Exceptional leaders often excel as skilled storytellers, and for good reason. Once a company hits a certain level of organizational complexity, one of the most important tasks the CEO has is to craft intellectually coherent and captivating narratives about the firm, its purpose, and its performance. Failure in this task means undermining the very existence of the company; a sin…
Katie Hunt has had pivotal roles in several amazing companies, including Warby Parker, Hinge, and Showfields. Things were going great for her career-wise until she faced what she describes as "an epic fail." Her business shut down and she was forced to move back home with her parents.She was down,…
Skateboarding found me early, and it's never really let go.My first kit was in the tiny English village where I grew up: a Newporter ash deck and a Cooper hockey helmet. With my best buddy back then, Jeremy Stanford, I built ramps in the street until his mum took us…
There's a moment, just as you step into the water, when the cold hits you like a shock to the system. It demands your attention and forces you to be present. For leaders in high-stress industries like tech, that moment might be the key to avoiding burnout.Leadership fatigue is real.…
Artificial intelligence and other technological advances, along with the rise in the "gig economy," have sent the number of solopreneurs in the United States soaring. SellersCommerce reports that in 2025, there are now 41.8 million solopreneurs, which means a whopping 85.8% of small businesses in the U.S. are solopreneurships.But just…
Companies are treating artificial intelligence like Victorian-era physicians treated leeches: as a universal remedy to be liberally applied regardless of the actual problem. Board meetings across the country feature some variation of "We need an AI strategy" without first asking "What specific problem are we trying to solve?" The results…
It's the era of the side hustle, and if you've ever considered starting one to earn some extra cash outside of your 9-5, you're in good company. These days, more than one-third of U.S. adults have side hustles, and their supplemental gigs make an average of $891 a month, according…
When most people hear the word "compliance," they think of legal audits, tax filings or data privacy checklists. And yes, compliance can mean all of those things. But in today's workforce-driven economy, one form of compliance is quietly emerging as a front-line issue for brands: workforce compliance — the way…
When you're leading a bootstrapped business, it's not luck or magic that drives success. Building something from scratch takes a deliberate mindset and consistent resilience to tackle unique challenges head-on.When I reflect on Terakeet's journey as a company, I'm reminded of the grit and determination it took to get where…
I used to think scaling was just about growing — more customers, more revenue, more markets. But over time, I realized something that no one tells you early on: You can't scale a company unless you're willing to scale yourself.In every company I've helped build — whether we were chasing…
Pivoting can be the difference between a business's life and death. Those that didn't make it have sad epitaphs: Kodak: "Clung to film after digital photos became king." Blockbuster: "Ignored streaming while Netflix rewrote the script." Nokia: "Connected people, but lost out on smartphones."Changing course mid-journey can be painful, but…
In a declining economy, startups face an uphill battle when it comes to securing funding.…
With all of the recent news about artificial intelligence (AI), it got me thinking about…
A while back, I took a couple of my grandchildren on a tour of the…
Startups face numerous challenges on their journey to success, and failing to overcome any one…
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