The CIO's New Mandate:
Enterprise AI
Please support our episode sponsor:Explore executive education programs from Emeritus, in collaboration with top universities.
Learn why so many CIOs are stuck in AI pilot purgatory and how to break through on CXOTalk episode 898. Discover a practical playbook for scaling AI strategy and delivering real results.
Please support our episode sponsor:
Explore executive education programs from Emeritus, in collaboration with top universities.
======
Artificial intelligence has moved from the lab to the boardroom, and CIOs are facing a new mandate: transform from technology operators to AI strategists. But what does that actually mean? In episode 898, Tim Crawford, CIO advisor at AVOA, reveals why most organizations remain stuck in "pilot purgatory," what it takes to scale AI across the enterprise, and how CIOs must fundamentally reimagine their role, their infrastructure, and their approach to risk.
If you're a CIO wondering how to navigate beyond AI experiments to positive ROI, this conversation is your roadmap. No hype, just practical steps to make AI deliver real business results.
Watch live and ask your questions during the live conversation!
Key Takeaways
Business Acumen is a Survival Skill for CIOs
Technology executives confront a binary choice: evolve into business-oriented leaders or risk becoming irrelevant.
AI implementation requires a thorough understanding of company goals, revenue strategies, customer engagement habits, and operational processes. IT leaders who stay focused on technology instead of business results risk their AI projects failing at alarming rates.
The shift from traditional to transformational leadership requires CIOs to build relationships across the C-suite and understand how their organizations generate and spend money. This change distinguishes successful technology leaders from those likely to face replacement within the next three years.
AI Pilot Purgatory Traps Organizations in Endless Experimentation
Studies show only 16 to 25 percent of AI projects successfully scale, with most companies remaining in endless proof-of-concept phases.
Organizations fail when they treat AI as just technological experiments instead of strategic business initiatives with clear, measurable results. To succeed, CIOs must tie every AI project to specific business goals, establish clear success metrics, and decide on go/no-go decisions within weeks or months, not years.
Training employees on workflow changes becomes crucial as AI fundamentally transforms how work is accomplished. Leaders must quickly shift from efficiency projects to innovation efforts, enabling capabilities that were previously impossible.
Automating Broken Processes Accelerates Failure
Applying AI to existing workflows without understanding or optimizing those processes leads to costly failures on a large scale. Organizations often underestimate the value humans bring as safety valves, catching outliers and exceptions that automated systems blindly follow.
Leaders must first understand how their businesses operate, simplify workflows, and optimize processes before introducing AI capabilities. The real opportunity isn't in speeding up poor processes but in rethinking operations to achieve results that were previously impossible.
Business analysis must precede system analysis when integrating AI into organizational operations.
Episode Participants
Tim Crawford is ranked as one of the Top 100 Most Influential Chief Information Technology Officers (#4), Top 100 Most Social CIOs (#7), Top 20 People Most Retweeted by IT Leaders (#5), and Top 100 Cloud Experts and Influencers. Tim is a strategic CIO & advisor who works with large global enterprise organizations across a number of industries, including financial services, healthcare, major airlines, and high-tech. Tim’s work differentiates and catapults organizations in transformative ways by using technology as a strategic lever. Tim takes a provocative, but pragmatic approach to the intersection of business and technology.
Michael Krigsman is a globally recognized analyst, strategic advisor, and industry commentator known for his deep business transformation, innovation, and leadership expertise. He has presented at industry events worldwide and written extensively on the reasons for IT failures. His work has been referenced in the media over 1,000 times and in more than 50 books and journal articles; his commentary on technology trends and business strategy reaches a global audience.
In This Episode
The Role of AI in Transforming the CIO's Responsibilities
Michael Krigsman: Many companies are stuck in AI pilot purgatory, endless experiments but nothing scales, nothing gets done. Today on CXOTalk number 898, Tim Crawford, a top CIO strategic advisor reveals how CIOs and IT can break through to real ROI. I'm your host, Michael Krigsman. Let's get into it.
Tim Crawford: A lot of the work I do is advisory with CIOs, but then I do a fair amount of advisory as an industry analyst with vendors as well.
Michael Krigsman: Tim, you spend so much time with CIOs. When you look at AI, what is the impact of AI on the CIO role today?
Tim Crawford: It's massive from a number of different lenses, number of different directions. When you look at the role itself and what the CIO needs to think about, there are impacts to how they work, how they operate, how they conduct themselves, how they inform themselves. And then also outwardly, how they engage with others within their organization, whether that be the enterprise leadership team, whether that be the board, whether that be customers, as well as their own organization.
And so AI is playing a pretty significant role from a number of different dimensions for the CIO, both today but then as we go forward in terms of giving them the insights that they're gonna need to be successful.
Michael Krigsman: What does this mean on a daily basis to the life of a CIO and to IT?
Tim Crawford: One of the things that is coming up again and again is, how do we get to the insights to make really good business decisions? And so there was a lot of manual labor, a lot of manual work that went behind those decisions, whether it be through spreadsheets and documents, conversations, kind of just experience even coming into the mix.
And so today, you can automate and bring a number of those insights based on core data to the surface that you never had access to. And so what that means is you can now make decisions faster and more accurately in terms of where you go and what you do, and that impacts both the organization, the IT organization, whether it's from a cyber perspective and understanding what threats are coming your way or how to prioritize those.
If it's from a service perspective, being able to do things like ticket deflection. And we see that even in the contact center too, being able to use AI to address some of these core issues that we had no other choice but to put people in front of.
And so from a day-to-day perspective, the CIO can leverage AI from a number of different dimensions, and they really should because this is really one of the attributes that's going to differentiate those CIOs that succeed into the future and those that really get held back.
Michael Krigsman: Are we talking about driving efficiency, saving money, or are we talking also about innovation opportunities for the CIO to forge a new or really improved relationship with the business partners?
Now let's take a moment to learn about Emeritus, which is making CXOTalk possible. If you're a business leader navigating change or driving growth, explore executive education programs with Emeritus, a global leader. They offer programs developed in collaboration with top universities designed for decision-makers like you. There's a program tailored to your goals, whether that's AI and digital transformation or strategy and leadership. Find your program at www.emeritus.org.
Tim Crawford: At the end of the day, it's allowing us to do things as IT leaders that we couldn't do before. We just didn't have the means in which to do before. But before we get ahead of ourselves there, we can definitely use it from an efficiency standpoint to help understand what are some ways that we can leverage AI to do things quicker, to use the multiples that come from using AI tools.
And this is where the copilots and even the ChatGPTs come into play. Some of the not chatbots, but when you get into agents and Agentic, there are some ways that you can use that from an efficiency standpoint to kind of catapult the process and automate some of your day-to-day work.
But once you get past the efficiency pieces, you really cannot stop there. You have to keep your eye on the ball, which is really one of those big transformational ways that you can bring innovation to the table to transform the business. 'Cause at the end of the day, tech is tech, and whether it's red, blue, green, yellow, it doesn't matter. It does not matter.
And when I talk to CIOs, they just exemplify that point. It's not about the tech. It's what you do with the tech to address those business outcomes, and that's really where AI can help kind of catapult and move you forward.
Overcoming AI Pilot Purgatory and Achieving Business Outcomes
Michael Krigsman: But what about this notion of AI pilots and your term AI pilot purgatory? Yeah. What's going on with that?
Tim Crawford: There are a number of studies that are out there. There's the IBM CEO study, which they run every year. They've been running that for a number of years now, and the latest one kind of touches on success of AI efforts and the perception that CEOs have of how successful those AI efforts have been.
And in that particular study, only 25% of the of AI projects, according to those CEOs in the study, they believe are proving out the ROI, and only 16% are actually going to scale. That's a pretty low number.
And then just what? In the last month or two, you saw the MIT AI study, which a lot of folks want to quote because the numbers are so dramatic, says that only 5% of AI projects are proving out their worth. Take the MIT AI study with a grain of salt. There are some very specific aspects that it focuses on that you need to make sure that you understand when you're looking at those numbers. Don't just read the headlines on it.
But I think, you know, kind of back to your question, Michael, it's really a question of, do you understand what it is you're trying to accomplish with AI, or are you just doing some sort of random experiment? And to date, a lot of folks are doing just random experiments as a means to learn, which is good. You know, we have to learn about new technology and new innovation. This is new for all of us.
But they're not making that transition from understanding how to turn it from an experiment into something that is meaningful for the business. And I say "the business" very specifically because this cannot be just another technology project. It has to have some business outcome.
And when you are focused on those business outcomes and understanding the outcome that this project or this experiment could potentially have, then that helps you understand very clearly what are the metrics you should be using to measure the success or failure of that effort. And then, kind of working backwards from there, you need to quickly understand, is this gonna prove out your hypothesis or not? And if not, dump it and move on.
And this is where I think people get caught up is a couple of things. Number one, they're not making that determination quickly enough. Number two, they're not thinking about what the outcome is that they're focused on, and they're not aligning it from a business standpoint. They're looking at it from a technology standpoint.
And then number three is, they're not considering that AI and the effectiveness of using AI requires another component that we haven't necessarily had to do in the past. In the past, when we brought innovation to bear, we just kind of dropped it in and people started to adopt it and be able to use it and leverage it.
AI is very different. We're very quickly learning that, without the training to help us understand how this changes how we do work, there's a very high likelihood that that AI effort is going to fail. And we've even seen this with relatively simple things like Copilot, where when you start to drop it in, it changes how people work, and if we don't help them along that journey through training and other means, it's really gonna struggle.
Michael Krigsman: I want to remind everybody that you can ask your questions. If you're watching on Twitter, X, use the hashtag #CXOTalk. If you're watching on LinkedIn, just pop your question into the LinkedIn chat. And we love your questions. You guys are so smart, so ask your questions. Take advantage of this opportunity. So, David Morales Weaver makes the comment that he scaled a pilot by proving ROI, not chasing features, and it saved months. So, that's a really interesting point right there.
Tim Crawford: Absolutely. But again, he's probably looking at the ROI from the perspective of, what is this really gonna do for my business or for that effort? This isn't about technology. You cannot look at this as tech for tech or tech for tech's sake. You have to look at this from the context of, what is the return on investment? And what that means is, what's the business value that this change or this technology is gonna bring? And you have to be able to demonstrate that very clearly. And I don't mean demonstrating it with a whole bunch of dots that you have to connect. You have to be able to connect those in pretty short order.
Michael Krigsman: Now let's quickly hear from Emeritus, which is making CXOTalk possible. If you're a business leader navigating change or driving growth, explore executive education programs with Emeritus, a global leader. They offer programs developed in collaboration with top universities designed for decision-makers like you. There's a program tailored to your goals, whether that's AI and digital transformation or strategy and leadership. Find your program at www.emeritus.org.
Navigating the AI Hype and Embracing Innovation
Michael Krigsman: Our mutual friend, Isaac Sacolick, he says this, "The elephant in the room, is it an AI bubble, or are CIOs moving too slowly?"
Tim Crawford: We are definitely in a bubble. But I also think that we are also moving too slowly in the way that we are adopting the innovation. So, what does that mean? So, we're in a bubble in the sense that the AI conversation is incredibly frothy. Everything's now with AI. My toaster has AI in it now. But is that really going to move the needle for our business? No. Do we really care? Not really. But it's the marketing buzz. And so you kind of have to parse through that. When you get down to kind of the core building blocks of what this could do, and you start looking at the opportunities for efficiency, are we really kind of embracing those?
Adapting Business Operations for AI Integration
Tim Crawford: No. And here's the reason why. And I know Isaac really well, and I know Isaac's probably rolling his eyes going, "Yep, yep, yep." And that is that we're not rethinking how we have to change our business and how we operate, and this is something that has to happen within the organization as much as with the CIO.
You know, Isaac talks a lot about what it means to be agile within the organization. That has to play out with AI. We have to think very differently about how we work, how we operate, our processes, our workflows. You can't just take AI and apply it to the way you've always done things. You have to simplify, understand how you can optimize, and then figure out how AI can help catapult that, and that's very different. That is very different. But love the question.
Michael Krigsman: I totally agree. And you run the CIO Think Tank, which is so you're actually walking the walk.
Measuring AI Value and Business Outcomes
Michael Krigsman: But let's go to Craig Brown's question. He says this, "Once the gen AI pilots have started, how do you monitor processes and people to justify the cost of the gen AI tools and show the value?" How do you show the value, and what metrics are key to monitoring, and how do you compare it against current operations? I mean, so basically what he's saying is, how do you justify the cost, show the value, and how do you compare it and measure it?
Tim Crawford: Depending on the specifics of the type of work you're doing, the answer's going to change a little bit. But you have to go back to, let me use some examples. If, let's say, you're using, I mentioned Copilot earlier. How much efficiency is that really kind of driving into the organization? And what that means is you have to spend the time to understand how much time is actually being saved.
You can't assume that. And you are going to make some assumptions along this process, but you can't start with assumptions. You have to start to understand actuals, how much time of the 10 people in a given department, how much time are they really spending? And you have to spend the time with each of them, and then you can extrapolate from there. But it requires more footwork to truly understand that, and then you can extrapolate to your organization of 20,000, 100,000, 250,000 people.
When you're starting to build out discreet, non-efficiency types of projects, but rather innovative projects, those have very discrete outcomes because now you're talking about doing things you couldn't do before. And in those cases, you typically have some dollar value that's tied to the outcome. Maybe it's a new product you can come out with. Maybe it's a new service line or a new market you're going after, and so there are very clear metrics that you can track as part of that.
In addition to that, on the backend, companies like Apptio from IBM and the TBM Council, they're trying to get their arms around this as much as even just the FinOps Foundation from a cloud perspective and AI perspective of, how do you start to understand what you're actually spending on these efforts to be able to factor into that value equation?
'Cause that's really what you're asking here, is what's the value that drives the ROI? And a lot of folks focus on the cost, but cost for AI is not, it's not clear. It can be convoluted. And so there are efforts that are starting out. But we're in the very early days of this, too.
And so this is where I'd encourage you to figure out with your partners, whether that's the SIs, the GSIs, but also the vendors, the enterprise vendors that you're working with. Work with them and help them understand what it is that you need help with in terms of clarity around this because they're trying to figure it out too.
Michael Krigsman: Let's go over to Twitter, to X, and an interesting question from Arsalan Khan. He says, "Do these AI fail..." It's interesting. He says, "Do these AI failures..." Well, we haven't really been talking about AI failures, except I guess pilots not succeeding, I guess we could say is an AI failure. And yes, that MIT study is about POCs failing. Arsalan says this, "Do these AI failures occur because of lack of vision of non-technical executives or because tech executives just don't know how to convince their peers that AI is a holistic solution?"
Tim Crawford: Both are true. There is an understanding around what is the value of the project, what is it the value of the experiment, and you have to tie that to a business outcome. And one of the problems that I often see is that, and this kind of goes back to something, Michael, that we were talking about kind of at the top of the show, but when you start talking about the role of the CIO and how the role is evolving, and I'm sure many folks haven't had a chance to read it, but I just published a blog post talking a little bit about this last night on my blog on avoa.com, but as the CIO role transforms from traditional to transformational, and what that means is from a technology focus to a business focus.
What that does is it gets the IT leadership to be thinking more about those business outcomes, not technology outcomes. Many of those failed projects, they're technology projects. They're not business projects. And this is one of the problems, is when you're looking at efficiency, it's efficiency of what? And so, what is this project really intended to accomplish, and how do you get to that business outcome?
But first, you have to understand what those business outcomes are. And many folks in IT don't have the level of depth that they need to have around what those business outcomes should be, what their business objectives are.
Like, for example, do you know, if you're in IT, are you crystal clear on understanding what your company's objectives are, what the business objectives are that the executive leadership team is oriented around? And if the answer is no, well, okay, there's step number one, is understand what the nature of your business is. Step number two is understand how your business operates. How do you make money? How do you spend money?
Step number three is understand your customer. What does your customer do? How do they engage with your company? Why do they engage with your company versus your competition? Now, some in technology might go, "Well, wait a second, I work in IT. I don't work in marketing or sales." But guess what? With AI, you have to start understanding this. We've needed to understand this earlier. But with AI, it's absolutely necessary.
Michael Krigsman: Why does AI force someone in IT, or force a CIO, to think more broadly across the company? Because I was under the impression that CIOs should have been doing this since, oh, basically forever. Modern times.
Tim Crawford: I don't want to go down a rat hole on this. I have a whole talk track on the anthropology of IT and how we started by focusing on business outcomes in the '60s. And we kind of lost track of that, and we started to say, "Look, you know, we got this problem. We can figure it out solving these business problems." And we started to create this chasm between what IT did and what the business needed. And the business kind of lost touch of what technology was doing behind the scenes.
We have now kind of come full circle where, guess what? That chasm needs to be closed. And the reason for that is because, what is AI really doing? It's changing how we operate our business. Whether it's from an efficiency standpoint, whether it's from how we engage with our customers, it is changing the way that we operate our business.
And the only way you're going to know or understand the impact of that to your business is by understanding your business. And unfortunately, as you said, many folks in IT don't have more than just a basic understanding of how their company operates. You know, how it spends money, how it makes money, how it engages with customers.
Michael Krigsman: And Simone Jo Moore on LinkedIn really wants to emphasize this point that we need to not focus on, quote-unquote, "just efficiency," and really think about the effectiveness for work for organizations and people.
Tim Crawford: Completely agree. The real money, the real opportunity is gonna be when you start to move into what I call innovation projects. These are things that you could not do before AI. That's different than an efficiency project. Efficiency projects will have value, and they're a great way to learn. But very quickly, you have to figure out how to shift gears and start adopting some of those innovative efforts, some of those things that you couldn't do before AI.
And I completely agree, that's where the real gold is for companies. It's, the efficiency is important, but the real gold is when you can do things that will allow you to open doors you couldn't open before, provide insights that you never had access to in the past, allow you to engage with customers in ways that you couldn't before.
And here's the kicker. It starts to differentiate you from your competition. And so this is where the big race is, is how do you start to differentiate your company from your competition, and being able to address customers where they are and where they're going? So looking ahead, not behind, but also looking around the corner.
Security and Governance in AI Implementation
Michael Krigsman: Rocky Vienna asks about the security risks in what are using, in essence, he says, public LLMs. Where do you see movement in the development of platforms to provide a security envelope around corporate use of AI? It's a very important question.
Tim Crawford: We absolutely need to be thinking and talking more about not just security, but governance. And this is something that all of you should be hounding on your vendors and providers to be talking about, is how they think about governance of data. So there are different aspects. Rocky's asking about security around the actual models themselves.
And there's an interesting MIT study, different than the MIT AI study, that talks about MEK models. And so probably just look for MIT MEK models. And it's an interesting read, talking about how the changes in big models versus smaller models are gonna play out.
When you start to think about security, you have to think about the data. You have to think about the outcome of how you're using that data and protecting that data. I think this is where there are going to be problems with big models that we haven't solved for. A good example. Here's a great example. I make a public statement that says, "You know what? Michael Krigsman is awful. He's a terrible person." Mind you, none of this is true.
Michael Krigsman: Oh, it is true. It no, it's true, but go on.
Challenges in AI Governance and Data Management
Tim Crawford: No, no. No, no. I've known Michael for years. He's a great human being, and love working with him. But the problem is when a model picks that up, there is no way to remove that from the hive. There's no way to back that out. So even, so once we go down this path, the problem is you're gonna start ending up with more misinformation and disinformation. And so that's gonna be a problem.
But you have to also think about governance around the data you do have access to, and especially proprietary customer data. And even some of those challenges, when you start to think about user governance models as well as AI agent models, as well as knowledge models, and then the different governance models that come from the different systems of record.
How do you start to bring all that together to make sense of it? And in my conversations with some of the largest enterprise vendors on the planet, they're still working that out too. So hang on. It's gonna be a rough ride, but we've got some pretty interesting challenges ahead of us.
Michael Krigsman: And of course, we're dealing with LLMs that have an insatiable desire and greed to suck up everything in their path. Whether, and you have to be careful that the configuration of your interfaces to those LLMs exclude the sucking up of your corporate data.
Tim Crawford: There's that too. And so I think this is where you have to think about your data strategy. You have to think about how you're protecting what is important to your organization, and that's probably a totally different conversation. But AI starts to factor into that when you start to think about the governance of what AI. And especially as you move into Agentic with learning models, reasoning models, discovery, A2A, MCP, I could go on and on just on that alone around the challenges to govern data through those processes.
AI's Impact on Business Processes and Workforce
Michael Krigsman: Greg Walters has been patiently waiting on LinkedIn, and then we're gonna jump back to Twitter 'cause we got questions stacking up over there too. He says, "The AI failures seem to occur when AI is dropped into existing processes instead of the processes adapting, being digested by AI." But he says a ray of hope that "it seems that finally we're looking to focus on deliverables versus adherence to the process." But I will just mention, I've heard this same conversation going back, you know, 25 years. This is not new.
Tim Crawford: There's a whole nother talk track around just policy development. You know, how did we create some of these business policies and business processes in the first place? And usually, it's because something didn't go right or we wanted it to work a very specific way based on the parameters at that point in time. Well, guess what? Those parameters have been changing, in some cases over decades, but the company never changed how they did things.
And so one of the things that you're kind of alluding to and really needs to be thought out for success is how do you start to understand that process first? So set AI aside for a minute. How do you understand that process? How do you optimize that process? And then how do you bring AI into the mix?
'Cause if you just simply layer AI on top of existing processes, you're gonna end up with a mess pretty darn quickly, and especially as you move into an Agentic framework.
Michael Krigsman: Arsalan Khan comes back. He says, "As a recovering enterprise architect, we should aim for AI taking our jobs. Some enterprise architects are okay with that, but some are not. How much of the AI race is just self-preservation?"
Tim Crawford: The problem is this is where the marketing is really kind of settled in. AI is not going to, AI is not directly going to take your job, but AI could take your job. And what I mean by that is there's gonna be a difference between those folks that use AI and those folks that don't leverage AI. And the folks that leverage AI are the ones that are going to succeed and excel, and the ones that don't, and this goes all the way to the CIO, are the ones that are going to perish.
It's the same reason why traditional CIOs are in decline and transformational CIOs are in demand. It's because of what they focus on and how they leverage the tools at their disposal, and also how they can provide greater value over time to their particular role and their particular organization.
Sustainability, Partnerships, and AI Proof of Concept Challenges
Michael Krigsman: Chris Peterson on Twitter makes a couple of interesting points. He says, number one, "They, there was a recent study from Anthropic that said only 250 bad documents are sufficient to poison almost any size of model at training time." So getting to your point about the bad data basically poison data. And Chris asks this, he says that he agrees about the AI bubble and the value conversations that need to happen. "How do we factor in the potential cost explosions when venture capital and circular deals go away? As customers, can we even figure out our sustainability metrics?"
Tim Crawford: I think we'll see more smaller models and leverage the large LLMs less. It's kind of crazy when you look at the whole OpenAI, Oracle, Meta, and they're just driving toward bigger, bigger, bigger. And this is one of the reasons why, kind of to the earlier question about a bubble, I think there is definitely a lot of bubble taste to what we're seeing happen.
At the end of the day, for the enterprise, they need something that is more performative, and also something that's more specific to their industry or their particular company. And that's where you get to specific data, and data, frankly, you can control. So that's one aspect.
The second one, which you bring up around sustainability, this is a real problem. This is a real problem, and I've tweeted about this. I'm sure, Chris, you've seen me talk about this. But we have stopped talking about sustainability, and I think some of this is somewhat politically driven for the time being. But we're gonna come back and look at this in spades, which is, how do we start to understand the requirements from, of natural resources and the impact that AI is having, whether that be from an energy perspective, right?
Amazon got asked not to bring more workloads into Ireland, or something along those lines. We're gonna see more of that, whether it be for water reasons or power and driving costs. Communities that have data centers, they're seeing power costs go up. But that conversation is largely kind of subsided for the time being. We're gonna have to come back to that, and I think that's also going to drive our need to get smarter about how we use this technology too.
Michael Krigsman: A question from LinkedIn, from Edward Munro, who says, "How are CIOs approaching the shift from SEO, search engine optimization, to GEO, generative engine optimization, and are there early priorities that can guide the development of a roadmap from this shift, from SEO to GEO?"
Tim Crawford: Number one, the CIO doesn't care. And I don't say that flip, but rather, you have to look at what the CIO focuses on. And you're talking about something that is farther into the organization, and probably in the CMO's org specifically, around how these technologies are used.
Keep in mind, the CIO moving forward is very much focused on business outcomes, not specific technologies. You know, I often say it doesn't matter whether it's blue, green, yellow, red, blue. It doesn't matter who, whose technology, whose badge, which technology you're using. What matters is, how is this going to move my business forward? But that particular question I'd have to punt a little bit on because that's outside of the realm of the CIO.
Michael Krigsman: From the CIO perspective, this is an internal set of operations, of tasks, and IT can help support that, the infrastructure. But once you get inside marketing, really, is that the job of the CIO, or is that the job of somebody in marketing who has real deep expertise in that specific process?
Tim Crawford: The other piece that you're starting to see more of is partnerships between organizations, so CIO and CMO coming to the table together, CIO and CRO, CIO and CFO, CIO and COO, CIO and CPO. This is something that came up this morning in our conversation within the think tank, was around the role of the CIO and the chief product officer.
And so you have to keep in mind that the level in which these folks are focused and the things that are most important to them are very much into these very strategic business outcomes that move the needle for the organization and for the customer. When you get into the how of it, kind of into the details, that's when you start working into the organization a little further.
Michael Krigsman: And also, I would assume that's when you start working with detailed experts who may live inside IT as well, but who have very narrow domain knowledge that's deeper on specific topics.
Tim Crawford: That's right. That's absolutely right.
Michael Krigsman: So we have another question from Twitter, from X, a really good one. Going back to the POCs, to the proofs of concept, Lisbeth Shaw says, "How do you and when do you terminate an AI proof of concept, especially because doing so is rife with politics?" So unpack that one for us.
Tim Crawford: The issue there is politics sometimes can govern decisions, and it's kind of the necessary evil that you have to work through if you've ever worked in large enterprise, as I have most of my career. You have to have the right balance.
Balancing Business Objectives and AI Project Success
Tim Crawford: But this is also where relationships play a role. You have to think about, what's the impact of spending the money and spending the resources, 'cause it's not just about money. It's about resources that are going toward that effort when they could be applied somewhere else, and ensuring that that effort is aligning with those business outcomes. And I'm gonna sound like a broken record, but business outcomes and business objectives need to rule the day.
Now, the politics will play a role in that, and you have to make sure that you have the right balance, healthy balance, and play the job of the politician in it. But you have to understand that they have motivations and incentives as much as you do. And so if you can understand what their incentives and motivations are of why they're driving that and pushing that to continue, that might give you some insights as to how you could drive the focus in a different direction so you can pull the plug and move on.
But on the sum, you have to figure out how to quickly ascertain, is this experiment going to succeed or fail? And if it's gonna fail, you need to pull the plug as quickly as possible. If it's gonna succeed, you need to be able to demonstrate success in short order. I had a conversation with someone that said, "Oh, well, we're gonna be looking at a 12-month run rate before, or 12 months out before we can actually show progress." And I said, "Those days are behind us." Like, you have to show progress in very short order. In some cases, weeks and months, not years.
Michael Krigsman: On this topic of succeeding with these AI projects or failing, Isaac Sacolick comes back with a real definition. He says, "Failure occurs when AI exposes data or lack of testing to validate results or lack of change leadership."
Tim Crawford: He's absolutely right. You have to think about that. You have to think about how failure is going to play out. And, you know, to the blog post that I alluded to earlier that I wrote last night, there's a significant change coming. There's a study that just came out, executive leadership, six out of ten executives across the spectrum, so globally across the spectrum, are expected to change roles within the next three years.
That's going to drive a phenomenal amount of change when you start to kind of boil it down into technology and what folks are going to be looking to do. So, change is in our future. If you don't already see it today, expect more of it. If you are seeing it today, expect even more of it, and it's gonna come at you faster.
And so you have to figure out, how can you accelerate your organization and your thinking and your decision-making to be able to accommodate that? I just recently was giving a presentation to a group of executives, and one of the statements I made kind of caught a few off-guard, and I said, "Look, today is the slowest your company will ever operate." Think about that for a minute. Today is the slowest your company will ever operate. We're only going to get faster. Strap in and hold on.
The Importance of Relationships and Process Understanding
Michael Krigsman: On the subject of the human relationships that can help accelerate and make these, provide the fabric, if you will, that makes these projects relating to the business in the strongest possible way. Arsalan Khan comes back and says on Twitter, "Should tech executives invite non-tech executives to our echo chambers? What incentives are there beyond just cost and efficiency for non-executives?" So, how do we broaden this pie, so to speak?
Tim Crawford: I often talk about, in my past as an IT leader, some of the first relationships that I built when I walked into a new organization were with my chief legal counsel and head of audit. Now, you might go, "Well, those are kind of odd for a CIO to build relationships with." But here's the thing. You're gonna run across those folks from a legal perspective and from an audit perspective before you know it.
And if you are at least building the relationship and setting the groundwork so you can understand, listen, and respect where they're coming from, then guess what? When it's time for you and the other person to sit down and have a conversation because you've been breached or you have a legal issue you have to navigate through, you already understand where they're coming from. You're not trying to figure it out in the heat of battle.
And so, it's a way to build respect. It's a way to build those relationships, and I can't emphasize how important those relationships are. When things get tough, it's the relationships you will have to lean on. It's not gonna be some other factor or technology whiz-bang. You have to rely on the relationships.
So, don't just look at the value of what you get out of that particular transaction of a relationship. A relationship is something you build over time, you invest in over time. And when you think about it that way, it changes your paradigm in terms of why you invite these folks to your staff meetings or to present to your organization.
Michael Krigsman: On LinkedIn, Simone Jo Moore makes the point that applying AI on top of current processes is no different from automation questions. If your base isn't good, we'll just do the wrong thing faster. Yeah. And speed does kill until we slow down enough to make the speed sustainable. And Greg Walters comments that this is all classic needs assessment and system analysis stuff.
Tim Crawford: When you do apply automation, whether it be RPA, RPO, whether it be agentic frameworks on the other end of the spectrum, when you do, all you're doing is just automating an existing process. There's a danger with that, and this is something that people don't necessarily think about or understand, which is, number one, have you taken the time to understand how that process works? No.
Number two, you're taking the human out of the loop, and we underestimate the value of the human. So, when you tell a human, "Do a certain task," if there are situations that come up that are outliers to that task, the human has the cognitive capability to be able to say, "Hmm, that doesn't pass the sniff test. I better ask someone because it's not in my process. It's not in my capability."
When you automate those processes, all of those checks go away. And so that becomes incredibly dangerous where you start automating bad processes. And so, that's something you have to think about and why it's always important. Understand what you're trying to work with first before you start layering this. And then frankly, is this the right place to start? I mean, that's a whole nother aspect, which is prioritization. And then Michael, the second question?
Michael Krigsman: He's saying this is classic stuff. You need system analysis. Yeah. Go ahead, yeah.
Tim Crawford: So I will sort of agree with that. I think you need more business analysis than you need system analysis. And the reason I say that is, it all starts with how you operate, how your business functions, how the work gets done. Understand that first, and then you can go into some systems analysis to be able to ascertain how you should adapt that or change it accordingly when you start thinking about infusing AI into the mix. But you should definitely start with business.
And the reason why I make that what may seem overly subtle of a distinction is because if I were just to agree and say, "Yep, system process," which you're kind of right on, too many people would go, "Oh, okay. So I just apply my normal system process. Take the way the system was built. Understand how the system was built and refactor it for AI." And that would be a mistake.
AI Ownership, Decision-Making, and Vendor Relationships
Michael Krigsman: Lisbeth Shaw says, "Who should own the AI ROI as an issue?" And Arsalan Khan says, "Why is the onus always on technology folks to know about the business processes?" And I think these are related issues. Who's responsible for AI ROI and why is it always on IT?
Tim Crawford: The easy answer for Lisbeth's question is, there's no one person that's responsible for it. And this is why some organizations are putting together an AI council that can be driven maybe by the CIO, sometimes by the CEO of the company. But there's someone that leads the council that's a cross functional representation of the organization. And they collectively, not individually, collectively are responsible for prioritization and ensuring that guardrails are put in place and prioritization and costs are being managed.
And then I think the second piece to that is in terms of just kind of understanding how do you evolve that over time, right? And so it's an evolutionary process. We're still learning, but you have to be able to accelerate the decision-making process in terms of what you work on first, second, third. And then evolve that, right? Fail fast. We've heard these terms before. We're just applying them into AI.
Michael Krigsman: Let's just briefly talk about vendors. Technology vendors and services vendors. Historically, there was a real problem with services because companies would outsource that work and the expertise would lie outside the company with the third party vendor, the professional services vendor. And it created a cycle where IT never developed the expertise. And so they were, it was this cycle of dependence.
Michael Krigsman: What's your view when it comes to AI now today?
Tim Crawford: Number one, you cannot do it yourself. You can't do this yourself. You will need help.
Michael Krigsman: Wait, wait, wait. Sorry. So just so I'm clearly understanding you, so you're now advocating outsourcing knowledge elsewhere. You don't have to worry. That what you're saying?
Tim Crawford: No, no. That is absolutely not what I'm saying.
Michael Krigsman: Oh, okay. I misunderstood.
Strategic Use of External Partners in Organizations
Tim Crawford: So what I'm saying is, when you go down the path of these larger projects, so moving beyond efficiency and get into the more innovative projects, you won't be able to do them all internally. You will need help with that. But you have to understand where those partners play the most powerful role for your organization.
To your point, if you are outsourcing your organization to a third party and you're basically paying for them to build the institutional knowledge and maintain the institutional knowledge and the learning, that's a mistake. That's a critical strategic mistake.
But the way that you can leverage a third party is by using them to backfill some of the more mundane things and help your organization, help your team learn and augment some of that with that outside thinking so that you can help them accelerate their own thinking. But at the end of the day, you want that institutional knowledge inside your organization, not outside.
So I'm not advocating that it be outside. What I'm advocating is, you need to leverage outside resources to bring that expertise and help train and educate your team so that they can move more quickly through this learning process, right? They're not reinventing the wheel, but maybe they get a framework and then they can reinvent it for their own needs.
But then you're also not building that center of excellence outside of your organization. You're building that squarely within your company. And that's not always the case, unfortunately. I ran into one organization where half the organization was outsourced. And the problem with that is a lot of that innovation was being done by those outsourced staff folks. And yeah, it's an expensive venture and really detrimental to your organization, to the company, and your customers.
Michael Krigsman: So you're not at all suggesting handing off responsibility for your institutional knowledge to a third party and then letting them run with it, but you're saying prioritize carefully, use them to help jumpstart. One of the commenters on LinkedIn, and I forget which one, spoke about this prioritizing, so you're saying pick your battles very carefully.
Tim Crawford: Yeah. And if you are abdicating responsibility to a third party, you need to go. You seriously need to go because that puts the organization at risk. And I've seen it happen. And unfortunately, I've seen situations where the senior-most person in IT is essentially, my words, they're holding the company hostage because of some of those strategic mishaps. And it never ends well, but it's gonna force boards and CEOs to make some very tough decisions. And yeah, it's gonna get rectified one way or another. But yeah, just don't go down that path.
The Role of AI in the C-Suite
Michael Krigsman: In one sentence, Chris Peterson on Twitter asks, "Do you see a specific C-suite role for AI alongside the CEO like some organizations have done with the CDO, or would that stay within CIO?" I'm thinking of, like, Chief AI Officer, for example. So very quickly.
Tim Crawford: I have long since said, and I will continue to say, if you are looking at a Chief AI Officer or Chief Digital Officer, CDO, or CCIO, you probably don't have the right CIO. It's not to say that you don't need a VP of AI or VP of data, but at a chief officer level, no. Absolutely not.
Michael Krigsman: Why? Why do you say that?
Tim Crawford: At the end of the day, is it really a role that is separate from the CIO? No. And then is it a role that is going to operate amongst the executive leadership team on par with the CEO, the CFO, CMO, COO, CRO, CHRO, CIO? And the answer is no. It's a very specific task. That's why I say a VP of AI or VP of data is a much more appropriate role, and then that would roll into the CIO, the strategic CIO.
Because again, the CIO, their closest relationship is going to be with the CEO and then, secondarily, with the rest of the ELT. You're not gonna see those other roles kind of taking a similar path. And like I said, it's a longer conversation as to more of the reasons why and how that plays out, but that's kind of the top-line view on it.
Closing Remarks and Upcoming Events
Michael Krigsman: Tim Crawford, thank you so much for spending time and sharing your expertise with us today. I'm very grateful to you.
Tim Crawford: Michael, thank you so much for the invitation to join, and love the questions coming from the audience. This has been great.
Michael Krigsman: Everybody, now is the time for you to subscribe to the CXOTalk newsletter so that we can notify you about upcoming shows. You can be part of our community, and you can participate. This show is all about the folks who are listening. So go to cxotalk.com right now, subscribe to the newsletter, and we'll see you again next time.
We have really, as we always do, like incredible shows coming up. Two weeks from today, next week there's no show. Two weeks from today, we have two members of the House of Lords in the UK talking about big tech and policy around AI and big tech, so that's gonna be really interesting, right from the horse's mouth. So join us. Thank you so much. Thanks to Tim Crawford. We'll see you again next time.

