Most prompting advice tells you to write the perfect instruction up front. For everyday business tasks, I think that's backwards. You're guessing at what matters before you've really thought it through, and you end up with a vague answer because you handed it a vague brief. Here's a simpler move: tell ChatGPT to interview you first. Instead of asking for the finished thing, add one line to your prompt: "Before you answer, ask me up to five questions that would help you give a better response." Now ChatGPT does the hard part. It surfaces the gaps: who the audience is, what the goal is, what tone you want, what you've already tried. Then you just answer in plain language. The final output gets built on real context instead of assumptions. This works best on the messy, higher-stakes stuff: a sales email, an awkward client reply, pricing for a new offer, a job description. Anything where the quality depends on details only you know. Two tips. Cap the questions. Five is plenty, or it spirals. And if a question doesn't matter, just say "skip that one." You're steering, not filling in a form. It feels slower for about ten seconds. Then the answer comes back sharper than anything a one-shot prompt would have produced. What's the last thing you asked ChatGPT for that came back generic? That's exactly the kind of task to try this on. Drop it below. Jason 🙌

You can now allow users to upload files directly in your chatbot window. This has been requested a lot, especially for support and onboarding use cases. Here’s what’s supported: JPEG (.jpg, .jpeg)PNG (.png)WebP (.webp)HEIC (.heic)PDF (.pdf)Word (.doc, .docx)CSV (.csv) Maximum file size: 10MB per file. This means your users can now: • Send screenshots when something isn’t working • Upload contracts or forms• Share product spreadsheets • Send mobile photos straight from iPhone • Provide documents for analysis You’ll find the toggle inside your chatbots appearance settings (paid plans only). Enjoy! Jason

If you've ever set up Custom Instructions, then built a GPT, then added Project Instructions and wondered "wait, which one of these is actually being used right now?", you're not alone. They overlap, they sometimes conflict, and most people end up using just one and ignoring the others. Here's the simple frame I use: Custom Instructions → tell ChatGPT who YOU are. This is the stuff that's true in every chat: your business, your role, your voice, your defaults. Set it once, forget it, every conversation benefits. GPTs → package up a specific JOB. Build a GPT when you keep doing the same kind of task (generating LinkedIn posts, drafting cold emails, summarising calls) and you want a reusable tool with its own instructions, files, and behaviour. You can share GPTs with your team or the public. Project Instructions → give ChatGPT context for ONE body of work. Use Projects when you have a chunk of work with its own knowledge base, like a specific client, a course you're building, or a launch you're running. Inside that project, the instructions and files are scoped to it. The order of override, in plain English: In a normal chat → Custom Instructions apply. Inside a Project → Project Instructions take priority over Custom Instructions. Inside a GPT → the GPT's instructions take priority. So: Custom Instructions for who you are. GPTs for what you do. Projects for what you're working on right now. Pick the level that matches the lifespan of the task and you'll stop fighting yourself. Cheers Jason West 🙌

Most people use ChatGPT to write content from scratch every single time. That's the slow way. The faster play is to create one solid piece, then use ChatGPT to repurpose it into everything else. Here's the simple version. Start with your best asset — a blog post, a long email, a webinar transcript, even a detailed voice note you've transcribed. The key is that it already contains your real thinking, not a generic outline. Then work in passes. First pass: ask ChatGPT to pull out the five to seven core ideas as standalone points. Second pass: take each idea and ask for a short social post in your voice — this is where Custom Instructions earn their keep. Third pass: ask it to draft a follow-up email that ties two or three of those ideas together. The reason this works is that you're not asking ChatGPT to be original. You're asking it to reformat thinking that's already good — and that's the job it's genuinely reliable at. One caveat: always do a read-through before anything goes out. ChatGPT will occasionally flatten your sharpest line into something safe. Your edit is what keeps it sounding like you. Hope that helps. Jason 🙌

Most people open ChatGPT, fire off a prompt, get an OK answer, and move on. The thing that quietly separates the people getting incredible results from everyone else isn't a secret prompt — it's that they spent 5 minutes on Custom Instructions and never had to repeat themselves again. Custom Instructions sits in your settings. It's two text boxes ChatGPT reads silently before every reply, in every chat. Set it up once and the model already knows who you are and how you want to be answered. Here's the 5-minute setup that actually moves the needle: Box 1 — "What would you like ChatGPT to know about you?" Drop in three things: what you do, who you serve, and what you're working on right now. Example: "I run a SaaS business in customer support automation. My audience is small-business owners and marketing teams. I'm focused on growth and content right now." Skip hobbies and personal trivia — keep it work-focused. Box 2 — "How would you like ChatGPT to respond?" This is where most people leave money on the table. Tell it the tone, the format, and the things you don't want. Example: "Be direct and concise. Skip disclaimers and preambles. When I ask for copy, give me three variations. When I ask strategy questions, push back if my thinking is weak. Use plain English, not corporate-speak." Save it, open a new chat, ask the same question you've been asking for weeks. The difference is immediate. Two things to watch out for: don't stuff it with everything you can think of (the model weighs it heavier than you'd expect, and bloated instructions make answers worse not better), and revisit it every couple of months as your work shifts. What's in your Custom Instructions right now? Drop a line or two below — happy to suggest tweaks. Jason 🙌