Episodes

July 24, 2025

CTO Levels and the Path to Strategic Tech Leadership with Kathy Keati…

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+ engine...

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July 17, 2025

Inside 'Product Driven': Why This New Book is Every Engineering Leade…

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 de...

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July 15, 2025

The Engineering Leadership Book That Actually Shows You How to Build …

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 Drive...

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July 10, 2025

Rethinking Requirements When Engineers Are No Longer the Bottleneck w…

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, broadcasti...

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July 3, 2025

How Boddle's Product-Driven Approach Built Educational Games That Kid…

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 educatio...

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June 26, 2025

How Feedback Loops Transform Development Efficiency with Ashley Davis

Feedback-Driven Development: Optimizing Your Software Engineering Process In this enlightening conversation with author Ashley Davis, Matt Watson explores the concept of feedback-driven development and how it shapes effective...

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June 19, 2025

Product-Led Growth vs. VC Funding: Lessons from 25 Bootstrapped Start…

Bootstrapping vs VC: John Rush on Building 25 Successful Products 🚀 In this enlightening episode of Product Driven, host Matt Watson sits down with serial tech entrepreneur John Rush. Known for his prominent presence on socia...

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June 12, 2025

AI Adoption Strategies: Inspiring Developer Teams to Embrace Intellig…

AI and Agency Evolution: Navigating the Future of Software Development 🚀 In this thought-provoking episode of Product Driven, Matt Watson welcomes Senad Santic, owner of Zendev software development agency and founder of LinkB...

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June 5, 2025

Three Core Principles CTOs Use to Create an Engineering Culture that …

Building Human-Centric Engineering Teams: Culture, Motivation, & Purpose 🛠️ In this episode of Product Driven, Matt Watson talks with John Durant, founder of Human Centric Engineering, about the critical elements that create ...

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May 29, 2025

AI in QA Testing: How TestChimp is Revolutionizing Software Quality A…

🧪 The AI Testing Revolution: Reimagining QA in the Era of Generative Intelligence In this intellectually stimulating conversation, Matt Watson and Nuwan Samarasekera (Founder & CEO of TestChimp) explore the transformative imp...

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May 22, 2025

Solving the Hidden Challenges of Growing Engineering Teams at Scale w…

🔍 Engineering Visibility: Unlocking Team Performance at Scale with Hacker Pulse In this intellectually stimulating exploration, Matt Watson and Gleb Braverman (Founder & CEO of Hacker Pulse) delve into the universal challenge...

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May 20, 2025

How Full Scale Ventures Builds Product-Driven Startups with Craig Fer…

Full Scale Ventures Launches & The Power of Venture Studios 🚀 In this transformative episode of Product Driven, host Matt Watson introduces his exciting new venture with Craig Ferril—Full Scale Ventures. They dive deep into t...

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May 15, 2025

When Great CTOs Go Into Beast Mode with Ron Timoshenko

🦸‍♂️ Unlocking CTO Mode: When Technical Leaders Become Innovation Heroes In this intellectually stimulating conversation, Matt Watson and Ron Timoshenko (CIO of Rimbull Health) unpack the multifaceted nature of the CTO role a...

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Dec. 11, 2024

The Best Startup Pitch Framework

In this episode, Matt Watson interviews Rajiv Nathan, the Startup Hype Man, who shares insights on how to pitch a startup to investors and customers effectively. Rajiv discusses his journey from a marketing background to beco...

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Dec. 4, 2024

Targeting the Midmarket, Growing with SEO

In this episode, Matt Watson interviews Ben Taylor, founder and CEO of Soft Ledger, about his journey in creating accounting software. They discuss the challenges of building a product in a competitive market, the importance ...

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Nov. 27, 2024

Starting vs Growing a Business

In this episode, Matt Watson and Sean Beckner discuss the journey of entrepreneurship, investment strategies, and the evolution of business growth. Sean shares his experiences transitioning from a startup founder to an invest...

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Nov. 20, 2024

Boutique VCs & The Effect of AI

In this episode, Matt Watson speaks with Joseph Ruscio, a partner at Heavybit, a venture capital firm focused on investing in software development-related companies. They discuss the evolving landscape of venture capital, the...

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Nov. 13, 2024

Scaling with Affordable Talent from the Philippines

In this episode, Matt Watson and Yoni Kozminski discuss the intricacies of hiring talent in the Philippines, exploring Yoni's journey from creative advertising to building a recruitment agency. They delve into the challenges ...

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Nov. 6, 2024

Building Customer & Employee Trust

In this episode, Matt Watson interviews Andrew Plato, a seasoned entrepreneur and author of 'The Founder's User Manual.' They discuss the challenges of entrepreneurship, the importance of differentiation in a competitive mark...

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Oct. 31, 2024

Bootstrapping to $10M, The Future of Inbound Sales

Adam Robinson, founder and CEO of Retention, discusses his new product RB2B and the importance of simplicity and profitability in building a successful business. He emphasizes the value of bootstrapping and achieving $10 mill...

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Oct. 24, 2024

The Business of Virtual Assistants

Tyler Lieber, co-founder and CEO of Coconut VA, joins Matt Watson on the Startup Puzzle podcast to discuss the benefits and challenges of hiring virtual assistants (VAs) in the Philippines. They share their personal experienc...

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Oct. 17, 2024

Startup Lawyer Advice, Future Impact of AI

In this episode, Matt Watson interviews Nimrod Vromen, author of Prompting Happiness, about the future of generative AI and its impact on various aspects of life. They discuss the role of lawyers in startups, the importance o...

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Oct. 10, 2024

Building a Global Service Business

In this episode, Matt Watson and Ian Myers discuss the topic of hiring global talent. Ian shares his experience of starting a company in Sri Lanka and leveraging the highly skilled workforce there. They also discuss the chall...

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Oct. 3, 2024

Construction Tech, Building Additional Products

Chris Callen, founder and CEO of Plot, discusses his journey in the construction technology industry and the challenges of coordinating job sites. He shares his experience with his first software startup and the lessons he le...

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