Key Moments

ChatGPT Tutorial: 35 Tips I Wish I Knew Sooner

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Matt Wolfe
Science & Technology7 min read39 min video
Sep 10, 2025|281,680 views|8,844|262
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TL;DR

ChatGPT offers tiered plans from free to enterprise, impacting access to advanced features like GPT-5 models and video generation, with the $20/month Plus plan suiting most users. Key to effective use are custom instructions, project-specific memory, and treating the AI conversationally, not as a formal prompt engineer.

Key Insights

1

The free ChatGPT plan offers GPT-5 access but limits users to 10 messages per 5 hours and one daily use of advanced thinking capabilities, with slower image generation and no access to Sora video.

2

The $20/month Plus plan provides 160 messages every 4 hours, 3,000 advanced GPT-5 thinking uses weekly, faster image generation, limited Sora video access (5s @ 720p or 10s @ 480p), and access to CodeX and Agent mode.

3

The "improve the models for everyone" setting is on by default, requiring users to manually disable it in settings to prevent their chat data from being used for model training.

4

Custom instructions allow users to define how ChatGPT addresses them, what roles it should adopt, and specific output preferences (e.g., short answers unless long explanations are needed), significantly tailoring its responses.

5

Projects function as organized folders for chats, allowing for project-specific custom instructions and memory, which confines the AI's context to that project's data and interactions, preventing cross-contamination from other chats.

6

Users should default to natural, conversational language when prompting ChatGPT, akin to messaging a friend, rather than over-complicating prompts with advanced prompt engineering techniques, especially for common tasks.

Navigating ChatGPT's Pricing Tiers and Feature Access

ChatGPT offers five pricing tiers: Free, Plus, Pro, Business, and Enterprise. For most individuals, the Free or Plus plans are most suitable. The Free plan grants access to GPT-5 but with limitations: only 10 messages every 5 hours, a daily limit on advanced thinking capabilities, and slower, limited image generation. Video generation via Sora is not available on the free tier. The $20/month Plus plan significantly increases usage allowances, offering 160 messages every 4 hours and 3,000 weekly uses of advanced GPT-5 thinking. It also provides faster image generation, limited Sora video generation (5s at 720p or 10s at 480p), and access to tools like CodeX and Agent Mode. The Pro plan, at $200/month, offers unlimited access to GPT-5 models, advanced thinking, faster image creation, improved Sora video generation (up to 20s at 1080p without watermarks), and quicker access to new features. The speaker recommends starting with the Free plan and upgrading only if limitations are encountered, noting that the Pro plan is generally for power users.

Controlling Data Privacy and Personalizing Your Experience

Privacy is a primary concern for ChatGPT users. To prevent chat data from being used to train the models, users must disable the 'improve the models for everyone' setting, which is enabled by default in the Data Controls section of settings. Users can also export all past chats to delete their account. For temporary, private sessions akin to incognito mode, the 'temporary chat' feature can be enabled, ensuring chats are not saved to history or used for training. Personalization is further achieved through 'customize ChatGPT,' where users can set their name, role, and even personality preferences. More powerfully, custom instructions allow detailed guidance on response style, content preferences, and context-specific rules (e.g., suggesting YouTube titles under 50 characters). Additionally, enabling 'referenced save memories' and 'referenced chat history' in personalization settings allows ChatGPT to use past conversations for context, enhancing relevance, with options to manage and delete these saved memories.

Leveraging Advanced Features and Enabling Capabilities

Within the settings, users can enable various advanced capabilities. Web search is highlighted as essential for most users. For those involved in coding, enabling advanced voice is recommended. The 'Canvas' feature, accessed via the '+' button in a chat, provides an editable document-like space for generated text or code, allowing direct editing and AI-assisted revisions like adjusting reading level or suggesting edits. For paid users, a checkbox in the general settings can reveal additional models beyond GPT-5, such as GPT-4.0, 4.1, 4.5, and 3.0. While connectors for services like GitHub, Gmail, and Google Drive exist, the speaker notes they are not heavily utilized but can be activated per chat for specific queries (e.g., checking the calendar for busyness).

Structuring Conversations with Projects for Enhanced Context

Projects are presented as a powerful organizational tool, essentially acting as folders for related chats. Users can create a new project, name it, and upload files (text, images, PDFs) that will serve as context for all subsequent chats within that project. Crucially, each project can have its own custom instructions, separate from the global ones, allowing for highly tailored chatbot behavior for specific tasks (e.g., acting as a health coach). A significant feature is the ability to set 'project-only memory,' meaning the AI will only recall interactions from within that specific project, creating isolated contexts. This is ideal for managing distinct areas like health, journaling, or financial advice. While projects were once a paid-only feature, they are now available on the free plan and are considered one of ChatGPT's most underrated and powerful features for organizing conversations and maintaining context.

Effective Prompting: Simplicity, Specificity, and Iteration

Contrary to complex prompt engineering, the speaker advocates for using natural, conversational language, akin to messaging a friend on Slack. For example, asking 'I have 2 hours to cook dinner tonight. What's something simple but impressive I could make for my family?' yields good results. Direct and specific questions are preferred over vague ones (e.g., 'What are the five key steps to baking a sourdough loaf?' vs. 'Tell me something about baking'). Providing context, specifying the chatbot's role, audience, desired length, style, and any do's/don'ts significantly improves responses. The output format can also be dictated (tables, JSON, bullet points). Offering both good and bad examples of desired output helps refine results. Crucially, users should not settle for the first response; iteration is key. Prompts like 'tighten it so it feels more energetic, less formal, and under 100 words' can refine initial outputs. The new branching feature allows users to explore different conversational paths from a specific point, creating custom save points.

Advanced Techniques for Complex Tasks and Problem-Solving

For larger projects, ChatGPT can work through tasks in staged steps, allowing it to focus on one stage at a time (e.g., brief, outline, draft). This ensures smoother processes for complex endeavors. Users can also have ChatGPT list its assumptions about a topic (e.g., for a marketing plan for a coffee shop), which can then be corrected, providing a better starting point. Asking ChatGPT to pose diagnostic questions (e.g., 'Ask me five questions to help you give me the best possible side hustle ideas') allows it to gather necessary information efficiently. The speaker strongly warns against accepting AI-generated facts without verification, as ChatGPT can 'hallucinate' or confidently present incorrect information. When asking for factual data, users should check the provided sources. Uploading files, such as research papers, is highly effective for summarization and simplification, even explaining complex topics in simple terms. Finally, the tool can be used to generate prompts for itself, guiding users on how to ask for specific types of information or tasks.

Utilizing Multimedia and Advanced Analysis Capabilities

ChatGPT can process images, enabling functionalities like counting objects within a picture (though the speaker advises double-checking the count, specifically noting a time it miscounted faces) or performing Optical Character Recognition (OCR) to extract text from images, useful for retrieving prompts displayed on screen. The 'Canvas' feature within chats provides an editable workspace for text and code, allowing for direct manipulation and AI-assisted edits, such as adjusting the reading level of content via a slider. A quick-fire round highlights various practical applications: rewriting emails, summarizing articles into bullet points, explaining topics with quizzes, brainstorming ideas, creating tables from data, outlining presentations, editing scripts with specific feedback, analyzing CSV data for insights and charts, translating languages while preserving tone, acting as a personal coach, and comparing products in a table format. These rapid examples underscore the versatility of ChatGPT for everyday tasks and analytical needs.

ChatGPT Best Practices Cheat Sheet

Practical takeaways from this episode

Do This

Use the right model (instant for simple, thinking for complex math/logic).
Organize conversations using Projects for dedicated context.
Use natural, conversational language like messaging a friend.
Ask direct, specific questions with context (role, audience, style, length).
Specify the desired output format (table, bullet points, JSON).
Provide good and bad examples to guide the AI.
Iterate and refine prompts; don't settle for the first response.
Utilize branching to explore different conversational paths.
Chunk large projects into manageable, sequential steps.
Ask ChatGPT to list assumptions or ask you questions for clarity.
Verify facts provided by ChatGPT, as it can hallucinate.
Upload files (PDFs, text) for summarization and analysis.
Use the Canvas feature for editing text and code.
Upload images to analyze or extract text (OCR).
Ask ChatGPT to generate effective prompts.
Use temporary chat for sensitive queries.
Leverage memory and chat history for contextual conversations.

Avoid This

Don't overcomplicate prompts with unnecessary engineering.
Don't assume the first response is the best possible output.
Don't solely rely on ChatGPT for factual information; always verify.
Don't forget to turn on specific connectors (GitHub, Google Drive) when needed.
Don't expect AI to be a perfect intelligence; it has flaws.

Common Questions

ChatGPT offers Free, Plus ($20/month), Pro ($200/month), Business, and Enterprise plans. The Free plan has message limits and restricted access to advanced features like GPT-5 thinking and Sora video generation. The Plus plan offers more messages and better access to advanced features, while the Pro plan provides unlimited access to all models and faster generation speeds.

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