Startup Hustle
Episodes
Are Software Engineers Really at Risk? Mohan Reddy Weighs In
09 Apr 2026
Contributed by Lukas
Matt Watson sits down with Mohan Reddy, serial entrepreneur and Chief Scientist at Cornerstone AI Labs, to explore how AI is fundamentally reshaping t...
How AI Is Disrupting Education with Katie Boody Adorno of LeanLab Education
02 Apr 2026
Contributed by Lukas
AI is changing how kids learn. But are schools ready?Katie Boody Adorno is the founder and CEO of LeanLab Education. She's spent 13 years trying to cl...
AI Isn't Killing Software Jobs: It's Changing Who Builds What
26 Mar 2026
Contributed by Lukas
Zach Klempf is back! He joined Matt Watson on one of the early episodes of the show. Now, Zach is president of AutoManager, a private equity group wit...
From Personal Tragedy to Healthcare Innovation
12 Mar 2026
Contributed by Lukas
In this episode, entrepreneur Chris Jones shares his journey from personal tragedy to building MatchRite Care, a healthcare data integration platform....
Matt & Mark Roberge
05 Mar 2026
Contributed by Lukas
In this episode of Startup Hustle, Matt Watson interviews Mark Roberge, a former HubSpot executive and current venture capitalist, about his journey f...
Revolutionizing Hiring with GitHired
26 Feb 2026
Contributed by Lukas
In this episode of Startup Hustle, Matt Watson interviews Krishna Oza, founder and COO of Git Hired, discussing the challenges of hiring software engi...
Harnessing AI for Business Success
19 Feb 2026
Contributed by Lukas
In this episode of Startup Hustle, Matt Watson interviews John Morlan, founder and CEO of Smarter Risk, about the transformative impact of AI on start...
Navigating Entrepreneurship: Insights from Matt Haycox
12 Feb 2026
Contributed by Lukas
In this episode, Matt Watson interviews Matt Haycox, an experienced entrepreneur who shares insights from his 25 years in business, focusing on capita...
Creative Engineering at Scale What Big Companies Get Wrong and Right with David Mitchell
05 Feb 2026
Contributed by Lukas
What happens when you mix creative agency chaos with world-class engineering? You get teams that don’t just write code—they own the product.In thi...
Engineering Clarity in the Age of AI with Seth Rosenbauer
29 Jan 2026
Contributed by Lukas
Engineering Clarity in the Age of AI: How Docs, Context, and Product Thinking Shape Better SoftwareSeth Rosenbauer is the founder of a tool that uses ...
Fixing the Language Barrier Between Engineers and Executives with Karell Ste Marie of The Serious CT
22 Jan 2026
Contributed by Lukas
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...
Prompt Prototyping, AI Vibes, and the New Rules of Product Management
15 Jan 2026
Contributed by Lukas
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 Ventu...
Why Teams Lose Their Way at Scale with Randy Silver
08 Jan 2026
Contributed by Lukas
Matt is joined by product and leadership consultant Randy Silver to unpack one of the most frustrating problems in product organizations: everyone kno...
How AI Is Really Impacting Developer Experience and the Real Productivity Problem with Laura Tacho
18 Dec 2025
Contributed by Lukas
In this episode, Matt is joined by Laura Tacho, CTO at DX — one of the leading voices in developer experience research and tooling. T...
Why We Still Need Software Engineers in the Age of AI with Brian Jenney
11 Dec 2025
Contributed by Lukas
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 d...
Simple Systems that Let CTOs Delegate Ownership—and Still Sleep at Night with Brittany Rastsmith
04 Dec 2025
Contributed by Lukas
If you’re running a startup, chances are you’re the bottleneck. Brittany Rastsmith joins Product Driven to talk through why founders constant...
Technical Co-Founders are Startup Gold with Noah Lindner
27 Nov 2025
Contributed by Lukas
The 10X Developer Decoded: Why Technical Co-Founders Are Startup Gold 💎In this revealing conversation, we unpack one of tech's most polarizing conc...
CTO Levels and the Path to Strategic Tech Leadership with Kathy Keating
24 Jul 2025
Contributed by Lukas
From Coding to Catalyst: The Evolution of Technology Leadership 🚀Journey through the transformation of modern CTOs with industry veteran Kathy Keat...
Inside 'Product Driven': Why This New Book is Every Engineering Leader's Must-Read
17 Jul 2025
Contributed by Lukas
Product Driven: Building Software Teams That Ship Value 🚀In this special book launch episode, we dive deep into the intersection of engineering lea...
The Engineering Leadership Book That Actually Shows You How to Build Product-Minded Teams
15 Jul 2025
Contributed by Lukas
Product Driven: The Book Launch - A Software Leader's Journey to Creating High-Performance Teams 📚After months of intensive writing and years of in...
Rethinking Requirements When Engineers Are No Longer the Bottleneck with Chris Rickard
10 Jul 2025
Contributed by Lukas
Breaking Through Requirements Hell: How AI is Revolutionizing Software Development 🚀In this compelling exploration of technological transformation,...
How Boddle's Product-Driven Approach Built Educational Games That Kids Ask Parents to Buy with Clarence Tan
03 Jul 2025
Contributed by Lukas
Learning Through Play: How Boddle Built Educational Games That Kids Actually WantIn this insightful conversation, Matt Watson talks with Clarence Tan,...
How Feedback Loops Transform Development Efficiency with Ashley Davis
26 Jun 2025
Contributed by Lukas
Feedback-Driven Development: Optimizing Your Software Engineering ProcessIn this enlightening conversation with author Ashley Davis, Matt Watson explo...
Product-Led Growth vs. VC Funding: Lessons from 25 Bootstrapped Startups with John Rush
19 Jun 2025
Contributed by Lukas
Bootstrapping vs VC: John Rush on Building 25 Successful Products 🚀In this enlightening episode of Product Driven, host Matt Watson sits down with ...
AI Adoption Strategies: Inspiring Developer Teams to Embrace Intelligent Tools with Senad Santic
12 Jun 2025
Contributed by Lukas
AI and Agency Evolution: Navigating the Future of Software Development 🚀In this thought-provoking episode of Product Driven, Matt Watson welcomes S...
Three Core Principles CTOs Use to Create an Engineering Culture that Inspires and Retains Top Talent with John Durrant
05 Jun 2025
Contributed by Lukas
Building Human-Centric Engineering Teams: Culture, Motivation, & Purpose 🛠️In this episode of Product Driven, Matt Watson talks with John Dur...
AI in QA Testing: How TestChimp is Revolutionizing Software Quality Assurance with Nuwan Samarasekera
29 May 2025
Contributed by Lukas
🧪 The AI Testing Revolution: Reimagining QA in the Era of Generative IntelligenceIn this intellectually stimulating conversation, Matt Watson and N...
Solving the Hidden Challenges of Growing Engineering Teams at Scale with Gleb Braverman from HackerPulse
22 May 2025
Contributed by Lukas
🔍 Engineering Visibility: Unlocking Team Performance at Scale with Hacker PulseIn this intellectually stimulating exploration, Matt Watson and Gleb...
How Full Scale Ventures Builds Product-Driven Startups with Craig Ferril
20 May 2025
Contributed by Lukas
Full Scale Ventures Launches & The Power of Venture Studios 🚀In this transformative episode of Product Driven, host Matt Watson introduces his ...
When Great CTOs Go Into Beast Mode with Ron Timoshenko
15 May 2025
Contributed by Lukas
🦸♂️ Unlocking CTO Mode: When Technical Leaders Become Innovation HeroesIn this intellectually stimulating conversation, Matt Watson and Ron ...
The Best Startup Pitch Framework
11 Dec 2024
Contributed by Lukas
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 e...
Targeting the Midmarket, Growing with SEO
04 Dec 2024
Contributed by Lukas
In this episode, Matt Watson interviews Ben Taylor, founder and CEO of Soft Ledger, about his journey in creating accounting software. They discuss th...
Starting vs Growing a Business
27 Nov 2024
Contributed by Lukas
In this episode, Matt Watson and Sean Beckner discuss the journey of entrepreneurship, investment strategies, and the evolution of business growth. Se...
Boutique VCs & The Effect of AI
20 Nov 2024
Contributed by Lukas
In this episode, Matt Watson speaks with Joseph Ruscio, a partner at Heavybit, a venture capital firm focused on investing in software development-rel...
Scaling with Affordable Talent from the Philippines
13 Nov 2024
Contributed by Lukas
In this episode, Matt Watson and Yoni Kozminski discuss the intricacies of hiring talent in the Philippines, exploring Yoni's journey from creative ad...
Building Customer & Employee Trust
06 Nov 2024
Contributed by Lukas
In this episode, Matt Watson interviews Andrew Plato, a seasoned entrepreneur and author of 'The Founder's User Manual.' They discuss the challenges o...
Bootstrapping to $10M, The Future of Inbound Sales
31 Oct 2024
Contributed by Lukas
Adam Robinson, founder and CEO of Retention, discusses his new product RB2B and the importance of simplicity and profitability in building a successfu...
The Business of Virtual Assistants
24 Oct 2024
Contributed by Lukas
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 virtu...
Startup Lawyer Advice, Future Impact of AI
17 Oct 2024
Contributed by Lukas
In this episode, Matt Watson interviews Nimrod Vromen, author of Prompting Happiness, about the future of generative AI and its impact on various aspe...
Building a Global Service Business
10 Oct 2024
Contributed by Lukas
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...
Construction Tech, Building Additional Products
03 Oct 2024
Contributed by Lukas
Chris Callen, founder and CEO of Plot, discusses his journey in the construction technology industry and the challenges of coordinating job sites. He ...
Startup Different
26 Sep 2024
Contributed by Lukas
David Sinkinson, co-founder of AppArmor, shares his entrepreneurial journey and the lessons he learned along the way. He challenges startup myths and ...
MidxMidwest and the State of Venture Capital in 2024
24 Sep 2024
Contributed by Lukas
In this episode, Matt Watson interviews Dan Kerr from Flyover Capital, discussing the evolving landscape of venture capital in the Midwest, particular...
Founder Super Powers
19 Sep 2024
Contributed by Lukas
In this episode, Matt Watson interviews Michelle Denogean, the Chief Marketing Officer of MindTrip and author of the book 'Grow Up.' They discuss the ...
Healthcare Tech Needs a Check Up
12 Sep 2024
Contributed by Lukas
In this episode, Matt Watson interviews Markus Waite, the President of Empara and CIO of Goodroot, about healthcare technology. They discuss the chall...
How to Access Non-Dilutive Funding
05 Sep 2024
Contributed by Lukas
In this episode, Matt Watson interviews Keith Harrington, the founder and COO of Novel Capital, about non-dilutive capital and alternative funding opt...
Technical Debt, Bridging Business & Tech
29 Aug 2024
Contributed by Lukas
Christian Hammer, founder and CEO of Vala AI, joins Matt Watson on the Startup Hustle podcast to discuss AI for software development and the concept o...
SaaS vs Professional Services, Business Growth
22 Aug 2024
Contributed by Lukas
In this episode, Matt Watson and Ryan Dowdy discuss the difference between professional service companies and SaaS companies. They explore the challen...
Product Adoption & Reducing Churn
15 Aug 2024
Contributed by Lukas
In this episode, Matt Watson and Brett Sears discuss the importance of customer onboarding and training in software companies. They highlight the need...
Why the Inc 5000 is a Big Deal
13 Aug 2024
Contributed by Lukas
In this episode, Matt Watson and Ryan Dowdy discuss the importance and benefits of being recognized on the Inc 5000 list. They explore the motivations...
Creating a Private Stock Market
08 Aug 2024
Contributed by Lukas
Sim Desai, founder and CEO of Hive, discusses the creation of a secondary stock market for private companies. He explains the challenges of the curren...
Transition from Founder to CEO, Resiliency, Avoiding Burnout
06 Aug 2024
Contributed by Lukas
In this episode, Matt Watson interviews Vijay Rajendran, the coach and CEO of Startup System, about startup resilience and fundraising in the current ...
Startup Positioning
01 Aug 2024
Contributed by Lukas
In this episode, Matt Watson interviews Dale Walden, the founder of Njord & Co, a SaaS B2B marketing company. They discuss the importance of posit...
The Remarkability Formula
25 Jul 2024
Contributed by Lukas
In this episode of the Startup Hustle podcast, Matt Watson interviews Rich Brooks, the president of Flight New Media, about digital marketing and the ...
Scaling an Enterprise Data Startup
18 Jul 2024
Contributed by Lukas
In this episode of the Startup Hustle podcast, Matt Watson interviews Ozan Unlu, the founder and CEO of Edge Delta, an observability company. They dis...
Building Up Tech Talent
11 Jul 2024
Contributed by Lukas
Neelima Paraskar, founder and CEO of Snap IT, discusses her journey in the tech industry and the challenges of hiring and retaining talent in the IT f...
How to Make Opportunity Happen
04 Jul 2024
Contributed by Lukas
Maria Flynn, founder and CEO of AmbioLogix, discusses her background in healthcare technology, entrepreneurship, and the digital health industry. She ...
The Complexities of SaaS Billing
27 Jun 2024
Contributed by Lukas
Thinking of taking your software global but worried about navigating different markets and regulations? We've got you covered! Join Matt Watson as he ...
Asking for What You Want, Slack Early Days
20 Jun 2024
Contributed by Lukas
Ever wonder why amazing entrepreneurs sometimes struggle to ask for what they want? This episode explores the surprising roadblocks that can hold even...
From Pet Stores to SaaS & The Steps to Success
13 Jun 2024
Contributed by Lukas
How does an experienced retail expert construct a cutting-edge financial platform? Prepare yourself because that's precisely the fascinating topic we'...
Why Startups Get Stuck & The Pitfalls of Raising Money
11 Jun 2024
Contributed by Lukas
Have you ever dreamt of launching a startup but worried about the dangers of scaling too quickly? Or maybe you're already running a business that feel...
Mastering Software Sales
06 Jun 2024
Contributed by Lukas
Have you poured your heart and soul into building a game-changing SaaS product, only to find crickets chirping when it comes to sales? Fear not, fello...
How Honeycomb Created a New Product Category: Observability
04 Jun 2024
Contributed by Lukas
Do you feel like you're flying blind when it comes to your software? In today's episode, we dive deep into the world of observability - it's not just...
AI in Healthcare, First-Time CTO
30 May 2024
Contributed by Lukas
Did you know traditional breast cancer screenings can miss early signs of the disease? In this episode, we get an exclusive look into MedCognetics, a...
Outbound Sales & Gamify Sales
28 May 2024
Contributed by Lukas
Are you tired of the same old outbound sales tactics that just don't work? In this episode, we'll be joined by entrepreneur Steve Claydon, founder of...
Generative AI & Legal Tech
23 May 2024
Contributed by Lukas
Are robots about to take over your lawyer's job? Not quite, but Artificial Intelligence is poised to revolutionize the legal industry. In this episod...
The 7 Types of a CTO
21 May 2024
Contributed by Lukas
Ever heard the term "CTO" and wondered what it actually means? In the wild world of startups, the role can be a bit of a mystery. In this episode, ...
Pivoting & Bootstrapping to 1000 Customers
16 May 2024
Contributed by Lukas
Ever gotten hit with a chargeback? You're not alone. In this episode, we dive into the world of e-commerce fraud with Qi Cao, the co-founder and CEO o...
The Power of Knowledge & Bootstrapping for 20 years
14 May 2024
Contributed by Lukas
Tired of your tedious onboarding routines for new hires and useless knowledge bases no one seems to use? This episode of Startup Hustle is your guide...
The Evolving Role of the CTO
09 May 2024
Contributed by Lukas
In this compelling episode, join Matt Watson as he sits down with Stefan Schmidt, a seasoned CTO coach and author of the acclaimed book "Amazing CTO."...
From Sales Guy to Tech Founder
07 May 2024
Contributed by Lukas
In this episode of Startup Hustle, Matt Watson interviews Robby Yates, co-founder and Chief Everything Officer of FollowApp, a networking software com...
Navigating FinTech Challenges and Charitable Giving Tech Solutions
03 May 2024
Contributed by Lukas
Join us as Chase Harmer, a seasoned entrepreneur with over 20 years in the fintech industry, dives deep into the challenges and innovations of buildin...
Practical Funding & Founder-Market Fit
01 May 2024
Contributed by Lukas
Steve Wolfe, managing partner and co-founder of Growth Street Partners, joins Matt Watson on the Startup Hustle podcast to discuss practical fundraisi...
Getting to Product Market Fit, Harvard MBA vs Startup Experience
24 Apr 2024
Contributed by Lukas
In this episode, Matt Watson interviews Rob Snyder, the founder and CEO of Reframe, about product market fit and the challenges of being an entreprene...
Founder Work-Life Balance
17 Apr 2024
Contributed by Lukas
Feeling trapped on a workaholic hamster wheel? This episode of Startup Hustle dives deep into the entrepreneur's struggle for work-life balance and t...
People Engineering
10 Apr 2024
Contributed by Lukas
This episode of Startup Hustle is a goldmine for aspiring entrepreneurs! Yaniv Bernstein, host of the StartUp podcast and founder of Funding Fit, jo...
SaasOpen Review: The Value of In Person Meetups
05 Apr 2024
Contributed by Lukas
Join us as Matt Watson chats with Greg Head about the power of in-person events like the SaaS Open. We're talking about ditching the Zoom fatigue and ...
Making Key Hires
04 Apr 2024
Contributed by Lukas
Do you ever feel like you're the only one getting things done at your startup? This episode is for you! Matt Watson chats with Greg Schmedding, a prob...
Building a Global SaaS Company
02 Apr 2024
Contributed by Lukas
In this episode of Startup Hustle, Matt Watson chats with Rex Kurzius, founder and CEO of Asset Panda, about the exciting (and sometimes messy!) world...
90 Days After My Acquisition
28 Mar 2024
Contributed by Lukas
Ever wonder what happens when you buy out your business partner? Join Jeff Munn and Matt Watson, the new CEO of Full Scale, as they go through Matt’...
Building Up Women, Building Communities
27 Mar 2024
Contributed by Lukas
Have you ever wondered how entrepreneurship can change communities? This episode dives deep into business ownership with Dr. DeAngela Burns-Wallace, ...
Scaling WP Engine with Jason Cohen
26 Mar 2024
Contributed by Lukas
Ever felt like your website is about to crash from a sudden surge in traffic? Our guest founder knows that feeling all too well. In this episode, we ...
From Car Dealer to Automotive SaaS Leader
21 Mar 2024
Contributed by Lukas
Join Matt Watson for a blast-from-the-past reunion with his long-time friend, Danny Zaslavsky! This episode dives deep into Danny's fascinating journe...
Pivoting from B2C to B2B, Property Management Tech
19 Mar 2024
Contributed by Lukas
Have you ever struggled to find reliable contractors for your home repairs? You're not alone! In this episode, we'll hear from Bo Lais, the CEO and fo...
Career Accelerators, Side Hustles, and LinkedIn Marketing
14 Mar 2024
Contributed by Lukas
Tired of dead-end jobs and feeling stuck in your career? Hope is on the horizon. In this episode, Matt Watson chats with Kadima Careers's Founder, CE...
The Value of Product Teams
12 Mar 2024
Contributed by Lukas
Do you feel lost in the world of product development? Are you struggling to gain traction, validate your idea, or build a team that delivers? In this...
Product Strategy SMB vs Enterprise
07 Mar 2024
Contributed by Lukas
Ever wonder how to create a product that caters to both small businesses and giant corporations? Join Matt Watson as he dives deep into the world of ...
Tech's Impact on Modern Sales
05 Mar 2024
Contributed by Lukas
Ever wonder how top brands create ads that resonate with you on a personal level? In this episode of Startup Hustle, Matt Watson dives into AI-powered...
Innovating With the Grain World’s First Bulk Solids Locomotion Device
29 Feb 2024
Contributed by Lukas
Forget drones, the future swims! Imagine a world where robots don't fly, they dive - not through water, but through mountains of sand, grains, and po...
Automotive Technology & Digital Retailing
27 Feb 2024
Contributed by Lukas
Join host Matt Watson as he goes into the complex world of automotive technology with a twist of entrepreneurial spirit. In this episode, Matt sits do...
Navigating the Future Tech in Asphalt Paving
22 Feb 2024
Contributed by Lukas
Ever wondered how tech is transforming the dusty world of paving and construction? Join us on the podcast as we chat with Bryce Wuori, CEO of PaveWise...
Optimizing Test Automation Maximizing Efficiency and Reducing Costs
20 Feb 2024
Contributed by Lukas
Ready to supercharge your test automation and launch your startup to new heights? Elevate your company's efficiencies with insights from Chris Harbert...
The Print-On-Demand Revolution
14 Feb 2024
Contributed by Lukas
Want to learn how an ambitious entrepreneur built a global print-on-demand empire from scratch? Then you'll love this conversation between Matt Watson...
Today’s Biggest Security Weakness
08 Feb 2024
Contributed by Lukas
Get ready to dive into the thrilling world of cybersecurity and deep fakes with Matt Watson and Aaron Painter, founder and CEO of Nametag. Aaron is a ...
AI Digital Personalities
06 Feb 2024
Contributed by Lukas
Join Matt Watson and Chuck Rinker in a lively chat about the cutting-edge world of AI in hiring, customer service, and healthcare. They dive into the ...
Building AI Workflows
01 Feb 2024
Contributed by Lukas
Tech whiz Dmitry Shapiro joins Startup Hustle's Matt Watson for a mind-bending chat about how AI is turbocharging businesses. Shapiro's got the pedigr...
Design that Drives: Software Development Requirements
30 Jan 2024
Contributed by Lukas
Join Matt Watson and CEO and Founder of Planorama Design, Matt Genovese, as they discuss software development requirements that drive design. They div...
Leveraging Fractional Talent
25 Jan 2024
Contributed by Lukas
Join Matt Watson and Praveen Ghanta, the founder and CEO of Fraction, as they dive deep into the world of leveraging fractional talent. If you're an e...
Automating Scheduling with AI
23 Jan 2024
Contributed by Lukas
Join Matt Watson and Mike Bell, the visionary Founder and CTO of Scheduler AI, for a dynamic chat about automating scheduling with AI. Mike starts by ...
Building a 7 Figure Side Hustle
17 Jan 2024
Contributed by Lukas
Join Matt Watson and Jason Taylor, Founder and CEO of Matchless Cabinet, as they discuss building a 7-figure side hustle. With a shared history from t...