Ep 736: ChatGPT Skills: How to Use The New Feature from OpenAI and The Best Use Cases
18 Mar 2026 · 38 min
Jordan Wilson explains ChatGPT Skills, a new feature for Business and Enterprise plans that lets you save reusable workflows, templates, and scripts. He walks through four ways to create a Skill, shows how to share them with your team, and covers five enterprise use cases: automated briefings, budget reports, marketing summaries, contract reviews, and operations reporting.
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Imagine your day-to-day business life if you didn't have things like templates, SOPs, or even copy and paste. Well, maybe you've been using ChatGPT without the equivalent of those things. Yes, we've had for a long time inside of ChatGPT very helpful features like custom GPTs and projects. But I still think that there was a certain level of modularity and scalability that we were maybe missing. And OpenAI may have just changed that with their recently new feature that they released, which is ChatGPT Skills. So on today's show, that's exactly what we're going to be diving into to show you how to use them and some of the best use cases. So here's the big picture. ChatGPT Skills are essentially reusable workflows that teach ChatGPT how to follow very specific business procedures consistently that you upload, and you can do them in natural language. So they essentially package repeatable tasks, your company's domain knowledge, and executable scripts into a more modular format. So in the same way, like, you might have very strict and, uh, refined and defined templates and SOPs at your company, The same thing is now available with ChatGPT skills. And if you're hearing this skills thing and you're like, wait, hasn't this been around for a long time? Yes, technically Anthropic created and popularized skills back in the fourth quarter of 2025. And now OpenAI has finally adopted them inside of ChatGPT. So previously, skills were available on the developer side if you were using them in the API or inside Codex like I was, but now they available inside of ChatGPT. Downside is, even if you're on a paid $20 a month, uh, Plus plan, or a free plan, or the $200 a month Pro plan, you're not going to find skills there. So there's the caveat. Right now, these are being rolled out and maybe even positioned as teamwork skills, right? Because they're only available if you are on the Business, Enterprise, Team, or EDU plans. So on today's show, here's exactly what you're going to learn if you stick around for the next 20-some minutes. You're going to learn exactly how to build and deploy your first ChatGPT skill live, because it is Putting AI to Work on Wednesdays, our weekly segment where we go hands-on, and we're going to be doing this live. Then you're going to be able to explain the differences between regular custom GPTs and these new skill workflows. And at the end, I'm going to share with you some example and I think really good use cases of skills. And along the way, I'm actually going to give you what I think is the one cheat code, the best way to actually start using skills today and not really just following the leader and doing what everyone else is doing. Does that sound good? You ready to maybe start implementing, uh, you know, templates and SOPs and essentially copy and paste into you or your company's workflow? It's exactly what we're going to be unwrapping today. And apparently you all wanted this, right? So if you are listening on the podcast and you're like, man, this guy is always covering these, you know, random things. Well, I asked you what you wanted to hear, right? So on Wednesdays, like I said, we always go hands-on, uh, doing some live demos on a newer update model release feature. And, you know, I put it up for a vote and overwhelmingly our audience said, let's go and learn skills. All right, well, let's learn together. And if you're new here, welcome to Everyday AI. My name is Jordan Wilson, and if you don't know any of this, we do this every single day, not just Wednesdays. It's a daily, unedited, unscripted livestream podcast and free daily newsletter helping everyday business leaders like you and me keep up with the nonstop, breakneck developments of AI. I tell you what's noteworthy, what matters, and you take that information as your cheat code to grow your company and career. So it starts here, but make sure you go to our website at youreverydayai.com. We're going to be recapping the highlights from today's show as well as giving you all of the other AI news that you need to know to stay ahead. All right. So ChatGPT skills. I think this is a big shift into maybe how teams are ultimately using ChatGPT. I kind of think of it as the, you know, kind of a line in the sand. There's the old ChatGPT that was more of a friendly assistant, that it's a chatbot. Now, today's version of ChatGPT, it's a full AI operating system, right? Because we've gone from just simple prompts to then it got a little bit more scalable, right? And you didn't just, you know, with prompts, it's essentially one-time instructions that live and die there. And then we over time got things like memory and chat history, which helped. And then we got custom GPTs, you know, now almost 2 years ago, which allowed you to create a custom version of ChatGPT, and then we got projects, right? A way to better organize your chats, but also share files and instructions across those chats. And now I think skills are a bigger step in that same direction. So I do think skills kind of build off of some of the momentum that custom GPTs and projects and memory helped create. And I really do think it's the one thing that encapsulates all of those things together, which we'll unpack a little bit more. But this is essentially skills are reusable, workflows that your company can package together, uh, you know, your SOPs, templates, ready to go. So a skill essentially just tells ChatGPT how to execute a highly specific workflow the same over and over without you, the human, needing to re-explain and course correct each and every time. So here's what's new. So like I said, they launched right now in beta just for Teams. So, uh, the Enterprise Plan, Business Plan, and EDU Workspace plans. They are powered and made possible by the new GPT-5.4 model. That's the technical backbone. And eventually, we've been told that you'll be able to convert those custom GPTs into skills. It's not available yet, but it does seem like that's going to be rolling out to Enterprise plans. But it's very easy to create these, you know, from existing GPT's projects because it's super simple and I'm going to show you how to do all of that. And the cool thing is, like I talked about, uh, skills really build off of everything else that you already have because skills can use apps. You can use skills and GPTs at the same time, and skills essentially cover the basic functionality and then some that you would get inside of projects. So Now that you know how skills are kind of implemented in ChatGPT, let's maybe hit rewind and be like, what the heck are skills? So skills, they're just reusable workflows. Think of it as SOPs, your company's standardized playbook that teach AI agents exactly what they need to do each and every time a user invokes those skills. From a visual standpoint, they're folder bundles, right? Each skill is a folder with a, you know, skills.markdown file containing core instructions. So you might look at skills and be like, oh, that seems technical, not for me. But you don't have to write them by hand, right? ChatGPT will write your skills for you conversationally. And there is something called progressive disclosure. So the— at first, the AI just reads the skill's name and descriptions, and then it fully loads those— all the instructions and the executable actions and files— only when the skill is triggered. So from a visual perspective, think of it like this, and this will maybe help even our podcast audience better understand, uh, right? I, I am gonna be sharing some visuals, and yes, on Wednesdays, maybe those are the shows that you should go home or at the office, go to our website, youreverydayai.com. We always have the video version up. You can watch that for free, but I'm gonna do my best to describe visually what this looks like. But skills in the same way if you've ever downloaded a program on your computer, right? And you unzip it, you unpack it, and there's usually multiple files in there. And those files essentially tell the computer how to run a program. And there's multiple different files, right? So that's essentially what a skill is. It is a kind of a parent folder with, you know, different markdown files, different references, assets. So these are all things that you can customize in natural language. ChatGPT can do it for you. You can upload files. Do all of these different things. So literally think of it, you probably have a similar setup like this maybe in your organization where it has all the different templates. Maybe there's an instructions file that says how you use the templates, you know, brand guidelines, all of those things. Those are the exact, you know, kind of the exact backbone that Skills can do for the front end AI. So essentially it uses the Agent Skills Open Standard. So I'm going to get into how these are reusable, both bringing different skills inside of ChatGPT skills and how you can ultimately do the same thing and use them elsewhere. But how you use them? Well, ChatGPT will automatically recognize relevant skills based on their name. Or you can also explicitly activate a desired workflow by mentioning its name, right? So it's not the same as a GPT where you go and find the GPT. or if you're in a normal chat, you can click the button and start typing and then find your GPT and click it, right? It will sometimes know or infer that you want to use a skill, or you can call it out by name and use the skill that way. So like I said, Anthropic made this happen, right? And you're probably— if maybe you're wondering, well, what's the difference between Anthropic skills and ChatGPT skills? Well, the good thing is they can be used interchangeably. Right, which is a huge benefit for people that are maybe using both in their day-to-day work, or maybe you're trying to transition from one to the other. But essentially Anthropic created and popularized this skills format, and now it's widely used across the AI landscape. And OpenAI essentially just adopted the same open standard after Claude's success. So some of the differences, you know, skills have only been out in ChatGPT for a week and a half, and They've been out for, you know, now like 5 and a half, almost 6 months, I believe, inside Anthropic. So when Anthropic rolled out skills, they were a little rusty, right? But that's what happens when you are literally blazing the trail. Right now, Anthropic skills are much better. But I will say OpenAI skills to start with, really, really good. And for me, I actually prefer the UI, the user interface and user experience of creating and editing skills inside of ChatGPT versus Claude. It's to me a little easier, even though, you know, I do think Anthropic skills implementation is a little bit more mature and maybe a little bit better in terms of very difficult workflows right now. I do think ChatGPTs are a little bit easier to use and easier to modify and just simpler to understand, period. So now let's talk about the differences between a skill versus a custom GPT or a project. So custom GPTs are great, don't get me wrong, uh, but they lack a lot of the depth and breadth that you get in a skill. Well, mainly because you can use a skill while you're still using a GPT, uh, but think of it like this way. I like to think of skills as describing an entire task in its entirety, right? Where I think custom GPTs maybe help get you closer to a goal, but they're not necessarily, at least by default, really meant to chain all of these agentic skill sets together one after another. Where that's exactly what skills are, right? Like a very— think of the most detailed, you know, SOP that you've seen at your company. Think of skills that way, right? Where it can interact with other apps. That's the great thing. Skills can interact with different apps. You them at the same time as you're using GPTs. And then you do get the same features and functionalities that you get within projects. So by default, I do think skills are, uh, instantly better, more useful, and hold more utility than GPTs and projects. Although there is a lot of crossover, I think ultimately skills might be the, uh, kind of feature or function that takes off the fastest and goes the furthest. And you can also Use multiple skills to combine automatically to complete a complex and multi-step project more effectively. All right, let's get in and get our hands dirty. We're going live. But first, I got to take a drink. Quick word from our partners.
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All right, let's get our hands dirty, shall we? All right, so here is the part of Putting AI to Work on Wednesdays where sometimes things can go wrong. So We'll see if they do or not. All right, ready? Here's my little secret on what you should be doing. So I'm going to get this started and then we're going to come back to it, um, as we go and I'll tell you exactly what's going on. All right, so I just hit enter because, yeah, I like to do these things live. Sometimes they work well, sometimes they don't. So if you want to find skills, remember you do have to be on a business plan. So business, enterprise, edu, etc., essentially a team plan. This is not available yet for individuals. I hope they do make it. So in the bottom left-hand corner, you're going to click your icon and then you should see a skills section, which kind of looks like the icon is kind of like a little brick. So from there, I've been cleaning up my skills. You know, I had a lot of them that I was demoing around, but then you're going to have a new skills section which might look and function a little bit similarly as the GPT section. So you're going to have ones that are installed. So for you, by default, you're only going to have the Skill Creator, which is OpenAI's skill that— yeah, it's kind of meta. It's a skill that helps you create skills. All right. And like I said, there's skill repositories, right? You can download skills, all those things, you know, in other places and then upload them. So you have your installed skills, ones created by you, and then skills that you can share across your team. That's the big unlock here, right? I'm just showing off an individual use case here, but imagine sharing these across your team in the same way that you can share, you know, GPTs, sharing skills. You know, again, think of it, SOPs, templates, copy and paste, time savings. Sharing that across your organization is the big unlock. And then in the upper right-hand corner, you can click new skill. So you can create a skill with a chat So you can do that conversationally. You can do it even without using the Skill Creator, uh, skill, although that would be used inside of a chat. I know that's confusing. So there's technically 4 different ways. You can do a chat naturally without using the Skill Creator. You can do a skill using the Skill Creator, that's number 2. You can just create with the editor from scratch, so not in the chat interface, a little more technical, uh, right? And then you can edit them as well, or you can upload them from your computer. All right. So that's the 4 different ways that you can create or import skills. Now let me take you to the little cheat code here, because I think the natural human tendency is to go find the most popular skill and use it for yourself. Not always a good idea. Don't always go out looking, you know, don't be a solution looking for a problem. Instead, use something very powerful inside of ChatGPT, and that's its ability to tap into its memory, how you use ChatGPT, your chat history. And then I would ask it some questions. So I'm going to show you exactly how I'm going to, well, reset this up. I already had it set up and I deleted it so, you know, could not show too many things on my screen here. But I essentially have two working files that I use across all different large language models. There are two markdown files, which is essentially just a text file, right? It's about Everyday AI and then about me, my preferences, how I work, all of that good stuff, my brand voice. All of that is in these two files. I keep them updated constantly so that I can at any point, you know, use them. They're in my Google Drive so I can connect dynamically, etc. So I said based on the attached files, Please carefully go through my day-to-day workflow, understand what ChatGPT skills is capable of, and briefly suggest the 10 most helpful skills I should implement and how they'll save me time. You could also just say, hey, based on, you know, your memories about me and my chat history, same thing, because ChatGPT AI systems are so good at knowing things about your own personal work style that you might not even know about yourself. So I say when you're trying to figure out what skills to start with, see where you're going wrong or what you're constantly using ChatGPT for or what your ultimate, you know, deliverable or artifact is. Because then you can kind of reverse the process and start with what you actually need, not just what others are doing. All right. So I'm going down here and we're going to pick one. So there's the daily AI, right? I'm not going to read all 10, but it gave me the daily AI research brief builder. The Jordan Hot Take Extractor. Excuse me, got a cough. Oh, fantastic. I've been sick since, uh, November, more or less. If I sound nasally, yeah, I've just been sick for months. All right, uh, Jordan Hot Take Extractor. I kind of like that one. All right, there's a lot of other ones. Uh, I'm just gonna use this one, and I'm gonna say, uh, let's build number 2. All right, so give me 10 suggestions. All I have to do is say, let's build number 2. It's probably going to go through and come up with some clarifying questions, which is good. All right, so it's asking input. What will I usually give it? I'm going to say podcast transcript. All right, then I'm going to say the output. What should the output produce every time? So I'm going to say it's saying 5 to 10 Jordan-style hot takes, 3 episode angle titles, 5. I'm just going to say all of those. All right. And then 3, where should I pull the context from? Should this skill work only from the pasted uploaded text or also search your connected? So I'm going to say only from the pasted uploaded text.
All right.
So simple enough here. I'm using the skill creator. And again, you can look at the bottom in the prompt input box. It's highlighted the skill creator. But even if you just say, help me turn this into a skill. So, you know, one thing aside from going through this process that I'm showing you right now, another great example is go look at a recent chat that you had with ChatGPT. There was a lot of back and forth, but you finally got something just the way you wanted. Hopefully you went through the prime prompt polish and refine queue, right? Because then you got a much better output. So all of our people in our inner circle probably went through and did that. Oh, excuse me again. There we go. Yeah, I keep muting my mic so much. It's unedited, unscripted, y'all. This is real. All right, so go through that chat that you went through and you finally got a great output and then just reverse engineer it and say, I want to turn this into a skill, outline every single correction, mistake, pivot, everything we went through and turn this into a skill, right? So at any point you can just click the backslash button and then start typing skills and then go to the skill creator. All right. So this is probably going to take a couple of minutes to build. All right. I'm not just going to keep blabbing on. So again, instead, I'm going to pivot here a little bit and go into my Claude account. So the great thing, this uses the agent skills open standard. So what that means is, well, skills kind of work anywhere, right? So, you know, you got to tip your cap to Anthropic between, you know, MCP, the Model Context Protocol, agent skills, a lot of things that they've kind of innovated and have helped make the AI community at large better. So I now am in my Claude account. So if you want to know where this is, it's— they just moved it kind of recently. So it's on the left-hand side. You go to Customize, Skills, and then you can choose your different skills there. So in the upper right-hand corner, I selected AI Researcher. All right. And I'm going to download it. So you can click the three little dots in the upper right-hand corner. Go into download. So now I'm going to go back into ChatGPT in the skills section. Okay. And I'm just going to click new skill. I'm going to say upload from my computer and then I'm going to go ahead and upload that one from Claude that I just did. And within a second or two it says skill uploaded. Pretty, pretty simple, right? So now I'm going to go ahead. There it is. AI Searcher. So, uh, at any point you can click on a skill, even the OpenAI skill, um, and you can see exactly how it's set up. You can read it, uh, right? So for the Skill Creator as an example, here's the skill markdown file, here's the references folder with the different, uh, files that are in there, the scripts, the different Python scripts, the license text. So like I said, in the same way, you know, if you do any coding right? Obviously you probably understand this, but even if you don't, if you've ever downloaded a program to your computer and there's all these different files and folders and license text, right? It's kind of like that. You are literally taking and bundling up your company's knowledge, your files, you know, different things, different access points, and putting them all into a, essentially an executable skill folder that then OpenAI, Anthropic, and others can use. All right, so on this skill section, there is a nice little shortcut. You can hover over any of these skills and then you get the option to added them, but you can also click the little chat icon and then I'll just start a new skill right away. So I'm not even gonna do anything here. I'm just gonna say— I'm gonna say give me 10. Uh, I'm gonna say give me the top 10. All right, that's all I'm saying. So again, not having to go through, uh, you know, refine, all of those things. It's going to go through. Ah, all right, so When I was trying this earlier, it, it actually did a little bit better job. I think it was because I was in the extended, the extended thinking. I'm gonna try this again. Alright, I'm gonna say, alright, load my skill up there. And I'm just gonna say top 10 stories. And we'll see if it comes back with clarifying questions. There we go. So now it's using the skill. So I don't have to go in and tell it the different things that I want. So, you know, let's just take a quick look at this skill that I have. So this skill, I can go in and edit it. So the AI Searcher skill. Okay, interesting. So yeah, sometimes things don't work well. So even though the skill is working, I can't go in and edit it for some reason. That's interesting. So I'm going to go into the Skill Creator. Or no, I'm going to go into my Weekly Triage and edit it. All right. So this is a different one that I created. So in this instance, I have it. The description is it triages the user's upcoming week by reading Gmail and Google Calendar, identifying important meetings and commitment-driven emails, doing lightweight internet research to fill context gaps, and producing a one-page weekly plan plus a scored backlog and recommended time blocks. So in this instance, I can go through and just change these things very simply, right? It's a Word doc. I can go in if something's not working. I can just edit it live from here. Right. And the good thing, like I said, with skills, they can access files and folders right over here in the files. I can upload different files and then have it reference those things. I can go and change anything that I want to right there in the skill editor. So it's very easy to manage and edit these skills. All right, there we go. And just like that, it gave me my 10 stories. So it went through the AI Researcher skill, which if I look at the Claude skill here, right, it searches for and presents the latest AI news from the past 24 hours, focusing on anything about Markdown. You don't have to know anything about YAML, about Python, nothing. If you can go in and talk to ChatGPT and approve some things and iterate, have a conversation, if you can be creative and strategic, you can start using skills in minutes. All right, then I'm going to go ahead and try in chat. So here's what I'm going to do. I'm not even going to give it any instructions, right? That's the whole point. I'm going to go in on my, my podcast episode here. From the other day. I'm just going to copy and paste this entire transcript. Let's see how it, how it works here. See what model I'll do. Standard thinking. That's fine. All right. So literally nothing. I said nothing. I didn't have to click anything aside from once the skill is active. That's it. Again, think of the benefit of using standard operating procedures. Templates, the concept of copy and paste, right? So now all these things that I might normally do in my day-to-day workflow, I can turn all of them into individual skills. I think the two biggest and best pieces of advice here as we wrap up our live demo portion, and then I'm going to tell you, I think, what are five great skill examples. Two big things. Number one, go find those long conversations that you had with ChatGPT where you had to do a lot of refining, a lot of back and forth, but you ultimately got the end deliverable exactly how you wanted it or needed it, go back and turn that into a skill. Take your time in doing it right, and then iterate. Use it once or twice. Look at the chain of thought. Update it. Secondly, do exactly what I just showed you, right? Say, hey, based on my chat history, based on my memories, or just upload files about yourself based on all this, recommend 10 different skills that could end up saving me time or help me produce something more valuable to my clients, my potential, you know, customers, etc. So we'll see if this one works now that I talked it up. There we go. All right. So I pasted this long transcript and it said right here, it said it used the Jordan Hot Take Extractor skill. All right. I can go in and view that, edit it, download it. Right. Because now I can take this elsewhere if I wanted to. But it did a good job. So I've got my core stance here. It got my ranked hot takes. You know, one of them was most AI layoffs are PR. My second hot take there was Wall Street rewards AI layoffs. Absolutely right. So a good way to kind of get my opinions or my hot takes straight out. And then it got 3 additional episode angles. So if I wanted to do follow-up episodes and then quotable lines. All right. Hey, this is— that's not bad. AI tools are the easy part. Getting people to use them for real work, that's where companies fail. I agree with that. It's because I said it. All right, so there you go. Now you know the easiest way to go in and start using skills immediately. So let me quickly share, uh, 3 or no, 5 that I think could be helpful. All right, so one, automated executive briefings. So pulling in updates from connected company apps. Remember, you can pull in information from multiple different apps and then, you know, auto-triggering that to perfectly format your morning update without needing to manually select a GPT or go into a project and, you know, connect a bunch of documents. Number 2, budget versus actuals explainer. So pulling live data from connected spreadsheets to explain any variances in budgets, right? So again, versus saying uploading 2 documents, going through explaining, here's what I want you to do, turn it into a skill. Third, marketing performance summaries. So drafting a weekly performance digest with insights and recommended actions. And this allows you to combine multiple analytics apps into one flawless, repeatable reporting workflow. Next, here's a great one. Contract review summaries. Let's be honest, not everyone has the same skill sets, right? That's why I think the example of templates are great, because think of like a PowerPoint template. Not everyone is a good designer. But if you are a good designer, you can give someone the ability to design something that looks fairly good, right? So in this example, a contract review summary, if your company has a strict process when it comes to legal review and you have all the documents, you have the examples, you have the SOPs, well, turn that into a skill because then you at least give people the ability to quickly understand maybe a contract or a service agreement or to be able to know where you can start to redline something without having to have all those skills. And then last but not least, automated operations reporting. So that, you know, pulling in operational KPIs from Sheets, draft a weekly operations update, and that can kind of function as a strict SOP, ensuring that no section of the mandatory report is ever skipped or forgotten. So again, think, what do your people do over and over and over? And maybe there are some GPTs that work great that you should probably turn into skills. Maybe there's GPTs that lacked a little bit, that failed because it didn't have a certain feature or functionality that you now have within skills or projects, right? Maybe there's something in projects where you're like, it's a little too limited. It didn't work really how we needed it to. So now I think you have a new tool. And sometimes it's not always the big release, right? It's not always going from, you know, GPT-5 to GPT-5.5 that's going to move the needle. Sometimes it is these quote unquote smaller features that maybe you didn't even know about, right, that can really help your company or your department turn a corner and work smarter, work more efficiently, and hopefully even create more valuable outcomes. That can really push your company forward. All right. Was this one helpful, y'all? Putting AI to work on Wednesday. So yeah, maybe you tune in once a week. We did change things up a little bit, FYI, and I'll just explain that here quickly. So Mondays we bring you the AI news that matters. On Wednesdays, we usually go deep with one new feature, or if there is a big model release, we'll do that. And then on Fridays, we're kind of starting this new thing called Feature Fridays because What I realized, it's very tough to choose that one thing to focus on on Wednesdays, and a lot of the most useful updates really just become a literal 1-second bullet point in our Monday podcast. So that's kind of the lineup. And then Tuesday, Thursdays, right, we'll rotate the shows. Been doing a lot of the Start Here series and some guest interviews here and there as well. So I hope this was helpful. If so, tell someone about it. Tell someone on your team and you're like, yo, we need to start using these skills. I just broke down the easiest and the simplest way for you to start using these today, giving you and your company the right information on how to start using skills as reusable templates today. So when you're done listening this and sharing this with your friends, please, if you're listening on the podcast, please make sure to subscribe. Then go to youreverydayai.com, sign up for that free daily newsletter. Thanks for tuning in. We'll see you back tomorrow and every day for more Everyday AI. Thanks, y'all.
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