How Many CTOs

Brad Hefta-Gaub & Scott Porad
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  • TECHNOLOGIE
  • WÖCHENTLICH

Welcome to the "How Many CTOs?" Podcast, hosted by Brad and Scott, where we dive deep into the intricate world of Chief Technology Officers. Each episode features candid conversations with guest CTOs who share their real-world experiences and insights on a wide range of topics. From building and upleveling high-performing engineering teams to managing and communicating the impact of tech debt, we cover it all. Discover strategies for measuring engineering productivity, refining processes, and balancing innovation with structured methodologies. Learn from experts about decomposing monolithic systems and keeping up with the latest technology trends. Whether you're a current or aspiring CTO, our podcast offers practical solutions and valuable advice to navigate the ever-evolving landscape of technology leadership. Tune in and join the discussion on overcoming the common challenges faced by CTOs today. Don't forget to subscribe, rate, and review! #TechLeadership #CTO #techpodcast

  1. VOR 5 TAGEN

    Introducing the ADLC: The Agent Development Life Cycle

    In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub" 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. They discuss MCP servers and "Rent A Human," noting gig marketplace challenges like trust, KYC, and fake profiles, and compare MCP hype to Facebook integration in 2010. Brad highlights AI agents using MCP servers for observability as a major debugging unlock, prompting nostalgic ancedotes from Scott about Microsoft Log Parser and Ajax. In their discussion about the importance of branding tools, Scott and Brad coin "ADLC" (Agent Development Lifecycle) for integrating agents into existing SDLC/CICD with human merges. After a brief tangent about O'Reilly cover animals, Brad argues this approach beats skeptics and vibe coders while changing roles, pressuring product ideation, and reducing the need for separate QA via automated and browser-driven testing. 00:34 Podcast Kickoff Banter 02:03 Football Memes And Pet Peeves 05:17 Broadcast Tech And AI Ad Fail 07:55 Rent A Human MCP Debate 10:21 Marketplace Trust And Moats 14:15 Why Build An MCP Server 17:02 Branding Tech Like Ajax 20:42 Signal MCP For Agent Pings 22:03 MCP Naming Origins 23:41 Agents in the SDLC 25:25 Branding ADLC and SDD 26:50 O'Reilly Animal Brainstorm 28:06 Marketing a New Method 29:43 Three AI Developer Camps 31:15 Why Structure Beats Vibes 37:32 QA Testing with MCP 39:27 Operational Guardrails 41:01 ADLC Summary and Wrap 43:44 Credits and Outro Resources: How Many CTOs Pod: https://howmanyctospod.com Scott Porad: https://www.linkedin.com/in/scottporad/  Brad Hefta-Gaub: https://www.linkedin.com/in/bradheftagaub/  #TechPodcast #EngineeringPodcast #DevTalks #PodcastForDevs #HowManyCTOs #Podcast #CTOs #CTOPodcast #ChiefTechnologyOfficer #Technology #Engineering #SoftwareDevelopment #SoftwareEngineering #TechLeadership #EngineeringLeadership #EngineeringCulture #TechDebates #AI #AIRevolution #AIAssistedProgramming #AINews #SDLC #ADLC #MCP #Ajax #QA #QATesting #MCPservers

    44 Min.

  2. 3. MÄRZ

    The Evolving Role of Tech Leadership with Philip Rosedale

    In this episode of "How Many CTOs Does It Take?" podcast, Brad Hefta-Gaub 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. The conversation dives deep into the optimistic use of AI coding agents, whether you should be polite to AI, and Brad's detailed process for utilizing AI coding agents like Cursor. They also emphasize the need for modern engineers to adapt to managing AI agents much like they manage human teams. 00:00 Guest Host Introduction 00:46 Philip Rosedale's Career Journey 01:48 Exploring the CEO vs CTO Dynamic 05:23 Scaling and Evolving as a CTO 06:43 Advice for Aspiring CTOs 19:09 The Impact of AI on CTO Roles 30:13 Neuroscience to JavaScript: A Coding Journey 34:08 The Future of AI and Human Collaboration 44:56 A Step-by-step Process for Coding with AI Agents 52:13 Conclusion and Final Thoughts Resources: How Many CTOs Pod: https://howmanyctospod.com Brad Hefta-Gaub: https://www.linkedin.com/in/bradheftagaub/  Philip Rosedale: https://www.linkedin.com/in/philiprosedale/  #TechPodcast #EngineeringPodcast #DevTalks #PodcastForDevs #HowManyCTOs #Podcast #CTOs #CTOPodcast #ChiefTechnologyOfficer #Technology #Engineering #SoftwareDevelopment #SoftwareEngineering #TechLeadership #EngineeringLeadership #EngineeringCulture #TechDebates #PhilipRosedale #AIAssistedCoding #AI #AIProgramming

    54 Min.

  3. 24. FEB.

    Predictions and Reflections: One Year Anniversary of the How Many CTOs Does It Take? Podcast

    In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub" 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. The episode ends with the hosts' predictions for what might change in the next year, and excitement for upcoming guests.   00:00 Podcast Birthday Celebration 01:21 Reflecting on Tech Debt 05:35 Authentication System Refactor 07:22 Ball of Mud Challenges 09:11 AI Transformation Impact 10:32 Spec Driven Development 13:11 Greenfield vs Brownfield AI 14:32 Industry Patterns and Predictions 17:13 Five Levels of AI Coding 20:26 Architecture and Ball of Mud 22:50 Specification Over Implementation 24:27 Design Function Requirements 25:38 Time Pressure and Tech Debt 27:07 Cost of Code Approaches Zero 29:42 Everything Takes Two Weeks 32:47 Product Manager Role Evolution 33:54 AI-Powered Prioritization 39:53 Predictions for Next Year   Resources: How Many CTOs Pod: https://howmanyctospod.com Scott Porad: https://www.linkedin.com/in/scottporad/  Brad Hefta-Gaub: https://www.linkedin.com/in/bradheftagaub/  #TechPodcast #EngineeringPodcast #DevTalks #PodcastForDevs #HowManyCTOs #Podcast #CTOs #CTOPodcast #ChiefTechnologyOfficer #Technology #Engineering #SoftwareDevelopment #SoftwareEngineering #TechLeadership #EngineeringLeadership #EngineeringCulture #TechDebates #PodcastBirthday #OneYearAnniversary #PodcastAnniversary #AI #AIAssistedProgramming #AIProgramming #BallofMud #AICoding

    44 Min.

  4. 17. FEB.

    Adapt or Fade: Interviewing for Developers in the Age of AI Assisted Coding

    In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub 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. The conversation covers interview techniques such as pair programming and code reviews, possible IP concerns, and whether interview questions are designed to catch engineers or just coders. They also share insights on designing effective interview loops, the kinds of interview questions Microsoft asks, and the implications of using AI models for specific tasks like spell checking. 00:00 Introduction and Welcome 00:53 Interviewing in the Age of AI 01:27 Best Practices for AI-Assisted Interviews 03:59 Evaluating Technical Skills and Projects 08:13 The Role of AI in Coding Projects 12:53 Pair Programming and Code Review 16:34 Challenges and Considerations 29:54 Concluding Thoughts and Outro   Resources: How Many CTOs Pod: https://howmanyctospod.com Scott Porad: https://www.linkedin.com/in/scottporad/  Brad Hefta-Gaub: https://www.linkedin.com/in/bradheftagaub/  #TechPodcast #EngineeringPodcast #DevTalks #PodcastForDevs #HowManyCTOs #Podcast #CTOs #CTOPodcast #ChiefTechnologyOfficer #Technology #Engineering #SoftwareDevelopment #SoftwareEngineering #TechLeadership #EngineeringLeadership #EngineeringCulture #TechDebates #AI #AIinterviewing #HiringTrends #ArtificialIntelligence #AIAssistedCoding #AIAssistedInterviews #CodingInterviews #AIRevolution #FutureOfWork #AIinTech #AIAssistance #PairProgramming #CodeReviews #HiringPractices

    31 Min.

  5. 10. FEB.

    From Rave Promoter to SaaS Innovator: Revolutionizing Event Management with Ritesh Patel

    In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub 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. Ticket Fairy aims to provide small event teams with the technological capabilities of much larger organizations. Ritesh discusses the platform's unique features, the challenges of scaling, and how AI and machine learning are revolutionizing their approach. The conversation also delves into the role of entrepreneurs in the tech industry and the future of SaaS products. 00:00 Introduction and Welcome 01:05 Understanding the Live Events Industry 02:21 The Challenges of Small Event Teams 05:28 Ritesh's Journey: From Coding to Event Production 11:32 Balancing Technical and Business Challenges 15:01 Handling Spikes and Scaling Issues 19:58 Incorporating AI into Event Management 23:29 AI Coding Agents Revolutionizing Front-End Development 25:14 Convincing Engineers to Embrace AI 31:31 Ensuring AI is a Force Multiplier, Not a Risk 33:28 Building a Global, Multi-Time Zone Engineering Team 35:09 AI Code Review Bots Enhancing Security 40:20 AI Empowering Solo Entrepreneurs 45:09 The Future of SaaS and Deep Industry Insights 47:29 Conclusion and Final Thoughts   Resources: How Many CTOs Pod: https://howmanyctospod.com Scott Porad: https://www.linkedin.com/in/scottporad/  Brad Hefta-Gaub: https://www.linkedin.com/in/bradheftagaub/ Ritesh Patel: https://www.linkedin.com/in/riteshdpatel/  Ticket Fairy: https://www.ticketfairy.com/event-ticketing  #TechPodcast #EngineeringPodcast #DevTalks #PodcastForDevs #HowManyCTOs #Podcast #CTOs #CTOPodcast #ChiefTechnologyOfficer #Technology #Engineering #SoftwareDevelopment #SoftwareEngineering #TechLeadership #EngineeringLeadership #EngineeringCulture #TechDebates #LiveEvents #Entrepreneurship #AI #AIIntegration #BusinessGrowth #TechInnovations #Startups #EventTech #SaaS #TicketFairy

    49 Min.

  6. 3. FEB.

    From the Dress Code to the Bottom Line: A CTO Business Primer

    In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub 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. They run through a crash course on economics, explaining concepts like unit economics, customer acquisition cost (CAC), and lifetime value (LTV), explaining the importance of speaking the language that non-technical counterparts can grasp, and touch on the role of AI in reducing operational costs. The episode offers practical advice for aspiring CTOs and an invitation for listeners to request a class on finance specifically tailored for technology leaders. 00:00 Introduction and Welcome 00:37 Fashion in the Tech Industry 02:11 Remote Work Culture 03:58 Interview Attire and Professionalism 07:10 The Importance of Code Switching for CTOs 11:12 Understanding Business Metrics for CTOs 12:08 Unit Economics Explained 19:44 The Role of AI in Business Efficiency 30:45 Conclusion and Class Opening   Resources: How Many CTOs Pod: https://howmanyctospod.com Scott Porad: https://www.linkedin.com/in/scottporad/  Brad Hefta-Gaub: https://www.linkedin.com/in/bradheftagaub/  #TechPodcast #EngineeringPodcast #DevTalks #PodcastForDevs #HowManyCTOs #Podcast #CTOs #CTOPodcast #ChiefTechnologyOfficer #Technology #Engineering #SoftwareDevelopment #SoftwareEngineering #TechLeadership #EngineeringLeadership #EngineeringCulture #TechDebates #TechFashion #StartupLife #AIRevolution #BusinessGrowth #BusinessPrimer

    32 Min.

  7. 27. JAN.

    The K-Shape of AI Development: Managing Digital Interns

    In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub yet again delve into the transformative impact of AI on software engineering. Brad shares his 2025 Cursor Year in Review, revealing his record 2.9 billion tokens used, prompting a discussion about the efficiency and cost of using AI tools. They discuss the emergence of a K-shaped economy in AI coding and what attributes lead to successful AI-assisted coding. They emphasize the importance of breaking down tasks, evaluating progress, and adopting a tech leader mindset. The hosts debate whether code quality still matters in a world dominated by AI-generated code and conclude with reflections on the rapid evolution of the software development landscape brought about by AI. 00:00 Introduction and Welcome 01:02 Spotify Wrapped and Token Usage 02:21 The Cost and Value of Tokens 06:01 Breaking Down Tasks for AI 08:54 Documentation and Context for AI 10:59 Managing AI Agents Like Interns 15:39 Challenges with AI Agents 20:11 Key Skills for Engineering Managers 20:43 Environmental Attributes in Engineering 21:34 The Importance of Code Quality 22:26 Swashbuckler Vibe in Engineering 24:51 AI's Impact on Software Engineering 27:17 Evaluating Code Quality with AI 35:31 The Role of Small PRs 37:29 The Future of AI in Software Development 38:18 Conclusion and Outro   Resources: How Many CTOs Pod: https://howmanyctospod.com Scott Porad: https://www.linkedin.com/in/scottporad/  Brad Hefta-Gaub: https://www.linkedin.com/in/bradheftagaub/  #TechPodcast #EngineeringPodcast #DevTalks #PodcastForDevs #HowManyCTOs #Podcast #CTOs #CTOPodcast #ChiefTechnologyOfficer #Technology #Engineering #SoftwareDevelopment #SoftwareEngineering #TechLeadership #EngineeringLeadership #EngineeringCulture #TechDebates #AI #Cursor #AIAssistedCoding #AIAgents #AIProgramming #AIFuture #AIRevolution

    39 Min.

  8. 20. JAN.

    Setting the Tone: Building Trust Through Security

    In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub 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. They emphasize the importance of incident response, continuous vulnerability management, and making security practices an effortless part of development workflows. The episode concludes by highlighting the urgency of adapting to new security challenges posed by AI and other technological advances. 00:00 Introduction and Episode Kickoff 01:05 The Role of the CTO in Security 04:40 Real-World Security Incidents 08:08 Incident Response and Security Culture 12:42 Frameworks and Best Practices 21:44 Human Factors in Security 25:34 Supply Chain Attacks 26:26 Best Practices for Software Inventory 27:23 Setting Priorities for Vulnerabilities 34:30 Automating Security Checks 36:08 Tools for Compliance and Security 40:48 The Importance of Trust in Security 49:15 Final Thoughts and Conclusion Resources: How Many CTOs Pod: https://howmanyctospod.com Scott Porad: https://www.linkedin.com/in/scottporad/  Brad Hefta-Gaub: https://www.linkedin.com/in/bradheftagaub/  #TechPodcast #EngineeringPodcast #DevTalks #PodcastForDevs #HowManyCTOs #Podcast #CTOs #CTOPodcast #ChiefTechnologyOfficer #Technology #Engineering #SoftwareDevelopment #SoftwareEngineering #TechLeadership #EngineeringLeadership #EngineeringCulture #TechDebates #Security #SecurityIncidents #IncidentResponse #SecurityCulture #SoftwareSecurity #SupplyChainAttacks #SecurityChecks #ComplianceAndSecurity #AI #Vanta #Wiz #Drata #AWSSecurityHub #CIS #SOC2

    54 Min.
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Welcome to the "How Many CTOs?" Podcast, hosted by Brad and Scott, where we dive deep into the intricate world of Chief Technology Officers. Each episode features candid conversations with guest CTOs who share their real-world experiences and insights on a wide range of topics. From building and upleveling high-performing engineering teams to managing and communicating the impact of tech debt, we cover it all. Discover strategies for measuring engineering productivity, refining processes, and balancing innovation with structured methodologies. Learn from experts about decomposing monolithic systems and keeping up with the latest technology trends. Whether you're a current or aspiring CTO, our podcast offers practical solutions and valuable advice to navigate the ever-evolving landscape of technology leadership. Tune in and join the discussion on overcoming the common challenges faced by CTOs today. Don't forget to subscribe, rate, and review! #TechLeadership #CTO #techpodcast

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  • Erstellt von
    Brad Hefta-Gaub & Scott Porad
  • Jahre aktiv
    2025 - 2026
  • Folgen
    60
  • Bewertung
    Anstößig
  • Copyright
    © 2025
  • Sendungswebsite
    How Many CTOs