OpenAI adds enterprise connectors, GPT‑5.5

OpenAI released GPT‑5.5 on April 23 and is pushing ChatGPT deeper into workplace software through a growing set of connectors. (openai.com 1) (openai.com 2) The model is rolling out in ChatGPT and Codex to Plus, Pro, Business and Enterprise users, while GPT‑5.5 Pro is going to Pro, Business and Enterprise users. OpenAI updated the launch post on April 24 to say GPT‑5.5 and GPT‑5.5 Pro are also available in the application programming interface. (openai.com) OpenAI says GPT‑5.5 is built for “real work”: writing and debugging code, researching online, analyzing data, creating documents and spreadsheets, and operating software across tools until a task is finished. In OpenAI’s published benchmarks, GPT‑5.5 scored 82.7% on Terminal‑Bench 2.0 versus 75.1% for GPT‑5.4, and 78.7% on OSWorld‑Verified versus 75.0%. (openai.com) A connector is a bridge between ChatGPT and another service, so the assistant can pull in a company’s files, calendars, messages or repositories instead of relying only on what a user pastes into a prompt. OpenAI said ChatGPT can use connectors for Gmail, Google Calendar, Microsoft Outlook, Microsoft Teams, SharePoint, GitHub, Dropbox and Box. (openai.com) That changes what ChatGPT is inside a company. Instead of acting like a blank chat box, it starts to behave more like a front end for the systems where employees already keep documents, meeting notes, code and internal records. (openai.com) OpenAI paired that push with new enterprise controls, including ISO 27001, 27017, 27018 and 27701 certifications, an expanded SOC 2 report, role-based access controls and enhanced single sign-on. The company said those features are meant to let organizations enable ChatGPT more broadly without loosening internal security rules. (openai.com) The company also added a new crawler to its public bot documentation this week. OpenAI says OAI‑AdsBot visits only landing pages submitted as ads in ChatGPT, checks whether those pages comply with policy, and may use page content to decide when an ad is relevant to show. (developers.openai.com) OpenAI draws a line between that bot and its training crawler. Its crawler documentation says data collected by OAI‑AdsBot is not used to train generative AI foundation models, while GPTBot is the crawler used for content that may be used in training. (developers.openai.com) The thread running through all three changes is control over work context: models that can carry longer tasks, connectors that fetch company data, and bots that separate search, ads and training. OpenAI is making ChatGPT less like a standalone chatbot and more like software that sits on top of other software. (openai.com 1) (openai.com 2) (developers.openai.com)