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Startup Hustle

Startup Hustle

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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.
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Startup Hustle Middle East

Siddharth & Mamta Varerkar

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If you are looking to start a new business in Dubai, or are looking for information on how to grow your startup, this podcast is for you! Join us on our journey as we build our own startup, Ejarcar.com in Dubai, and hear success stories from established entrepreneurs in the Middle East. Startup Hustle Middle East is a weekly podcast, hosted by Siddharth and Mamta Varerkar. This podcast will cover topics like how to build a lean startup growth-hacking tips to market your product and we will i ...
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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 e…
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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 dev…
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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 ano…
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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 inte…
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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 …
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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 software engineering practices. Ashley, author of "Bootstrapping Microservices" and the upcoming "The Feedback-Driven Develo…
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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 social media platforms like Twitter (X) and LinkedIn, John shares his journey from VC-backed companies to successfully bootstrappi…
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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 LinkBound. They dive deep into how AI is reshaping software development agencies, training strategies for developers in this evolv…
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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 high-performing engineering cultures. John explains how mastery, autonomy, and purpose form the foundation of intrinsic motiv…
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🧪 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 impact of generative AI on software testing methodologies. As AI accelerates development cycles, discover why testing has emerge…
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🔍 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 challenges that emerge when engineering organizations reach critical mass. From identifying "ghost engineers" to optimizing team compo…
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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 the concept of venture studios, exploring various models and explaining why they've launched their own. The conversation revea…
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🦸‍♂️ 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 and explore the critical moments when technical leaders must activate their "beast mode" to drive innovation. Through candid d…
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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 becoming a pitch expert, emphasizing the importance of understanding the pitch landscape beyond just raising capital. He introduc…
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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 of identifying gaps in existing solutions, and the lessons learned from the startup experience. Ben shares insights on their …
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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 investor, highlighting the importance of timing in business exits and the dynamics of customer engagement in the digital age. They …
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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 unique value niche VC firms provide, and the impact of AI on software development. Joseph shares insights on the challenges …
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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 of scaling a business, the importance of value creation in sales, and the need for clear job definitions and onboarding proce…
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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 market, and the role of trust and credibility in business. Andrew shares insights from his experiences, emphasizing the need for …
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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 million ARR before considering raising funds. Adam challenges the traditional venture-backed model and highlights the benefits of…
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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 experiences with remote hiring and highlight the importance of trust and communication in working with VAs. Tyler explains that VAs ca…
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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 of focusing on distribution rather than protection in the early stages, and the need for founders to have a clear and comprehe…
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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 challenges of scaling service-based businesses and the importance of upskilling and mentoring employees. Ian highlights the benefi…
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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 learned from it. Callen explains how Plot's job site coordination software helps streamline the delivery and procurement proces…
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David Sinkinson, co-founder of AppArmor, shares his entrepreneurial journey and the lessons he learned along the way. He challenges startup myths and emphasizes the importance of finding the right co-founder. The conversation covers topics such as the need for funding, the psychology of being a founder, the evolution of AppArmor's product, the slow…
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In this episode, Matt Watson interviews Dan Kerr from Flyover Capital, discussing the evolving landscape of venture capital in the Midwest, particularly in Kansas City. They explore the importance of networking for founders, the structure of the upcoming Mid-by-Midwest event, and the changing dynamics of funding, including the rise of debt and roya…
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In this episode, Matt Watson interviews Michelle Denogean, the Chief Marketing Officer of MindTrip and author of the book 'Grow Up.' They discuss the challenges that founders face when growing their companies and the importance of having a diverse team with different superpowers. Michelle introduces four superpowers: innovator, builder, connector, …
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In this episode, Matt Watson interviews Markus Waite, the President of Empara and CIO of Goodroot, about healthcare technology. They discuss the challenges and complexities of the healthcare industry, the role of generative AI in simplifying healthcare processes, the high cost of healthcare in the United States, and the need for transparency and co…
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In this episode, Matt Watson interviews Keith Harrington, the founder and COO of Novel Capital, about non-dilutive capital and alternative funding options for startups. They discuss the different types of capital available, such as revenue-based financing and venture debt, and the importance of understanding when and how to raise money. Keith empha…
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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 of technical debt. They explore the challenges of bridging the gap between business needs and technology, the different definitions of tech debt, and the importance of keeping up with the rate of chang…
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In this episode, Matt Watson and Ryan Dowdy discuss the difference between professional service companies and SaaS companies. They explore the challenges and opportunities of scaling a service-based business and the importance of sales and distribution in entrepreneurship. They also touch on the significance of personal branding for founders and th…
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In this episode, Matt Watson and Brett Sears discuss the importance of customer onboarding and training in software companies. They highlight the need for software companies to focus on getting customers to see value and have an 'aha' moment as quickly as possible. They also emphasize the significance of understanding the perspective of new users a…
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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 behind winning awards and the impact it has on company culture, employee morale, and recruiting. They also highlight the value of third-party validation and how it builds credibility and trust with c…
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Sim Desai, founder and CEO of Hive, discusses the creation of a secondary stock market for private companies. He explains the challenges of the current system, where selling private stock options is fragmented and opaque. Hive aims to centralize and automate the secondary market process, providing a platform for buyers and sellers to connect. The t…
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In this episode, Matt Watson interviews Vijay Rajendran, the coach and CEO of Startup System, about startup resilience and fundraising in the current economic climate. They discuss the challenges faced by startups, the importance of being cashflow positive, and the need to adapt and refine value propositions. They also explore the role of marketing…
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In this episode, Matt Watson interviews Dale Walden, the founder of Njord & Co, a SaaS B2B marketing company. They discuss the importance of positioning in marketing and how it can help companies focus on their target audience. Dale shares his experiences in the B2C and B2B worlds and emphasizes the need for founders to niche down and focus on a sp…
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In this episode of the Startup Hustle podcast, Matt Watson interviews Rich Brooks, the president of Flight New Media, about digital marketing and the Remarkability Formula. They discuss the impact of AI on marketing, the importance of finding your uniqueness, and the benefits of niching down. Rich explains the four lenses of remarkability: find, fo…
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In this episode of the Startup Hustle podcast, Matt Watson interviews Ozan Unlu, the founder and CEO of Edge Delta, an observability company. They discuss the challenges of managing large amounts of data in complex production environments and the need for developers to have access to production data without compromising security. Ozan shares his jo…
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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 field. She shares how Snap IT started as a training company to address the lack of affordable and skilled engineers in Kansas City. Neelima also talks about the impact of AI on software development and…
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Maria Flynn, founder and CEO of AmbioLogix, discusses her background in healthcare technology, entrepreneurship, and the digital health industry. She shares insights from her book 'Make Opportunity Happen' and provides valuable advice for entrepreneurs. The conversation covers topics such as urgency, finding opportunities, and practical advice for …
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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 CEO of Younium, a billing and subscription management platform. In this episode, you'll discover: The unique challenges and op…
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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 executive coach who's seen it all—from Slack's explosive growth to the unique challenges faced by startup founders. Here's wha…
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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 wild ride through his 20-year retail experience, growing a business from a single location to a multi-million dollar empire. B…
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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. Join host Matt Watson as he explores the fascinating world of entrepreneurship with Dave Hirsch, a seasoned investor and turna…
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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. This episode of "Mastering Software Sales" dives deep into the trenches of selling software with industry expert Matt Wolach.…
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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, co-founder and CTO of Honeycomb, will break down the concept and how it's changing the game for developers. Get ready to hear …
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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 chats with guest Tim Cogan, MedCognetics co-founder & CTO, about how AI can: Catch cancer earlier: Imagine AI spotting subtle abn…
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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 personalization. Steve used to be stuck in the trenches of sales, and let's face it, it can be a grind. But he realized there h…
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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, co-founder of VisaLaw.ai. Josh isn't just another lawyer; he's a legal tech pioneer who saw the limitations of traditional p…
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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." Buckle up as we dissect the ever-evolving role of a startup CTO. We'll crack open the code on how CTOs can translate techie jargon in…
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