Скачать или смотреть Culture, Quality, and Tech Debt: Lessons from the Front Lines with Greg Conklin

In this episode of "How Many CTOs Does It Take?" podcast, hosts Scott Porad and Brad Hefta-Gaub are joined by special guest Greg Conklin for a candid and insightful conversation on what it takes to build high-performing engineering teams.

Drawing from their shared time at the telemedicine startup 98point6, the trio unpacks hard-earned lessons around tech debt, operational excellence, and culture-first leadership. Topics include:

Why setting guardrails for quality, performance, and reliability early pays dividends later. The real value of postmortems and RCA meetings (and how to make them stick). How overly strong culture filters can unintentionally suppress bravery and dissent. What startups should prioritize in their first few quarters to avoid painful rework. Whether you’re scaling an early-stage team or trying to fix systemic issues in a mature org, this episode delivers practical frameworks and honest reflection from leaders who’ve been there.

00:00 Introduction and Welcome 00:46 Guest Introduction: Greg Conklin 02:05 Revisiting 98.6: Lessons Learned 03:27 Empowerment and Quality at 98.6 05:32 Challenges in Engineering Management 10:46 Operational Excellence and Technical Debt 24:25 Dropbox Postmortem Insights 27:14 Blameless vs. Egoless Retrospectives 30:51 Setting Early Standards in Startups 35:11 Challenges in Test Automation 38:49 Local Development and Ephemeral Environments 44:33 Concluding Thoughts on Engineering Leadership 47:15 Podcast Outro and Credits Resources:

How Many CTOs Pod: https://howmanyctospod.com Scott Porad:   / scottporad   Brad Hefta-Gaub:   / bradheftagaub   Greg Conklin:   / gregoryconklin   Greg's Blog: https://gregconklin.com/ #TechPodcast #EngineeringPodcast #DevTalks #PodcastForDevs #HowManyCtos #Podcast #Ctos #CtoPodcast #Technology #Engineering #SoftwareDevelopment #Entrepreneurship #Leadership #Management #EngineeringLeadership #TechnologyLeadership #EngineeringManagement #EngineeringProductivity #TeamVelocity #DevCulture #TeamCulture #EngineeringCulture #Retrospectives #BlamelessRetrospectives #EgolessRetrospective #Agile #ContinuousImprovement #RootCauseAnalysis #FiveWhys #IncidentResponse #GrowthMindset #TeamTrust #BuildingTrust #SDLC #TechDebt #OperationalExcellence #Postmortems #SiteReliability #SLA #SystemReliability #IncidentManagement #EngineeringCultureMatters #EmpoweredTeams #EngineeringGuardrails #PsychologicalSafety #DevProcess #EngineeringStandards #ShiftLeft #StartupLeadership #EngineeringMaturity #ScalingEngineering #EngineeringOrgDesign #ProductEngineeringAlignment #CI_CD #DevEx #TestAutomation #Observability #BuildPipeline #LocalDevEnvironment