Leveraging Advanced ChatGPT Models and Features for Professional and Business Gains - Episode Hero Image

Leveraging Advanced ChatGPT Models and Features for Professional and Business Gains

Original Title:

TL;DR

  • Using the free version of ChatGPT limits users to an inferior model (GPT-5.2 Instant), hindering high-level thinking and reasoning capabilities, which prevents effective problem-solving and professional application.
  • Prioritizing "thinking models" over "instant models" significantly enhances AI performance, as top-tier models like GPT-5.2's high-thinking version are tied for first place in benchmarks, directly impacting career and company outcomes.
  • Leveraging ChatGPT's context-switching feature between models and modes preserves conversational history, avoiding the need to restart and re-explain, thereby saving significant time and maintaining workflow continuity across different AI tasks.
  • Utilizing custom GPTs and projects allows for tailored AI solutions without coding, enabling users to attach personal data and create specialized tools that organize chats and retain project-specific memory for enhanced team collaboration.
  • Connecting ChatGPT to business data via "apps" (formerly connectors) provides access to dynamic, company-specific information without technical expertise in RAG or vector databases, empowering AI with real-world context for more relevant outputs.
  • Adopting ChatGPT for team-based operations, particularly within Business or Enterprise accounts, unlocks collaborative features like shared project memory and custom GPTs, driving significant increases in workflow efficiency and strategic rebuilding of business processes.
  • Analyzing "chain of thought" summaries reveals the AI's step-by-step reasoning process, enabling users to verify accuracy, understand problem-solving approaches, and iterate on prompts for improved outcomes, acting as a crucial tool for advanced AI utilization.

Deep Dive

ChatGPT's evolving capabilities demand a strategic shift in user approach, moving beyond basic interaction to leverage its advanced features for significant gains. Those who fail to adapt risk falling behind, as the technology is rapidly becoming an indispensable tool for professional and business advancement, particularly within team environments.

The core argument is that the free version of ChatGPT, while widely used, employs an inferior model (GPT-5.2 Instant) that significantly limits its reasoning and planning capabilities. In contrast, paid versions utilize superior "thinking models" (like GPT-5.2 Pro, which is tied for first place in benchmarks) that are crucial for complex tasks. This disparity means that most users are operating with a significantly less capable AI, hindering their potential. The implication is that $20 a month, the cost of a paid plan, is a minimal investment for the substantial time savings and enhanced output quality it provides, offering a significant return for job seekers, career advancers, and businesses. Furthermore, the ability to seamlessly "context switch" between different models, modes, or custom GPTs within ChatGPT without losing prior conversation history is a unique advantage over competitors like Gemini and Claude, where such switches often require starting over and re-inputting information. This feature, along with the organization and memory benefits of Projects and the power of custom GPTs, enables users to create tailored AI solutions and maintain continuity in complex workflows, preventing wasted effort and accelerating progress.

The integration of "apps" (formerly connectors) is another critical advancement, allowing ChatGPT to access and process a user's business data from sources like Google Drive or SharePoint. This capability, essentially a simplified form of Retrieval Augmented Generation (RAG), enables ChatGPT to work with dynamic, company-specific information without requiring technical expertise, a feature that is becoming increasingly vital for business applications. The podcast emphasizes that ChatGPT is fundamentally a tool for teams, with significant adoption among Fortune 500 companies and a dramatic increase in usage of its collaborative features like shared projects and custom GPTs. These team-focused functionalities, such as shared project memory and the ability to create no-code, powerful GPTs for organizational use, unlock significant potential for innovation and efficiency. Finally, leveraging "chain of thought" summaries, which detail the step-by-step reasoning process of thinking models, is presented as a secret weapon. This feature allows users to understand and verify how the AI arrives at its conclusions, fostering trust and enabling iterative improvement of prompts and workflows, ultimately leading to superior outcomes and a competitive edge.

Action Items

  • Audit ChatGPT usage: Identify 95% of users on free plans and transition 50% to paid versions within 3 months.
  • Implement "thinking models" policy: Mandate use of advanced models for 80% of critical tasks to improve output quality.
  • Create custom GPT project templates: Develop 3-5 reusable templates for common team workflows to reduce context switching.
  • Establish team AI operating system: Define and implement ChatGPT Business or Enterprise for 75% of daily team processes within 6 months.
  • Train teams on chain of thought summaries: Conduct 2-hour workshops for 100% of relevant personnel to improve prompt engineering and output verification.

Key Quotes

"There's nearly 900 million people using ChatGPT each week, but I've got to be honest, very few people have a clue what they're doing. It's like being given keys to a Ferrari, but you just use it to keep dry and cover up when it rains. It's not how you should be using it, especially for teams, because ChatGPT at work is an actual competitive cheat code."

Jordan Wilson highlights that despite widespread use, most ChatGPT users are not leveraging its full potential, likening it to underutilizing a powerful tool. He emphasizes that this is particularly true in a professional context, where ChatGPT can provide a significant competitive advantage.


"Do not use the free version of ChatGPT. Here's why, and hopefully those people listening over there at Oben AI don't get mad at me for saying this. It's not the best model. The version of GPT that you get on the free plan is not what you think... So there is a technically a newer version of GPT-5.2 that is the latest version of ChatGPT, but if you are on the free plan, it is using a model called GPT-5.2 Instant, which by all comparisons is not very good."

Jordan Wilson advises against using the free version of ChatGPT, explaining that it does not utilize the most advanced models. He clarifies that the free tier employs a less capable model, GPT-5.2 Instant, which is significantly inferior to the latest versions available through paid plans.


"Most numbers suggest that more than 95% of ChatGPT's 900 million users are on the free plan. You shouldn't be. OpenAI is not paying me to say this. I feel the same way about Google Gemini, about Anthropic Claude, about Copilot. You shouldn't be on a free plan. I understand, economies tough, getting a job is tough. Yes, it is criminally cheap. Any of those plans for $20 a month, you can go out there and compete with anyone doing anything, whether you're trying to get a job, whether you're trying to get a promotion, whether you're trying to push your company forward."

Jordan Wilson argues that paying for AI services, even at around $20 a month, is a worthwhile investment for professional advancement. He points out that the vast majority of users remain on free plans, missing out on the enhanced capabilities that paid versions of ChatGPT, Gemini, Claude, and Copilot offer for career and business growth.


"Rule number two, you should almost always be using the thinking models. I get it, you, and by you, we as a society, we as humans, for the most part, are lazy and impatient. It's actually weird, as these AI models get more and more capable, as they get more robust, as they get smarter, as their agentic capabilities increase, it's almost like the default for us humans is to do the opposite, is to kick back more, be even lazier."

Jordan Wilson advocates for the consistent use of "thinking models" within AI platforms, contrasting this with a societal tendency towards laziness and impatience. He observes that as AI becomes more advanced, people often become less engaged rather than more proactive in utilizing its capabilities.


"This is one of the biggest cheat codes, I'd say, that most average users skip over, is not taking advantage of a built-in feature that a lot of people don't know. And it's not just between the models, it's with the modes as well. We're not going to get too much into that in today's episode, that's a little more advanced, but I wanted to keep this one a little shorter. But even if you're using the different modes, GPTs, canvas mode, study and learn, whatever mode you're using, you can keep it going using the different modes and not have to start over. Not having to re-explain yourself, not having to copy and paste anything. ChatGPT doesn't skip a beat when you change a model or mode."

Jordan Wilson identifies "context switching" between different AI models and modes as a significant, underutilized advantage of ChatGPT. He explains that this feature allows users to maintain conversational context and workflow continuity when changing models or modes, unlike some other AI platforms that require starting over.


"Number four, use projects and custom GPTs more than you think. My gosh, this is good for me to say out loud because I'm also reminding myself. I literally thought like two days ago, 'I'm like, okay, Jordan, this is like the third time this hour that you just clicked new chat when you should have either went and found the project you already built, or you probably should have built the GPT or something like that.'"

Jordan Wilson emphasizes the importance of utilizing "projects" and custom GPTs, admitting that even he sometimes defaults to creating new chats instead of leveraging these organizational tools. He suggests that these features, which allow for customized AI versions and data attachment without coding, are often overlooked by users.


"Number six, ChatGPT is best for teams, period. The future of work, I've been saying this, good thing I have receipts all on the website. I've been saying this for a long time before it was a popular thing to say, the AI operating system. I've been saying that for a very long time. I do think in the same way that, you know, through the 90s and the early 2000s, most businesses made a choice, are we a Windows organization, or are we a Mac organization, or are we a Linux organization? You have to do the same thing with an AI operating system, and you have to move your day-to-day business processes, your entire team, you better just do it now, there's no need to wait."

Jordan Wilson asserts that ChatGPT is fundamentally best suited for team collaboration and that businesses must adopt an AI operating system approach. He draws a parallel to past decisions businesses made regarding Windows, Mac, or Linux, stating that integrating AI into daily business processes is now a critical necessity.


"Rule number seven, leverage chain of thought summaries as your secret weapon. I talk about this randomly on the show, but if you really want to separate yourself from being, or your company or your department, you need to be doing this. I cannot emphasize enough, especially if you're using a model like GPT-5.2 Pro, look at the chain of thought."

Jordan Wilson identifies "chain of thought summaries" as a crucial tool for differentiation, urging users to leverage them, particularly with advanced models like GPT-5.2 Pro. He explains that reviewing these summaries allows users to understand the AI's step-by-step reasoning process, which is essential for verifying accuracy and improving outcomes.

Resources

External Resources

Books

  • "2026 AI Predictions" by [Author not specified] - Mentioned as a Google Doc used for research and analysis.

Articles & Papers

  • "Artificial Analysis" (Source not specified) - Mentioned as a third-party benchmarking site for AI models.

People

  • Sam Altman - Mentioned as someone sharing thoughts on 2026 and AI.
  • Ethan Mollick - Mentioned as someone sharing thoughts on 2026 and AI.
  • Logan Kilpatrick - Mentioned as someone sharing thoughts on 2026 and AI, and as a past guest on the show.
  • Satya Nadella - Mentioned as someone sharing thoughts on 2026 and AI.

Organizations & Institutions

  • Anthropic Claude - Mentioned as a paid AI model service.
  • Google Gemini - Mentioned as a paid AI model service.
  • Microsoft - Mentioned as a partner of Everyday AI.
  • Nvidia - Mentioned as a partner of Everyday AI.
  • OpenAI - Mentioned as the developer of ChatGPT and its associated models.

Websites & Online Resources

  • ChatGPT - Mentioned as an AI chatbot with various versions and pricing tiers.
  • Everyday AI - Mentioned as a podcast, live stream, and newsletter providing AI insights.
  • Twitter - Mentioned as a platform where AI predictions were shared and scraped.
  • YourEverydayAI.com - Mentioned as the website for Everyday AI, offering newsletters, courses, and community access.

Other Resources

  • AI Inner Circle Community - Mentioned as a free community offering early access and a free course.
  • Apps with Deep Research - Mentioned as a feature for connecting ChatGPT to business data for in-depth analysis.
  • Apps with File Search - Mentioned as a feature for connecting ChatGPT to business data for file retrieval.
  • Apps with Sync - Mentioned as a feature for connecting ChatGPT to business data with synchronized indexing.
  • Business/Enterprise Accounts (ChatGPT, Google Gemini, Claude) - Mentioned as paid plans offering enhanced features for teams and organizations.
  • Canvas Mode - Mentioned as a mode within ChatGPT that can write and render code.
  • Chain of Thought Summaries - Mentioned as a feature of thinking models that shows step-by-step reasoning.
  • Connectors (ChatGPT) - Mentioned as a previous term for features that connected ChatGPT to business data, now referred to as Apps.
  • Custom GPTs - Mentioned as a way to create customized versions of ChatGPT without code.
  • Deep Research Mode - Mentioned as a feature in ChatGPT for conducting extensive research.
  • GPT-52 Instant - Mentioned as a less capable model used in the free version of ChatGPT.
  • GPT-52 Pro - Mentioned as a more capable, paid version of ChatGPT.
  • Grok - Mentioned as an AI tool that has released a business version.
  • Large Language Models (LLMs) - Mentioned as the underlying technology for AI tools like ChatGPT.
  • Projects (ChatGPT) - Mentioned as a feature for organizing chats and attaching data to customized versions of ChatGPT.
  • Retrieval Augmented Generation (RAG) - Mentioned as a technical concept related to connecting LLMs with dynamic data.
  • SAS Dashboard Canvas - Mentioned as a custom GPT built for creating dashboards from contextual information.
  • Thinking Models - Mentioned as AI models capable of reasoning, planning, and problem-solving, contrasted with instant models.

---
Handpicked links, AI-assisted summaries. Human judgment, machine efficiency.
This content is a personally curated review and synopsis derived from the original podcast episode.