Six Hats, One Future: How Superlist, Todoist, and Supernotes Are Reimagining Productivity with AI

If you’ve been around productivity apps for a while, you know the story: lists, notes, tasks, rinse, repeat. Useful, but not game-changing. Fast-forward to 2025, and suddenly AI isn’t just a bolt-on—it’s becoming the co-pilot in how these apps think with us. Superlist, Todoist, and Supernotes have all turned on their AI engines, each taking … 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

Press 1 Is Dead

For decades, the first words you heard when calling a company were, “Press 1 for sales, 2 for support, 3 to hear these options again.” That relic of the past is about to vanish. With OpenAI’s new Realtime SIP integration, artificial intelligence is no longer bolted awkwardly onto the phone system. It’s wired directly in. … Read more

The Breakneck Speed of AI: A Revolution Unfolding Before Our Eyes

Let’s be clear: The artificial intelligence revolution is moving at a pace that makes the early days of the internet look like a horse-and-buggy era. We’re witnessing a technological transformation that’s not just incremental—it’s seismic. Companies like Den and Dabe are reimagining how we interact with technology. These AI agents aren’t just tools; they’re sophisticated … 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

“We’re Who We Are”

Here’s the thing. Most people spend their whole lives trying to look like they belong. They dress the part. They talk the talk. They buy the props. But deep down… they’re tourists. We’re not tourists. We never have been. Yeah, we’ve heard the voice too — You don’t belong here. You’re not from here. The … Read more

When the Team Plays Together, the Scoreboard Lights Up : Lessons from Sports for Business “Partnerships”

In sports, teamwork isn’t a slogan; it’s survival. Whether it’s a defenseman threading a pass to the open forward or a midfielder laying the perfect ball into space, great teams operate in rhythm. Timing, trust, and anticipation keep the play alive. Now, swap the jerseys for business suits, the court or pitch for your company’s … Read more