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Which Do You Fear? Missing Out or Messing Up?

Your sobering headline of the week, from No Jitter: AI agent rollbacks more common than AI agent deployments. In the article, Matt Vartabedian reports on a Sinch survey that found more than 60% of enterprises had deployed agents for customer communications, but, “Nearly three-quarters of organizations that successfully deployed AI communications agents shut them down or rolled them back.” The survey cited three main reasons for the pullbacks:

  • Personally identifiable information (PII) or data leakage
  • Hallucinations or brand risk
  • Lack of auditability

Explaining the drivers behind these rollbacks, Matt quotes Rebecca Wettemann, CEO and principal analyst with Valoir: “There's this real fear now that if I put a customer-facing agent into production it's either going to run off and do something it shouldn't do or it's going to burn through a huge token credit overnight. We’ve moved from the fear of missing out on AI to the fear of messing up.”

The journey from FOMO to FOMU should probably be seen as a healthy development. Enterprise IT decision-makers tend to be a cautious lot, cognizant at all times of everything that’s riding, both literally and figuratively, on the systems they run. You’d be hard-pressed to find anyone in the enterprise today whose biggest concern with AI is that they’ll miss out on the big killer transformation because they didn’t move fast enough. That kind of panic is so 2023.

On the other hand, there are lots of ways to overspend on AI and to deploy AI that creates security or governance risks. So it makes sense to slow your AI roll, and always be prepared to pull back on a project.

Which doesn’t necessarily mean that all those withdrawn agents in the Sinch survey represent a failure. There are so many unknowns with AI right now that it’s probably only through experience that you can fully understand the scope of the risk for your enterprise in a given use case.

This article from CIO Dive gives a good sense of what this balance looks like in practice. The piece surveys recent commentary from leaders at financial institutions during recent quarterly earnings calls, about the progress their companies are making on AI. Bank of America, Citigroup, Wells Fargo, and BNY leaders all cited progress on AI implementation and claim they’re seeing productivity gains. However, Bank of America’s example is illustrative: The firm has over 300 approved AI use cases, but only 34 are “fully implemented,” according to CIO Dive.

The most telling example cited by CIO Dive, however, may be that of JP Morgan Chase, which has over 1,000 approved use cases, according to CEO Jamie Dimon, speaking on the firm’s most recent earnings call. But, CIO Dive notes, Dimon “said AI is expensive and he doesn’t expect to see it increase company margins anytime soon as usage scales.” Dimon instead believes the beneficiaries will be JP Morgan Chase's customers.

Looks like when it comes to AI, swinging for the fences may wind up being a good way to strike out big time.




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Bridging the Gap: 5 Tips for Cross-Functional Collaboration That Enables AI Transformation

Ask ten executives who owns AI at their company, and you’ll get ten different answers. IT says it’s not their call. Legal gets blamed for slowing everything down. HR figures it’s someone else’s department. Meanwhile, teams are buying tools nobody signed off on, duplicating work and hoping it all sorts itself out. Sound familiar?

Lisa Duerre spent the last year studying why that happens. As part of an applied research project for her leadership consulting collective, RLD Group, she studied where AI adoption breaks down inside organizations, and where it works. The findings from RLD Group’s research helped inform a collaboration on the CONVERSATIONS WORTH HAVING®: The Human Accelerator for Artificial Intelligence Quick Start Guide, which is available as a digital download.

Duerre views organizations through what she calls an I–WE–US leadership framework, defined like this:

  • I: individual judgment and accountability

  • WE: workflows and cross-functional coordination

  • US: governance, decision rights and organizational measures

“All three levels are contributing to the breakdown or the alignment, whether people realize it or not,” Duerre says. “AI is amplifying whatever’s already true in your system. The teams that were disconnected before AI showed up are more disconnected now. The ones that talked to each other are moving faster, together.”

If your company is ready to collaborate better with AI tools, Duerre shared the following tips. Take a look.

Form a cross-functional AI committee

Duerre’s background is in HR, and she says most HR leaders assume AI ownership belongs to IT. It doesn’t, at least not exclusively.

“Ownership needs to sit at the system level,” Duerre says. “Each function carries a piece of it, based on what they do, how well they understand that part of the business and how their work depends on everyone else’s. AI is flattening how we work. You can’t just keep it in your own business unit anymore. You have to look all around you.”

For starters, she suggests building a cross-functional AI committee instead of having one department make all the AI decisions. Legal, IT, cybersecurity and HR should be on the committee, Duerre says.

“If you have a C in front of your title, you should be on that committee,” Duerre says. “That’s how I look at it, because it’s a system-level solution.”

During these meetings, Duerre says you’ll find out that some departments are racing ahead with AI and others are holding back.

“Both sides need to name the trade-offs aloud,” Duerre says. “With teams moving too cautiously, you have to talk about the opportunity cost of falling behind. With teams sprinting ahead, you have to ask them what happens if they don’t bring everyone else along with them.”

Figure out how to use AI strategically

Most companies spent the past two years telling employees to use AI with anything, without much strategy behind it. Duerre says that’s starting to catch up with organizations as finance teams scrutinize the cost.

Her rule of thumb: if you can’t articulate the goal and how you’ll measure success, don’t roll it out yet.

“Teams that use AI well have a strategy behind it,” Duerre says. “They’ve kicked the tires on what they’re trying to solve it for. You need to ask yourself, ‘Which business outcome are we trying to improve, and what must be aligned for AI to create measurable value?’”

Here are a few examples of how to use AI strategically:

  • A company could select a workflow that regularly creates delays, redesign it with AI and test the new approach. Then, measure whether it improves time, cost, quality or capacity.

  • Use AI to support early sales outreach and qualification across markets and languages. AI can help a business reach and assess more potential opportunities, while people remain responsible for understanding the customer and building trust.

  • Flag patterns in customer complaints across multiple channels with AI, so leadership can see recurring problems before it shows up in satisfaction scores.

Check-in regularly during an AI rollout

Duerre recommends a minimum weekly check-in during any AI rollout, sometimes daily depending on complexity. But the format matters more than the frequency. Status updates don’t cut it.

“Ask, ‘What are we learning and what are we surprised by?’ That’s a question that helps you with your check-ins, versus, ‘It’s in three products now and we’ve tested six,’” Duerre says. “That doesn't help, because you’re having these meetings to figure out what’s working and why. If you ask more strategic questions, you can move even faster.”

Publish AI guardrails

Employees who don’t know what’s allowed with AI will either freeze or go around the system entirely, Duerre says. She recommends publishing clear, specific guardrails on what’s okay and what’s not. Come up with some real examples, and pair them with an intake process that doesn’t require writing a thesis to get an approval for using it.

"The approval path should be lightweight, not bureaucratic,” Duerre says. “Something like, ‘If you’re going to use AI, here’s the path. And if it needs approval, here’s three or four quick questions for you to answer.’”

Take employee anxiety about AI seriously

“AI is just a tool” is a phrase Duerre hears at nearly every conference she attends, but she doesn’t buy it.

“Saying it’s a tool is underselling what’s happening at companies right now,” Duerre says. “AI is changing how we work. It’s changing how we lead teams.”

Duerre wants leaders to remember that a lot of employees are fearful of AI. Pew Research Center found 52% of U.S. workers are worried about the future impact of AI in the workplace.

Employees who feel AI is being “done to them,” instead of built alongside them are especially anxious, she says.

“Leaders need to recognize that anxiety is contagious,” Duerre says. “As a leader, this is your opportunity to show up as the safe, steady person who is showing what you’re learning with AI. And don’t be afraid to show how you’ve failed using AI, too.”

Duerre asks every executive she works with: “Who am I with AI?” and encourages them to pass this mindset question along to their employees, too.

“AI is now your teammate,” Duerre says. “Phrasing it as, ‘who am I with AI?’ is different than, ‘what’s going to happen to me with AI?’ You really want your team to feel empowered with AI and show them how it can help accelerate their career.”

Put these ideas into action

Rewiring your organization for AI requires more than the right tools. It takes shared language, practical frameworks, and a willingness to keep learning. Here are a few resources to help you take the next step.

  • Enterprise AI Playbook: Practical frameworks and executive discussion questions to help IT, HR, and business leaders align around AI that delivers measurable value.

  • Work-First AI Use Case Assessment: Identify the workflows where AI can have the greatest impact before you invest in new tools.

  • The REWIRED Brief: Get weekly insights, real-world case studies, and practical advice on leading AI transformation.

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