In this week’s In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss virtual versions, digital twins, and AI clones. You will uncover the process of building an artificial intelligence digital twin for routine tasks. You will explore the specific steps to map your unique thinking patterns into a custom prompt. You will unlock the secret to identifying the ideal duties for your virtual clone. You will master the art of preserving human relationships while your digital counterpart answers complex questions.

00:00 – Introduction

Dive into this episode to start designing your own digital doppelganger today.

#DigitalTwin #ArtificialIntelligence #MachineLearning #Productivity #TrustInsights

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Christopher S. Penn:

Katie Robbert:

I mean that in terms of it goes back to why you created it in the first place. We had been talking about the benefit of having this digital doppelganger is it’s not distracted. It can stay focused on a single task. In some ways, that might be more helpful than the human version, depending on if the human version is a little bit more scattered or can’t focus. But you can also give the digital doppelganger version more knowledge that the human might not possess.

So then it sort of begs the question of, well, is it still the digital doppelganger or is it something else? If you’re giving it knowledge that the human doesn’t possess, but it’s more helpful to the organization as a whole because the human doesn’t know these things over here, you can go back and forth. It begs the question of, is a digital version of yourself better than the human version? The answer is I don’t know. I feel like there’s a bi

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

Watch the episode to keep your online presence human.

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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 authenti

In this episode of In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss how to measure AI proficiency impact beyond speed.

00:00 – Introduction

Watch the full episode to level up your AI leadership.

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Christopher S. Penn: In this week’s In Ear Insights, let’s talk about AI and the way the things that we are measuring in business to measure AIs, the productivity, the benefits that you’re getting out of it.

One of my favorite apps, Katie, is called Blind. This is an anonymous confessions app for the business world where people who work at companies—mostly in big business and big tech—share anonymous confessions. They have to say what company they’re with, but that’s it. There were three posts that really caught my eye over the weekend.

The first was from a person who works at Capital One bank who said, “Hi, I’m a junior software engineer.” Three years into my career, my co‑workers are pumping out so many poll requests with Claude code and blitzing through jobs that used to take three to five days in less than an hour. I feel like every day at the office is a race to see who can generate more poll requests and complete them than anyone else.

The second one was from JP Morgan Chase saying, “I just downloaded Claude coat and wtf. I don’t know what to think. Either we are cooked or saved.”

The third was from an engineer at Tesla who said, “I joined recently as a contractor and don’t have access to Claude. I’m slower than the others on my team and it stresses me out.”

So my question to you is this, Katie: Obviously people are using generative AI to move very fast. However, I don’t know if fast is the metric that we should be looking at here, particularly since a lot of people who manage coders don’t necessarily manage them well. They don’t.

For example, very famously, Elon Musk, when he took over Twitter, fired people who didn’t write enough code. He measured people’s productivity solely on lines of code written. Anyone who’s actually written code for a living knows you want less code w

In this episode of In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss the AI wars, switching AI, and why relying on a single AI vendor can jeopardize your business continuity. You’ll discover how to build an abstraction layer that lets you swap models without rebuilding your workflows and see practical no‑code tools and open‑weight models you can use as a safety net. You’ll understand the essential documentation and backup practices that keep your AI agents running. Watch the full episode to protect your AI strategy.

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Christopher S. Penn: In this week’s In Ear Insights, it is the AI Wars. Katie, you had some thoughts and some observations about the most recent things going on with Anthropic, with OpenAI, with Google XAI and stuff like that. So at the table, what’s going on?

Katie Robbert: I don’t want to get too deep into the weeds about why people are jumping ship on OpenAI and moving toward the cloud. That’s in the news, it’s political, you can catch up on that. The short version is that decisions from the top at each of these companies have been made that people either agree with or don’t based on their own values and the values of their companies. When publicly traded companies make unpopular decisions that don’t align with the majority of their user base, people jump ship. They were like, okay, I don’t want to use you.

We’ve seen it with Target and many other companies that made decisions people didn’t feel aligned with their personal values. Now we are seeing people abandoning OpenAI and signing on to Anthropic’s Claude. That’s what I wanted to chat about today because we talk a lot about business continuity and risk management. What happens when you get too closely tied to one piece of software and something goes wrong? We’ve talked about this on past episodes in theory because, up until now, software outages have generally been temporary. You don’t often see a mass exodus of a very popular piece of software that people have built their entire businesses around.

Before we get into what this means for the end user and possible solutions, Chris, I would like to get your thoughts, maybe your cat’s thoughts on what’s going on.

Christopher S. Penn: One of the things we’ve said from very early on in the AI space, because it changes so rapidly, is that brand loyalty to any vendor is generally a bad idea. If you were a hater of Google Bard—for good reason—Bard was a terrible model. If you said, I’m never going to touch another Google product again, you would have missed

In this episode of In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss why most Q1 plans stall and how hidden fear holds teams back. You’ll learn simple ways to turn a big roadmap into tiny actions you can start. You’ll discover how generative AI can suggest low‑risk steps that keep momentum without a big budget. You’ll explore how to break the blame cycle and build real progress even in risk‑averse companies. Watch the episode to start moving your plan forward.

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Christopher S. Penn:

Katie Robbert:

I saw a post last week from our friend Paul Rotzer at Smarter-X, where he outlined eight stages companies go through when evaluating and adopting AI; most are stuck at one or two. My comment was that this is because of an unacknowledged fear from leadership—fear that by doing something they become irrelevant or that they’ll get it wrong and be exposed. When we ask why we do all this planning and nothing happens, it comes down to unacknowledged fear.

My hypothesis: I can get the best running shoes, put together a sophisticated training plan for a couch‑to‑5K, tighten my nutrition, get plenty of rest—yet that’s just a plan. I still have to do it, to put one foot in front of the other. The scary part is, what if I fail? What if the plan doesn’t work? What if I hurt myself, look silly, embarrass myself? Those thoughts creep up.

In a larger, publicly traded organization with many eyes on

In this episode of In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss how AI can take over routine tasks and what that means for your daily workflow. You’ll learn why relying too much on AI might erode essential skills and how to spot the warning signs. You’ll explore practical frameworks—like the four R’s and the TRIPS model—that keep you in control of AI projects. You’ll see real examples of virtual focus groups and how human review can prevent costly mistakes. Watch the episode now to protect your expertise while leveraging AI power.

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Christopher S. Penn: In this week’s In Ear Insights. This week, let’s talk about something that has been on Katie’s mind— the differences between cognitive offloading and cognitive enhancing with AI becoming as capable as it is with today’s latest agentic frameworks that can literally just pick up a task and run with it. We talked about it last week on the podcast and live stream, which you can find on the Trust Insights YouTube channel. Go to Trust Insights AI YouTube. These tools are incredibly powerful.

You can literally say, “Here’s the project plan,” and just come back to me in 45 minutes.

Katie Robbert: Your concerns are, if the machine is just going to go off and do a great job with these tasks, what’s left for us and what does that mean for our own cognitive capabilities and how we might deskill.

And I want to highlight what you said—that these things are going to do a quote‑unquote great job. That’s a big caveat.

Over the past couple of weeks, especially with Claude from Anthropic, they have launched a lot of functionality into their system. You can use the web version to set up projects and artifacts and have the chat, or you can use the desktop version, now available for Windows and Mac. It was only available for Mac at first; now it’s also available for Windows, so it’s all inclusive. Everybody gets in on the fun, and you have chat, cowork, and code.

One early warning sign I’m seeing is that Claude now has plugins baked into its desktop version. These plugins cover areas like marketing, legal, and executive, and you can even make your own plugins. We made our 5Ps plugin. You can also take the skills you have built on the web version and bring them into the desktop version.

You can have a co‑CEO, a voice of customer, a fact‑checker— the one that Chris really likes—and all of these things. Chris, you did this last week as an experiment: a virtual focus group with many different players from our voice of customer. Our ideal customer prof

In this episode of In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss managing AI agent teams with Project Management 101. You will learn how to translate scope, timeline, and budget into the world of autonomous AI agents. You will discover how the 5P framework helps you craft prompts that keep agents focused and cost‑effective. You will see how to balance human oversight with agent autonomy to prevent token overrun and project drift. You will gain practical steps for building a lean team of virtual specialists without over‑engineering. Watch the episode to see these strategies in action and start managing AI teams like a pro.

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Christopher S. Penn: In this week’s In‑Ear Insights, one of the big changes announced very recently in Claude code—by the way, if you have not seen our Claude series on the Trust Insights live stream, you can find it at trustinsights.

Christopher S. Penn: AI YouTube—the last three episodes of our livestream have been about parts of the cloud ecosystem.

Christopher S. Penn: They made a big change—what was it?

Christopher S. Penn: Thursday, February 5, along with a new Opus model, which is fine.

Christopher S. Penn: This thing called agent teams.

Christopher S. Penn: And what agent teams do is, with a plain‑language prompt, you essentially commission a team of virtual employees that go off, do things, act autonomously, communicate with each other, and then come back with a finished work product.

Christopher S. Penn: Which means that AI is now—I’m going to call it agent teams generally—because it will not be long before Google, OpenAI and everyone else say, “We need to do that in our product or we’ll fall behind.”

Christopher S. Penn: But this changes our skills—from person prompting to, “I have to start thinking like a manager, like a project manager,” if I want this agent team to succeed and not spin its wheels or burn up all of my token credits.

Christopher S. Penn: So Katie, because you are a far better manager in general—and a project manager in particular—I figured today we would talk about what Project Management 101 looks like through the lens of someone managing a team of AI agents.

Christopher S. Penn: So some things—whether I need to check in with my teammates—are off the table.

Christopher S. Penn: Right.

Christopher S. Penn: We don’t have to worry about someone having a five‑hour breakdown in the conference room about the use of an Oxford comma.

Katie Robbert: Thank goodness.

Christopher S. Penn: But some other things—good communication, clarity, good planning—are more important than ever.

Christopher S. Penn: So if you were told,

In this episode of In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss autonomous AI agents and the mindset shift required for total automation.

You’ll learn the risks of experimental autonomous systems and how to protect your data. You’ll discover ways to connect AI to your calendar and task managers for better scheduling. You’ll build a mindset that turns repetitive tasks into permanent automated systems. You’ll prepare your current workflows for the next generation of digital personal assistants.

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Christopher S. Penn [00:00]: In this week’s In Ear Insights, let’s talk about autonomous AI. The talk of the town for the last week or so has been the open source project first named Claudebot, spelled C L A W D. Anthropic’s lawyers paid them a visit and said please don’t do that. So they changed it to Maltbot and then no one could remember that. And so they have changed it finally now to Open Claw. Their mascot is still a lobster. This is in a condensed version, a fully autonomous AI system that you install on a.

Christopher S. Penn [00:35]: Please, if you’re thinking about on a completely self contained computer that is not on your main production network because it is made of security vulnerabilities, but it interfaces with a bunch of tools and hasn’t connected to the AI model of your choice to allow you to basically text via WhatsApp or Telegram with an agent and have it go off and do things. And the the pitch is a couple things. One, it has a lot of autonomy so it can just go off and do things. There were some disasters when it first came out where somebody let it loose on their production work computer and immediately started buying courses for them. We did not see a bump in the Trust Insights courses, so that’s unfortunate. But the idea being it’s supposed to function like a true personal assistant.

Christopher S. Penn [01:33]: You just text it and say hey, make me an appointment with Katie for lunch today at noon PM at this restaurant and it will go off and figure out how to do those things and then go off and do them. And for the most part it is very successful. The latest thing is people have been just setting it loose. They a bunch of folks created some plugins for it that allow it to have its own social network called Mult Book, where which is a sort of a Reddit clone where hundreds of thousands of people’s open Claw systems are having conversations with each other that look a lot like Reddit and some very amusing writing there.

Christopher S. Penn [02:12]: Before I go any further Katie, yo

In this episode of In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss the critical staffing decisions leaders must make in the age of autonomous AI.

You will learn the four key options organizational leaders must consider when AI begins automating existing roles. You will identify which essential durable skills guarantee success for employees working alongside powerful new technologies. You will discover how to adjust your hiring strategy to find motivated, curious employees who excel in an AI-augmented environment. You will gain actionable management strategies for handling employees who need encouragement after repetitive tasks become automated. Tune in now to understand how AI changes the modern workforce and secure your company’s future talent.

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Christopher S. Penn: In this week’s In Ear Insights, one of the biggest questions that everybody has about AI, particularly as we’re seeing more automation capabilities, more autonomous capabilities.

Last week we took a look at Claude Code, both on the Trust Insights podcast and on the live stream.

Katie, you and I did some pretty cool stuff with it outside of that for our own company.

Here’s the big question everybody wants an answer to—at least people who are in charge. And I want to hear your answer to this because I have an answer that’s a terrible answer. The answer is this.

With the capabilities of AI today, and as they’re growing and becoming more autonomous, do I as a leader—do I hire, retrain, or outsource, or figure out the fourth category? Replace with AI? Hire, retrain, outsource, replace with AI. So, Katie, when you think about the people management at any company with that big 800-pound gorilla in the room called AI, how do you think about this?

Katie Robbert: To borrow a phrase from Christopher S. Penn, it depends.

And you knew I was going to say that. It really depends on what the responsibility is.

So for those of us in the service industry—consulting—we have clients, customers. There’s still an expectation of human-to-human contact and relationship management, client services, really.

So that I feel like unless that expectation goes away, which there’s a reason you’re in that industry in the first place, that I don’t see being able to replace.

But then when you go behind the scenes, there’s a lot of tasks that can be automated, and that’s what you and I were working on at the end of last week.

And so that to your question of, well, if the person is only just talking to the clients, why do I need someone full time?

It really, again, it really

In this episode of In-Ear Insights, the Trust Insights podcast, Katie and Chris discuss the practical application of AI agents to automate mundane marketing tasks.

You will define what an AI agent is and discover how this technology performs complex, multi-step marketing operations. You will learn a simple process for creating knowledge blocks and structured recipes that guide your agents to perform repetitive work. You will identify which tools, like your content scheduler or website platform, are necessary for successful, end-to-end automation. You will understand crucial data privacy measures and essential guardrails to protect your sensitive company information when deploying new automated systems. Tune in now to see how you can permanently eliminate hours of boring work from your weekly schedule!

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Christopher S. Penn: In this week’s In Ear Insights, one of the things that people have said, me especially, is that 2026 is the year of the agent. The way I define an agent is it’s like a real estate agent or a travel agent or a tax agent. It’s something that just goes and does, then comes back to you and says, “Hey, boss, I’m done.”

Katie, you and I were talking before the show about there’s a bunch of mundane tasks, like, let’s write some evergreen social posts, let’s get some images together, let’s update a landing page. Let me ask you this: when you look at those tasks, do they feel repetitive to you?

Katie Robbert: Oh, 100%.

I’ve automated a little bit of it. And by that, what I mean is I have the background information about Trust Insights. I have the tone and brand guidelines for Trust Insights. So if I didn’t have those things, those would probably be the biggest lift.

And so all I’m doing is taking all of the known information and saying, okay, let’s create some content—social posts, landing pages—out of all of the requirements that I’ve already gathered, and I’m just reusing over and over again. So it’s completely repetitive.

I just don’t have that more automated repeatability where I can just push a button and say, “Go.” I still have to do the work of loading everything up into a single system, going through it piece by piece. What do I want? Am I looking at the newsletter? Am I looking at the live stream? Am I looking at this podcast? So there’s still a lot of manual that I know could be automated, and quite frankly, it’s not the best use of my time. But it’s got to get done.

Christopher S. Penn: And so my question to you is, what