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In this episode of In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss why enterprise generative AI projects often fail to reach production.
You’ll learn why a high percentage of enterprise generative AI projects reportedly fail to make it out of pilot, uncovering the real reasons beyond just the technology. You’ll discover how crucial human factors like change management, user experience, and executive sponsorship are for successful AI implementation. You’ll explore the untapped potential of generative AI in back-office operations and process optimization, revealing how to bridge the critical implementation gap. You’ll also gain insights into the changing landscape for consultants and agencies, understanding how a strong AI strategy will secure your competitive advantage. Watch now to transform your approach to AI adoption and drive real business results!
Watch the video here:
Can’t see anything? Watch it on YouTube here.
Listen to the audio here:
Download the MP3 audio here.
[podcastsponsor]
What follows is an AI-generated transcript. The transcript may contain errors and is not a substitute for listening to the episode.
Christopher S. Penn – 00:00
Katie, you and I have both worked in enterprise organizations and we have had and do have enterprise clients. Some people can’t even buy a coffee machine in six months, much less route a generative AI project.
Christopher S. Penn – 00:49
Katie Robbert – 01:05
Christopher S. Penn – 01:38
Katie Robbert – 01:45
Katie Robbert – 02:34
Christopher S. Penn – 03:09
The rest of these have nothing to do with technology. The rest of these are challenging: Change management, lack of executive sponsorship, poor user experience, or unwillingness to adopt new tools. When we think about this chart, what first comes to mind is the 5 Ps, and 4 out of 5 are people.
Katie Robbert – 03:48
So you first need to assess whether or not people want to do this because that’s going to be the thing that keeps this from moving forward. One of the responses there was user experience. That’s still people.
If people don’t feel they can use the thing, they’re not going to use it. If it’s not immediately intuitive, they’re not going to use it. We make those snap judgments within milliseconds.
Katie Robbert – 04:39
Christopher S. Penn – 04:52
Lead qualification, speed, customer retention. Sure, those are front office things, but the paper highlights that the back office is really where enterprises will win using generative AI. But no one’s investing it. People are putting all the investment up front in sales and marketing rather than in the back office. So the back office wins.
Business process optimization. Elimination: $2 million to $10 million annually in customer service and document processing—especially document processing is an easy win. Agency spend reduction: 30% decrease in external, creative, and content costs. And then risk checks for financial services by doing internal risk management.
Christopher S. Penn – 05:39
Katie Robbert – 05:51
Christopher S. Penn – 06:31
Katie Robbert – 07:14
Christopher S. Penn – 07:46
Christopher S. Penn – 08:35
Katie Robbert – 08:46
Christopher S. Penn – 09:28
If you’re good at the “what”—which is more of the tactical stuff, “what are you going to do?”—that’s important. But what we see throughout this paper is the “how” is where people are getting tangled up: “How do we implement generative AI?”
If you are just a navel-gazing ChatGPT expert, that “how” is going to bite you really hard really soon.
Christopher S. Penn – 10:13
Christopher S. Penn – 10:57
Katie Robbert – 11:05
Katie Robbert – 12:05
Christopher S. Penn – 12:45
And we’ve actually had input calls with clients and potential clients where they’ve walked us through their workflow. And you realize AI can’t do all of it. There’s just some parts that just can’t be done by AI because in many cases it’s sneaker-net.
It’s literally a human being who has to move stuff from one system to another. And there’s not an easy way to do that with generative AI. The other thing that really stood out for me in terms of bridging this divide is from a technological perspective.
Christopher S. Penn – 13:35
Obviously, at Trust Insights’ size—with five or four employees and a bunch of AI—we don’t have to synchronize and coordinate massive stores of institutional knowledge across the team. We all pretty much know what’s going on.
When you are an IBM with 300,000 employees, that becomes a really big issue. And today’s tools, absent those connectors, don’t have that institutional memory. So they can’t unlock that value. And the good news is the technology to bridge that gap exists today. It exists today.
Christopher S. Penn – 14:27
And if you are a company that wants to unlock the value of gen AI, you have to figure out that memory problem from a platform perspective quickly. And the good news is there’s existing tools that do that. There’s vector databases and there’s a whole long list of acronyms and tongue twisters that will solve that problem for you.
But the other four pieces need to be in place to do that because it requires a huge lift to get people to be willing to share their data, to do it in a secure way, and to have a measurable outcome.
Katie Robbert – 15:23
But even backing up further, the purpose is why are we doing this in the first place? Are we an enterprise-sized company with so many employees that nobody knows the same information? Or am I a small solopreneur who just wants to have some protection in case something happens and I lose my memory or I want to onboard someone new and I want to do a knowledge-share?
And so those are very different reasons to do it, which means that your approach is going to be slightly different as well.
Katie Robbert – 16:08
Christopher S. Penn – 16:25
It’s an expensive consulting word and it sounds cool. Agentic AI and agentic workflows and stuff, it really just means, “Hey, you’ve got this AI engine, but it’s not—you’re missing the rest of the car, and you need the rest of the car.”
Again, the good news is the technology exists today for these tools to have access to that. But you’re blocking obstacles, not the technology.
Christopher S. Penn – 17:05
Katie Robbert – 17:51
It’s just adding another layer of something people aren’t going to do. I’m very skeptical always, and I just feel this is what’s going to mislead people.
They’re like, “Oh, now I don’t have to really think about anything because the machine is just going to know what I know.” But it’s that initial setup and maintenance that people are going to skip.
Katie Robbert – 18:47
Christopher S. Penn – 19:02
Those tools, assuming they’re set up properly, will have automatic access to the back-end. So they’ll have access to your document store, they’ll have access to your mail server, they’ll have access to those things so that even if people don’t—because you’re right, people ain’t going to do it.
People ain’t going to document their code, they’re not going to write up detailed notes. But if the systems are properly configured—and that is a big if—it will have access to all of your Microsoft Teams transcripts, it will have access to all of your Google Meet transcripts and all that stuff.
And on the back-end, without participation from the humans, it will at least have a greater scope of knowledge across your company properly configured.
Christopher S. Penn – 19:50
Katie Robbert – 20:30
Christopher S. Penn – 20:32
Katie Robbert – 20:36
Katie Robbert – 21:23
Christopher S. Penn – 21:37
Katie Robbert – 22:13
I remember being at the agency and our team used Slack, and we could see as admins the stats and the amount of DMs that were happening versus people talking in public channels. The ratios were all wrong because you knew everybody was back-channeling everything.
And we never took the time to extract that data. But what was well-known but not really thought of is that we could have read those messages at any given time.
And I think that’s something that a lot of companies take for granted is that, “Oh, well, I’m DMing someone or I’m IMing someone or I’m chatting someone, so that must be private.”
Christopher S. Penn – 23:14
Christopher S. Penn – 23:42
But equally true is, do the tools and the people using them have access to the appropriate data? So you need the right data to do your job.
You also want to guard against having just a free-for-all, where someone can ask your internal Copilot, “Hey, what is the CEO and the HR manager doing at that Coldplay concert anyway?”
Because that will be in your enterprise email, your enterprise IMs, and stuff like that. And if people are not thoughtful about what they put into work systems, you will see a lot of things.
Christopher S. Penn – 24:21
Katie Robbert – 24:46
Katie Robbert – 25:22
Christopher S. Penn – 25:44
Christopher S. Penn – 26:26
Katie Robbert – 26:41
Katie Robbert – 27:33
Katie Robbert – 28:39
Trust Insights is a marketing analytics consulting firm that transforms data into actionable insights, particularly in digital marketing and AI. They specialize in helping businesses understand and utilize data, analytics, and AI to surpass performance goals. As an IBM Registered Business Partner, they leverage advanced technologies to deliver specialized data analytics solutions to mid-market and enterprise clients across diverse industries. Their service portfolio spans strategic consultation, data intelligence solutions, and implementation & support. Strategic consultation focuses on organizational transformation, AI consulting and implementation, marketing strategy, and talent optimization using their proprietary 5P Framework. Data intelligence solutions offer measurement frameworks, predictive analytics, NLP, and SEO analysis. Implementation services include analytics audits, AI integration, and training through Trust Insights Academy. Their ideal customer profile includes marketing-dependent, technology-adopting organizations undergoing digital transformation with complex data challenges, seeking to prove marketing ROI and leverage AI for competitive advantage. Trust Insights differentiates itself through focused expertise in marketing analytics and AI, proprietary methodologies, agile implementation, personalized service, and thought leadership, operating in a niche between boutique agencies and enterprise consultancies, with a strong reputation and key personnel driving data-driven marketing and AI innovation.
By Trust Insights5
99 ratings
In this episode of In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss why enterprise generative AI projects often fail to reach production.
You’ll learn why a high percentage of enterprise generative AI projects reportedly fail to make it out of pilot, uncovering the real reasons beyond just the technology. You’ll discover how crucial human factors like change management, user experience, and executive sponsorship are for successful AI implementation. You’ll explore the untapped potential of generative AI in back-office operations and process optimization, revealing how to bridge the critical implementation gap. You’ll also gain insights into the changing landscape for consultants and agencies, understanding how a strong AI strategy will secure your competitive advantage. Watch now to transform your approach to AI adoption and drive real business results!
Watch the video here:
Can’t see anything? Watch it on YouTube here.
Listen to the audio here:
Download the MP3 audio here.
[podcastsponsor]
What follows is an AI-generated transcript. The transcript may contain errors and is not a substitute for listening to the episode.
Christopher S. Penn – 00:00
Katie, you and I have both worked in enterprise organizations and we have had and do have enterprise clients. Some people can’t even buy a coffee machine in six months, much less route a generative AI project.
Christopher S. Penn – 00:49
Katie Robbert – 01:05
Christopher S. Penn – 01:38
Katie Robbert – 01:45
Katie Robbert – 02:34
Christopher S. Penn – 03:09
The rest of these have nothing to do with technology. The rest of these are challenging: Change management, lack of executive sponsorship, poor user experience, or unwillingness to adopt new tools. When we think about this chart, what first comes to mind is the 5 Ps, and 4 out of 5 are people.
Katie Robbert – 03:48
So you first need to assess whether or not people want to do this because that’s going to be the thing that keeps this from moving forward. One of the responses there was user experience. That’s still people.
If people don’t feel they can use the thing, they’re not going to use it. If it’s not immediately intuitive, they’re not going to use it. We make those snap judgments within milliseconds.
Katie Robbert – 04:39
Christopher S. Penn – 04:52
Lead qualification, speed, customer retention. Sure, those are front office things, but the paper highlights that the back office is really where enterprises will win using generative AI. But no one’s investing it. People are putting all the investment up front in sales and marketing rather than in the back office. So the back office wins.
Business process optimization. Elimination: $2 million to $10 million annually in customer service and document processing—especially document processing is an easy win. Agency spend reduction: 30% decrease in external, creative, and content costs. And then risk checks for financial services by doing internal risk management.
Christopher S. Penn – 05:39
Katie Robbert – 05:51
Christopher S. Penn – 06:31
Katie Robbert – 07:14
Christopher S. Penn – 07:46
Christopher S. Penn – 08:35
Katie Robbert – 08:46
Christopher S. Penn – 09:28
If you’re good at the “what”—which is more of the tactical stuff, “what are you going to do?”—that’s important. But what we see throughout this paper is the “how” is where people are getting tangled up: “How do we implement generative AI?”
If you are just a navel-gazing ChatGPT expert, that “how” is going to bite you really hard really soon.
Christopher S. Penn – 10:13
Christopher S. Penn – 10:57
Katie Robbert – 11:05
Katie Robbert – 12:05
Christopher S. Penn – 12:45
And we’ve actually had input calls with clients and potential clients where they’ve walked us through their workflow. And you realize AI can’t do all of it. There’s just some parts that just can’t be done by AI because in many cases it’s sneaker-net.
It’s literally a human being who has to move stuff from one system to another. And there’s not an easy way to do that with generative AI. The other thing that really stood out for me in terms of bridging this divide is from a technological perspective.
Christopher S. Penn – 13:35
Obviously, at Trust Insights’ size—with five or four employees and a bunch of AI—we don’t have to synchronize and coordinate massive stores of institutional knowledge across the team. We all pretty much know what’s going on.
When you are an IBM with 300,000 employees, that becomes a really big issue. And today’s tools, absent those connectors, don’t have that institutional memory. So they can’t unlock that value. And the good news is the technology to bridge that gap exists today. It exists today.
Christopher S. Penn – 14:27
And if you are a company that wants to unlock the value of gen AI, you have to figure out that memory problem from a platform perspective quickly. And the good news is there’s existing tools that do that. There’s vector databases and there’s a whole long list of acronyms and tongue twisters that will solve that problem for you.
But the other four pieces need to be in place to do that because it requires a huge lift to get people to be willing to share their data, to do it in a secure way, and to have a measurable outcome.
Katie Robbert – 15:23
But even backing up further, the purpose is why are we doing this in the first place? Are we an enterprise-sized company with so many employees that nobody knows the same information? Or am I a small solopreneur who just wants to have some protection in case something happens and I lose my memory or I want to onboard someone new and I want to do a knowledge-share?
And so those are very different reasons to do it, which means that your approach is going to be slightly different as well.
Katie Robbert – 16:08
Christopher S. Penn – 16:25
It’s an expensive consulting word and it sounds cool. Agentic AI and agentic workflows and stuff, it really just means, “Hey, you’ve got this AI engine, but it’s not—you’re missing the rest of the car, and you need the rest of the car.”
Again, the good news is the technology exists today for these tools to have access to that. But you’re blocking obstacles, not the technology.
Christopher S. Penn – 17:05
Katie Robbert – 17:51
It’s just adding another layer of something people aren’t going to do. I’m very skeptical always, and I just feel this is what’s going to mislead people.
They’re like, “Oh, now I don’t have to really think about anything because the machine is just going to know what I know.” But it’s that initial setup and maintenance that people are going to skip.
Katie Robbert – 18:47
Christopher S. Penn – 19:02
Those tools, assuming they’re set up properly, will have automatic access to the back-end. So they’ll have access to your document store, they’ll have access to your mail server, they’ll have access to those things so that even if people don’t—because you’re right, people ain’t going to do it.
People ain’t going to document their code, they’re not going to write up detailed notes. But if the systems are properly configured—and that is a big if—it will have access to all of your Microsoft Teams transcripts, it will have access to all of your Google Meet transcripts and all that stuff.
And on the back-end, without participation from the humans, it will at least have a greater scope of knowledge across your company properly configured.
Christopher S. Penn – 19:50
Katie Robbert – 20:30
Christopher S. Penn – 20:32
Katie Robbert – 20:36
Katie Robbert – 21:23
Christopher S. Penn – 21:37
Katie Robbert – 22:13
I remember being at the agency and our team used Slack, and we could see as admins the stats and the amount of DMs that were happening versus people talking in public channels. The ratios were all wrong because you knew everybody was back-channeling everything.
And we never took the time to extract that data. But what was well-known but not really thought of is that we could have read those messages at any given time.
And I think that’s something that a lot of companies take for granted is that, “Oh, well, I’m DMing someone or I’m IMing someone or I’m chatting someone, so that must be private.”
Christopher S. Penn – 23:14
Christopher S. Penn – 23:42
But equally true is, do the tools and the people using them have access to the appropriate data? So you need the right data to do your job.
You also want to guard against having just a free-for-all, where someone can ask your internal Copilot, “Hey, what is the CEO and the HR manager doing at that Coldplay concert anyway?”
Because that will be in your enterprise email, your enterprise IMs, and stuff like that. And if people are not thoughtful about what they put into work systems, you will see a lot of things.
Christopher S. Penn – 24:21
Katie Robbert – 24:46
Katie Robbert – 25:22
Christopher S. Penn – 25:44
Christopher S. Penn – 26:26
Katie Robbert – 26:41
Katie Robbert – 27:33
Katie Robbert – 28:39
Trust Insights is a marketing analytics consulting firm that transforms data into actionable insights, particularly in digital marketing and AI. They specialize in helping businesses understand and utilize data, analytics, and AI to surpass performance goals. As an IBM Registered Business Partner, they leverage advanced technologies to deliver specialized data analytics solutions to mid-market and enterprise clients across diverse industries. Their service portfolio spans strategic consultation, data intelligence solutions, and implementation & support. Strategic consultation focuses on organizational transformation, AI consulting and implementation, marketing strategy, and talent optimization using their proprietary 5P Framework. Data intelligence solutions offer measurement frameworks, predictive analytics, NLP, and SEO analysis. Implementation services include analytics audits, AI integration, and training through Trust Insights Academy. Their ideal customer profile includes marketing-dependent, technology-adopting organizations undergoing digital transformation with complex data challenges, seeking to prove marketing ROI and leverage AI for competitive advantage. Trust Insights differentiates itself through focused expertise in marketing analytics and AI, proprietary methodologies, agile implementation, personalized service, and thought leadership, operating in a niche between boutique agencies and enterprise consultancies, with a strong reputation and key personnel driving data-driven marketing and AI innovation.

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