How Many CTOs?

AI-Assisted Engineering

How CTOs and engineering leaders adopt AI coding tools, agents, and new development workflows without losing quality or judgment.

Episodes

S2E43 What Broke in Tech: Code Quality, AI Guardrails, and the Evolving Software Engineer Brad & Scott Brad & Scott continue to recap Gergely Orosz's "State of the Tech Industry" talk and focus on what "broke" and "what's next. " They argue that machine-generated code is overwhelming pull requests and code review, exposing that many organizations' quality gates were implicitly built around human speed, and they discuss how 98% uptime is becoming an unacceptable norm. AI-Assisted Engineering Nov 3, 2026 36:56 S2E42 The State of Tech in 2026: What Changed And What Didn't Brad & Scott Brad & Scott discuss a Pragmatic Engineer talk on the state of the tech industry in 2026, focusing on what changed and what hasn't. They argue this is a "golden age" of building software due to AI, while acknowledging current "creative destruction" that may ultimately make the industry leaner. AI-Assisted Engineering Oct 27, 2026 32:58 S2E41 The Human Needs in Augmented Coding: A Conversation with Kent Beck with Kent Beck Brad & Scott interview software pioneer Kent Beck about his background (JUnit, test-driven development, extreme programming, Agile Manifesto, and his book "Tidy First? ") and his current focus on "augmented development" with AI, which he calls a "genie. AI-Assisted Engineering Oct 20, 2026 01:09:53 S2E40 Preparing for the Worst: Tabletop Exercises, Unit Tests, and Everything In Between Brad & Scott Brad & Scott discuss TaskRabbit's overnight AWS region migration from us-west-1 to us-west-2, describing the months of preparation, detailed runbook, large war-room call, minor cleanup issues, and why periodic region moves can serve as valuable "hygiene" to relearn and document complex systems while advancing disaster recovery and business continuity. They then explain tabletop exercises as structured incident-response drills designed to uncover gaps in process and documentation, sharing scenario ideas like data deletion, token leaks, cloud outages, ransomware, and internal actors, including an embezzlement case where the perpetrator joined incident response. AI-Assisted Engineering Oct 13, 2026 44:51 S2E39 Understanding The Fear: Adaptive Leadership in the AI Age Brad & Scott Brad & Scott discuss growing fear about AI among engineers and managers, framing it as an "adaptive moment" requiring leaders to disrupt old stabilizing practices. They explore concerns that AI lowers the barrier for others to change systems, increasing accountability, on-call risk, and architectural drift—problems that existed pre-AI but are now intensified. AI-Assisted Engineering Oct 6, 2026 34:28 S2E38 Simplifying Tech Through Empathy and Understanding with Frank Bravo with Frank Bravo, ProLegal Brad is joined by guest Frank Bravo, a Bay Area technologist who spent 30 years as CTO in local media, helping put a newspaper's full editorial content online in 1994, and now serves as CTO at ProLegal, a legal services startup. Frank describes modernizing an old Act! AI-Assisted Engineering Sep 29, 2026 50:13 S2E37 Managing Skepticism: Balancing Tradition and Technology with AI Brad & Scott Brad & Scott discuss how AI is changing software engineering referencing Kent Beck's idea that AI makes much existing knowledge less useful while making a smaller portion far more valuable. They describe teams collaborating through "cohorts" of AI agents for PR review and adversarial checking, and debate whether engineers will be evaluated on agent quality versus their ability to direct and manage agents like a driver or jockey. AI-Assisted Engineering Sep 22, 2026 49:59 S2E36 From Academia to Industry: Scott Hanson on the Future of AI and Edge Computing with Scott Hanson, Ambiq Brad & Scott interview Scott Hanson, founder and CTO of Ambiq, a company focused on ultra-low-power chips for "intelligence everywhere," with 300M+ units shipped into wearables and other devices. Hansen traces Ambiq's origins with University of Michigan smart-dust research and his PhD work on subthreshold computing—running transistors at extremely low voltages for quadratic energy savings—then explains the challenges of making it manufacturable across temperature and process variation. AI-Assisted Engineering Sep 15, 2026 45:58 S2E35 Beyond Cost Reduction: AI in Revenue Generation and Innovation with Andy Boettcher with Andy Boettcher, DoubleTrack Brad & Scott interview Andy Boettcher, Chief Innovator of DoubleTrack, a boutique data and AI consultancy. Andy recounts his 33 years across systems, development, with 13 years in Salesforce, and how his career shifted into data/AI full-time after ChatGPT's 2022 release. AI-Assisted Engineering Sep 8, 2026 50:24 S2E34 The Hardware/Software Blend: Visionary Innovations in Health Tech with Eyebot's Jack Moldave with Jack Moldave, Eyebot Brad & Scott interview Jack Moldave of Eyebot, a company he co-founded nearly six years ago to make getting glasses as easy as buying shoes by enabling on-demand vision tests and prescriptions in retail settings. Jack explains Eyebot's kiosk experience in Walmart Vision Centers, including intake questions, visual acuity testing, touch-free refraction and glasses scanning, and remote review by licensed optometrists/ophthalmologists with prescriptions returned in under 15 minutes. AI-Assisted Engineering Sep 1, 2026 52:47 S2E33 Fast, On Time, or Fully Utilized? Choosing What to Optimize in Engineering Delivery Brad & Scott Brad & Scott discuss a leadership conversation where three senior stakeholders wanted different outcomes from engineering: delivering faster, maximizing utilization, or delivering on time—highlighting unclear norms and expectations in the software delivery system. The hosts argue you can't optimize all three at once, note that maximum utilization is a poor goal (systems perform better below 100% utilization), and debate prioritizing speed versus schedule. AI-Assisted Engineering Aug 25, 2026 16:37 S2E32 The Pace of Innovation: Systems Thinking for Faster Engineering Brad & Scott Brad & Scott open with travel and sports talk, including World Cup rules, then pivot to Scott's change-management training on systems thinking and unspoken norms. They explore a meta-question: if non-engineering teams couldn't tell engineering to "go faster," what would they change to increase engineering throughput? AI-Assisted Engineering Aug 18, 2026 56:48 S2E31 Method to the Madness: A CTO Framework for Systemic AI Adoption Brad & Scott Brad & Scott discuss how CTOs must frame narratives that help teams organize around ideas, inspired by how Scott explained his company's AI work to a non-technical friend. The hosts outline four intertwined AI workstreams: getting AI to handle increasingly complex engineering (from functions to features to systems), moving toward autonomous "dark factory" software development, scaling AI adoption through standards and systems (shifting from organic experimentation to systemic usage, like AI code review and possible security/architect review agents), and managing token spend, including discussion of token-maxing incentives, looping, and interest in local inference and vendor lock-in mitigations such as AWS Bedrock. AI-Assisted Engineering Aug 11, 2026 45:26 S2E30 There's A Pattern To Follow: An Interview with Robert "Uncle Bob" Martin with Robert "Uncle Bob" Martin Brad & Scott are honored to interview Robert "Uncle Bob" Martin, who recounts his 60+ year programming journey from a three-bit binary device and years of assembly to C, C++, and Java, to now using AI agents to code. He explains how the Agile movement emerged from the design patterns community, Extreme Programming, and the 2001 Snowbird meeting that produced the Agile Manifesto. AI-Assisted Engineering Aug 4, 2026 01:01:57 S2E29 Is Uncle Bob Right? Reading Code vs. Architecting the Future Brad & Scott Brad & Scott discuss how Robert "Uncle Bob" Martin—author of Clean Code and Agile Manifesto signer—sparked online controversy by saying he no longer reads the source code produced by his programming agents. They unpack his argument that strong "control systems" like automated unit and end-to-end tests, static analysis, and architecture acceptance criteria can replace line-by-line review, shifting human attention to higher-level architecture and justification. AI-Assisted Engineering Jul 28, 2026 43:05 S2E28 Token Maxxing and Local Inference: Navigating the Shift in AI Usage for Developers Brad & Scott Brad & Scott discuss token spending and the "token maxing" backlash, sparked by a GitHub Copilot budget issue and broader industry moves to optimize tokens. The hosts argues companies should focus on value and learning rather than premature token optimization, while still adding circuit breakers to prevent runaway costs. AI-Assisted Engineering Jul 21, 2026 01:00:30 S2E27 This Has Always Been A Problem: Slot Machine Devs and Growing Junior Engineers in the Age of AI Brad & Scott Brad & Scott discuss how managing armies of coding agents can be physically draining, likening it to context switching in flat organizations. Scott references Yuval Harari's "Sapiens," connecting the cognitive and agricultural revolutions to modern pressures. AI-Assisted Engineering Jul 14, 2026 56:26 S2E26 From Chaos to Control: Bringing Specification Driven Design to Vibe Coding with David Bauer with David Bauer, Axonis AI Brad is joined by Dr. David Bauer of Axonis AI, who shares how his background in distributed computing, startups, and the U. AI-Assisted Engineering Jul 7, 2026 51:27 S2E25 Introducing Skein and Beaker Stack: Using AI Agent Engineers to Ship SaaS Faster Brad & Scott Brad & Scott discuss Brad's experiment proving that AI can dramatically boost output for teams with strong engineering practices. Brad shares an MIT-licensed open-source SaaS template called Beaker Stack, which includes web and mobile scaffolding, CI/CD for preview/staging/production, automated setup, observability, email tooling, and Stripe-based tiered billing with feature gating. AI-Assisted Engineering Jun 30, 2026 49:54 S2E24 AI and the Data Swamp In Your Backyard with Ben Wilcox with Ben Wilcox, ProArch Brad & Scott interview guest Ben Wilcox, CTO and CISO of ProArch, a Microsoft-focused data and AI system integrator. Wilcox describes his path into system integration, from cloud transformation and building managed security services, and now focused on helping customers adopt AI securely. AI-Assisted Engineering Jun 23, 2026 47:33 S2E23 Pioneering Music Education with John von Seggern with John Von Seggern, Future Proof Music School Brad interviews John Von Seggern, founder/CEO/CTO of Future Proof Music School, about his shift from musician and online educator to building AI features using tools like Claude Code, n8n, and MCP servers. John describes the school's personalized learning approach using an AI chatbot "Cadence" integrated with student history and curriculum, hosted on LearnWorlds, and explains solving integration limits by creating an MCP server and scraping LearnWorlds pages into a mirror database for context. AI-Assisted Engineering Jun 16, 2026 44:15 S2E22 Removing Bottlenecks, Not People with Stephanie Sylvestre with Stephanie Sylvestre, AvatarBuddy Scott is joined by guest Stephanie Sylvestre, founder of AvatarBuddy, an AI company started 10 years ago to help people be the best version of themselves. Sylvestre argues for "AI plus human" rather than job elimination, and tells the story of how AvatarBuddy evolved from early research and prototypes to joining the OpenAI developer community in 2021, using teenagers for requirements and testing, and adopting curated "data vault" approaches (RAG) to improve results. AI-Assisted Engineering Jun 9, 2026 41:46 S2E21 Pioneer or Perish: How and When to Evolve Your Engineering Org Toward the AI Development Life Cycle Brad & Scott Brad & Scott discuss a high-performing engineering team that has effectively cleared its product backlog while using AI heavily, including a senior engineer who surprised Brad by running agents overnight to automatically perform fast, high-quality GitHub PR code reviews via a webhook-driven harness. The engineer built an opinionated, RAG-backed "world-class code review" skill set that pulls new PRs from selected repos, reviews them with defined criteria, and posts comments, highlighting the need to articulate engineering judgment rather than relying on gut feel. AI-Assisted Engineering Jun 2, 2026 33:24 S2E20 Navigating the Future: Gas Town and Bespoke AI Agents Brad & Scott Brad & Scott discuss Brad's viral LinkedIn post arguing that AI has collapsed the economics that drove generalized SaaS, enabling more bespoke software for underserved SMBs and vertical niches. They debate practical examples like a plumber-specific CRM versus highly custom workflows for a regional law firm, including concerns about long-term maintenance, fragmentation, and risk. AI-Assisted Engineering May 27, 2026 43:21 S2E19 Uncovering Hidden Ambiguities: Why Product Managers Need to Adapt to AI Tooling Brad & Scott Brad & Scott discuss spec-driven development and SpecKit, starting with Brad's story of a product owner resisted SpecKit because it produced "too many words," alongside Scott's example of accepting a 60,000-line pull request by reviewing the spec instead of the code. They reflect on how product owners often can't define what they want until they see it, and how software work is usually clarified through ongoing back-and-forth dialogue. AI-Assisted Engineering May 19, 2026 52:37 S2E18 A Fundamental Shift: Change Management, Psychological Safety, and AI's Impact on Engineering Leadership with Dr. Adam Link with Dr. Adam Link, Coinbase Brad is joined by Dr. Adam Link, former senior engineering manager at Coinbase, who shares his background leading global teams through highly technical transformations in fintech and crypto, including major infrastructure migrations. AI-Assisted Engineering May 12, 2026 51:29 S2E17 An Ideal Partnership: How and When to Split CTO and VP of Engineering Duties Brad & Scott Brad & Scott discuss the recurring question: when it's appropriate to hire a VP of Engineering and how to divide responsibilities so the CTO can better align product, business, and technology strategy. They define CTO vs VP of Engineering work, review Gemini's matrix (strategy/vision vs execution/people/process, external vs internal, success metrics, and typical direct reports), and add nuance about internal stakeholders within and outside the company. AI-Assisted Engineering May 5, 2026 47:02 S2E16 Where Does the Alpha Flow?: Rethinking Software Value in the Age of AI Brad & Scott Brad & Scott discuss a conversation Scott had with coworkers after discovering Confluence connected to Google Drive and Slack, raising questions about whether to rely on tools like Confluence or a generic layer like Claude to aggregate knowledge and enable agents. A colleague suggested "alpha flows to where building happens," prompting Scott to question whether he agrees, what engineers actually need from AI (clear specifications), and whether customer insights and business needs matter more than internal documents. AI-Assisted Engineering Apr 28, 2026 40:30 S2E15 Product-Market Fit and Pragmatic AI: Insight from RevenueCat's CTO Miguel Carranza with Miguel Carranza, RevenueCat Brad & Scott " interview Miguel Carranza Spanish-born co-founder/CTO of RevenueCat, who describes discovering subscription billing pain while building the Elevate app and turning that hard, "boring" problem into a YC-backed business. He explains RevenueCat's scale (billions of API requests/day) and the resulting priorities: product-market fit, reliability/security, and sustaining culture in a fully remote team across 27 countries. AI-Assisted Engineering Apr 21, 2026 48:48 S2E14 The Most Optimized Blue: Differences Between UI and User Experience Design with Nick Cawthon with Nick Cawthon, gauge.io Brad & Scott talk with Nick Cawthon of gauge. io, who shares highlights from RSA 2026 and his career designing UX for InfoSec/SecOps/DevOps tools. AI-Assisted Engineering Apr 14, 2026 48:24 S2E13 Balancing Innovation and Safety: CTOs Check-In About AI Evolution Brad & Scott In this "What's on your mind? " episode of the "How Many CTOs Does It Take? AI-Assisted Engineering Apr 7, 2026 32:06 S2E12 Engaging Employees in Security Appreciation with Robert Siciliano with Robert Siciliano Brad welcomes Boston-raised security speaker Robert Siciliano, who traces his path into security from early experiences with crime, teaching physical self-defense, and being hacked in the mid-1990s. Robert argues that most corporate security training is compliance-driven "security theater" focused on phishing, creating security fatigue while leaving human behavior unchanged. AI-Assisted Engineering Mar 31, 2026 57:59 S2E11 Building Trust with AI: David Espindola on the Path Forward with David Espindola I n this episode of "How Many CTOs Does It Take? " podcast, Scott Porad hosts solo and interviews technologist David Espindola about AI. AI-Assisted Engineering Mar 24, 2026 40:09 S2E10 Beyond Transcripts: Language Nuances and Audio Signals with Carter Huffman of Modulate with Carter Huffman, Modulate AI Brad & Scott talk with Carter Huffman, CTO and co-founder of Modulate AI, about his path from machine learning work at NASA's Jet Propulsion Lab to building voice AI that understands conversations. Carter explains why moderation in gaming is hard because you don't want to ban players unfairly, and contrasts big foundation models with orchestrated ensembles of many tiny models that require high-quality, globally vetted data labeling. AI-Assisted Engineering Mar 17, 2026 41:29 S2E9 Introducing the ADLC: The Agent Development Life Cycle Brad & Scott Brad & Scott " open with Super Bowl reactions and a meme about non-fans describing plays, then pivot to the ai. com halftime ad, where heavy spending reportedly led to a site crash for a Claude wrapper. AI-Assisted Engineering Mar 10, 2026 44:18 S2E8 The Evolving Role of Tech Leadership with Philip Rosedale with Philip Rosedale, Second Life / High Fidelity Brad is joined by guest co-host Philip Rosedale to explore the multifaceted role of a CTO, comparing it with the CEO position. They discuss the joy of working on products versus managing teams, and share anecdotes such as their meeting with Steve Jobs to illustrate that being a CTO involves strategic business elements as well. AI-Assisted Engineering Mar 3, 2026 53:51 S2E7 Predictions and Reflections: One Year Anniversary of the How Many CTOs Does It Take? Podcast Brad & Scott Brad & Scott " reflect on the first year of the podcast's publication, discussing Scott's ongoing questions about tech debt and struggles with refactoring, the advances made in AI assissted programming, and the insights they've gained from guests. The episode includes humorous anecdotes about project timeline estimations and dreading conversations about prioritization. AI-Assisted Engineering Feb 24, 2026 43:59 S2E6 Adapt or Fade: Interviewing for Developers in the Age of AI Assisted Coding Brad & Scott Brad & Scott explore the evolving landscape of interviewing for programmer positions in the age of AI-assisted coding. They discuss the relevance of traditional leetcode questions, best practices for evaluating skills when interviewees may use AI, and the importance of higher-level thinking in interviews. AI-Assisted Engineering Feb 17, 2026 30:47 S2E5 From Rave Promoter to SaaS Innovator: Revolutionizing Event Management with Ritesh Patel with Ritesh Patel, Ticket Fairy Brad & Scott sit down with Ritesh Patel, co-founder of Ticket Fairy . Ritesh shares his journey from coding and organizing raves to creating a powerful vertical SaaS platform tailored for the live events industry. AI-Assisted Engineering Feb 10, 2026 49:10 S2E4 From the Dress Code to the Bottom Line: A CTO Business Primer Brad & Scott Brad & Scott discuss the interplay between tech and business. Starting with comments about their own scruffiness and stories of wearing hats to interviews and fancy restaurants, they delve into how CTOs can effectively bridge the gap between technical teams and business stakeholders. AI-Assisted Engineering Feb 3, 2026 32:07 S2E3 The K-Shape of AI Development: Managing Digital Interns Brad & Scott Brad & Scott yet again delve into the transformative impact of AI on software engineering. Brad shares his 2025 Cursor Year in Review, revealing his record 2. AI-Assisted Engineering Jan 27, 2026 39:08 S2E2 Setting the Tone: Building Trust Through Security Brad & Scott Brad & Scott discuss the role of CTOs in setting a security-minded culture and provide real-life anecdotes of security breaches and incidents. The conversation covers critical frameworks like CIS, SOC 2, and tools like Vanta, Wiz, Drata, and AWS Security Hub. AI-Assisted Engineering Jan 20, 2026 53:52 S2E1 Rediscovering the Joy of Coding through AI with Paul Brown with Paul Brown Brad & Scott are joined by Paul Brown to delve into the misplaced fears of AI supplanting engineers, highlighting instead its potential to enhance productivity. Paul shares his journey from skepticism about AI's capabilities to recognizing its strengths, drawing parallels to the historic shift from mainframes to personal computers. AI-Assisted Engineering Jan 13, 2026 43:19 S1E49 Year In Review: How Many CTOs Does It Take To Finish A Season? Brad & Scott Brad & Scott announce that they will be taking a two-week break for the holidays and will return with Season 2 on January 13th. They reflect on their first year, discussing the major themes like the challenges of tech debt, the evolving role of AI in software engineering, and the value of weekly conversations with other tech leaders. AI-Assisted Engineering Dec 23, 2025 12:58 S1E48 Turtles All The Way Down: AI Insights with Scott W. Bradley with Scott W. Bradley Brad & Scott welcome guest Scott W. Bradley, Managing Partner at Facet Digital, to delve into the complexities and potential pitfalls of AI technology. AI-Assisted Engineering Dec 16, 2025 59:37 S1E47 The AI Race: Who's Ahead, Anthropic or OpenAI? Brad & Scott Brad & Scott compare Anthropic and OpenAI's distinct business strategies. While OpenAI takes a high-risk, expansive approach aiming for rapid growth, Anthropic focuses on a more disciplined, business-centric path, particularly targeting corporate customers and avoiding more expensive AI ventures like image and video generation. AI-Assisted Engineering Dec 9, 2025 25:05 S1E45 Let Them Eat Tokens: AI Efficiency vs. Global Good Brad & Scott Brad & Scott dive into the pervasive influence of AI, starting with a critical look at Apple's Siri and its struggles to keep up with competitors like ChatGPT. They explore the current state of AI and its varied impacts, from productivity boosts in small resource-strapped organizations to the political and societal implications of AI adoption. AI-Assisted Engineering Nov 25, 2025 40:36 S1E43 The State of AI in 2025: What the DORA Report Reveals Brad & Scott Brad & Scott dive into the 2025 DORA Metrics Report on the state of AI-assisted software development. They discuss key findings such as the near-universal adoption of AI, its impact on productivity, and its role in software delivery instability. AI-Assisted Engineering Nov 11, 2025 38:15 S1E42 The AI Hype Cycle: Navigating Growth and Skepticism Brad & Scott Brad & Scott reflect on the recent shifts in Big Tech's approach to AI, discussing the changing perceptions and economic impacts of the technology. They provide insights into the AI hype cycle, comparing it to the dot-com bubble, and ponder whether an AI bust is imminent. AI-Assisted Engineering Nov 4, 2025 30:12 S1E33 From Prompts to Product: How AI is Changing Software Development Brad & Scott Brad & Scott explore the evolving reality of AI productivity, and what it means for software engineering, product management, and the future of work. They kick things off with a look at recent data showing how the complexity of tasks AI can handle is rapidly increasing—measured by the length of human-equivalent work AI can now complete. AI-Assisted Engineering Sep 2, 2025 35:26 S1E30 From Coldplay to Code: AI Wins, Data Lakes, and the Age-Old Centralized vs. Distributed Debate Brad & Scott In this "Summer Catch-Up" episode of "How Many CTOs Does It Take? " podcast, hosts Scott Porad and Brad Hefta-Gaub swap stories from the field, covering everything from data pipeline migrations to the ongoing debate over centralized versus distributed data teams. AI-Assisted Engineering Aug 12, 2025 54:46 S1E29 Design in the Age of AI: Craft, Tools, and the Future of Creativity with Vince Dean Brad & Scott welcome design veteran Vince Dean for a deep dive into the shifting world of product design in the AI era. With over two decades of experience across corporate and freelance roles, Vince unpacks how design tools, workflows, and creative expectations have evolved—from Photoshop to Figma, from static mocks to design systems. AI-Assisted Engineering Aug 5, 2025 55:30 S1E27 The Outsourcing Playbook Gets an AI Rewrite: Engineering in the Age of AI and Global Teams Brad & Scott Brad & Scott dig deep into the real-world lessons of managing outsourced and distributed engineering teams. Drawing on decades of experience with partners in Romania, India, Syria, and Ukraine, they unpack what makes these relationships thrive, or fail. AI-Assisted Engineering Jul 22, 2025 24:36 S1E26 From Code to Careers: AI's Disruption of Software and Work Itself Brad & Scott Brad & Scott dive into the fast-evolving world of generative AI—and what it means for the future of software development, careers, and the economy at large. They unpack how tools like GPT-4o and Claude are shifting the very nature of programming work, boosting productivity while raising deeper questions about the future of white-collar jobs. AI-Assisted Engineering Jul 15, 2025 53:02 S1E25 How GenAI Is Changing the Two Guys in a Garage Founder Story with Justin Wolf & Joe Malek Brad & Scott welcome tech entrepreneurs and avid scuba divers Justin Wolf and Joe Malek to share the story behind their generative AI–powered scuba guidebook and community app. What started as a side project became a test case for building fast with LLMs and pushing the boundaries of what small, technical founding teams can accomplish. AI-Assisted Engineering Jul 8, 2025 52:31 S1E22 From Chicken to Chatbots: Generative AI in Hospitality with Justin Kaufman with Justin Kaufman, Mount Joy Brad & Scott interview special guest Justin Kaufman . Justin discusses his unique journey from working in health tech to founding the Mount Joy restaurant, where he's implemented innovative tech solutions to enhance customer engagement. AI-Assisted Engineering Jun 24, 2025 01:02:26 S1E16 Exploring AI, Knowledge, and Ethics with John Helm (Bonus Episode) with John Helm Brad & Scott sit down once again with technologist and philosopher John Helm, this time for a wide-ranging conversation about artificial intelligence, epistemology, and what it means to be human in an age of machines. John draws on his background in statistics and philosophy to frame AI through the lens of knowledge, reasoning, and moral agency. AI-Assisted Engineering May 29, 2025 11:04 S1E13 Embracing Failure and Innovation: Lessons from Punk Rock with Kevin Goldsmith with Kevin Goldsmith Brad & Scott are joined by Kevin Goldsmith, a seasoned tech leader with a background in both music and technology. Kevin shares insights from his early career in the music industry, his journey through various tech roles, and his book 'It Depends'. AI-Assisted Engineering May 13, 2025 52:05 S1E11 The Reality of AI in Software Engineering and the Future of Work Brad & Scott Brad & Scott discuss a recent OpenAI study on AI's effectiveness in completing real-world freelance software engineering tasks. They delve into the results showing that AI models completed only 26% of tasks successfully, highlighting current limitations. AI-Assisted Engineering Apr 29, 2025 21:07

Articles

How should developers prepare for interviews in the age of AI-assisted coding? What are the best practices for conducting technical interviews with AI-assisted coding? Can AI systems possess ethical reasoning similar to humans? How are big tech companies and VCs changing their approach to AI investments? How can AI agents help small teams develop SaaS applications more efficiently? How can AI be used for revenue generation rather than just cost reduction? How can AI be used to build trust in professional settings? How can AI be used to detect and prevent harassment and fraud in real-time communications? How can companies balance the need for rapid innovation with maintaining data security? How can companies effectively learn from both failures and successes? How can companies effectively manage time zone differences with global engineering teams? How can companies effectively respond to security incidents? How can engineering leaders coach their teams through AI-related fears in the workplace? How can non-technical founders leverage AI to build tech startups? How can organizations shift from security awareness to security appreciation among employees? How can small event production teams achieve the same execution capabilities as larger teams using technology? How can system integrators help businesses transition to AI and cloud platforms? How can systems thinking improve innovation speed in engineering? How do different Generative AI tools compare in app development? How do universities and their technology transfer offices facilitate the commercialization of academic research? How does AI impact the development of junior engineers into senior engineers? How does AI tooling impact the role of product managers in software development? How does Generative AI impact the speed and cost of developing a niche app? How does Kent Beck view the impact of AI on the future of programming jobs? How does the role of a CTO evolve as a company grows from a startup to a large enterprise? How effective is AI in completing real-world freelance software engineering tasks? How has AI impacted software development teams in 2025? How is AI being integrated into software development processes? How is AI changing the economics of SaaS and bespoke software development? How is AI changing the way software development tasks are structured and executed? How is AI impacting energy consumption and local energy prices? How is AI impacting the field of design, particularly in terms of creativity and innovation? How is the role of software engineers expected to evolve with advancements in AI? How should companies approach the integration of AI in their software development lifecycle (SDLC)? Is capitalism driving the rapid adoption of AI at the expense of quality and ethical considerations? Is the 'slot machine' approach to coding a new problem introduced by AI? What are agentic software factories and how are they changing the tech industry? What are the benefits and challenges of automating code reviews with AI agents? What are the challenges and opportunities for CTOs in managing AI-driven engineering teams? What are the challenges and potential solutions for dealing with 'balls of mud' in software engineering? What are the challenges and strategies involved in developing a ticketing platform that can handle high-demand events? What are the challenges faced by CTOs in managing tech debt and AI integration? What are the common pitfalls in engineering projects that lead to delays and how can they be mitigated? What are the differences between unit tests, integration tests, and end-to-end tests? What are the key challenges in bringing a medical device to market, specifically in terms of regulatory compliance? What are the key challenges in scaling a SaaS product like RevenueCat? What are the key considerations for a successful AI implementation in business processes? What are the key differences between a CTO and a VP of Engineering in a software company? What are the key financial concepts CTOs should understand to align with business goals? What are the limitations of traditional security awareness training? What are the main challenges in maintaining code quality in the era of AI-generated code? What are the main differences between UI and UX design, and why do they matter? What are the potential risks of relying heavily on AI technologies without fully understanding them? What are the security risks associated with AI and supply chain vulnerabilities? What are the trade-offs between optimizing for speed, on-time delivery, and resource utilization in engineering projects? What foundational practices are necessary for successful AI adoption according to the DORA report? What impact is AI having on the craft of software engineering? What is the best approach for beginners to start using AI tools in software development? What is the debate between centralized and distributed data teams? What is the future value of software development in the age of AI? What is the history and origin of the Agile Manifesto? What is the role of an engineering manager in the age of AI coding agents? What is the role of epistemology in understanding AI and its capabilities? What is Uncle Bob's stance on code reading and its relevance today? What mindset shift is necessary for effectively integrating AI into business processes? What strategies can CTOs use to communicate complex technical concepts to non-technical stakeholders? What strategies can CTOs use to encourage AI adoption in skeptical engineering teams?