Hey friends - if you're tired of AI productivity tips that go out of date almost immediately, these six are for you. I've used every major AI tool since ChatGPT first came out, and the techniques that actually last are the ones I've taught at Google, PwC, and Stanford.
Put simply: you get better results from ChatGPT, Claude, or Gemini when you waste fewer tokens, do less work by hand, and teach the AI how you like to work.
AI wastes A LOT of time and tokens when you upload a PDF, because it processes the page layout along with the text. A Markdown file strips out the formatting, so the AI gets straight to the information.
If you want to skip that manual step, just ask the AI to save just the parts of the guide that apply to you as Markdown. My file came out over 90% smaller, so that’s what the AI reads for future tax questions. Here’s the full walkthrough, prompt included.

Rule of thumb: give AI the plain-text version of any file that's mostly text, like Markdown instead of a Word doc, or a CSV instead of a messy Excel file full of merged cells.
Say you’ve got a hundred files in a folder, including interview notes, survey results, and screenshots. Without a map, the AI wastes time and tokens opening every file just to find the right ones, so have it read the folder once and build an index instead.
Try this prompt:
Read every file in this folder once, including the screenshots, and create INDEX.md. For each file, list its location, a one-sentence description, and when to use it.
Now when I ask about the most common customer complaints, the AI checks INDEX.md first, finds the interview notes with negative sentiment, and only reads those. It works for any big collection of files, like thousands of receipts for an expense claim.

A lot of you have asked whether text expanders are still worth it now that Skills exist. Use a text expander for prompts you tweak before sending, and Skills for multi-step tasks that should run the exact same way every time.
gptrephrase to paste a prompt for three clearer, more conversational versions. Another shortcut leaves the model name blank so I can fill it in before sending./inbox-triage, and when a new model drops, I can ask the AI to update the Skill itself.
I use the paid version of Alfred, and free alternatives include Raycast for Mac and Beeftext for Windows.
Most of us "one-shot" our tasks, and with today's models that's usually fine for low-stakes work. But for high-stakes requests, research from Google, Anthropic, and OpenAI all agrees that getting the AI to clarify the goal and plan the work first can drastically improve the output.
The Intent Check is the simplest way to do this: have the AI repeat your underlying intent and propose a plan before it does any work.
For example, I gave the AI the same task twice: Recommend one wedding planner agency based on proposals from three separate agencies. The only difference between the two tasks is the "intent check" prompt.
The final weighted scorecard showed exactly how the AI reached its recommendation, so I could check the criteria and weights against my own preferences.

Here's the prompt (add it after an important request, with the relevant files attached):
Review all attached materials and the full context of my message, even if the information is rough, fragmented, or unfiltered. Repeat my underlying intent back to me and propose a plan of action for my review. Keep the plan proportionate to the goal.
Most apps have two entrances: the interface we log into and click around, and a separate entrance built for software, called an API. AI can now write the code that second entrance needs, so you can give your AI an API key and describe the change you want in plain English.
I used to pay a freelancer for anything Ghost’s settings couldn’t handle. To replace the kinda ugly carousel on my newsletter page, I described the vibe I wanted and the AI added a scrolling wall of reader testimonials. I’ve also had it check hundreds of pages for typos and formatting issues.

This is especially useful when an app has no plugin or MCP connector, and even when it does, an API key usually gives you broader access. To check, search your app's name followed by "API" for its instructions on creating a key (here's my full walkthrough).
Connecting Gmail, Slack, or Google Calendar only gives AI access to those tools, so you still need a rulebook for it to use them the way YOU would. It's also the easiest way to see how AI agents like ChatGPT Work, Claude Code, and Google Antigravity learn your preferences over time.
For example, I asked Claude, with Gmail connected, to draft a reply to Fireship's email saying I'd love to help with his Horse Tinder project. The reply was longer than I'd write and signed off with my name, which Gmail already adds. With the same prompt and a folder holding my Gmail rulebook, the reply came back short, with the first sentence bolded and no sign-off, ready to send.
To set one up:

Once that works, try a rule you’ll actually use. Mine would be “Keep private notes out of event descriptions when other people are invited.”
You might also like: Notion + AI: Manage Your Workspace with ChatGPT and Claude