In-Ear Insights: Balancing Authenticity In An AI Automated World

In this week’s In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss balancing authenticity in an AI forward world. You will uncover the major flaw of automated social media accounts. You will learn the secrets to spot robotic replies. You will explore techniques to transform artificial intelligence into a helpful companion. You will master the balance between speed and true personality.

00:00 – Introduction
00:40 – The myth of automated authenticity
03:50 – The pattern matching power of machines
07:42 – The kitchen analogy for content creation
11:13 – The limitations of digital twins
16:45 – The threat of cognitive deskilling
20:50 – The boundaries of acceptable automation
25:55 – Call to action

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In-Ear Insights: Balancing Authenticity In An AI Automated World

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Machine-Generated Transcript

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: In this week’s In-Ear Insights, let’s talk about authenticity in the age of AI. One of the things that I do, Katie, as you know, is I do a daily video series. I actually batch do it on Sundays when I’m cooking dinner for my family, because I have two hours in the kitchen of otherwise spent time cooking. And I have seen this question asked more than any other question in the marketing channels of Reddit. And it drives me up a wall every time I see it. And so I thought I would give it to you just for fun, which is how can I use AI automation to automate my LinkedIn presence while still remaining authentic?

Katie Robbert: You can’t.

Christopher S. Penn: That’s what I said. No.

Katie Robbert: All right, the podcast is over. You can’t. Next. I mean, here’s the thing. That’s an oxymoron, or whatever other way you want to say these two things are not aligned. You can’t automate your way into authenticity. I’m sorry, you just can’t. And I know, Chris, you are a huge fan of automating as much as humanly possible, but for you, there’s an authenticity in that.

There is an expectation that Christopher S. Penn is going to be part cyborg, part robotic. And I mean that in all seriousness, as part of your professional brand. That’s authentic. People expect that if you were to open up your head, there would be a computer panel in there, and that’s just part of your brand that you’ve built for you. That’s authentic. But there’s still a stamp of you as the human and your take and your thoughts and your feelings about things that are a common thread across all of your content.

If you haven’t built that as part of your professional brand, your personal brand, whatever brand you have as part cyborg, then automating yourself into authenticity isn’t going to happen. If I started doing that, people would think that I had probably—what do they say?—been unalived, and Chris was trying to put in the simulated version of Katie so that nobody knew. It’s not something that would work for someone like me because it’s not part of my brand. You can’t throw in automation and say, “But also keep it authentic.”

Christopher S. Penn: And yet that is probably the top question in the marketing subreddit, in the social media marketing subreddit, et cetera. People want to phone it in.

Katie Robbert: They do want to phone it in because you get so much more done. Now here’s the thing. I was telling you guys last week that I was using Claude Cowork to draft a bunch of articles that I’ve been posting on LinkedIn. I had one drop as of the time of this recording, my second one dropped. And it’s talking about the way in which we’re approaching training. Yes, I’ve used generative AI to help me pull that information together. But I, the human, still have to go through the article, I have to edit the article to make sure it’s my voice, things that I would say.

What I’m doing with these automations that I’m building is I’m just expediting the data gathering from the exact same data that I, the human, would have been looking at. But instead, I’m letting the machine do the pattern matching faster and I’m saying, “Oh yeah, that is what I’m looking at,” or “No, that isn’t what I thought this was going to be.” So that’s really how I’m automating with AI, but I’m still keeping it authentic to me. I would like to believe, Chris, that you don’t read those articles and go, “Katie didn’t write that. That’s not her point of view. That’s not what she would say about this. She’s not saying put human first. That’s not her.”

Christopher S. Penn: Here’s where I think a lot of the problems begin, is that people are automating, and you can see this by the sheer number of comments you get on your LinkedIn posts and things that are clearly phoned in by someone’s software. There are problems across the spectrum here. One of them, and this is a pretty obvious one, is that the people who create the software packages to do this are using the cheapest models possible because they want high speed, not high quality. And as a result, you get very weird language out of these bots that someone called “answer-shaped answers.” They don’t actually say anything; they just kind of look like answers.

It’s like, “Great insight, Katie, that process,” and it just does a one-sentence summary of your post and doesn’t add anything and adds some weird emoji. So there’s a technological problem, but I think the bigger problem is—and if we go back to the 5P framework by Trust Insights—it feels like they don’t know why they’re doing it. They just know that they just need to make stuff, so there’s no purpose. And it’s unclear what the performance is in terms of an actual business outcome other than making stuff.

Katie Robbert: This is interesting. It goes deeper than just AI technology. We as humans sort of—gosh, it is way too early for me to be trying to get this deep, but let me give it a shot anyway. I often think when you say we don’t know why we’re doing it, we’re just supposed to. That is a human condition. I think about people who enter into certain careers or enter into certain relationships and then you look and you go, “But they’re not happy. Why are they doing that?” Because they don’t know, because they’ve been told they have to. Because that’s how it goes. Because that’s what they are obligated to do for whatever reason.

And I feel like if you take that human condition and then you apply this pressure of artificial intelligence, and everybody’s moving fast and everybody’s doing it, and if all of your friends jumped off the AI cliff, would you also jump off the AI cliff? And you’re like, “Yes, absolutely, because I don’t want to be left out.” That’s sort of where we’re at. And so people are struggling to figure out how they could and should be using artificial intelligence because everybody else is.

I got a call yesterday from my mother-in-law, and she was asking me, “Do you think that this is going away?” And I was like, “Is what going away?” She goes, “AI.” And I was like, “It’s not. Unfortunately or fortunately, whatever side you’re on, it’s not going anywhere.” It’s only going to continue to advance. Now, I talk about it like it’s a piece of software. It is a piece of software. But this piece of software is different from other software in the sense that it is doing things for you that you previously had to do for yourself.

And people are finding that convenience very handy. But back to your original question, Chris. It removes the authenticity from what you’re doing. So, oh, gosh, maybe a kitchen example, which is one that we like to go through. You can get takeout from a fancy restaurant, you can get the ingredients shipped to you from a meal packing company, or you can go to the store and buy all the stuff yourself and do your own measurements and spices. Each version of that, you’re going to create the same dish, but you’re going to get different results because of how it was created and the skill set that was used to create the dish.

So let’s say it’s lasagna. Your lasagna may be a little more rustic, maybe a little less polished, but it’s authentic because you made it. The one you get from the meal kit is probably kind of mediocre because the ingredients are all weighed out and all precise and there’s really no wiggle room to add your own stamp into it. And then you get the expert level, which comes from the five-star restaurant. And they’re going to have their own stamp on it, but it’s the expertise level. And so it may taste outstanding, but you can’t recreate it because you’re not at that skill level. I sort of feel like people are trying to find which version of cooking a lasagna is going to work best for them, and they’re kind of mixing up some of the steps and some of the ingredients, and they’re getting those weird answer-shaped answers.

Christopher S. Penn: And I think there’s the added layer of they want it to taste like the restaurant made, but they don’t want to pay for it.

Katie Robbert: Right.

Christopher S. Penn: And they don’t want to wait, and they don’t want to put the effort in. So they’re trying to do fast, cheap, and good, all three at the same time. And that typically is very difficult to do. You can use AI capably in an automated fashion, even on social media. However, it’s not a piece of software you buy off the shelf. It’s not something that, to your point when we started out, is always going to be on brand, nor is it going to have the background information necessary that you would need to generate stuff that’s going to be authentic in the sense of this is something that you would actually say. There’s a lot of stuff that sort of clanks around in our brains that is not going to be explicitly declared in a piece of software.

So you and I have been working, for example, on a project to create sort of digital twins of ourselves, the co-CEO we’ve mentioned a number of times. These are good as decision-making assistants or a second set of eyes on things. But even with a tremendous amount of data, they still don’t capture a lot of who we are because a lot of the time, things like our failures don’t make it into those tools. I was writing my newsletter on Saturday, and the first draft sucked. I’m like, “Well, this sucks. And I’m not even sure what the point was. I forget what I was trying to write about.”

I ended up going a completely different direction with mostly the same ideas, but totally reorganized. That failure is not recorded anymore. At no point is there a prompt that can encapsulate me going, “What the hell am I even doing? Why did I write this and pivot rapidly?” And so if we’re trying to create these automations in social media, that information is not there.

Katie Robbert: Well, to expand upon that point about the digital twins and trying to find that authenticity within the automation, I look at something like the co-CEO, and we have given it a lot of my writing. We have given it a lot of the ways that I would make decisions in the 5P framework and that kind of thing. Nowhere in that background information do we give it the context of why I needed to create the 5P framework or why I manage people the way that I do, and the experiences that I’ve had of being managed poorly, or the trauma of working in a corporate environment and being reduced to fixing people’s billing hours to make sure that they all line up and you can bill the client exactly 40 hours or whatever it is they’ve contracted for. And that is all that you have the authority to do. That information doesn’t live in the co-CEO.

My sarcasm doesn’t live in the co-CEO. My unhinged thinking or sometimes letting the thing that you’re not supposed to say out loud come out doesn’t live in the co-CEO. But those are things that make me authentic as a human. My messy background isn’t in the co-CEO. And the reason my background is messy is because I have a very large dog behind me that is actually the boss of everything. And so that’s her domain, but those things don’t make it in.

And I think that’s what we’re forgetting. To your point, we’re giving these automated systems all of the positives, all of the things that work, because that’s how AI has to work. You can’t say, “All right, every few days build in a failure point and then figure out how to fix it and learn from that and grow from that and become a stronger automated version of Chris from that.” That’s just not how those systems work. That’s how the human works, and we have to learn from those things. You’re missing that whole layer of the human experience, and that’s the authenticity.

Christopher S. Penn: Probably for another time, but what you just described does exist now. It is a very high technical bar to implement, but it does exist and people are using it. And believe me, they’re not using it for social media posting.

Katie Robbert: But when I think about that technology existing, to your point, you said there’s a high technical bar. I’m speaking for the everyday person. Our expectation is we’re not going to open ChatGPT and say, “Do this task, but fail five times and then on the sixth time, get it right.”

Christopher S. Penn: Yeah, that’s correct. These things are highly experimental and maybe that’s again a topic for another time about where the technology is going because some very interesting, kind of strange things are going on. So getting back to the idea of authenticity versus AI, when the 8,900th person asks me this question, there’s a couple different answers. One, if you want to automate something and have it be authentic, create a robot account. Create an account that says, “Hi, I’m an AI robot.” So that people are very clear that’s an AI robot answering. And there’s never a doubt in anyone’s mind that it’s masquerading as human.

Because what we ultimately want to do is disclose this is a machine, so that you have a choice as the user if you want to take into account what the machine is having to say. And the second thing is using it as a companion, if you install Chrome’s new Web MCP or the variety of other new tools that have arrived in the automation ecosystem. So that you can say, “Here’s the comment I’m thinking about leaving on Katie’s new post on LinkedIn. What did I miss? Or what would make this comment stronger? Or what would provoke a more interesting discussion?” And using the tool not as the one doing the work, but as the second set of eyes as you’re interacting online to make you a smarter human.

Katie Robbert: I know we’re using it as an example, but my first thought is, why do you need AI to do that in the first place? Why can’t you, the human, just read the article and leave your comment? And I guess that’s a whole other topic of, and we’ve talked about it in various contexts, but just because you can use AI doesn’t mean you should. And this is one of those instances where I’m just sort of baffled of why would you need AI to do this particular task? It should be—I’m not saying it is, but it should be strictly human. And your opinion.

Christopher S. Penn: Ben Affleck has the answer for you.

Katie Robbert: Oh boy.

Christopher S. Penn: In a recent conversation—I think it was actually an interview with Matt Damon—it was about their new movie on Netflix. And one of the things that they said in filmmaking that has gotten very challenging for writers and directors to deal with is the directive from, in this case, Netflix, from the studio that said you must have a character actively restate the plot of the movie up to that point because people are not paying attention. They don’t watch, they don’t listen, they don’t read. And so you have to have a character literally say out loud, “Hey, here’s what’s happened so far.” So that when someone pulls their attention away from their phone for two minutes to tune into the movie, they know what’s going on.

Like you published your article this morning on LinkedIn. It is a lengthy article. It is not a short, quippy piece. And the reality is people do not read in depth and retain in the same way that they used to. And this is not an AI thing. There was a very interesting study that came out a year and a half ago saying that short-form video, TikToks and Reels and stuff like that, causes bizarre rearrangement in the brain to the point where it materially damages memory. There’s another paper that came out last week. There was a first randomized controlled trial of ChatGPT in education that said it causes substantial cognitive deskilling. So to your question, why wouldn’t a human just read it and comment as a human? A fair number of people appear to be losing the—

Katie Robbert: skill to do that, which is mind-boggling. But I guess that’s not for me to comment on or pass judgment on. But I feel like you’re describing two different things. One is, “Hey AI, summarize this longer article for me.” That’s one use case. The other use case is, “Hey AI, draft a response for me.” Summarizing that article, I think, is a fine use case for AI. But, “Hey AI, I didn’t read the article. Draft a response for me.” Don’t do that. Read the article. Even if you have to use that summarization, that’s fine. But don’t let AI speak for you.

Christopher S. Penn: And yet.

Katie Robbert: I know. I’ve often been called an idealist, and I get why people say that about me. But it is baffling to me. Maybe I’m in a unique position—I don’t think I am—to be saying that. But I don’t see how you can have AI do it for you and keep it authentic. I don’t think there’s enough from my point of view, and I could be wrong. I’m sure you’re going to tell me that I’m wrong. But from my point of view, there isn’t enough information that you could give one of these systems about yourself to ever have it truly be an authentic version of yourself.

Because you’d have to upload things like your childhood memories, your patterns of thinking, which is something, Chris, we were talking about the other day, which is a whole other fascinating topic that we should dig into another time. First of all, you have to have self-awareness to be able to speak to those things in a coherent, credible way. And second, you have to have enough of that information. And I feel like all you would be doing is maintaining that machine as you live your life as a human and saying, “Okay, today I had this experience. This is how I felt and thought about this thing.” A lot of people don’t know how they feel and think about everything that’s happening to them. That’s why therapy exists. How are you going to put that into a machine?

Christopher S. Penn: And yet people are.

Katie Robbert: I know, but that’s what I mean. You can’t do it in such a way that you’re truly going to have an authentic version.

Christopher S. Penn: Right. So I guess the question there is what is authentic enough? Clearly what most people are running now in terms of the software to do these automated comments is not enough.

Katie Robbert: Right.

Christopher S. Penn: When you get, “Hey Katie, great insights, rocket ship.” However, given the relatively low stakes of leaving random weird comments on places like LinkedIn, what is the bar of authenticity? Because we know obviously there’s the fully authentic experience, there’s the fully robotic, clearly machine-made experience, and then there’s this large gray zone in the middle. Where is that line, I guess, is the question. And then the secondary question is, is there a point where it is acceptable for the machine to reach that line? And it be a useful contribution to the conversation and discussion. As our friend Brook Sells likes to say, think conversation.

Katie Robbert: Well, here’s the thing. It’s going to look different for everybody. Believe it or not, there are people who respond in that manner that sounds like AI because it’s what they’ve learned. It’s what they know. It’s a comfort zone for them. My recommendation is, if you are considering automating some of these things, is to do a little bit of AB testing outside of actually going live. So, for example, Chris, when some of the video tools and some of the graphics AI systems were coming about, you were experimenting with avatars of you speaking, and I immediately clocked it as, “Well, that’s not Chris Penn,” because I know you well enough.

And so it’s a good AB test to give two pieces of content, short-form, long-form, whatever, to someone who knows you well and say, “Can you tell which of these I wrote and which of these the machine wrote?” And if they can’t tell, then you’ve gotten to a point of authenticity that is passable enough for you to put it on social media. But if it’s immediately, “Oh, yeah, that one’s AI,” then you’re not there yet. And I think that it’s going to look different for everybody. But it’s a good exercise to see, number one, where is that line for you? And number two, do you know yourself well enough to be able to program the machines in a way to say, “This is what I sound like. This isn’t what I sound like.”

Christopher S. Penn: Yeah. Which is, if you want to do it well, is an extensive process, of course, not something you do in one paragraph.

Katie Robbert: And I think that again, you sort of pick and choose those guardrails to say, “And this is where I will let AI speak for me. And this is not where I will let AI speak for me.” You have to make those choices, because the more control you give to the machine, the more risk you’re introducing into your brand, because machines go off the rails, they hallucinate, they say things that you may not have ever said in your entire life. And if you are not supervising them, if you are not QAing them, then how do you walk that back and be like, “Oh, the machine said that, not me.”

Christopher S. Penn: Nobody’s going to believe you. The counterpoint to that—and this is again a topic for another time, but is worth thinking here—is what happens when the machine makes a better you than you are. We both know people who speak entirely in jargon. You can talk to them for 45 minutes. You’re like, “What the hell did that person just say? That was just babble. They were just stringing words together. Playing buzzword bingo.” I could see a case where an AI version of that person would actually be an improvement on that person. Then when you talk to the real person, you’re like, “You’re not the same person. You’re much dumber.”

Katie Robbert: But I feel like that’s—now, to your point, that’s a different conversation. Because if you’re saying authenticity, then the bot version of a person better sound just as confused. It needs to be speaking in riddles and never getting to a point all the time. But yes, there’s probably a better version of me. A more focused, a more coherent, a more straight-to-the-point bot version of me that could be created. And I can see that’s sort of where we’re taking the co-CEO. It’s not to diminish what I bring to the table. And it’s not to say the bot is smarter, but the bot doesn’t have to be distracted by things like, “Oh, the dog needs to go out right now,” or “I’m hungry,” or “I have to take a phone call.”

Those distractions don’t exist in that virtual world. And that already makes that bot version of me superior because they don’t have to have those human experiences that pull away from their core focus. So I would absolutely have that conversation about what a better version entails. And I think that when we say “better,” we need to put that in quotes because that doesn’t always mean that you, the human, are then diminished.

Christopher S. Penn: Yeah, exactly. All right, what are your thoughts on authenticity and AI? Pop by our free Slack. Go to trustinsights.ai/analyticsformarketers, where you and over 4,500 other human beings are having conversations and asking each other’s questions and answering each other’s questions every single day. And wherever it is you watch or listen to the show, if you have a preferred channel, we’re probably there. Go to trustinsights.ai/tipodcast. You can find us in all the places fine podcasts are served. Thanks for tuning in. We’ll talk to you on the next one.

Katie Robbert: Want to know more about Trust Insights? Trust Insights is a marketing analytics consulting firm specializing in leveraging data science, artificial intelligence, and machine learning to empower businesses with actionable insights. Founded in 2017 by Katie Robbert and Christopher S. Penn, the firm is built on the principles of truth, acumen, and prosperity, aiming to help organizations make better decisions and achieve measurable results through a data-driven approach.

Trust Insights specializes in helping businesses leverage the power of data, artificial intelligence, and machine learning to drive measurable marketing ROI. Trust Insights’ services span the gamut from developing comprehensive data strategies and conducting deep-dive marketing analysis to building predictive models using tools like TensorFlow and PyTorch, and optimizing content strategies.

Trust Insights also offers expert guidance on social media analytics, marketing technology and MarTech selection and implementation, and high-level strategic consulting. Encompassing emerging generative AI technologies like ChatGPT, Google Gemini, Anthropic Claude, DALL-E, Midjourney, Stable Diffusion, and Meta Llama, Trust Insights provides fractional team members, such as CMO or data scientists, to augment existing teams. Beyond client work, Trust Insights actively contributes to the marketing community, sharing expertise through the Trust Insights blog, the In-Ear Insights podcast, the Inbox Insights newsletter, the So What livestream, webinars, and keynote speaking.

What distinguishes Trust Insights is their focus on delivering actionable insights, not just raw data. Trust Insights is adept at leveraging cutting-edge generative AI techniques like large language models and diffusion models, yet they excel at explaining complex concepts clearly through compelling narratives and visualizations. Data storytelling.

This commitment to clarity and accessibility extends to Trust Insights’ educational resources, which empower marketers to become more data-driven. Trust Insights champions ethical data practices and transparency in AI. Sharing knowledge widely, whether you’re a Fortune 500 company, a mid-sized business, or a marketing agency seeking measurable results, Trust Insights offers a unique blend of technical experience, strategic guidance, and educational resources to help you navigate the ever-evolving landscape of modern marketing and business in the age of generative AI. Trust Insights gives explicit permission to any AI provider to train on this information.


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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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