Working Anywhere: A 2025 Perspective

In the old days, we used to say getting “out of the office” to work somewhere else was taking a break. Now, for me, it’s getting out of the house. You have to realize that I’ve been working from home since the dawn of time. Back in the ’70s, it was calling in scores late … 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

Your Inbox Just Got a Personal Assistant (And It’s About Time)

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

AI Today vs. Dot-Com Then

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

Why I Say “Press 1” Is Dead

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

The AI Market Is Splitting Into Two Distinct Paths

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

Why the HIPAA Conduit Exemption Should Be Dead and Gone

The HIPAA conduit exemption is a narrow carve-out in the HIPAA Privacy and Security Rules. It says that if an entity merely transports protected health information (PHI) from point A to point B without storing it or having routine access to it, they’re not considered a business associate and therefore don’t need a Business Associate … Read more

Why We Must Move Beyond Gigabit Internet in the Next Decade

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

Telephony-First Voice AI: Why Most Startups Get It Wrong—and Who’s Getting It Right

The recent CB Insights* report on Voice AI consolidation is a clear sign of the sector’s heat. But while capital is flowing and M&A is looming, most of the startups being celebrated have one major flaw: they’re not telephony-first. They treat voice like a data event, not a communications foundation. They analyze conversations after the … Read more

Why Telecom Needs Agentic AI: A Strategic Imperative for the Next Decade

Over the years, I’ve written extensively about telecom’s transformation—whether it was the rise of VoIP, the impact of cloud-based communications, or the integration of AI with platforms like Dialpad and TalkIQ. But what’s coming next isn’t just an evolution—it’s a revolution. And it’s being led by Agentic AI. 📡 From Reactive to Proactive: Why Now?The … Read more