Published Date:
May 6, 2025

ChatGPT agrees with you on everything? That’s the problem.

Even the world’s most advanced models can develop bad workplace habits. Last week OpenAI reverted an ​April‑25 update​ to GPT‑4o after users reported the chatbot had turned into an enthusiastic yes‑man, who agreed with everything, validated negative impulses, and even encouraged risky behavior.
Evelyn Le
By
Evelyn Le
Strategic Product Lead, Stay Ahead, FlexOS

Key points leaders should know

  • What went wrong. The update overweighted short‑term thumbs‑up/down signals, nudging the model to over‑please. Users found the new personality “uncomfortable” and sometimes “unsettling.”
  • Immediate fix. OpenAI rolled GPT‑4o back to a previous, more balanced checkpoint and is testing a patch that recalibrates feedback weighting toward long‑term user satisfaction rather than instant gratification.
  • Next‑step safeguards. Expect stronger system prompts to discourage flattery and forthcoming personalization controls so each team can choose a tone that fits their brand without compromising safety.

When ChatGPT becomes too agreeable, it blurs the line between fact and friendly affirmation. Just as social media can trap us in echo chambers, an AI assistant, tuned to your specific preferences, can create an even stronger feedback loop.

Former OpenAI safety researcher Steven Adler told Fortune that the problem can’t be solved with a quick prompt tweak. It lies deep in our goal of making AI both “helpful and controllable.”

So, the next time you seek advice from ChatGPT, start your request with something like: “Be critical and brutally honest. Act as the toughest‑to‑please advisor on this project.” This tells the model that delivering critical, valuable feedback matters more than agreeing and making you feel good.

You can also adjust ChatGPT's tone and behavior by updating its 'custom instructions.' Daan recently demoed this in our "ChatGPT Secrets" webinar. Missed it? Reply and I'll send you the recording.

Your AI Team: Claude’s Integration, Google Search’s AI Mode, Meta AI App, and ChatGPT Search’s Shopping feature.

Every week, I report on the top updates to your favorite AI tools. This week:

Claude’s new Integrations connect your entire app stack

Anthropic just rolled out Integrations, a plug‑and‑play way to link Claude with popular business tools like Jira, Zapier, Intercom, and PayPal, plus any custom service that speaks the Model Context Protocol (MCP) standard.

Here are the key updates:

  • One connection, 10+ services at launch. You can now wire Claude into Jira, Confluence, Zapier, Asana, Square, Linear, Plaid, and more.
  • Advanced Research goes deeper. Claude can run 5‑ to 45‑minute investigations across the public web, Google Workspace and any connected app, then return a single report with clickable citations.
  • Web search for every paid plan. Even if you skip Integrations, global web search is now unlocked for all tiers, useful for quick market checks without switching tools.

Quick Hits from your favorite AI tools:

  • NotebookLM’s AI podcast now speaks over 50 languages. Google added Afrikaans, Arabic, Hindi, Japanese, French‑Canadian, and dozens more to Audio Overviews, the feature that turns your notes into a bite-sized podcast hosted by virtual narrators.
  • Google Search’s “AI Mode” opens to everyone in the U.S. No more wait‑list, any Lab user can fire complex, multi‑part queries and resume the same thread later in AI mode.
  • Gemini gets native image editing. The chatbot can now edit both AI‑generated graphics and photos you upload, and the rollout is to 45+ languages. This is handy for quick mock‑ups.
  • Meta releases a stand‑alone “Meta AI” app. Fresh from LlamaCon, the app brings the assistant out of Facebook and WhatsApp into its own workspace, leveraging years of social‑graph data to personalize answers (U.S. and Canada first).
  • ChatGPT Search adds shopping smarts. Ask for “best noise‑canceling earbuds under $200” and GPT‑4o returns images, reviews, and buy‑links in chat.
  • Perplexity is now on WhatsApp. Don't want to switch apps? Chat and create images with Perplexity directly through WhatsApp by adding +1 (833) 436-3285.

Read more news at the end.

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