PODCAST · technology
Regular Expressions
by Ben Griswold and Noah Heldman
Join Noah Heldman and Ben Griswold as they talk about technology consulting and life.
Episodes
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AI-Native Product Development With Chris Haas
For years, the golden rule of software development was to launch a "Minimum Viable Product" (MVP). This usually meant shipping something stripped down, unpolished, and barely functional just to test the market. But now that AI can generate functional code in seconds, the old rules of the MVP are...
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Anthropic Built Fable 5: AI Nobody Can Use
Anthropic recently launched its highly anticipated flagship model, Fable 5, boasting massive leaps in reasoning, agentic coding, and cybersecurity. But what should have been a triumphant pre-IPO release quickly devolved into a bizarre political soap opera. After Anthropic leadership publicly…
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AI Is Eating Its Own Tail
AI has already written an estimated 1.5 to 2 trillion lines of code, representing roughly 15% of all code in existence today. With platforms like GitHub feeling the strain of this massive output, developers are starting to question the long-term quality and security of an ecosystem increasingly...
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Making AI-First Engineering Teams Successful, With Andy LaMora
Long before generative AI agents were writing code, platforms like Topcoder were using crowdsourcing to solve massive technical problems. It turns out that breaking down complex projects for a distributed network of human developers was the perfect training ground for how we interact with AI…
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AI Coding Is More About The Experience Than The Model
The tools we use to write software are evolving at breakneck speed. Cursor recently dropped version 3 featuring a brand new agent-first interface, while Anthropic continues to push developers toward the terminal with Claude Code. But are these new autonomous workflows actually an improvement for...
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Turning Top Performers Into AI Champions With Boz Vitanova
Rolling out AI tools in an enterprise requires a different strategy than a traditional software implementation. Because large language models are probabilistic and constantly evolving, top-down mandates often lead to poor adoption or employees quickly dismissing the technology as unreliable. In...
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The Bar Is Low In Tech Consulting. Do The Basics. Stand Out.
Ever feel like basic professionalism (like returning a phone call, showing up on time, or actually listening to a client) has become a rare superpower? You aren't alone. In fact, it might be the easiest competitive advantage you can build. In this episode, Ben Griswold (Grizen) and Noah Heldman...
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Rebecca George on AI, Bias, and Change Leadership
Organizations everywhere are rushing to implement AI, often measuring success by how many employees are actively using the tools. But treating AI adoption as a simple numbers game completely misses the mark. When speed becomes the primary goal, critical thinking is the first casualty. In this...
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AI Is Changing The SDLC: Coding Matters Less, Specs Matter More
The traditional software development life cycle used to follow a fairly predictable breakdown of time spent on analysis, design, coding, and testing. Now that AI agents are capable of generating the code itself, those old percentages are being completely flipped upside down. In this episode, Ben...
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Shadow AI Is Here: Responsibility Matters More Than Regulation
The tech industry moved fast and broke things during the rise of social media, leaving society to figure out the consequences of screen addiction and algorithmic feeds years later. Now, artificial intelligence is evolving at a much faster pace, and the conversation around guardrails is already...
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Is SaaS Dead? Build vs. Buy In The Age Of AI
The ability to generate software with AI has revived the "Build vs. Buy" debate. If a team can spin up a custom CRM or invoicing tool in a few days using AI agents, the value of paying for expensive monthly SaaS subscriptions comes into question. In this episode, Ben Griswold (Grizen) and Noah...
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Ethical Billing: Time vs. Value in Consulting
"Billability," "Utilization," "Chargeability." For consultants, these aren't just buzzwords... they are the metrics that often dictate your worth. But is an hour worked always an hour of value? And where is the ethical line when it comes to billing for research, learning, or dealing with slow...
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Vibe Coding vs. Real Engineering: AI As Help, Not Hope
"Vibe Coding" has become a popular way to describe building software by simply chatting with an LLM. It feels efficient, but it often lacks engineering rigor. In this episode, Ben Griswold (Grizen) and Noah Heldman (OutcomeSource) discuss the difference between this casual approach and…
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Strong Opinions, Thoughtfully Held, With Dave Holbrook
What happens when a perfectly designed software system crashes in production because of a single deployment error? You learn the most important lesson in engineering: If you write it, you run it. In this episode, Ben and Noah welcome long-time colleague and technology thought leader Dave Holbrook...
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Making a Strategic Bet On The EDGE Operating model
We all know the problem: a company sets a high-level strategy, but the teams on the ground have no idea how their daily work connects to it. Enter EDGE, a value-driven operating model designed to close that gap. But can a framework built for massive enterprises actually work for smaller teams? In...
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Lightning Round: Our 2026 Tech Predictions
What will break first as companies scale with AI? Which buzzword will we all be sick of by December? And what's the biggest lie tech leaders will tell themselves this year? It's time to make some predictions. In this special New Year's episode, Ben Griswold (Grizen) and Noah Heldman…
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Shared Language or Shared Chaos: Why Words Matter
There are two hard things in computer science: cache invalidation and naming things. In this episode, we tackle the latter. A single word like "integration" or "account" can mean entirely different things to a COO, a salesperson, and an engineer, leading to confusion, rework, and failed projects....
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The Consultant's Dilemma: Saying No To The Wrong Work
For any consultant, especially one starting their own firm, the idea of saying "no" to paid work can feel unthinkable. But not all clients are created equal, and taking on the wrong engagement can be far more costly than turning it down. How do you spot the red flags of a toxic environment, avoid...
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So, AI Is Going to Destroy Us All... Now What?
What if the relentless pursuit of superhuman AI has only one possible, inevitable outcome: the complete annihilation of humanity? That's the terrifying premise of a new #1 bestselling book that's grabbing attention everywhere from subway ads to Silicon Valley. In this episode, Noah Heldman...
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The Messy Middle: Navigating Engagement Drift
Every project starts with a bang and ends with a sprint to the finish line. But what about the long, messy middle? That's where "engagement drift" sets in—when focus blurs, momentum stalls, and even the best-laid plans go off the rails. In this episode, Ben Griswold (Grizen) and Noah Heldman...
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Consulting Past, Present, and Future With Jeff Treuting
What has truly changed in the world of technology consulting over the last 20 years, and what fundamental truths have stayed exactly the same? In this special episode, we welcome our very first guest, veteran consultant and startup CTO Jeff Treuting, for a deep dive into the evolution of the...
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Turning The Mic On Ourselves: The RegEx Rapid-Fire Episode
In a special new format, we're turning the tables on ourselves! Before we ask our future guests to run the gauntlet, we're answering the five rapid-fire questions that will become a staple of the Regular Expressions podcast. What's the one buzzword we'd ban forever? What was our most embarrassing...
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Are Most AI Tools Just Fancy Wrappers?
What happens when you push an AI so hard with a real-world coding problem that it... gives up? In a surprisingly human moment, Google's Gemini admitted its approach was "fundamentally wrong," lost its user's trust, and promised to "stop." This wasn't just a glitch; it was a profound lesson in the...
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Nobody Who Hires You Cares About Technology
For two career technologists to say "technology is the easy part" might sound strange, but after decades in the industry, it's the most important lesson they've learned. The biggest challenges that derail projects and frustrate teams rarely have to do with code; they have to do with people,...
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Forward Deployed Engineer: Because “Tech Ninja” Doesn’t Sound Stuffy Enough
You've heard the buzzword "Forward Deployed Engineer" used by companies like OpenAI and Palantir, but what does it really mean? It’s more than just a senior consultant on-site; it’s a radical model of autonomy, strategy, and on-the-ground invention that challenges the very structure of…
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I, For One, Welcome Our Robot Overlords: Navigating AI Hype
Generative AI is grabbing all the headlines, from "vibe coders" raising millions overnight to tech giants replacing entire departments. But behind the hype, what is the real-world impact of AI on business, productivity, and the future of work? The answer is far more complex than the buzzwords...
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How Great Consultants Gain Trust and Credibility From Day One
You've landed the client. Now what? The first few days and weeks of a consulting engagement are a critical window to set the tone, build relationships, and lay the foundation for success. It's not about being the smartest person in the room; it's about becoming a trusted partner. In this episode,...
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Beyond The Pitch: Spotting Great Tech Consultants
Hiring the right technology consultant can be the difference between a project's soaring success and a multi-million dollar failure. The stakes are incredibly high, but how do you see past the polished pitch and industry buzzwords to find someone who will truly deliver? In this episode, Ben...
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Feeling Bloated? Time For Some Lean Consulting
For decades, big problems meant hiring big consulting firms. The logic was simple: size equals impact. But what if that model is fundamentally broken? What if the hundred-page slide decks, massive teams, and staggering bills are a sign of waste, not value? In this episode, Ben Griswold (Grizen)…
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The Musician's Secret To High-Performing Teams
What’s more valuable: a single, brilliant "rockstar" developer who can shred through code like a guitar god, or a team of good developers who know how to listen and play together? The answer might surprise you, and it has profound implications for the success of any project. In this episode, Ben...
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Two Right Socks and a Broken Watch… Consulting Lessons From The Trail
What does running a 62-mile ultramarathon have in common with delivering a complex technology project? A lot more than you’d think. It's never about a perfect, flawless execution. It's about what happens when you’re faced with two right socks, a dead watch, or a critical team member leaving...
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The "Solution-First" Trap: Why Projects Fail Before They Start
What happens when a client asks for the latest tech trend, like GenAI, but you suspect it's not what they actually need? It's a classic scenario that can lead to wasted time, bloated budgets, and solutions that miss the mark entirely. In this episode, tech consultants Ben Griswold and Noah…
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We Built and Launched an App for a Las Vegas Casino In 11 Days
What happens when you’re asked to build a full-featured, secure, and high-traffic website for a Las Vegas casino in just 11 days to meet a Super Bowl ad deadline? You pull it off... but what if the project still fails? In this episode, veteran technology consultants and long-time friends Ben...
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ABOUT THIS SHOW
Join Noah Heldman and Ben Griswold as they talk about technology consulting and life.
HOSTED BY
Ben Griswold and Noah Heldman
CATEGORIES
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Frequently Asked Questions
How many episodes does Regular Expressions have?
Regular Expressions currently has 33 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Regular Expressions about?
Join Noah Heldman and Ben Griswold as they talk about technology consulting and life.
How often does Regular Expressions release new episodes?
Regular Expressions has 33 episodes. Check the episode list to see recent publication dates and frequency.
Where can I listen to Regular Expressions?
You can listen to Regular Expressions on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Regular Expressions?
Regular Expressions is created and hosted by Ben Griswold and Noah Heldman.
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