Episodes

June 27, 2024

The Complexities of SaaS Billing

Thinking of taking your software global but worried about navigating different markets and regulations? We've got you covered! Join Matt Watson as he explores the world of SaaS in Sweden with Nicholas Lilja, the founder and C...

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June 20, 2024

Asking for What You Want, Slack Early Days

Ever wonder why amazing entrepreneurs sometimes struggle to ask for what they want? This episode explores the surprising roadblocks that can hold even the most successful founders back. We'll be joined by Kenneth Berger, an e...

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June 13, 2024

From Pet Stores to SaaS & The Steps to Success

How does an experienced retail expert construct a cutting-edge financial platform? Prepare yourself because that's precisely the fascinating topic we're exploring in this episode! Our guest today, Brad Parker, takes us on a w...

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June 11, 2024

Why Startups Get Stuck & The Pitfalls of Raising Money

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 feels stuck, unable to reach its full potential. This is the podcast for you. J...

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June 6, 2024

Mastering Software Sales

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, fellow entrepreneur, because you're in the vast company of frustrated founders. ...

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June 4, 2024

How Honeycomb Created a New Product Category: Observability

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 monitoring on steroids, and we'll explain why. Our guest, Charity Majors, c...

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May 30, 2024

AI in Healthcare, First-Time CTO

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 company using AI to revolutionize breast cancer detection. Matt Watson chat...

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May 28, 2024

Outbound Sales & Gamify Sales

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 The Outbound Game, to chat about shaking things up with gamification and pe...

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May 23, 2024

Generative AI & Legal Tech

Are robots about to take over your lawyer's job? Not quite, but Artificial Intelligence is poised to revolutionize the legal industry. In this episode, Matt Watson ventures into the world of immigration law with Josh Waddell,...

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May 21, 2024

The 7 Types of a CTO

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, we're joined by Adelina Chalmers, also known as the "Geek Whisperer." …

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May 16, 2024

Pivoting & Bootstrapping to 1000 Customers

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 of Chargeblast, a company helping merchants fight back against unfair charge...

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May 14, 2024

The Power of Knowledge & Bootstrapping for 20 years

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 to conquering knowledge transfer in the digital age. We chat with Greg DeVo...

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May 9, 2024

The Evolving Role of the CTO

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." Together, they discuss the pivotal role of a Chief Technology Officer (CTO...

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May 7, 2024

From Sales Guy to Tech Founder

In this episode of Startup Hustle, Matt Watson interviews Robby Yates, co-founder and Chief Everything Officer of FollowApp, a networking software company. They discuss Robbie's journey from being a salesperson to becoming an...

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May 3, 2024

Navigating FinTech Challenges and Charitable Giving Tech Solutions

Join us as Chase Harmer, a seasoned entrepreneur with over 20 years in the fintech industry, dives deep into the challenges and innovations of building a fintech company with heart. In this episode, we explore the intersectio...

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May 1, 2024

Practical Funding & Founder-Market Fit

Steve Wolfe, managing partner and co-founder of Growth Street Partners, joins Matt Watson on the Startup Hustle podcast to discuss practical fundraising for founders. They explore the challenges faced by practical founders in...

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April 24, 2024

Getting to Product Market Fit, Harvard MBA vs Startup Experience

In this episode, Matt Watson interviews Rob Snyder, the founder and CEO of Reframe, about product market fit and the challenges of being an entrepreneur. They discuss the definition of product market fit, the importance of cu...

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April 17, 2024

Founder Work-Life Balance

Feeling trapped on a workaholic hamster wheel? This episode of Startup Hustle dives deep into the entrepreneur's struggle for work-life balance and that elusive thing called happiness. Join serial entrepreneur and travel addi...

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April 10, 2024

People Engineering

This episode of Startup Hustle is a goldmine for aspiring entrepreneurs! Yaniv Bernstein, host of the StartUp podcast and founder of Funding Fit, joins the show to dish on the exciting and often messy world of startups. Ever...

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April 5, 2024

SaasOpen Review: The Value of In Person Meetups

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 forging real connections with founders who GET IT. They discuss the value o...

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April 4, 2024

Making Key Hires

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 problem-solver with a proven track record in the staffing industry, about the c...

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April 2, 2024

Building a Global SaaS Company

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 of building a global SaaS company. Get ready to hear about: The entreprene...

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March 28, 2024

90 Days After My Acquisition

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’s entrepreneurial rollercoaster in the first 90 days! In this episode, you'll...

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March 27, 2024

Building Up Women, Building Communities

Have you ever wondered how entrepreneurship can change communities? This episode dives deep into business ownership with Dr. DeAngela Burns-Wallace, a leader with an impressive track record in government, education, and phila...

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