OCTOBER 14, 2025

• PromptCraft: 10 Prompts to Stop ChatGPT from Always Agreeing with You; Plus, Find Your Skills Gap and Learn How to Negotiate Bills and Contracts
• NewsDive: 6 Ways to Get Better at AI Jailbreaking​
• THE HEADLINES: Student Sues School Over AI Plagiarism Claim; Sora Hits 1M Downloads in Record Time; ABB Joins NVIDIA on AI Data Centers; Nano Banana Coming to Photos, Search, and NotebookLM; DC Comics Issues Permanent Ban on AI
• Tool Spotlight: PromptSignal Tracks Your Brand Across AI Results

10 Prompts to Stop ChatGPT from Always Agreeing with You; Plus, Find Your Skills Gap and Learn How to Negotiate Bills and Contracts

• ​PhD-level contract/bill negotiation prompt chain: A seven-step chain for analyzing terms, researching comparables, drafting proposals, anticipating objections, role-playing negotiations, and finalizing strategy. Fill in contract type, key points, desired outcome, and constraints, then run each step separately for clearer, more persuasive negotiations.
• ​Ten prompts to stop ChatGPT’s auto-agreement: Actionable techniques—Critical Counterpart, Red Team, Peer Reviewer, Cognitive Bias Detector, Devil’s Advocate, Two-Brain Review, and more—to shift ChatGPT from polite mirroring to rigorous evaluation. Includes example phrasings and a key add-on: “Avoid agreeing automatically unless the reasoning is sound.”
• ​Skill Gap Sleuth — career development CRISPY prompt: A structured prompt (Context, Role, Instructions, Specifics, Parameters, Yielding) that identifies high-impact skill gaps, ranks them by urgency, and returns a focused learning plan with resources and timelines. Designed to separate critical capabilities from nice-to-have skills.

Bypassing AI Content Filters: How to Do It, and Why It’s Worth the Effort

Plus 6 Ways to Get Better at It!

If you’re a regular Sora user — or you know one — then you’ve probably heard about the content restrictions now in place.

When the app first dropped, it was a free-for-all of SpongeBob deepfakes and other interesting riffs on pop culture.

But around day three or four, the fun (seemingly) came to a screeching halt. OpenAI tightened the restrictions, and pretty soon, it was a vast sea of, “This content violates our standards” messages.

It was like the early days of ChatGPT all over again.

Here’s the Frustrating Part

You don’t need to have anything nefarious in mind to get caught up in the obstacle course.

Most of the books we read, shows we watch, and even life in general can trigger the filters of Major AI players like Google, Anthropic, and OpenAI.

Doesn’t matter if you have legitimate use-cases or not.

“I can’t help you with that.”

That’s really frustrating to hear when you’re paying $20 or even $200 or more per month. You’re a consumer being hall-monitored by the very product you’re paying for!

I Get Why the Filters Are There

Society is litigious. People often like to blame companies for the poor decisions that they or their loved ones make.

And just in an effort to be a good corporate citizen, there’s value in taking on the responsibility of a user’s mental health.

Offering controls where the user cannot control themselves.

Nobody wants to make bombmaking easy for a disturbed individual or give someone plotting a mass shooting helpful tips for how to pull it off.

I get that.

But sometimes, it’s too much.

Need help plotting your murder-mystery? Sorry, can’t help you with that.

Studying for a history test that deals with the Civil War or 9/11? Nope, too many people died. We’re cutting you off.

As “smart” as these systems supposedly are, they aren’t very good at recognizing when potentially triggering content is perfectly legitimate and harmless in context.

That’s When Bypassing AI Content Filters Becomes Important

I work in law enforcement. I’m not a detective, but many of my friends and colleagues are. I see daily what they deal with.

Rows of filing cabinets with thousands and thousands of pages of documents that likely possess evidentiary value for solving the many cold cases piled up in 140 years.

Expecting anyone to make progress on these cases and investigate modern complaints is far-fetched. But, with AI, we have a tool that can ingest the full catalog and offer a searchable, chat-able interface.

However, applying content filters makes the technology useless. How are you going to find any suspects when you can’t discuss the act or details of a murder to begin with?

I share this example because it’s near to me, but I know there are dozens of other legitimate use-cases across other industries.

How do you fight fraud if you can’t talk about fraudulent tactics? How do you steer clear of malware if you can’t discuss the threats?

I’m sure you all can think of a useful need to bypass AI content filters in your own industries.

​CHECK OUT THE REST ON MEDIUM​

HIGHLIGHTS: Student Sues School Over AI Plagiarism Claim; Sora Hits 1M Downloads in Record Time; ABB Joins NVIDIA on AI Data Centers; Nano Banana Coming to Photos, Search, and NotebookLM; DC Comics Issues Permanent Ban on AI

1. ​OpenAI and Broadcom announce strategic collaboration to deploy 10 gigawatts of OpenAI-designed AI accelerators​
2. ​Salesforce Investing $15B in San Francisco, the World’s AI Capital​
3. ​Anduril’s EagleEye Puts Mission Command and AI Directly into the Warfighter’s Helmet​
4. ​Equity threatens mass direct action over the use of actors’ images in AI content​
5. ​Brookfield and Bloom Energy Announce $5 Billion Strategic AI Infrastructure Partnership​
6. ​ABB to develop next-generation AI data centers with NVIDIA​
7. ​Nano Banana is coming to Google Search, NotebookLM, and Photos.​
8. ​California governor signs law to protect kids from the risks of AI chatbots​
9. ​Nvidia’s AI empire: A look at its top startup investments​
10. ​Even after Stargate, Oracle, Nvidia, and AMD, OpenAI has more big deals coming soon, Sam Altman says​
11. ​Thinking Machines Lab co-founder Tulloch departs for Meta, WSJ reports​
12. ​US companies’ profit growth seen as softer, spotlight on AI spending​
13. ​Samsung set for highest Q3 profit in three years as AI demand lifts chip prices​
14. ​OpenAI’s Sora has already hit more than 1 million downloads​
15. ​Netanyahu posts an AI image of Trump winning Nobel Peace Prize​
16. ​Top Democrat demands Medicare insurers disclose uses of AI in care​
17. ​U.S. Senate passes bill that forces AI chipmakers to prioritize sales to American companies — House now set to amend or pass legislation​
18. ​Apple is reportedly acquiring computer vision startup Prompt AI’s team and technology​
19. ​OpenAI, Sur Energy weigh $25 billion Argentina data center project​
20. ​A student is suing the university over an AI plagiarism accusation​
21. ​Expert says AI-generated image of missing four-year-old Gus is concerning but not surprising​
22. ​Bank of England warns of growing risk that AI bubble could burst​
23. ​Elon Musk’s xAI hires Nvidia experts to develop advanced ‘world models’​
24. ​Meta wants devs to speed up metaverse building with AI​
25. ​TSMC Q3 profit expected to soar 28% on AI spending boom​
26. ​Musk’s xAI nears $20 billion capital raise tied to Nvidia chips, Bloomberg News reports​
27. ​Governor Hochul Announces Artificial Intelligence Training Pilot Program for New York State Employees​
28. ​China tightens checks on Nvidia AI chips at major ports, FT reports​
29. ​Police are asking kids to stop pulling the AI homeless man prank​
30. ​Reba McEntire Claps Back at Dolly Parton AI Photos, Saying They’re ‘Too Young to Die, Too Old for Babies’​
31. ​DC Comics won’t support generative AI: ‘not now, not ever’​
32. ​The AI Boom Has a Copper Problem. Are Microbes the Solution?​
33. ​Google launches Gemini Enterprise AI platform for business clients​
34. ​AI drones are America’s newest cops​
35. ​Introducing Amazon Quick Suite: your agentic AI-powered workspace​
36. ​Rishi Sunak takes advisory roles with Microsoft and AI firm Anthropic​
37. ​Global financial watchdogs to ramp up monitoring of AI​
38. ​Ready or not, enterprises are betting on AI​
39. ​Gen Z faces ‘job-pocalypse’ as global firms prioritise AI over new hires, report says​
40. ​Scientists Turned 300,000 Litter Box Visits into an AI-Powered Cat Health Monitor​

PromptSignal Tracks Your Brand Across AI Results

PromptSignal shows how your brand appears in AI answers and turns that visibility into a measurable channel. It tracks mentions, rank, sentiment, and overall visibility, reveals the sources LLMs cite, and delivers weekly, prioritized recommendations to improve your presence.

Coverage spans leading models (e.g., OpenAI, Anthropic, Gemini, Perplexity, xAI, DeepSeek, Mistral, Llama) with daily updates so teams can monitor shifts over time. You can also benchmark against competitors and use the insights to refine content and positioning across assistants—not just search.

Learn more: https://www.promptsignal.ai​

​Read All mAIn Street Back Issues Here​

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