What's on Your Mind?

Earlier this week, I had AI handle all of my grocery shopping. Using Perplexity’s Comet browser, I provided a link to my shopping list on Google Keep, then asked it to put everything in my cart for a Kroger pick-up order, making sure to select previous purchase items when multiple options are available. Within a few minutes, Comet had picked out all the correct items—including the taco shells and fake meat we usually get for taco night—and plopped me onto the check-out page. This kind of scenario explains why so many AI companies are now trying to build their own browsers. Perplexity’s Comet and The Browser Company’s Dia both became widely available without an…

Square, the point-of-sale system owned by Jack Dorsey’s Block, is announcing a number of new upgrades today—including one that will make it easier for business owners to accept payments in Bitcoin. On Wednesday, the company made three announcements: An expansion of its platform for restaurants (including AI-voice ordering and a bigger, broader Grubhub integration) A conversational AI assistant embedded in its dashboard to answer questions, called Square AI Square Bitcoin: An integrated Bitcoin payment and wallet system for business owners The upgrades and announcements are designed to help business owners control their costs, dig up more insights withi…

When I worked in tech, I often heard engineering leaders explain why they couldn’t hire more women or minorities: the so-called pipeline problem. They claimed there simply weren’t enough qualified candidates entering the system, so naturally the pool of diverse talent remained thin. Many of us in the ecosystem called BS. The reality wasn’t a lack of qualified people; it was a lack of imagination, access, and commitment to creating inclusive environments where diverse talent could thrive. Fast forward to my work today in women’s sports. I find myself thinking about that same phrase—this time with a twist. In sports, a pipeline problem is very real, and very serious. Gi…

Kroger is celebrating National Chocolate Milk Day—which, by the way, is a real holiday that falls on September 27—in the best way. The supermarket chain is giving away free chocolate milk to loyal customers—or, at least, to customers who log on and grab the coupon in time. The Kroger Co., which serves more than 11 million customers daily through its e-commerce and retail food stores, is offering free half-gallons of Kroger’s chocolate milk over two days this month. “Chocolate milk may be the original after-school treat, but Kroger-brand chocolate milk has grown into so much more—it’s a top-rated favorite among customers of all ages,” said Ann Reed, group vice presiden…

If you are one of the millions of Americans who filed for an extension on your federal tax return back in April, you might be wondering if you still need to pay your taxes by October 15 because the government is currently shut down. The simple answer is yes—for most filers. (Two exceptions, though, are if you were affected by a federally declared disaster, or if you were living out of the country on the due date.) This year, many people are wondering if the Internal Revenue Service (IRS) deadline still stands, given the The President administration has furloughed 34,400 of some 74,300 employees, according to agency. That’s over half the current workforce. “Due…

The conversation about AI in the workplace has been dominated by the simplistic narrative that machines will inevitably replace humans. But the organizations achieving real results with AI have moved past this framing entirely. They understand that the most valuable AI implementations are not about replacement but collaboration. The relationship between workers and AI systems is evolving through distinct stages, each with its own characteristics, opportunities, and risks. Understanding where your organization sits on this spectrum—and where it’s headed—is essential for capturing AI’s potential while avoiding its pitfalls. Stage 1: Tools and Automation This is w…

Headlines alternate between massive AI investments and reports of failed deployments. The pattern is consistent across industries: seemingly promising AI projects that work well in testing environments struggle or fail when deployed in real-world conditions. It’s not insufficient computing power, inadequate talent, or immature algorithms. I’ve worked with over 250 enterprises deploying visual AI—from Fortune 10 manufacturers to emerging unicorns—and the pattern is unmistakable: the companies that succeed train their models on what actually breaks them, while the ones that fail optimize for what works in controlled environments. The Hidden Economics of AI Failure …

Early in my (Chantal’s) career, my manager, Scott, shared something in my annual review that I’ll never forget. My sarcastic sense of humor made some people uncomfortable. He recommended that I “tone it down a bit.” I felt embarrassed and defensive. Since I was young, I’d always leveraged humor to connect and signal mental acuity. The feedback made me question what I thought I knew. Was my presumed superpower actually a liability? The conversation rattled me, and I didn’t know what to do with the feedback. So often, early-career professionals enter the workforce and receive technical feedback from managers: fix code this way, prepare for a check-in using this temp…

Remember when former Try Guy Ned Fulmer was caught in a public cheating scandal that broke the internet? He’s back, this time with a new podcast called Rock Bottom with Ned Fulmer. Or as one commenter called it: “One of the most painful watches in YouTube history.” The podcast is meant to explore, “people’s lowest, most embarrassing, and challenging moments.” Fulmer’s first guest: his wife, Ariel. The first question many have asked is why would they do this? “Was this a humiliation ritual for him?” one TikTok user asked. According to Ariel, it was mostly for their children, aged 7 and 5, who they are currently coparenting, and as a way to move on and put the past…

Hello and welcome to Modern CEO! Each week this newsletter explores inclusive approaches to leadership drawn from conversations with executives and entrepreneurs, and from the pages of Inc. and Fast Company. If you received this newsletter from a friend, you can sign up to get it yourself every Monday morning. From technological advances and geopolitical changes to workplace culture shifts and market pressures, 2025 has been a year of change, uncertainty, and disruption. I’m Gwen Moran, and for nearly three years as Modern CEO’s editor, I’ve had a front-row seat as Mansueto Ventures CEO and Chief Content Officer Stephanie Mehta talks to business leaders and expert…

Can a UX change bring traffic back to X? The social network previously known as Twitter is hoping an update to its in-app browser will boost links on the timeline and lure back publishers and creators who’ve grown ambivalent to a site that doesn’t drive clicks like it used to. X head of product Nikita Bier wrote in a post Sunday that a new link experience that will first be tested out on iOS is intended to “make it easier for your followers to engage with your post while browsing links.” Currently, users who click links on X are taken to an in-app browser that takes up the full screen. Under the update, which Bier shared in a demo video, clicking on a link ins…

In July, President The President signed an executive order aimed at expanding access to alternative investments like private equity and cryptocurrency in retirement accounts. The move reflects a broader shift in how Americans think about wealth building and financial freedom, and it is a signal to employers that the future of employee benefits is going to look very different. While crypto may have once seemed fringe or speculative, digital assets have steadily moved into the mainstream. From Fortune 100 companies to institutional investors, the appetite for diversification beyond traditional asset classes is growing. According to a survey by NYDIG, 36% of employees ag…

When the confetti settles and the ball has dropped, many Americans will wake up on New Year’s Day — Thursday, Jan. 1, 2026 — with errands to run, groceries to buy, or just the urge to grab coffee. But because New Year’s Day is a federal holiday, the holiday clock affects a wide range of services differently: some go dormant for the day, others hum along with normal or modified hours, and a few offer the convenience you might need as you kick off the new year. Here’s what to expect if you’re planning to be out and about — or just need to know whether that store you’re counting on is open. Will I get mail on New Year’s Day? Thursday is a full federal holiday, whi…

The life of a junior associate at a prestigious law firm involves hours of research and analyzing contracts. Three years ago, Winston Weinberg found himself buried in these kinds of tasks as a first-year antitrust and litigation associate at O’Melveny & Myers in Los Angeles. And there Weinberg might have remained, diligently climbing the BigLaw ranks from associate to partner, logging thousands of hours of drudgery along the way. Instead, he’s cofounder and CEO of Harvey, the high-flying legal AI platform that’s raised more than $800 million by promising to handle much of this work. “A lot of the tasks junior [associates] do are going to get automated,” Weinbe…

The world of popular psychological ideas, which is largely the self-help industry, is not short of contradictions. For instance, it simultaneously promotes the benefits of emotional intelligence (the ability to empathize with others and engage in strategic impression management) and authenticity (the tendency to express what you really feel and think without much consideration for others’ opinions). It also frequently celebrates self-acceptance and constant self-improvement (“love yourself as you are”… but also “become the best version of yourself”), mindfulness and relentless ambition (“stay in the zone, present and serene”… while hustling aggressively toward big goals),…

We’ve all heard it: For decades, it’s been a crux of career advice. Keep every door open. Stay on good terms. Never fully walk away. Don’t burn that bridge. But that advice was followed during a different time and for workplaces that were designed to keep you in line, not further your career. In today’s fast-moving workforce, clinging to outdated relationships, toxic workplaces, or unfair structures isn’t loyalty. It’s self-sabotaging. It’s time to rethink what was once considered the norm. Sometimes burning a bridge isn’t reckless. It’s strategic. It’s the first step toward building something better in your career. Why “Don’t Burn Bridges” No Longer Works …

I like chatting with my friends—who doesn’t?—but I don’t always know where to find them. There are simply too many apps. Some of my friends text, others use WhatsApp, while others yet insist on using Discord or the DM feature in whatever random social network they prefer. It’s a mess, and it can mean keeping several tabs open all day just to keep the conversations flowing. It makes you wish some application could combine all of your conversations into one place. This is a dream that used to be reality. Applications like Trillian, Pidgin, and Adium all combined instant messaging services like AIM, MSN, and ICQ in one handy interface. Over time, though, messaging se…