I’ve been watching the corporate world grapple with technological shifts for decades, but nothing, and I mean nothing, has created the kind of existential boardroom anxiety that AI is triggering right now. The speed and scale of this transformation became crystal clear to me while reading about the recent WSJ Leadership Institute’s Board of Directors … Read more
Over the years, I’ve watched tech announcements come and go—most landing with a splash and fading with a whimper. But every so often, something drops that feels less like a shiny new feature and more like a tectonic shift. That’s what’s happening with Google’s latest update to Earth AI, a platform that blends satellite imagery, … Read more
WhatsApp: The Silent Front Door to AI Over the last two decades, we’ve watched communications shift, from desktop dialers and browser-based apps to mobile-first, message-driven interactions. We’ve seen the rise (and often the fall) of platform plays. But now, as AI becomes the next wave, the real story isn’t in new apps. It’s in existing … Read more
I’ve always had a love-hate relationship with my inbox. It’s simultaneously the central nervous system of my work life and the biggest time vampire in my digital existence. So when I heard about Perplexity’s new Email Assistant, I couldn’t help but feel that familiar mix of tech optimism and “but will it actually work?” skepticism … Read more
The AI sector right now mirrors the late 1990s internet boom almost to the letter. Back then, startups raised absurd amounts of capital on little more than a domain name and a pitch deck. Companies with no revenue—and in some cases no real product—were suddenly valued in the billions. The bubble burst hard in 2000–2001, … Read more
Since the early days of VoIP, we’ve been talking about the demise of legacy telephony structures. “Press 1 for sales” was always a symptom of old-school thinking. Now, with OpenAI’s real-time SIP integration, that era is finally over. For years, I’ve advocated for smarter systems. In 2018, when Dialpad acquired TalkIQ, I wrote how AI … Read more
In the dim corridors of America’s schools, as the 2025-2026 academic year dawns, a new witch hunt is underway. Not against heretics or radicals, but against the very tools that could propel our children into the future: generative AI like ChatGPT. Districts across the nation, gripped by paranoia and outdated dogma, are slapping bans on … Read more
After diving into the merged findings from Bessemer’s “State of AI 2025” and Janelle Tang’s Next Big Teng’s analysis, I’m struck by how the AI startup landscape is crystallizing into a fascinating dichotomy. Three years post-ChatGPT, we’re seeing the market mature in ways that tell us a lot about where things are headed. What’s immediately … Read more
There was a time when “gigabit” sounded like science fiction. The idea that you could move a billion bits per second to your home or office was the stuff of press releases and futurist conference keynotes. Fast-forward to today, and “gigabit” is like a high-performance sports car you only drive in school zones—more capacity than … Read more
The iconic screech of AOL’s dial-up modem—that distinctive digital handshake that welcomed millions to the internet—will finally fall silent on September 30, 2025. I find this moment oddly poignant, not for nostalgic reasons, but because it perfectly illustrates how dramatically our connectivity landscape has evolved. Taking a step back, I think there are a few … Read more
