how to use ChatGPT as a personal assistant, and where you need one that actually does the work.
ChatGPT Scheduled Tasks in 2026: How They Work and Their Limits
ChatGPT Scheduled Tasks runs recurring and one-off prompts, reminders, and monitoring — then notifies you. Here's how it works, what it can't do, and where you need an agent that acts.
How to Use MCP Servers in ChatGPT (Developer Mode + Apps SDK)
ChatGPT MCP support is here. Step-by-step guide to enabling Developer Mode, adding custom MCP servers, and using Apps SDK integrations.
AI News Roundup: The Pentagon Blacklists Anthropic, OpenAI Raises $110B, and Apple Goes All-In on AI Hardware
The week's biggest story: the Pentagon designated Anthropic a 'supply chain risk' for refusing military AI without safety limits. Meanwhile, OpenAI closed the largest private funding round in history, Apple launched seven AI-focused products, and February set an all-time VC record with $189B in global funding.
AI News Roundup: India Hosts the Global South's First AI Summit as Hundreds of Billions Flow Into the Industry
India's AI Impact Summit draws every major tech CEO to New Delhi. OpenAI's funding round tops $100B, Reliance commits $110B, Google pledges $15B for India, and Altman and Amodei refuse to hold hands for a group photo.
AI News Roundup: AI Takes Over Super Bowl LX as Anthropic and OpenAI Trade Blows
Nearly a quarter of all Super Bowl LX ads featured AI, headlined by Anthropic's direct attack on OpenAI's ad plans. Plus: a $10B AI infrastructure deal in Australia, the EU moves against Meta, and MIT finds LLM rankings are shockingly fragile.
AI News Roundup: Anthropic and OpenAI Drop Flagship Models Minutes Apart as Big Tech Commits $650B to AI
Claude Opus 4.6 and GPT-5.3-Codex launch in a historic head-to-head, Anthropic's Cowork plugins trigger a $285B SaaS market rout, and the four tech giants pledge $650 billion in AI spending for 2026.
AI News Roundup: OpenAI Launches Frontier Enterprise Agent Platform as OpenClaw Security Crisis Deepens
OpenAI unveils Frontier to connect enterprise AI agents across vendors, while 341 malicious skills discovered on ClawHub spawn a rush for lightweight alternatives.
AI News Roundup: Claude's Legal Plugin Triggers $285 Billion Stock Rout as Sonnet 5 Looms
Anthropic's legal AI tool sends software stocks into freefall, Claude Sonnet 5 leaks surface ahead of an apparent Super Bowl week launch, and Nvidia prepares to pour $20 billion into OpenAI.
AI News Roundup: SpaceX Swallows xAI in $1.25 Trillion Mega-Merger
SpaceX and xAI merge to create the world's most valuable private company, OpenAI launches a standalone Codex desktop app, and a major international AI safety report warns that safeguards aren't keeping up.
AI News Roundup: OpenAI Retires GPT-5 as Microsoft Walks Back Its AI Overload
OpenAI phases out GPT-5 and GPT-4o ahead of GPT-5.2 dominance, Microsoft retreats from aggressive Windows 11 AI integration, and a WashPo investigation reveals how Grok became a porn generator.
AI News Roundup: DeepMind Open-Sources AlphaGenome as Amazon Cuts 16,000 Workers in Bungled Layoff
Google DeepMind releases AlphaGenome source code to nearly 3,000 scientists worldwide, while Amazon's 'Project Dawn' layoffs leak hours early. Microsoft and Meta report earnings as $100B+ AI infrastructure investments face scrutiny.
AI News Roundup: Anthropic Doubles Fundraise to $20B as Gemini 3 Flash, Kimi K2.5, and OpenAI Prism All Launch on the Same Day
Anthropic targets $20B at a $350B valuation, Google's Gemini 3 Flash outperforms its own Pro model at a fraction of the cost, Moonshot AI open-sources a 1-trillion-parameter model, and OpenAI bets on AI for science.
AI News Roundup: South Korea Makes History with World's First Comprehensive AI Law
South Korea becomes the first nation to enact comprehensive AI legislation, Deutsche Bank warns 2026 is 'make or break' for OpenAI's $17B burn rate, DeepMind hires Chief AGI Economist, and half a billion in AI funding closes in 48 hours.
AI News Roundup: Anthropic's $25B Raise at $350B Valuation Shatters VC Norms
Sequoia breaks precedent to back Anthropic alongside OpenAI and xAI, Davos 2026 shifts from AI hype to practical adoption challenges, OpenAI confirms ChatGPT hardware device for 2026, and shadow AI becomes enterprise security's biggest headache.
AI News Roundup: OpenAI Launches $8 ChatGPT Tier with Ads, Musk Trial Set for April
OpenAI introduces ChatGPT Go subscription with upcoming ads, judge rules Musk v. OpenAI fraud trial will proceed with potential $50B+ damages, Anthropic nears $350B valuation, and DeepMind CEO says China is 'months' behind in AI.
AI News Roundup: Apple Picks Google's Gemini to Power Siri's AI Future
Apple announces historic partnership with Google for Gemini-powered Siri, Pentagon deploys Grok alongside Google AI, and the healthcare AI arms race intensifies with multiple product launches.
AI News Roundup: OpenAI Launches ChatGPT Health as 230 Million Users Seek Medical Advice Weekly
OpenAI enters healthcare with ChatGPT Health, Google and Character.AI settle landmark teen suicide lawsuits, NVIDIA unveils Rubin platform at CES, and Stanford's SleepFM predicts 130+ diseases from one night's sleep data.
AI News Roundup: SoftBank's $40B OpenAI Bet and the Year's Biggest Deals
SoftBank completes history's largest private funding round, Meta acquires Manus for $2B+, and a look at the regulatory landscape as 2025 closes out.