Brad is a technology leader and co-host of How Many CTOs? He has spent his career building products and engineering organizations, and brings a practical, systems-minded view to the messy decisions CTOs make every week.
Episodes with Brad
All episodes →S2E40
Preparing for the Worst: Tabletop Exercises, Unit Tests, and Everything In Between
Brad & Scott
S2E39
Understanding The Fear: Adaptive Leadership in the AI Age
Brad & Scott
S2E38
Simplifying Tech Through Empathy and Understanding with Frank Bravo
with Frank Bravo, ProLegal
S2E37
Managing Skepticism: Balancing Tradition and Technology with AI
Brad & Scott
S2E36
From Academia to Industry: Scott Hanson on the Future of AI and Edge Computing
with Scott Hanson, Ambiq
S2E35
Beyond Cost Reduction: AI in Revenue Generation and Innovation with Andy Boettcher
with Andy Boettcher, DoubleTrack
S2E34
The Hardware/Software Blend: Visionary Innovations in Health Tech with Eyebot's Jack Moldave
with Jack Moldave, Eyebot
S2E33
Fast, On Time, or Fully Utilized? Choosing What to Optimize in Engineering Delivery
Brad & Scott
S2E32
The Pace of Innovation: Systems Thinking for Faster Engineering
Brad & Scott
S2E31
Method to the Madness: A CTO Framework for Systemic AI Adoption
Brad & Scott
S2E30
There's A Pattern To Follow: An Interview with Robert "Uncle Bob" Martin
Brad & Scott
S2E29
Is Uncle Bob Right? Reading Code vs. Architecting the Future
Brad & Scott
S2E28
Token Maxxing and Local Inference: Navigating the Shift in AI Usage for Developers
Brad & Scott
S2E27
This Has Always Been A Problem: Slot Machine Devs and Growing Junior Engineers in the Age of AI
Brad & Scott
S2E26
From Chaos to Control: Bringing Specification Driven Design to Vibe Coding with David Bauer
with David Bauer, Axonis AI
S2E25
Introducing Skein and Beaker Stack: Using AI Agent Engineers to Ship SaaS Faster
Brad & Scott
S2E24
AI and the Data Swamp In Your Backyard with Ben Wilcox
with Ben Wilcox, ProArch
S2E23
Pioneering Music Education with John von Seggern
with John Von Seggern, Future Proof Music School
S2E21
Pioneer or Perish: How and When to Evolve Your Engineering Org Toward the AI Development Life Cycle
Brad & Scott
S2E20
Navigating the Future: Gas Town and Bespoke AI Agents
Brad & Scott
S2E19
Uncovering Hidden Ambiguities: Why Product Managers Need to Adapt to AI Tooling
Brad & Scott
S2E18
A Fundamental Shift: Change Management, Psychological Safety, and AI's Impact on Engineering Leadership with Dr. Adam Link
with Dr. Adam Link, Coinbase
S2E17
An Ideal Partnership: How and When to Split CTO and VP of Engineering Duties
Brad & Scott
S2E16
Where Does the Alpha Flow?: Rethinking Software Value in the Age of AI
Brad & Scott
S2E15
Product-Market Fit and Pragmatic AI: Insight from RevenueCat's CTO Miguel Carranza
with Miguel Carranza, RevenueCat
S2E14
The Most Optimized Blue: Differences Between UI and User Experience Design with Nick Cawthon
with Nick Cawthon, gauge.io
S2E13
Balancing Innovation and Safety: CTOs Check-In About AI Evolution
Brad & Scott
S2E12
Engaging Employees in Security Appreciation with Robert Siciliano
with Robert Siciliano
S2E10
Beyond Transcripts: Language Nuances and Audio Signals with Carter Huffman of Modulate
with Carter Huffman, Modulate AI
S2E9
Introducing the ADLC: The Agent Development Life Cycle
Brad & Scott
S2E8
The Evolving Role of Tech Leadership with Philip Rosedale
with Philip Rosedale, Second Life / High Fidelity
S2E7
Predictions and Reflections: One Year Anniversary of the How Many CTOs Does It Take? Podcast
Brad & Scott
S2E6
Adapt or Fade: Interviewing for Developers in the Age of AI Assisted Coding
Brad & Scott
S2E5
From Rave Promoter to SaaS Innovator: Revolutionizing Event Management with Ritesh Patel
with Ritesh Patel, Ticket Fairy
S2E4
From the Dress Code to the Bottom Line: A CTO Business Primer
Brad & Scott
S2E3
The K-Shape of AI Development: Managing Digital Interns
Brad & Scott
S2E2
Setting the Tone: Building Trust Through Security
Brad & Scott
S2E1
Rediscovering the Joy of Coding through AI with Paul Brown
with Paul Brown
S1E49
Year In Review: How Many CTOs Does It Take To Finish A Season?
Brad & Scott
S1E48
Turtles All The Way Down: AI Insights with Scott W. Bradley
Brad & Scott
S1E47
The AI Race: Who's Ahead, Anthropic or OpenAI?
Brad & Scott
S1E46
CTO Therapy: The Risks and Rewards of Vendor Partnerships
Brad & Scott
S1E45
Let Them Eat Tokens: AI Efficiency vs. Global Good
Brad & Scott
S1E44
Cabinet Doors Should Open: Avoiding Assumptions in Product Requirements
Brad & Scott
S1E43
The State of AI in 2025: What the DORA Report Reveals
Brad & Scott
S1E42
The AI Hype Cycle: Navigating Growth and Skepticism
Brad & Scott
S1E41
In Search of the Exceptional: Unpacking the Traits of 10x Engineers
Brad & Scott
S1E40
The Documented SDLC: Why Every Team Needs One (and When)
Brad & Scott
S1E39
Navigating BADD vs. FaDD: Strategic Refactoring in Software Development
Brad & Scott
S1E38
From Specs to Monitoring: A CTO's Guide to QA Best Practices
Brad & Scott
S1E37
Deploys, Demos, and the Elusive Metric of Engineering Productivity
Brad & Scott
S1E36
Product Debt: The Hidden Drag on Innovation
Brad & Scott
S1E35
From Streaker Apps to AI Safety Loopholes: What CTOs Need to Know
Brad & Scott
S1E34
Do Engineering Managers Need to Code? Leveling, Calibration & Craft
Brad & Scott
S1E33
From Prompts to Product: How AI is Changing Software Development
Brad & Scott
S1E32
From Bugs to Bloat: Product Debt, KPIs, and the Cost of Features
Brad & Scott
S1E31
CTO Therapy: Managing Urgency, Expectations, and Trust
Brad & Scott
S1E30
From Coldplay to Code: AI Wins, Data Lakes, and the Age-Old Centralized vs. Distributed Debate
Brad & Scott
S1E29
Design in the Age of AI: Craft, Tools, and the Future of Creativity
Brad & Scott
S1E28
Storytelling, Not Spin: Founder-Led Marketing with Dan Woods
with Dan Woods
S1E27
The Outsourcing Playbook Gets an AI Rewrite: Engineering in the Age of AI and Global Teams
Brad & Scott
S1E26
From Code to Careers: AI's Disruption of Software and Work Itself
Brad & Scott
S1E25
How GenAI Is Changing the Two Guys in a Garage Founder Story
Brad & Scott
S1E24
Autonomous Engineering Teams: What Works, What Breaks
Brad & Scott
S1E23
The End of Programming As We Know It? Justin Kaufman's tips on building fast with AI
Brad & Scott
S1E22
From Chicken to Chatbots: Generative AI in Hospitality with Justin Kaufman
with Justin Kaufman, Mount Joy
S1E21
Fake Profiles, Real Disruption: What AI Is (and Isn't) Doing to Tech Recruiting with Dave Hardwick
with Dave Hardwick
S1E20
Beyond the Resume: How to Hire and Get Hired in Tech with Dave Hardwick
with Dave Hardwick
S1E19
Bonus Episode with Greg Conklin: Navigating Hyper-growth and Tech Debt at Groupon and Dropbox
with Greg Conklin
S1E18
Culture, Quality, and Tech Debt: Lessons from the Front Lines with Greg Conklin
with Greg Conklin
S1E17
Lessons from the Mountains: Retrospectives and the Secret Sauce of High Performance Teams
Brad & Scott
S1E16
Exploring AI, Knowledge, and Ethics with John Helm (Bonus Episode)
Brad & Scott
S1E15
Understanding and Managing Technical Debt: Insights from John Helm
Brad & Scott
S1E14
The Ball of Mud - Tackling Software Monoliths and Decomposing Tech Debt: Strategies and Challenges
Brad & Scott
S1E13
Embracing Failure and Innovation: Lessons from Punk Rock with Kevin Goldsmith
with Kevin Goldsmith
S1E12
Navigating Technical Debt and Code Quality in Agile Teams
Brad & Scott
S1E11
The Reality of AI in Software Engineering and the Future of Work
Brad & Scott
S1E10
Tackling Tech Culture and Interviewing: Insights from Ted Neward
Brad & Scott
S1E9
The Power of Drafting Implementation Plans: Insights and Strategies
Brad & Scott
S1E8
Learning Styles and Team Dynamics: A Journey from Personal Trips to Strategic Decisions
Brad & Scott
S1E7
Bonus Episode: Challenges and Insights From Using Cursor to Add a Feature to Our Website
Brad & Scott
S1E6
Embracing AI in Software Development: An Interview with Michael Natkin of Glowforge
with Michael Natkin
S1E5
Org Structures and Measuring Platform Team Success
Brad & Scott
S1E4
Effective Staff Meetings: Balancing Structure and Flexibility
Brad & Scott
S1E3
Building Trust and Authentic Connections in Remote Teams
Brad & Scott
S1E2
Embracing Innovation: Introducing the PR FAQ Framework with Marcelo Calbucci
with Marcelo Calbucci
S1E1
Measuring Technical Debt and Technical Investments
Brad & Scott
Episode 2
Introducing Our Hosts: Scott and Brad
Brad & Scott
Episode 1
Introduction to How Many CTOs Does It Take? Podcast
Brad & Scott
