When you launch a website, how long should you expect it to last? Two years? Five years? Ten?
The answer depends on what you mean by "last." A website can remain online and technically functional for years while quietly becoming harder to maintain, slower to evolve, less effective at generating leads, or increasingly out of touch with a company's brand and customers.
In this episode, Matt and Mike explore the real lifespan of modern websites. They break down the difference between replacing a website because you want to versus because you have to, discuss how technical debt, security, performance, SEO, and changing business needs can force a rebuild, and examine whether modern architectures like headless CMSs, design systems, and component-based development are helping websites stay relevant longer than ever before.
Whether you're a developer maintaining client projects or a business owner wondering if your website is due for an upgrade, this episode will help you understand the signs that a website is reaching the end of its useful life - and what to do about it.
For years, technology kept adding new categories to our lives. First it was the desktop computer, then the laptop, smartphone, tablet, smartwatch, wireless earbuds, game consoles, and now smart glasses and AI-powered wearables. The problem is that every new category comes with its own price tag, upgrade cycle, and growing expectation that we'll keep up. In this edition of the Web News we're discussing the rising cost of consumer technology, whether the average person can realistically afford this expanding portfolio of devices, and how consumers should think about spending in an era where tech feels more expensive than ever.
AI skepticism might be one of the most valuable developer skills right now - but only if it doesn’t turn into stubbornness. In this episode, Matt and Mike discuss the growing divide between developers who reject AI entirely and those who trust it far too much. They explore why blindly accepting AI-generated code can create serious problems in production, why refusing to adapt can hurt your career, and where experienced developers still provide the most value. From architecture and security to maintainability and product-specific context, this episode breaks down the increasingly important role of human judgment in AI-assisted development.
Modern web design is everywhere right now - gradients, floating cards, oversized hero sections, glassmorphism, micro animations, dark mode… and increasingly, every site is starting to feel the same. Even AI-generated websites seem to default to the same handful of design trends and layouts. But is that actually a problem? In this edition of the Web News, Matt and Mike discuss whether “modern” automatically means “better,” why so many websites are converging toward the same aesthetic, and whether usability, branding, and originality are starting to get lost in the process.
In this episode, Matt and Mike break down why traditional CSS learning often falls short - and what actually works instead. From building muscle memory and understanding layout behavior to avoiding common beginner mistakes like over-nesting and fighting the layout, this episode is all about practical, real-world CSS skills. We also explore hands-on learning scenarios like navbars, hero sections, blog layouts, and forms-plus a simple framework you can use to improve your CSS faster. And in the age of AI, we discuss why practical CSS knowledge is still essential for debugging and building production-ready designs. If you’ve ever felt stuck between “knowing CSS” and actually building with it, this episode is for you.
Google just unveiled a major expansion of Gemini across Android, and it feels like the company is trying to redefine what Android actually is. Instead of functioning as “just” a mobile operating system, Android is increasingly becoming an AI-powered platform layer that sits across phones, wearables, cars, TVs, and more. In this edition of the Web news, Matt and Mike discuss Google’s latest Gemini announcements, the new AI-driven Android experience, what features actually look useful, and whether this shift changes how developers and users interact with devices moving forward.
GitHub has had a rough few months, with outages, service degradations, Copilot interruptions, and even a merge queue bug that affected real pull requests. In this episode, Matt and Mike look at what’s been happening with GitHub, why developers rely on it so heavily, and whether the rise of AI-assisted coding is putting even more pressure on one of the most important platforms in modern software development. Is this just normal growing pain for critical infrastructure, or a warning sign that developers should rethink how much trust they place in a single platform?
AI isn’t just changing how developers write code - it’s changing what developers watch, what creators make, and what platforms reward. Traditional web development tutorials used to dominate developer education online, but now AI-focused content often gets more attention because it feels faster, more exciting, and more connected to job security. In this episode, Matt and Mike discuss the growing shift toward AI coding content, whether developers are skipping important fundamentals, and what this means for the future of web development education. They also explore the pressure creators face to pivot toward AI content and whether traditional coding tutorials are becoming less relevant in the algorithm-driven creator economy.
The entry-level developer job market is sending mixed signals in 2026. On one hand, reports suggest that employment among younger developers has dropped significantly - fueling concerns that AI and automation are squeezing out junior talent. On the other hand, major companies are actively increasing their hiring of entry-level engineers, citing long-term industry health and the growing importance of AI fluency.
In this episode Matt and Mike break down what’s really happening with junior developer jobs right now. From the so-called “entry-level squeeze” to companies doubling down on early-career hiring, they explore whether this is a true crisis - or just another shift in how developers enter the industry.
They also dive into what junior developers should actually be focusing on in today’s market, including the balance between strong coding fundamentals and AI proficiency, and how new developers can position themselves to stand out in an increasingly competitive landscape.
In this edition of the Web News, Matt and Mike break down the rumors surrounding OpenAI’s upcoming “AI agent phone” - a device that could fundamentally change how we interact with technology. But while the idea sounds futuristic, history tells a different story. From operating system challenges to app ecosystem risks, we’ve seen major players like BlackBerry and Windows Phone struggle to compete - and fail. So what makes this AI phone any different? Is this the next evolution of smartphones… or are we watching history repeat itself?
AI tools have made developers faster than ever - but at what cost? In this episode, Matt and Mike dive into the unexpected side effects of using AI heavily in development workflows. From losing a sense of accomplishment to struggling with focus, trust, and long-term skill retention, they explore how AI might be quietly reshaping not just how we work - but how we feel about our work. Is increased productivity masking deeper problems? And are developers becoming too reliant on AI without realizing it? This is an honest conversation about the trade-offs of modern development - and what we might be losing in the process.
AI is changing everything - especially for junior developers. While many companies are cutting back on entry-level roles, IBM is doing the opposite. In this edition of the Web News, Matt and Mike explore why IBM is tripling its entry-level hiring in 2026, what that says about the future of software development, and whether this strategy gives them an edge in the AI race. Is this a smart long-term investment - or a risky bet in a world where AI can already write code? If you’re a junior developer (or thinking of becoming one), this might be one of the most important signals in the industry right now.
Web apps, PWAs, and native mobile apps - how do you actually choose what to build? In this episode Matt and Mike break down the real-world tradeoffs between web apps and mobile apps, including hardware access, performance, user friction, monetization, and app store vs web distribution. From instant updates and SEO to GPU-intensive apps and background processes, we explore where each approach shines - and where it falls short. If you're building a product in 2026, this is a decision you need to get right.
Wearables are quickly becoming the next recurring revenue stream for tech companies - but are they also becoming our next primary interface? In this edition of the Web News, Matt and Mike break down the evolution of wearables, from smartphones to smartwatches and fitness rings, and dive deep into the emerging world of smart glasses. With devices like Meta’s Ray-Bans already offering cameras, audio, and AI integrations - and future versions potentially adding heads-up displays (HUDs) - we may be on the verge of a major shift in how we interact with technology. But where do smart glasses actually fit? Are they productivity tools, entertainment devices, or simply another niche like smartwatches? And as AI reduces our need to constantly stare at screens, could wearables become our new “always-on” interface? From digital minimalism to always-connected AI agents, this episode explores whether smart glasses are just another gadget - or the beginning of something much bigger.
2026 is shaping up to be a strange time to be an engineer. AI is evolving rapidly, competition is higher than ever, and many developers are trying to figure out how to stay relevant and valuable in an increasingly crowded field. In this episode, we break down what we think actually makes an engineer stand out today. Instead of chasing every trend or trying to learn every new framework, we focus on the skills that consistently matter: strong fundamentals, real-world problem solving, the ability to navigate messy codebases, debugging, judgment, communication, and the business side of engineering. We also talk about how AI changes the landscape - not as a replacement for engineers, but as something that requires thoughtful integration, good judgment, and practical implementation skills. Whether you're early in your career or a seasoned developer trying to stay sharp, this episode is about becoming the kind of engineer teams rely on.
In this edition of the Web News, Matt and Mike break down the growing conversation around Project Glasswing, a new cybersecurity initiative from Anthropic. At the center of the discussion is a next-generation AI system referred to as a “Mythos-level” model - a step beyond their previous top-tier models. Instead of releasing it publicly, Anthropic is using Glasswing to test how this model interacts with real-world software systems, particularly when it comes to identifying vulnerabilities. Is Mythos too dangerous to release - or just being handled carefully?
Web development isn’t just about clean code and perfect logic-it’s a deeply human process. In this episode, Matt and Mike explore the creative, messy, and often unpredictable side of building websites and web apps. From client-developer back-and-forth to real-world trade-offs, shifting requirements, and the motivations behind why projects exist in the first place, this episode dives into the parts of development that aren’t written in documentation-but shape every project.
In this edition of the Web News, Matt and Mike dive into the surprising return of keyboard phones. With devices like the Titan 2 Elite and Clicks Communicator gaining traction, physical keyboards are suddenly back in the spotlight. But this isn’t just nostalgia. As digital minimalism grows, more people are pushing back against endless doomscrolling and touchscreen fatigue. Could keyboard phones offer a more intentional, focused mobile experience? Or is this just another short-lived trend riding on retro hype? Matt also reflects on his long-standing love of keyboard phones and whether modern smartphones have done enough to pull him away - or if the tactile typing experience still has a place in 2026.
Everyone online is bragging about running 50, 100, even 500 AI agents at once - but is any of that actually making the work better? In this episode Matt and Mike unpack the growing trend of “agent overload” and why more AI doesn’t always mean better results. From losing context in your codebase to creating fragile, overcomplicated systems, we explore how chasing scale with AI can quietly hurt your productivity. Instead of spinning up endless agents, the real opportunity might be slowing down and focusing - using AI to go deeper, not wider. If you’ve ever felt like your workflow is getting noisier instead of more effective, this episode is for you.
Microsoft says it’s listening. After years of complaints about Windows 11 - from missing features to a growing focus on AI integrations like Copilot—Microsoft has published a new blog post committing to improving the core Windows experience. But is this a real shift, or just another promise? In this edition of the Web News, Matt and Mike break down what Microsoft actually said, what it means for developers and everyday users, and whether Windows 11 is finally getting the attention it needs. Is this the course correction Windows users have been waiting for - or is it too little, too late?
AI coding tools are evolving incredibly fast - but the user experience may not be keeping up. In this episode, Matt shares his first experience trying Codex on Windows and how a simple attempt to generate a classic Snake game quickly turned into a confusing experience filled with permission prompts, unclear setup steps, and rapidly draining usage credits. This sparks a larger discussion about whether AI development tools are moving so quickly that UX is being left behind. In this episode Matt and Mike discuss the gap between tools like ChatGPT and more advanced coding environments like Codex, why developer tools can still feel intimidating even with AI doing the coding, and how today’s AI ecosystem feels a lot like the early days of crypto - powerful but sometimes chaotic.
In this edition of the Web News, Matt and Mike take a look at a rare piece of good news in the tech industry - software engineering job postings are on the rise. After years of layoffs, hiring freezes, and constant speculation about AI replacing developers, this shift feels like a breath of fresh air. But how meaningful is it? Are companies actually hiring again, or are more job postings simply creating the illusion of recovery? Matt and Mike break down what this data really tells us, why job postings don’t always equal job offers, and how AI may be reshaping hiring expectations rather than eliminating roles altogether. They also discuss economic uncertainties, shrinkage in specific dev areas (ie game development), and draw comparisons to pre-pandemic job posting numbers.
Are websites dead? Is SEO even worth it anymore? With AI-generated answers, Google’s AI overviews, and tools that can build entire sites in seconds, it’s easy to think the traditional web is on its way out. But is that actually what’s happening? In this episode, Matt sits down with agency owner Nat Miletic to talk about what they’re seeing firsthand in the world of web development and client work. From niche sites to WordPress to the future of organic traffic, they break down what’s changing - and what’s not. If you’re a developer, freelancer, or agency owner wondering where things are headed, this is a grounded, real-world look at the impact of AI on websites and SEO.
AI tools can now write code, scaffold entire apps, and even manage parts of the development process - but if building software is easier than ever, why aren’t we seeing a flood of wildly successful new products? In this episode Matt and Mike explore the idea that writing code was never actually the biggest bottleneck in building software. Instead, the real challenges lie in figuring out what to build, who to build it for, and how to get people to actually use it. They discuss the hidden work behind successful products - including product management, marketing, stakeholder alignment, and navigating real-world complexity like infrastructure, edge cases, and legacy integrations. If AI can help us write code faster than ever, what does that mean for developers, founders, and the future of building software?
AI coding tools are evolving quickly - and the latest generation of “agentic” development tools are changing how developers interact with their codebases. In this edition of the Web News, Mike introduces Matt to Claude Code for the first time. While Matt already uses tools like ChatGPT to assist with coding, he hasn’t yet adopted the newer workflow where AI agents can plan, generate, and modify entire projects directly from the terminal. During the episode, Mike walks through a live demo of Claude Code by attempting to generate a brand-new website for the HTML All The Things podcast and blog. Along the way, they explore features like plan mode, discuss how agent-based tools approach software development, and examine how these tools compare to more familiar AI assistants. Throughout the demo, Matt reacts in real time - asking questions, challenging assumptions, and trying to understand how these modern AI development workflows actually fit into a real developer’s process. If you’ve been hearing about tools like Claude Code, Codex, or AI coding agents and wondering how they actually work in practice, this episode offers a firsthand look at the experience of using them live.
