Matt is joined by Karell Ste-Marie, founder of The Serious CTO YouTube channel. Together, they tackle one of the biggest hidden challenges in software companies: the language and cultural barrier between engineers and executives.

Karell and Matt break down why innovation is so rare in large organizations, why engineers and business leaders often talk past each other, and how the CTO role often becomes the critical bridge between the two worlds.

The cultural resistance to change inside enterprises

How introversion and communication style shape engineering culture

Why the best CTOs speak “both languages”

Lessons from mistakes made on the path to leadership

Resources & Links

The Serious CTO on YouTube

– Karell’s channel where he shares insights on engineering leadership

Product Driven - Get the Book

Subscribe to the Product Driven Newsletter

What Smart CTOs Are Doing Differently With Offshore Teams in 2025

Subscribe to the Global Talent Sprint

Full Scale – Build your dev team quickly and affordably

Product management is being rewritten in real time, and AI is doing the editing.

Matt sits down with Jerel Velarde, product manager at Full Scale Ventures, to discuss how AI is reshaping the relationship between PMs and engineering. We dive into what Jerel calls prompt prototyping, how expectations for product velocity have changed, and why the best PMs today are blending design, strategy, and code—all while staying laser-focused on validation over output.

If you're a founder, CTO, or product leader trying to navigate the new frontier of product development, this one's for you.

Is “Product Manager” even the right title anymore?

The new definition of PM: focused on outcomes, not artifacts

How PMs are using AI to validate faster

How to lead product in a startup vs. a scale-up

How to think about MVPs when AI can build anything

Resources & Links

Connect with Jerel on LinkedIn

Product Driven - Get the Book

Subscribe to the Product Driven Newsletter

What Smart CTOs Are Doing Differently With Offshore Teams in 2025

Subscribe to the Global Talent Sprint

Matt is joined by product and leadership consultant Randy Silver to unpack one of the most frustrating problems in product organizations: everyone knows where they want to go, but no one knows how to actually get there.

Together they explore what causes this breakdown in execution, how companies drift from product strategy to dysfunction, and what strong leadership really looks like at scale.

Why strategy is easy—execution is the problem

Why in-shitification happens

The three organizational dysfunctions Randy sees most

Why autonomy without alignment fails

The real root of dysfunction: unclear product strategy

What leaders can do right now to fix the mess

Resources & Links

Randy Silver’s consulting work https://randysilver.com

Follow Randy on LinkedIn Randy Silver

Good Strategy Bad Strategy by Richard Rumelt Link to Book

Subscribe to the Product Driven Newsletter: https://productdriven.com/newsletter

What Smart CTOs Are Doing Differently With Offshore Teams in 2025: https://hirefullscale.com/offshore-hiring-guide

In this episode, Matt is joined by Laura Tacho, CTO at DX — one of the leading voices in developer experience research and tooling. Together, they unpack how AI is really affecting software development teams, why developer experience has a “marketing problem,” and why organizational friction — not technology — is the biggest productivity killer.

If you’ve been wondering whether AI is living up to the hype in engineering teams, this conversation will give you the data, the reality, and the leadership takeaways you can act on today.

[00:48] – What “Developer Experience” Really Means

[02:55] – The Real Sources of Developer Friction

[03:44] – Core Developer Experience Problems (Pre- and Post-AI)

[05:46] – Clarity as a Competitive Advantage

[07:25] – The Mistake of “Shit Shielding”

[08:18] – How AI Raises the Stakes for Product Thinking

[10:00] – The 10x Developer Myth’s Real Origin

[11:30] – Measuring Developer Experience with the DX Index

[14:00] – The Role of Leadership in Removing Friction

Resources & Links

DX – Research and tools for improving developer experience: https://getdx.com/

Developer Experience Index https://getdx.com/dxi-reporting

Subscribe to the Product Driven Newsletter: https://productdriven.com/newsletter

What Smart CTOs Are Doing Differently With Offshore Teams in 2025: https://hirefullscale.com/offshore-hiring-guide

AI can scaffold an app in seconds, but can it refactor that thousand-line React file when the first bug hits production?

In this episode, I sit down with Brian Jenney software engineer and program owner of the coding bootcamp Parsity, to draw a hard line between “code that runs” and “code that lasts.” From mentoring career-switchers to stress-testing AI in real-world pipelines, Brian shares why craftsmanship and product judgment still beat copy-paste prompts.

🔗 Essential Links (Start Here!):

Full Episodes: https://product-driven.captivate.fm/episodes

Connect with Matt Watson on LinkedIn: https://www.linkedin.com/in/mattwatsonkc/

Subscribe to the Newsletter: https://newsletter.productdriven.com/

Powered by Full Scale: https://fullscale.io/

GET THE PRODUCT DRIVEN BOOK: https://productdriven.com/book

Connect with Brian on LinkedIn :https://www.linkedin.com/in/brianjenney/

Check out Parsity here: https://www.parsity.io/

Key Discussion Points:

“You have to be smarter than the AI.” Why blindly shipping generated code is the fastest way to paint yourself into a technical-debt corner

The hidden risk of non-deterministic models—like failing a simple “greater-than” check in production tests

A training rule of thumb: no AI for your first months of study, then use it only to reinforce fundamentals—not replace them

The “house-of-cards” analogy for code quality and why maintainability still matters when AI writes the first draft

How Parsity’s tight-knit model turns plumbers, teachers, and even doctors into disciplined, product-minded engineers

If you’re running a startup, chances are you’re the bottleneck.

Brittany Rastsmith joins Product Driven to talk through why founders constantly end up in this trap and how to escape it. She works with early-stage companies through her consulting firm, Bloom Remote, and she's seen it all. We get into how to create clarity, visibility, and accountability across your team so you’re not stuck answering every question, solving every problem, or staying up all night wondering if anything is getting done.

If you want your team to take ownership and drive outcomes—not just check boxes—this episode is for you.

[01:00] - Why being the bottleneck it's a stage

[02:30] - Choose your hard: micromanage or build trust

[07:30] - How to measure what matters

[10:30] - Delegating doesn't work if you dump chaos

[14:30] - Explain your thinking if you want your team to carry it out

[16:00] - The power of decision logs and written rationale

[19:45] - Why psychological safety is key to team ownership

[21:30] - Rubber-stamping is the death of progress

[24:00] - Why most managers are untrained (and why that matters)

[28:00] - Productivity vs. busyness: where your team might be stuck

[29:15] - Inputs vs. outcomes: how to tell what's actually broken

[31:05] - Where to find Brittany and learn more about Bloom Remote

Links & Resources:

Brittany Rastsmith on LinkedIn:

Bloom Remote

Get the Book: https://mybook.to/productdriven

Newsletter: productdriven.com

Connect with Matt: https://linkedin.com/in/mattwatson

Get the Offshore Hiring Guide: https://hirefullscale.com/offshore-hiring-guide

In this revealing conversation, we unpack one of tech's most polarizing concepts while exploring the brutal realities of building technical partnerships in today's startup ecosystem. Host Matt Watson and Noah Lindner (ex-Airbnb engineer turned consultant) deliver unfiltered insights that challenge conventional wisdom about technical hiring and startup team dynamics.

🔗 Essential Links (Start Here!):

Get the Book: https://mybook.to/productdriven

Newsletter: productdriven.com

Connect with Matt: https://linkedin.com/in/mattwatson

Full Scale Ventures: https://fullscaleventures.com

Get the Offshore Hiring Guide: https://hirefullscale.com/offshore-hiring-guide

YC Co-Founder Matching: https://ycombinator.com/cofounder-matching

The conversation opens with a fascinating transformation—how the once-toxic "10X developer" stereotype has evolved into a legitimate business advantage. Noah's perspective shift reveals something profound: the best engineers aren't just writing code faster; they're architecting workflows that eliminate friction entirely.

Real-World 10X Impact:

• Before: 30-minute CI builds crushing team velocity
• After: 2-second feedback loops enabling continuous iteration
• Result: Exponential productivity gains through systematic optimization

Matt delivers a game-changing insight: "To really be a true technical co-founder, they've got to have the vision for what's being built... not just the technical vision, but the product vision."

This distinction separates true startup partners from highly-paid order-takers—a critical differentiation in today's competitive landscape.

• 00:00 - Deconstructing the 10X developer phenomenon
• 08:30 - Technical co-founder vs. founding engineer dynamics
• 16:45 - The four pillars of engineering leadership
• 25:20 - Why big tech creates product-blind engineers
• 32:15 - Navigating the golden handcuffs dilemma

The conversation reveals how technological democratization is reshaping co-founder dynamics. When any PM can create "lovable prototypes" using no-code tools, the bar for technical co-founders rises significantly. Success now requires scalable prototyping—building MVPs that can evolve rather than require complete rebuilds.

Matt's four-quadrant framework provides clarity:

• Strategy: Long-term architectural vision
• Operations: Team efficiency and process optimization
• Product: User experience and market alignment
• Technical: Core engineering excellence

For early-stage...

From Coding to Catalyst: The Evolution of Technology Leadership 🚀

Journey through the transformation of modern CTOs with industry veteran Kathy Keating, who shares battle-tested insights from scaling teams of 2 to 450+ engineers. This episode unravels the complex tapestry of technology leadership, exploring how yesterday's code-focused roles have evolved into today's strategic business catalysts.

🔗 Essential Links (Start Here!):

Get the Book: https://mybook.to/productdriven

Newsletter: productdriven.com

Connect with Matt: https://linkedin.com/in/mattwatson

Full Scale Ventures: https://fullscaleventures.com

Get the Offshore Hiring Guide: https://hirefullscale.com/offshore-hiring-guide

The Leadership Evolution Story 📖

The Great Divide: Once upon a time, software engineers were the product owners, customer advocates, and technical architects all rolled into one. They flew across continents to understand telecom fraud patterns, immersed themselves in customer operations for weeks, and returned with deep domain expertise. Today's specialized world has created powerful capabilities—but at what cost?

The Four Pillars of Engineering Leadership: Matt introduces a provocative framework suggesting no one masters all four domains: Strategic visioning, Operational excellence, Technical depth, and Product intuition. The conversation challenges us to identify our strengths while building systems that compensate for our natural limitations.

Behind the Framework: CTO Levels Decoded 🔍

Kathy reveals the methodology behind assessing technology leadership maturity—from solo programmer (Level 0) to industry thought leader (Level 10). Each level demands mastery of previous foundations while introducing new complexities like acquisitions, strategic partnerships, and organizational transformation.

The Assessment Reality: A comprehensive 50-question evaluation generating 60-page strategic roadmaps. Hundreds of leaders have used this framework to identify gaps and accelerate growth—proving that systematic development beats trial-and-error learning.

Chapter Timestamps:

00:00 - Opening: Two Authors, One Mission

02:14 - Defining Modern CTO Reality

04:11 - The Four-Type Leadership Framework

07:21 - CTO Levels: Decoding the Hierarchy

09:25 - Career Path Truth: How Do You Actually Become a CTO?

16:58 - Strategic Advice: The Power of Starting Small

17:52 - Then vs. Now: 20 Years of Engineering Evolution

22:03 - The Product-Engineering Divide Crisis

26:12 - AI Revolution: Promise and Peril

32:44 - Resources: CTO Levels and Liquid Book Overview

33:09 - Final Thoughts and Next Steps

Which of the four engineering leadership types resonates most with your current role—Strategic, Operational, Technical, or Product? Share your experience in the comments and let's discuss how to build complementary teams that cover all bases.