Loading summary
Bluff
What's going on everyone? It's bluff here. And you know what's more American than America's 250th birthday? Supporting American owned companies like Spinquest, America's number one social casino with over a thousand games like live dealer, Blackjack and craps. They're offering new users a 30 coin package for just $10. Go to spinquest.com and sign up today.
Spinquest Announcer / Jake Stauch
Spinquest is a free to play social casino void where prohibited. Visit spinquest.com for more details.
Grainger Announcer
If you work in University maintenance, Grainger considers you an MVP because your playbook ensures your arena is always ready for tip off. And Grainger is your trusted partner, offering the products you need all in one place, from H Vac and plumbing supplies to lighting and more. And all delivered with plenty of time left on the clock so your team always gets the win. Call 1-800-GRAINGER visit grainger.com or just stop by Granger for the ones who get it done.
Jaden
If you want to get access to this episode and my next 30 episodes all AD free so there'll be no ads on them, go check out my podcast AI Chat. You can go search for that on Spotify or Apple. It's AI Chat. I'm going to post all of these news episodes and I'm also posting interviews like I just interviewed the CEO of Cohere. They've raised over a billion dollars for their AI model, talking about what they're going to be spending the money on and the direction of the AI industry along with all of this new stuff. So if you want to go check it out with no ads for for free, it is AI Chat. Welcome to the podcast. I actually run three other AI related shows and I want to give a shout out to all of them. The first is AI Applied where I cover how to apply AI into your career. I host that with Connor Grennan, the CEO of AI Mindset. The second one is AI Hustle. I actually played an episode on this show a few days ago where I host that with Jamie McCully and we break down how to make money grow and scale your business with AI. And the third is AI in Faith where I cover how to use AI to help grow your faith through spiritually. So there's links in the description to all three of those shows. But today I actually want to play an episode from the AI Applied podcast conversation I had with Connor Grennan. If you're interested in that show, you can go check it out and find more episodes at the link in the description. If not we'll go back to normal programming tomorrow, but I wanted to give it a shout out because it is a show I'm super proud of and we have a ton of fun talking about what's going on with AI. Without further ado, let's get into the episode. Honor has been absolutely talking my ear off recently about a really interesting story in magazine. It says what leaders get wrong about the ROI of AI. And we're actually talking about this on the last podcast episode, I think a little bit as well. But this is a really important question and, and actually this is something I personally have been grappling with, with, with one of my businesses in particular. I'll, I'll share some funny stories, but just because AI can do something doesn't mean AI should do something because you have to look at the ROI and there's so many things that we have to balance. There's incredible automations you can do, but. But what is the cost? And sometimes the ROI is clear, sometimes it's not. So we're going to get into all of that. Kicking this over to you, Connor. What got you most excited about, I guess this concept.
Connor Grennan
Yeah, I mean, so I think I started to talk about this on the last podcast. Maybe I didn't, but anyway, so I was at Morgan Stanley just recently and really working with a big group over there about like ROI and what does ROI look like? Because I think that this is one of the big things and we, so at AI mindset, we get to, you know, roll out these enterprise partnerships with, you know, big organization like Fortune 100 organizations, like you know, 25, 35,000 people at a time. We kind of like roll out this course with. And one of the big questions, obviously they have Jaden, is like, well, how do we measure roi? And so we have like a few ideas on this, but like our, our thinking has evolved. So I'm going to kind of take us through just like a couple of ways of thinking about this. But then at the same time, Katie George, who I'm a big fan of, she was over at McKinsey for a long time and is now over at Microsoft, wrote that piece in time about like all roi. And, and first of all, I really agree with sort of like what she was saying about this, but I'm also, you know, what she was sort of saying is essentially like, people keep looking at this as if it's, you know, a new system or a new product that you put in place and all of a sudden your ROI jumps and she's like, it's just not like that. It's about how. Changing how people work. And we're like, that's exactly how we think. And so, Gene, just to sort of like kick off this conversation that we've. The way we think about this is I'm going to give two ways that we think about this. Number one is we're already measuring ROI now every time we give somebody a salary, right? If you give somebody a salary for $200,000 in your organization, you are counting on the fact that there is an ROI on that person in that role paying that amount of money to. Now everyone knows that there's not the same ROI on every salary. You know, that sort of like people can be making the same. And on some like the ROI on that salary is like, you know, 10x and on some, it's like, it's like, you know, 1x or 2x or something like that. You're basically getting your money's worth. Why? Because behind that roi, behind that salary, is a human that has to work better or work that and, or, or work less. So if that's the roi and AI is intended to augment how people work. Now you're talking about xing that ROI of that salary. It's not like. And Jane, we do some work with hedge funds at AI Mindset. And listen, God love you, for a hedge fund out there, you're not the easiest people to work with. I think you know that. I think you already know. I'm not telling you anything you don't know. But the thing about hedge funds is that like, they're thinking often in terms of like, you know, algorithms and things like that. Like, how can we, you know, just sort of like get a slightly better return on investment, but on huge investment on, you know, billion dollar investment. And I get that, but that's not AI. So where does the disconnect come in? It comes in because AI looks like a technology but, but acts like a person, right? What AI we, we know when we do this with big companies, what we say all the time is like, this looks like a digital transformation, but it has nothing in common with a digital transformation. It has everything in common with change management. The digital transformation comes when you, you know, switch out your old system for Salesforce and then you have to burn down your old CRM and then you move everybody over to Salesforce. That's a digital transformation. You've moved people from a less efficient system to a more efficient system. AI is not that. AI is how do you augment how people think and work and so when we think about roi, the first one, as I said, is, can you look at the KPIs that you expect out of people and teams? And are those things going up? And by the way, it doesn't have to be AI. Like, I don't care if somebody shows up to work and they took their car and got here in 10 minutes, or if they walk two hours, like, they still show up at work. So in a way, AI isn't that important.
Jaden
You know what I mean?
Connor Grennan
Like, the AI part is not as important as what are the, what drives value. Right. So, and then the second one that I think about, Jane, is the innovation quotient. And we do this actually at AI mindset, we have a whole framework around it. But the idea behind that is, and we did this with Walmart, actually, like, we find that productivity tends to be the enemy of innovation. And what I mean by that is like an hour of productivity gain. Let's say you've kind of like, you know, gotten your 10, 20% more productive over an hour. Look, that's going to add up. That's great. That's awesome. That feels like everybody has the end state. But that's not how we think about roi. We think about ROI as like, in terms of innovation, how do you actually transform if you spent that hour and just like, you know, really focus on how you would transform your role and you use AI to lift the cognitive load off you so you don't have to figure all that out. Now you're talking about ROI. That's not 10%. It's like 10x. And I'm not even exaggerating, like, because we see this with companies like anthropic, this is possible, but that's when you focus on innovation. So ROI can mean a lot of different things. But what I urge people to think about is not like we have now have AI. What can we expect from our company? I'm like, it's not what you expect from your company or product, it's what you expect from your people. That's where it gets interesting 100%.
Jaden
And I think one interesting thing about all of this is, you know, you can, you could be like, okay, how do we optimize what we're currently doing? Okay, we're using AI, we're getting, you know, 10% better, 20% better, 50% better, and all of the same processes. But the way you use AI can, or what AI can do can fundamentally shift how your entire company operates. It's like, how can I get my horse to go like 20% faster, 10% faster. Don't. Don't use the horse. Go to a car. You're in a completely different league. You're doing things in a completely different way. It's interesting, and this is probably a terrible analogy here, but it's kind of like, for me, the way I think about this, when I first started using ChatGPT's agent mode, which was like, maybe like a year ago, I had to pay like $200 a month to use it, and everything it would try to do on my screen was doing it the way I was used to doing things. They would take a screenshot of my screen, move the mouse, click a button, take a screenshot, move the mouse, click a button. It was very slow. It had glitches, it had issues. Then came along Claude and the way Claude's cowork, which has absolutely taken over and they went up 80x in like, you know, usage is. Because with code and cowork, what it does is it. Sure, it might look at your screen, it might take a screenshot. It doesn't try to click the button. It runs a Python script in the background that extracts everything on the web page and figures out where the buttons are and how everything goes. And then it formulates a plan and does, like, logic and reasoning to think about what you're trying to do. And then it's like running scripts to do things. I told it to edit a video on capcut once, thinking it was going to open up the capcut app and click around the UI and edit the thing. And first it tried that for two seconds, said, this is too slow. Close the cap app, opened the file it had created, edited the code on the file and said, okay, your video is edited. I opened it up and it had edited everything. For me, this was a completely different way of approaching the problem. If I was like, how much faster can I edit a video in capcut And. And Claude opened up the screen and it clicked, you know, 20% faster than me on the edits I needed to do, well, whatever. It got 20, but it did it in a completely different way. So anyways, this applied to every business is, I think, a big thing that we should be thinking about. And then my last point on AI, which is. Or AI and roi, which. This isn't really the point. This is. This is probably a smaller thing, but I just have here for this.
Connor Grennan
I'm here for this.
Jaden
It was killing me the other day, I have my new site, which is aichatdaily. Com, and it basically scrapes 20 different sources and writes up, consolidates the news and writes really great articles on everything happening in the news every day in AI. So something that I was doing was I needed to generate like really good thumbnails or like hero art for every article that was being generated. And I was using OpenAI 1.1.5 or OpenAI to image model to do this. Now I had these really amazing prompts and I had this amazing prompt cycle where I had like 20 different prompts and it would cycle through them and it was making these images that just looked incredible and it was like grabbing them from Wikipedia and then editing. Anyways, I had this like whole process that was amazing. The problem was every image was costing me like 50 cents. This is a brand new site that wasn't making any money. I was making like a hundred articles a day. And so, I mean that was like 50 bucks a day that all of a sudden I just started having to pay for all of these images. And I was like, I was like, just because AI can do this and it's looks amazing and, and like I'm getting people on LinkedIn that are like posting like, oh my gosh, have you seen this new website? It's like so good for AI news. It's. And I'm like, wow, this is cool. Like people are finding this. I was thrilled, but like it was costing me 50 bucks a day for like a brand new project doing nothing. And I'm like extrapolating like how much are going to spend on this in a year anyways? At the end of the day I was like, I basically just changed it so that every time it made an image, it automatically categorized it into a category. And then I made a folder for every single company and person in the world. And, and then I just put, you know, 10, 20 images that had been generated of every person in the world into these folders. And then it just automatically picked one and cycled through. So every 20 articles it kind of cycles through them. Okay. All of a sudden I went from spending X to spending free basically on this. Just because AI can do something doesn't mean AI should do it. You have to look at the roi. And so anyways, I get really excited about AI, but even I sometimes realize you gotta optimize this stuff. I don't know if this is the point of the article, but I had to share that story.
Connor Grennan
No, I love it because to me it's sort of like a couple of things, right? It's like, like AI chat daily. I'm actually a fan of it. It was pretty cool. Like Jaden was telling me about it. I'm like, yeah, but that kind of does the same thing everything else does. And I'm like, oh, this is actually like really good. And now the funny thing, guys, like when we're like researching for this show, Jaden just goes on his own site. So it's not only like an external thing, but like this thing's already curated things for him too, so that there's an ROI on that even, right? Because like you, because Jaden only has so many hours in a day, so ROI doesn't have to look the same as as ROI always has in the past. But the other thing I guess I would say is, you know, Jaden, do you remember there's this. So this is a tip. So I don't usually do a lot of like tips, right? But I'll just tell you something that works really well for me. Jade, remember when, before, like chain of, before the reasoning models came out the way you could sort of like hack that was to sort of say like, it's like the chain of thought prompting. It's like, hey, walk me through this. Hey, think deeper about this. The whole tip about take a deep breath. And everybody's like, why does that work? It's because AI understands what you mean by that. It means to think deeper. And so like what I do all the time is I'm sort of like thinking like, hey, I want to do this. And I'm kind of like faster horsing it, right? I'm sort of like kind of working my way up and it's getting better and better. I'm like, this is great. And then I always do the same thing and it's usually in Cloud Gemini, something like that. And I'll say, hey, listen, you know what I'm trying to do here, right? Can you just think like, what would you say if you're coming in and like reinventing this because you're sort of like trying to answer me and do what I'm doing. And Claude will often say it's like, yeah, listen, like, let me just take a second and think about it. So it's a weird sort of like old timey 2023 trick, but it works unbelievably well because what it does is it's Jayden, if you and I were sort of like building something, it's sitting back, it's like, hey, I guess we're going down this road, but what are we actually trying to accomplish? Do you know what I mean? And usually we're taking all these steps. But if the trick is to get this end state, and Claude will sometimes literally say, yeah, Connor, listen, I've been doing it this way because you've been asking me to do it this way. My thought is like, if you really want to get this, why don't we do it this way? And there's no way, Jayden, because of my cognitive limitations, I ever would have thought about that. So, guys, just an easy trick on this is just to sort of like pause, get that 2023 tip handbook out here and just be like, hey, listen, Gemini, Claude, chat whatever you're using, just take a breath for a second. This is what we're actually trying to accomplish. We are trying to 10x our revenue and I'm taking you down this bathroom. You're trying to help me build this little staircase over here. But is, is there an elevator that you could just like build, you know, sort of like over there in the background? It's unbelievably effective.
Jaden
100%. Guys, thank you so much for tuning into the podcast today. If you enjoyed Connor's breakdown here, the number one thing I would absolutely recommend you have to do is go check out Connor's AI mindset course. He gets into a lot of these kind of bigger questions. You know, what people are getting wrong about the ROI with AI. A lot of ways to fundamentally shift how you're thinking about AI and how you apply it. And the place that I think this is the most valuable, because he's telling me about, you know, different organizations that will buy like 10,000 seats for their whole organization to get this rolled out internally. That's what I would really recommend is bring this to your department, bring this to your boss, bring this to your own organization and roll this out for everyone in there to really be able to level up themselves with AI, how they're approaching AI and what they're doing. So there's a link in the description to Connor's AI mindset course, the number one course I would recommend to anyone on AI. Absolutely phenomenal. Especially in Enterprise. All right, guys, thank you so much for tuning into the podcast. We'll catch you guys all in the next episode.
Bluff
What's going on, everyone? It's bluff here and we're driving through the states in the Bluff Mobile. And the best thing that we can do is play our favorite casino style games on Spin Quest. They have over 1000 games, including live dealer blackjack and craps. With tons of slots and unlimited options. You can get a $30 coin pack for just $10 for new users sign up today. Go to spinquest.com right now.
Spinquest Announcer / Jake Stauch
Spinquest is a free to play social casino. Void where prohibited. Visit spinquest.com for more details. I'm Jake Stauch, co founder and CEO of Servl. We built Servl to automate the IT work that slows companies down. Onboarding password resets, access to applications. My laptop stopped working. While employees wait for help, their real work is put on hold. IT desperately wants to automate this work and that's why they need Serval. You just tell Serval what you want to automate in plain English and it's built. No drag and drop workflows, no expensive consultants. Employees get unblocked and IT teams go from drowning in tickets to building what actually matters. With Cerval, it becomes the AI engine powering the entire company. This is a new way to run it. We guarantee you'll automate 50% of all tickets and we'll prove it to you in a free four week pilot. Go to servl.com tickets that's S E-R-V-A-L.com tickets.
Date: May 28, 2026
Host(s): Jaden
Guest: Connor Grennan, CEO of AI Mindset
In this special episode (aired via a crossover with "AI Applied"), host Jaden and guest Connor Grennan tackle the challenging and often misunderstood question: What does ROI (Return on Investment) for AI really mean? Drawing from practical business cases and recent industry articles, they explore why conventional thinking about ROI doesn't capture AI's transformative effects, how to measure real value, and what companies frequently get wrong when evaluating AI projects. Their engaging discussion blends anecdotes, analogies, and actionable advice—demystifying both the promise and the pitfalls of AI investments.
“People keep looking at this as if it's a new system or a new product that you put in place and all of a sudden your ROI jumps and...it's just not like that. It’s about changing how people work.”
— Connor Grennan (04:03)
“We find that productivity tends to be the enemy of innovation...if you spent that hour and really focused on how you would transform your role and use AI to lift the cognitive load...now you're talking about ROI that’s not 10%. It's like 10x.”
— Connor Grennan (06:58)
“Don’t use the horse. Go to a car. You’re in a completely different league.”
— Jaden (07:54)
“Just because AI can do this and it looks amazing...even I sometimes realize you gotta optimize this stuff.”
— Jaden (10:59)
“Is there an elevator you could just build...instead of this little staircase?”
— Connor Grennan (13:45)
"AI looks like a technology but acts like a person."
— Connor Grennan (04:30)
"If you really want to get this, why don’t we do it this way?" (On prompting AI for creative solutions)
— Connor Grennan (12:58)
"Just because AI can do something doesn’t mean AI should do it."
— Jaden (10:59)
"Don’t use the horse. Go to a car."
— Jaden (07:54)
Redefine ROI:
Don’t limit your assessment of AI’s value to small productivity gains or cost savings. Consider how AI enables entirely new ways of working or creating value.
Focus on People:
The greatest AI ROI often comes from augmenting human creativity and freeing cognitive resources, not just automating repetitive tasks.
Constantly Re-Evaluate Usage:
Periodically assess if your AI-enabled process is optimally serving your goals, or if a rethink could yield much greater returns—sometimes by doing things in radically new ways.
Practical Prompting:
Explicitly ask AI models to re-examine the true goals and suggest alternative, possibly disruptive, approaches.
If you’re navigating AI implementation—especially at scale—the conversation between Jaden and Connor is essential listening. For a deeper dive, check out Connor Grennan’s “AI Mindset” course (link in episode description), especially suited for teams and enterprises aiming to maximize AI’s transformative potential.