Brian Evergreen—AI executive coach, chess prodigy, and former choirboy—wants me to articulate a vision for my future. As the waiter replaces our appetizers with entrées, I dodge by peppering him with question after question about AI.
- Has generative AI actually delivered meaningful results for his clients? Not as much as other forms of artificial intelligence. There are 27 different types of AI, according to Gartner. Machine learning and reinforcement learning have delivered ROI, such as allowing manufacturing engineers to test process improvements digitally without physical waste.
- Will AI actually kill us? Doubtful. Pay attention to who’s saying this and their incentives.
- How effective are vibe-coded apps? Have you seen the meme that says I code manually: $500. You vibe code, I review: $8,000?
The conversation stretches from one hour to four. Evergreen isn’t ending this conversation until I start thinking about the future. Even though he’s not my AI coach, he can’t help himself.
Evergreen is the former global head of autonomous AI co-innovation at Microsoft Research and author of Autonomous Transformation: Creating a More Human Future in the Era of Artificial Intelligence. He works with Microsoft, Accenture, Amazon Web Services, Salesforce, IBM, and NASA, among others. Since he started this practice in 2023, his coaching business has grown by 200% each year. Clients credit him with saving them billions of dollars.
Brian Evergreen [Photo: Manny Espinoza]
One client, a leader of a global manufacturer of building materials, says Evergreen’s value was “at least 20x what we paid,” redirecting the leadership team away from work that didn’t add any value and toward what needed to get done. Evergreen’s work is still being used at the company two years later.
Evergreen believes two things. First, the key to using AI effectively is choosing the future you want to build and then creating a strategy for how to get there given the resources you have. Second, this future relies on humans being empowered by AI. He calls this Future Solving, and yes, it’s trademarked. “McDonald’s got rid of human cashiers at some locations, and people drove out of their way to go to a location with a human,” he says. “We’re all wearing out the 0 button on our phones trying to reach a human.”
At the moment, companies are doing a lousy job of anticipating what the AI future looks like. Companies are set to invest over $1 trillion in AI this year, according to an analysis by Goldman Sachs. Meanwhile, another analysis, from Deloitte, found that only 6% of companies are seeing a return on their investments within a year.
I’ve joined Evergreen in Vancouver to watch him run a workshop with Lululemon, specifically its guest support team, which is responsible for turning the trickiest customer experience issues into moments that create brand loyalty. (At Lululemon, customers are “guests”, and customer service personnel are “educators.”) Shadi El Baba, Lululemon’s VP of guest support, first encountered Evergreen last year and was particularly struck by an example he used of Expedia charging a premium for allowing people to talk to another human for help with travel plans. That inspired him to make the case internally to work with Evergreen to “fully lean into the human element of customer support,” and drive revenue for Lululemon rather than being a cost center.
Lululemon fireside chat (left to right): Dione Heater, senior learning & leadership partner, Shadi El Baba, Brian Evergreen. [Photo: Kai Jacobson, Tantulus Creative]
El Baba, who gives off cool uncle energy, invited Evergreen to Lululemon HQ to give a workshop to about 15 people, both his own direct reports and other company leaders, followed by a fireside chat with about 100 Lululemon employees. He needs everyone thinking about the future for any initiatives to stick.
If there’s a company that’s in need of vision right now, it’s Lululemon. The pioneering athleisure brand has struggled with everything from heightened competition from Alo and Vuori to its founder, Chip Wilson, agitating against the company’s direction, particularly its new CEO, the Nike veteran Heidi O’Neill. Because she couldn’t start for five months after being hired in April 2026, Lululemon was in limbo for almost half the year. Meanwhile, its chief AI officer, Ranju Das, left in August after less than a year on the job. (Neither Das nor Lululemon provided an explanation.) In early September, the stock price fell to $102, an eight-year low.
El Baba is counting on Evergreen to help his team crystallize their vision for delivering a premium “guest” experience. Lululemon is counting on El Baba to create the customer service moments that cement brand loyalty at a time when it’s hemorrhaging customers. No pressure.
Yet, Evergreen is unfazed. He’s excited to jump in. “I always welcome the opportunity to work with brands that have had a great deal of influence,” he says. “Lululemon has faced some headwinds, but I’m excited to see if Future Solving can help them surge to new growth.”
Sweating the future
The Lululemon workshop starts in the most Lululemon way: with a “sweat,” a 45-minute Pilates class. The team, who are all preternaturally fit and attractive, assure me the class is easy—and they make it look easy. The managers, alongside their direct reports, do not sweat as they perform donkey kicks and squats.
Afterward, while I try to find a private spot to recover or accept that death is imminent, Evergreen introduces himself to the instructor, a lovely woman I hope to never meet again, and shakes hands. She gets a selfie. I imagine this will be the hardest part of the day.
Evergreen’s framework is simple: Most people solve for problems and therefore make only incremental improvements on legacy systems. But the companies that rewrite history, they dream of what the future could be. Then they ask: What needs to be true in order to make this happen?
Evergreen has two stories he likes to tell to illustrate the principle. The first is inspirational. In 1951, an executive at Bell Labs called a meeting with departmental leaders and pointed out that Bell Labs’ greatest innovations had all been created in the 1800s, including the dial and the transatlantic telephone cable that connected the U.S. to the U.K.
As Evergreen describes it in his book, the executive told his team: “We’ve been focusing on improving parts of the system rather than focusing on the system as a whole.”
The Bell Labs executive then asked everyone to imagine the existing telephone system had been destroyed, and redesign a new one from scratch. The result was a wave of innovations that included caller ID, voicemail, the touchtone telephone, and what would become the basis of cellphone technology.
The second story is a warning. While Evergreen was researching his book, he interviewed a director of innovation at Georgia-Pacific who’d formerly worked at Blockbuster. Blockbuster hit its peak in the early 2000s, operating more than 9,000 video rental stores across America. Then, in 2007, Netflix launched streaming. Three years later, Blockbuster declared bankruptcy.
What most people don’t know is the director in question had invented streaming—in 1995, before Netflix even existed—and piloted it with great success. He went home imagining this would be a career capstone. Instead, his boss called him and told him to ax the project. Late fees are 12% of our revenue, the boss said. “No doubt he got a bonus for that,” Evergreen says.
The lesson, as should be obvious: Be like Bell Labs, not Blockbuster.
Leveling up strategic thinking
Watching Evergreen put his process into practice in a room full of Lululemon execs makes it look deceptively simple:
- Divide into groups and discuss Lululemon’s vision for guests.
- Condense this into a two-sentence mantra that will emotionally resonate with educators.
- Write down everything that needs to be true for Lululemon to make this vision happen. For example: Pay customer service agents well, and make sure their job descriptions are clear.
- Go down a level and map out what needs to happen to make the previous step happen. Then keep going down levels until you have a plan for how to proceed in the short term.
- If it becomes apparent during the mapping process that an investment doesn’t make sense, or isn’t possible, go back up a level and revise until you reach a point where the relevant investments make sense, or go back to the beginning and create a new vision.
Pilates, it turns out, is not the hardest part of the day. Coming up with a vision to kick off the Future Solving process is excruciating. It’s easy to say innovate. Figuring out which direction to march in the dark is brutal. The Blockbuster executive who killed streaming in 1995 made a rational decision in that moment: At that point, 42% of Americans had never heard of the internet.
The Lululemon employees explore what Lululemon’s guest experience is and what it should be. They argue over the details: Is the vision about eliminating bad guest experiences? Or does it start a step further? Which direction is the right one?
Even after each group has painstakingly outlined a vision, they now have to agree on which vision to pick. Now, the same process repeats and slowly, they begin to pull them apart and discuss the common threads. There’s a reason why Henry Ford infamously said, “Coming together is a beginning, keeping together is progress, and working together is success.”
A few hours in, there’s a click and the mood changes as everyone hits upon the same epiphany: To provide the premier guest experience, Lululemon needs to provide its educators, as employees are known, with the premier work experience. Now that they’ve agonizingly articulated this, they believe it. “I’m proud we got here,” an employee comments. “It felt like we were on different chapters of the same book but had we done this a year earlier we probably would have been on different books.”
By now it’s late afternoon and the team has moved onto the next part of the exercise: coming up with what needs to happen in order for the vision to come true. The ideas fly thick and fast. Educators already get financial rewards, but what about other types of rewards like a break between calls even though time is money? How can they create team bonding time at a call center? What other tools can the team give educators to appease irate guests besides free shipping and a discount?
Occasionally, Evergreen steps in with sharp and detailed insights. For example: Rethink performance metrics. An educator talking to a happy guest will start a call with five stars and end at five stars, but the one who takes an irate guest from a one-star experience to a three-star one is arguably doing harder and more important work. This should be rewarded accordingly.
Technically, Evergreen’s module contains more steps—building in the relevant skills and then accountability. But figuring out the vision has eaten up most of the day.
“I’ve been dying for time to do the strategic vision,” one manager comments to a colleague. They make plans to sit down and fill out the rest of the mind map they’ve started at a later date.
The team is content. AI has barely come up at all today.
The chess prodigy-to-AI coach connection
Evergreen has been thinking about the big picture since he was 3, which is when his older brother taught him to play chess. By the time Evergreen was 12, he was a national champion, competing in international tournaments. He had to decide if he wanted to drop out of school and embark on a full-time career as a chess pro or retire and go to school. Evergreen chose school. “I loved being around other kids, I loved sports,” he says.
His last year of high school, he melded his love of extracurriculars and school, starting a company with his brother to bring chess to schools across the country. He credits the experience with giving him nerves of steel in front of an audience. “If you can talk to middle school and high schoolers,” he says, “you can talk in front of anyone.”
After eight years, Evergreen was ready for a change. In 2014, he joined Accenture as a contractor working in data entry. In his spare time, he read up on the systems Accenture was using and proposed a new workflow to his boss. Within six months, he joined full-time and was given his own consulting project. He then landed jobs at Amazon and Microsoft, where he rose to be the global head of autonomous AI co-innovation at Microsoft Research in 2021.
[Photo: Wiley Publishing]
There, he realized that business leaders had no idea how to tackle AI. “I was flying out to meet with these Fortune 500 C-suite leaders or hosting them in Redmond, and I noticed these incredibly capable leaders—with incredibly capable teams and immense resources—were struggling to gain traction with AI,” he says. “They were trying to use the same playbook that worked for digital transformation, but it wasn’t working for AI. We needed a new system.”
Evergreen began researching systems thinking, successful transformations, and the history of innovation to develop that new playbook. In January 2023, Evergreen announced he was publishing a book with Wiley and his inbox exploded with people who wanted to work with him. He decided it was time to leave Microsoft and start a coaching business.
Three years in, he’s come to realize that AI transformation is stuck precisely because people aren’t doing the Bell Labs thing first. “I’ve met with over 1,500 executives from Fortune 500 companies and consensus continues to be the emperor has no clothes—or no brains,” he says. “There’s all this hype around AI and no one wants to look stupid and say they don’t know what’s going on, so they’re all trying to accelerate AI use, but the truth is a little more complex. AI can be useful, but leaders need to have the vision for how to use it. AI doesn’t have a vision. Leaders do.” Evergreen doesn’t come out and say this, but it’s a lot like chess. If you want to win, you need to be thinking several moves ahead and put your pieces in the position to win.
This revelation has inspired Evergreen to publish a second book, which, yes, is called Future Solving: Leaders Create What the World Becomes. Its goal: help leaders come up with a vision and develop a strategy so their company can redefine their category.
He’s very excited about his launch strategy because it features mugs.
I ask him to repeat himself, to make sure “mugs” isn’t an AI acronym or some prompt I’ve never heard of. But, no, Evergreen is indeed talking about coffee mugs, about which he’s incandescently excited.
[Photo: Kai Jacobson, Tantulus Creative]
Evergreen plans to give people who preorder his book a mug that says Leaders create what the world becomes. “It’s a reminder that even though everyone is stressing out about AI, we can take back the reins. AI is not in charge of the future,” he says. “We are, and we’re not going to surrender it to AI.”
I can’t help it: I start laughing. Embarrassed, I try to tell Evergreen I’m laughing with him, not at him.
Very politely, without using any four-letter words, Evergreen, former choirboy, informs me that I’m the only one laughing, so no, I am not laughing with him, but it’s OK because I’ll see the error of my ways after the Lululemon workshop when he does a fireside chat with El Baba and they’re both holding the mugs.
I try to nod, but instead I keep laughing.
Dreaming up the future
The day after the workshop, El Baba and Evergreen participate in that fireside chat for select Lululemon employees. While AI was barely mentioned the previous day, it’s the topic du jour for the hour.
Before El Baba met Evergreen, he says the team “had little minivisions,” but without an overarching one, they found it difficult to innovate. For example, in early 2026, El Baba’s team debuted Scout, an AI assistant to help educators search for information on a call with a guest. “We were trying to figure out how to capture the value of the assistant,” he says. “We could reduce handle times for guests.” But El Baba and his team didn’t know where to go next.
Brian Evergreen in conversation with Shadi El Baba and Dione Heater [Photo: Kai Jacobson, Tantulus Creative]
When El Baba met Evergreen, he realized he was asking the wrong question. “What we should have been asking ourselves is what does it look like when we have the best and brightest educators, and how do we scale what they do to everybody? That’s a fundamentally different question and that’s when the light bulb starts to click.”
El Baba is now picturing an AI tool that can not only reduce handle times, but also increase revenue. Scout has a feature that allows educators to provide product recommendations for guests who want advice on fit or weather conditions as well as outfit ideas. For example, if a customer is unhappy, the tool could recommend products the customer might be interested in and offer a discount so that the team captures another sale. “We’re on hole 3 of an 18-hole golf course on the journey of making this happen,” El Baba says. “But we have a much more cohesive vision.”
El Baba isn’t sure how Lululemon’s new executive leadership will affect the work he’s doing with Evergreen, and he’s not able to comment beyond expressing optimism. However, even if Lululemon’s priorities change, what he’s learned allows him to feel equipped to adapt, and that ability isn’t going anywhere.
For the fireside chat, Evergreen has lined up those mugs on a table for Lululemon employees to take. They’re ceramic, handcrafted in small batches, and covered in a glaze that drips down the rim like melted ice cream. The Lululemon employees cup their hands around them and turn them around and around to read that motto emblazoned on the side: Leaders create what the world becomes.
I take one and it kills me to admit it, but in the moment, holding the mug, I can picture the future I want.
My son goes to a school where no one is on their cellphone, and AI is just another tool. Not the teacher, not a threat to his critical thinking skills. He goes outside with his friends. He falls down on the playground and scrapes his knees, but still he gets up. He grows up, entering a world where there are interesting and challenging jobs for everyone. Around him, the world is filled with lush green trees, chirping birds, clear water, and crisp clean breezes that smell like hope. All of this is possible, because leaders around the world are asking themselves: What do I want the world to become? How do I make this happen?