Startup Hustle is a podcast for entrepreneurs, by entrepreneurs. With the mission of telling the real story of startups and entrepreneurs, topics range from funding to failure and beyond. If you want to start, own, or build a business then you're in the right place.
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
Subscribe to the Product Driven Newsletter
What Smart CTOs Are Doing Differently With Offshore Teams in 2025
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:
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:
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.
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:
For early-stage startups, product and technical mastery matter most—operations and strategy complexity come later.
Share Your Story: Tag us with your technical co-founder journey—the wins, failures, and lessons learned. Let's build a knowledge base for the next generation of technical partnerships.
Subscribe for more unfiltered insights on technical leadership, product strategy, and startup team dynamics.
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.
Product Driven: Building Software Teams That Ship Value 🚀
In this special book launch episode, we dive deep into the intersection of engineering leadership, product thinking, and the transformative impact of AI on software development. Join Matt Watson and Craig Ferril as they explore the revolutionary "Product Driven Model" and why traditional development approaches are becoming obsolete.
🔗 Essential Resources:
Get the Book: https://a.co/d/100RmwC
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
Key Discussion Highlights:
Chapter Timestamps:
00:00 - Book Launch Introduction & "Find Your Craig"
08:16 - Why AI Makes Product Thinking Critical
15:03 - The Death Spiral of Internal Focus
18:07 - Creating Cultures of Courage vs. Fear
23:14 - The Five Components of Product Driven Model
32:40 - Future of Engineering Leadership
37:22 - Closing the Feedback Loop with Introverted Teams
💡 Key Takeaways:
For Engineering Leaders:
For Product Teams:
For Organizations:
The conversation reveals a fundamental shift happening in software development. As AI democratizes code creation, the competitive advantage moves from "how fast can we build" to "what should we build and why." Teams that master this transition will thrive; those that don't will find themselves building faster in the wrong direction.
💬 Join the Conversation: How is your engineering team adapting to the AI-driven future? Share your experiences with implementing product thinking in technical teams!
🎧 Subscribe to Product Driven for more insights on building software teams that deliver real value.
Special thanks to Craig Ferril for the thoughtful discussion and early feedback on the book. The future of software development isn't just about better tools - it's about better thinking.
Product Driven: The Book Launch - A Software Leader's Journey to Creating High-Performance Teams 📚
After months of intensive writing and years of industry experience, Matt Watson unveils his groundbreaking book "Product Driven" - a comprehensive guide for engineering leaders seeking to build teams with a genuine product mindset. This isn't just another business book; it's a practical roadmap for transforming how software teams think, work, and deliver value.
In this revealing first look, Matt shares the personal journey that led to creating this essential resource for the tech industry. Drawing from his extensive career building and scaling software products, he addresses a critical gap in leadership literature - how to actually build and manage teams that think like product owners, not just code executors.
Get the Book: https://a.co/d/100RmwC
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
Key Discussion Points:
Chapter Timestamps:
00:00 - The Big Reveal: First Look at Product Driven
00:22 - The Origin Story: From Conference Speech to Book
01:30 - The Culture Revolution: Why Leadership Matters
02:38 - The Writing Process: 500 Hours of Insights
Ready to Transform Your Team? Share your biggest leadership challenge in the comments - what's preventing your developers from thinking like product owners? Let's discuss practical solutions that actually work in real engineering environments.
Breaking Through Requirements Hell: How AI is Revolutionizing Software Development 🚀
In this compelling exploration of technological transformation, host Matt Watson connects with Chris Rickard, founder of UserDoc, broadcasting from Vietnam. Their conversation unveils a profound shift happening across the software industry—one where artificial intelligence is fundamentally reshaping the relationship between business stakeholders and development teams.
What emerges is a fascinating paradox: as AI accelerates coding capabilities, the critical constraint shifts from "how do we build it?" to "what exactly should we build?" Chris's journey from software engineer to product innovator illustrates this transformation, revealing how traditional bottlenecks are being reimagined through AI-powered requirements management.
🔗 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 our Newsletter: https://fullscaleteam.com/newsletter
Get our FREE Ebook: https://fullscaleteam.com/productfirstteams
Powered by Full Scale: https://fullscale.io/
Download the FREE Offshore Hiring Guide: https://hirefullscale.com/offshore-hiring-guide
UserDoc: https://userdoc.com
Chris Rickard on LinkedIn: https://www.linkedin.com/in/chrickard/
Key Discussion Points:
Chapter Timestamps:
Ready to break free from requirements chaos and accelerate your development workflow? The conversation with Chris Rickard reveals a pivotal moment in software development—where AI amplifies human potential rather than replacing it.
Share your own requirements management challenges in the comments below. How has AI changed your development process? What bottlenecks are you experiencing as coding becomes more automated?
Learning Through Play: How Boddle Built Educational Games That Kids Actually Want
In this insightful conversation, Matt Watson talks with Clarence Tan, founder and CEO of Boddle Learning, about their journey building educational games that have reached over 10 million users. Clarence shares how they tackled the classic problem of educational games - how to make them as engaging as regular games while maintaining educational value. By creating fun games first and then "sneaking in" learning content, Boddle has found success in the competitive educational technology space.
The most valuable lesson? Get out of the office and actually watch users interact with your product. Rather than spending money on complex analytics, the Boddle team discovered their biggest product issues simply by visiting classrooms and observing how kids used their app. Clarence also shares how they eventually cracked the monetization code by understanding that parents were buying subscriptions not because they understood the educational benefits, but because their kids wanted the in-game items.
🔗 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 our Newsletter: https://newsletter.productdriven.com/
Powered by Full Scale: https://fullscale.io/
GET THE PRODUCT DRIVEN BOOK: https://productdriven.com/book
Check out Boddle here: https://www.boddlelearning.com/
Key Discussion Points:
🎮 Building educational games that are genuinely fun first
🧠 How Boddle "sneaks in" learning content after establishing engaging gameplay
💰 The journey from zero users to 10 million through COVID and beyond
📊 Why watching actual users beats fancy analytics tools
🔑 The monetization breakthrough: understanding kids are the real decision makers
🚀 Pivoting from building many games to focusing on the most successful one
📱 How Boddle connects with both teachers and parents
Chapters:
00:00 - Introduction and Welcome
00:46 - Origins of Boddle Learning
02:08 - Making Education Fun Through Games
04:17 - Early Funding and Productization
05:36 - Impact of COVID on Growth
07:42 - Getting on the White House Educational Resources List
08:19 - Server Challenges with Rapid Growth
09:04 - Moving to Tulsa for VC Funding
10:30 - The "Leaky Bucket" Discovery
11:21 - Monetization Challenges
13:57 - Finding the Most Popular Game Mode
14:51 - The Pet Battle Game Success
15:58 - NFT Experiment Mistakes
16:52 - Keeping Education in Fun Games
18:45 - The Power of Classroom Observation
20:47 - First-Time User Experience Issues
22:32 - Learning to Sell to Parents Through Kids
25:40 - Tapping Into the Entertainment Wallet
26:45 - Boddle Bucks and Future Growth
27:38 - Impact and Educational Value
Ready to transform your child's screen time into learning time? Visit https://www.boddlelearning.com/ to try their educational games that kids actually want to play!