

Startup Hustle
Startup Hustle
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.
Episodes
Mentioned books

May 22, 2025 • 23min
Solving the Hidden Challenges of Growing Engineering Teams at Scale with Gleb Braverman from HackerPulse
🔍 Engineering Visibility: Unlocking Team Performance at Scale with Hacker PulseIn 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 composition across time zones, discover why seemingly unique organizational challenges are actually common patterns that can be systematically addressed through data-driven insights.This thought-provoking discussion examines the evolutionary challenges engineering organizations face as they scale beyond the natural limits of human supervision. Through Hacker Pulse's research with hundreds of engineering leaders, Gleb reveals that despite each organization believing their challenges are unique, most face identical visibility and optimization problems once team sizes cross critical thresholds. The conversation explores how algorithmic team assembly, natural language analytics, and integrated performance metrics can transform engineering leadership from gut feelings to data-driven decisions.🔗 Essential Links (Start Here!):Full Episodes: https://product-driven.captivate.fm/episodesConnect with Matt Watson on LinkedIn: https://www.linkedin.com/in/mattwatsonkc/Subscribe to our Newsletter: https://fullscaleteam.com/newsletterGet our FREE Ebook: https://fullscaleteam.com/productfirstteamsPowered by Full Scale: https://fullscale.io/Connect with Gleb Braverman: https://www.linkedin.com/in/glebbraverman/Check out HackerPulse here: https://hackerpulse.ioKey Discussion Points:🧠 The critical 70-75 person threshold where visibility problems emerge💡 Transitioning from technical metrics to people-oriented optimization🔄 Using AI-powered team assembly to reduce team formation from weeks to minutes⚡ Detecting workload imbalances and meeting inefficiencies across distributed teams📊 The "ghost engineer" phenomenon and its impact on high-performing teammates🌱 Building a culture of customer centricity through strategic hiring practices🚀 Leveraging natural language queries to transcend static dashboardsChapters:0:00 - Introduction to engineering visibility challenges0:54 - Critical team size thresholds2:11 - Common engineering leadership pain points3:49 - Tools limitations in scaling organizations4:22 - AI-powered team assembly approaches5:22 - Evaluating engineering metrics frameworks8:12 - Identifying and addressing people problems10:20 - Universal engineering management challenges12:33 - The future of engineering analytics15:29 - The "ghost engineer" phenomenon18:05 - Maintaining customer focus at scale20:10 - Upcoming trends in engineering productivityTransform your understanding of engineering productivity beyond individual performance metrics to organizational optimization through this intellectual exploration of how data can illuminate the human dynamics of technical teams. Join our journey into the future of engineering leadership, where visibility at scale becomes the foundation for sustained innovation and operational excellence.

May 20, 2025 • 31min
How Full Scale Ventures Builds Product-Driven Startups with Craig Ferril
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 reveals how their combined expertise in technology, strategy, and operations positions them to create successful startups with significantly lower risk by leveraging global talent and shared resources.Craig Ferril joins Matt Watson as Chief Strategy Officer for Full Scale Ventures, bringing operational excellence and people-focused leadership to complement Matt's product expertise.🔗 Essential Links (Start Here!):Full Episodes: https://product-driven.captivate.fm/episodesConnect with Matt Watson on LinkedIn: https://www.linkedin.com/in/mattwatsonkc/Subscribe to our Newsletter: https://fullscaleteam.com/newsletterGet our FREE Ebook: https://fullscaleteam.com/productfirstteamsPowered by Full Scale: https://fullscale.io/GET THE PRODUCT DRIVEN BOOK: https://productdriven.com/bookEngagePath: https://engagepath.com (Sign up for beta or waitlist)Key Discussion Points:What is a venture studio, and how does it differ from VCs, accelerators, and incubatorsThe advantages of building products with offshore talent at a fraction of US costsWhy traditional VC models often fail founders despite successful exitsIntroduction of their first product: EngagePath—a tool for social sellingHow Full Scale's existing resources provide an "unfair advantage" in startup creationEpisode Timestamps:00:07 - Introduction to Full Scale Ventures01:39 - Defining the venture studio model03:31 - Their specific approach to venture building07:55 - Leveraging Full Scale's existing resources10:03 - The talent advantage in global teams13:49 - Problems with traditional VC and PE models17:23 - The rise of "seed strapping" as an alternative22:42 - The perfect partnership chemistry24:19 - Introducing EngagePath, their first product28:49 - Closing thoughts on their exciting journeyAre you intrigued by the venture studio model? Take the next step in your entrepreneurial journey! Visit EngagePath.com to join the waitlist for their first product, or connect with Matt Watson on LinkedIn to explore potential collaboration opportunities. If you're looking to build your software product with experienced teams at affordable rates, check out FullScale.io to see how their global talent model can accelerate your vision into reality. Subscribe to the podcast for upcoming episodes featuring more insights from the venture studio's journey!

May 15, 2025 • 26min
When Great CTOs Go Into Beast Mode with Ron Timoshenko
🦸♂️ Unlocking CTO Mode: When Technical Leaders Become Innovation HeroesIn 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 discussion about leadership styles, technical debt, and the balance between creativity and process, discover how effective CTOs navigate between wartime innovation and peacetime stability.This thought-provoking dialogue examines the evolving nature of technical leadership and the delicate balance between creative innovation and operational discipline. Through personal anecdotes and industry examples, Matt and Ron explore how CTOs must strategically activate their "Power Rangers helmet" moments—times when bureaucracy gets cut, decisions accelerate, and technical leaders leverage their unique position to solve critical challenges that move organizations forward.🔗 Essential Links (Start Here!):Full Episodes: https://product-driven.captivate.fm/e...Connect with Matt Watson on LinkedIn: / mattwatsonkc Subscribe to our Newsletter: https://fullscaleteam.com/newsletterGet our FREE Ebook: https://fullscaleteam.com/productfirs...Powered by Full Scale: https://fullscale.io/GET THE PRODUCT DRIVEN BOOK: https://productdriven.com/bookConnect with Ron Timoshenko: / rtimoshenko Website: https://www.ronaldtimoshenko.com/Key Discussion Points:🧠 The five dimensions of engineering leadership are strategic, operational, technical, product, and security💡 The critical balance between creative innovation and disciplined process🔄 Navigating between "wartime" innovation and "peacetime" stability cycles⚡ Recognizing when to activate "CTO mode" to overcome organizational barriers📊 How technical founders create an outsized impact through product understanding🌱 The evolution from "lone hacker" to strategic technical mentor🚀 Balancing technical mentorship with product-oriented leadershipChapters:0:00 - Introduction and role definitions1:24 - Security considerations in technical leadership3:02 - Initial perceptions of "CTO mode"5:14 - Contrasting technical leadership with heroism8:12 - Balancing artistry with operational discipline10:58 - Peacetime vs. wartime technical leadership13:30 - The innovator's dilemma in established companies16:37 - Beast mode activation through frustration19:32 - Cutting through organizational bureaucracy22:12 - The 10X developer phenomenon24:20 - Product-focused technical mentorshipTransform your understanding of technical leadership through this exploration of when and how to activate your own "CTO mode." Whether you're a founder, technical leader, or aspiring CTO, discover the strategic mindset that allows innovation to flourish while maintaining the organizational discipline necessary for sustainable growth.

15 snips
Dec 11, 2024 • 45min
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 becoming a pitch expert, emphasizing the importance of understanding the pitch landscape beyond just raising capital. He introduces the K-PASA formula for crafting elevator pitches and highlights common mistakes founders make, such as focusing too much on features rather than the problems they solve. The conversation also covers actionable steps for creating compelling pitches and the pricing structure for Rajiv's services. TakeawaysFounders often struggle to articulate what their company does.The best pitches focus on the customer's problem, not just features.Rajiv's K-PASA formula helps structure effective pitches.Investors want to see how you communicate with customers.Common mistakes include being overwhelmed with information and using jargon.A strong elevator pitch can open doors to further conversations.Lead with emotion to engage your audience effectively.Tailor your message to resonate with your target audience.Your pitch should evolve as your company grows and changes.Effective messaging can significantly influence investor interest. Find Startup Hustle Everywhere:https://gigb.co/l/YEh5 This episode is sponsored by Full Scale:https://fullscale.io/ Learn more about Startup Hypeman here:http://www.startuphypeman.com Learn more about Rajiv Nathan here:https://www.linkedin.com/in/rajivnathan/ Sign up for the Startup Hustle newsletter:https://newsletter.startuphustle.xyz/ Sound Bites"You need to get this together.""I accidentally quit my job.""Investors are not the people who buy your product." Chapters00:00 Introduction to Pitching Strategies01:04 Rajiv's Journey to Becoming a Pitch Expert07:24 Understanding the Pitch Landscape12:47 The Importance of Problem-Focused Pitches15:15 Common Mistakes in Pitching16:34 The K-PASA Elevator Pitch Formula22:57 Crafting the Approach and Solution31:39 Action Steps in Pitching35:03 Pricing and Services for StartupsSee omnystudio.com/listener for privacy information.

Dec 4, 2024 • 42min
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 of identifying gaps in existing solutions, and the lessons learned from the startup experience. Ben shares insights on their go-to-market strategy, the role of AI in accounting, and the impact of funding on their growth. The conversation highlights the complexities of product development and the future of accounting software. TakeawaysBen Taylor identified a significant gap in the accounting software market.Soft Ledger was built to address the inefficiencies in financial reporting.The journey to acquiring the first paying customer took 10 months.Product readiness is crucial before launching to customers.Surviving as a startup often means focusing on cash flow management.SEO has been a key driver for customer acquisition for Soft Ledger.AI is expected to enhance efficiency in accounting tasks.Funding allowed Soft Ledger to invest in product development and marketing.The accounting software market is evolving with new entrants and technologies.Positioning against competitors like QuickBooks requires a clear strategy. Find Startup Hustle Everywhere:https://gigb.co/l/YEh5 This episode is sponsored by Full Scale:https://fullscale.io/ Learn more about Softledger here:https://softledger.com Learn more about Ben Taylor here:https://www.linkedin.com/in/bentaylor8/ Sign up for the Startup Hustle newsletter:https://newsletter.startuphustle.xyz/ Sound Bites"I called up my longtime friend, Jeff Ostrega.""It took about 10 months before we got our first paying customer.""We thought we had something, but it wasn't ready." Chapters00:00 Introduction to Soft Ledger and Its Founding03:09 Identifying Market Gaps in Accounting Software05:56 The Challenges of Selling Accounting Software08:54 Building a Robust Product: Lessons Learned11:59 Navigating the Startup Journey: Surviving and Thriving15:08 Go-to-Market Strategy and Inbound Marketing17:54 The Role of AI in Accounting Software21:04 Funding and Growth Strategies for Startups23:54 Future of Accounting Software and Market PositioningSee omnystudio.com/listener for privacy information.

14 snips
Nov 27, 2024 • 44min
Starting vs Growing a Business
In this engaging discussion, Sean Beckner, a serial entrepreneur and investor from Kansas City, shares insights from his journey of moving from startup founding to business acquisition. He emphasizes the importance of timing for successful business exits and the evolving nature of customer engagement in the digital age. Sean highlights the balance between equity and cash in transactions and discusses the potential of investing through a family office model. Passion and purpose remain crucial for long-term success, along with considering growth potential in existing businesses.

Nov 20, 2024 • 45min
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 unique value niche VC firms provide, and the impact of AI on software development. Joseph shares insights on the challenges developers face, the importance of finding product-market fit, and how AI can enhance developer productivity. They also explore Heavybit's recent investments in AI startups and the future of software development in an AI-driven world. TakeawaysAI is not going to replace developers but will enhance their capabilities.Niche VC firms like Heavybit provide specialized support to early-stage companies.The pressure to integrate AI into products is significant for developers.Finding product-market fit is crucial for startup success.Developers are increasingly seen as the key decision-makers in technology.The cost of software development varies widely across different markets.AI tools can help reduce the toil in software development processes.Investing in specialized AI models is essential for enterprise applications.The landscape of AI investments is rapidly evolving with new startups emerging.Understanding the unique challenges of selling to developers is vital for success. Find Startup Hustle Everywhere:https://gigb.co/l/YEh5 This episode is sponsored by Full Scale:https://fullscale.io/ Find out more about Heavybit here:https://www.heavybit.com Learn more about Joseph Ruscio here:https://www.linkedin.com/in/josephruscio/ Sign up for the Startup Hustle newsletter:https://newsletter.startuphustle.xyz/ Sound Bites"AI is going to make developers more valuable.""The pressure to build AI functionality is real.""Finding product market fit is crucial." Chapters00:00 Introduction to Heavybit and AI in Software Development03:01 The Evolution of Venture Capital and Specialization05:58 The Value of Niche VC Firms09:01 Challenges in Selling to Developers11:48 AI's Impact on Software Development14:46 Investments in AI Companies17:51 The Future of Software Development with AI20:54 The Role of AI in Developer Productivity23:53 Investing in Emerging AI Startups27:08 The Importance of Specialized AI Models30:12 The Landscape of AI Investments33:06 The Economics of Software Development35:54 Conclusion and Future OutlookSee omnystudio.com/listener for privacy information.

Nov 13, 2024 • 43min
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 of scaling a business, the importance of value creation in sales, and the need for clear job definitions and onboarding processes. The conversation highlights the evolving workforce in the Philippines, cultural nuances in communication, and the economic factors influencing hiring decisions. Yoni emphasizes the importance of having in-house expertise and leadership when hiring remote talent, while also acknowledging the incredible capabilities of Filipino workers. TakeawaysHiring in the Philippines can provide high-quality talent at competitive rates.Value creation is essential in every interaction with potential clients.Understanding business needs is crucial before defining job roles.A clear onboarding process is key to employee success.Cultural nuances can affect communication and understanding in remote teams.The Philippines has a rapidly evolving workforce with increasing capabilities.Investing in emerging world talent is beneficial for both parties.Sales growth often comes from existing clients and referrals.Defining success metrics for roles helps in effective hiring.Building a strong company culture can enhance employee satisfaction. Find Startup Hustle Everywhere:https://gigb.co/l/YEh5 This episode is sponsored by Full Scale:https://fullscale.io/ Find out more about MultiplyMii here:http://www.multiplymii.com Learn more about Yoni Kozminski:https://www.linkedin.com/in/yonkoz/ Sign up for the Startup Hustle newsletter:https://newsletter.startuphustle.xyz/ Sound Bites"We could help a lot of people if they just understood.""You really have to have visibility across how each of the pieces connect.""How do we focus on adding value at every single stage?" Chapters00:00 Introduction to Hiring in the Philippines02:59 Yoni's Journey into Recruitment06:04 Scaling the Business: Challenges and Strategies09:13 Sales Growth and Value Creation12:03 Understanding Roles and Hiring Needs15:04 Defining Success in Hiring17:58 The Importance of Onboarding20:49 Expertise and Leadership in Hiring24:02 The Evolving Workforce in the Philippines26:58 Opportunities and Economic Factors30:08 Cultural Nuances in Communication32:57 Conclusion and Final ThoughtsSee omnystudio.com/listener for privacy information.

Nov 6, 2024 • 43min
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 market, and the role of trust and credibility in business. Andrew shares insights from his experiences, emphasizing the need for startups to establish a unique identity, navigate employee relationships carefully, and maintain a clear company culture. He also addresses the importance of avoiding controversial topics at work and the necessity of perseverance in the face of challenges. TakeawaysWriting the book was a therapeutic process for Andrew.Books can provide valuable insights but cannot replace real experience.Startups must differentiate themselves to stand out in a crowded market.Building trust is essential for successful business relationships.Establishing boundaries with employees is crucial for effective leadership.Company culture should prioritize safety and open communication.Avoiding controversial topics at work can prevent division.Choosing the right customers is vital for business integrity.Perseverance is key to overcoming challenges in entrepreneurship.Successful entrepreneurs refuse to give up and take ownership of their choices. Find Startup Hustle Everywhere:https://gigb.co/l/YEh5 This episode is sponsored by Full Scale:https://fullscale.io/ Find out more about Zenaciti here:https://zenaciti.com Check out Andrew Plato's book Founder's User Manual here:https://zenaciti.com/founders-user-manual/ Learn more about Andrew Plato:https://www.linkedin.com/in/andrewplato/ Sign up for the Startup Hustle newsletter:https://newsletter.startuphustle.xyz/ Sound Bites"You can't go into a marketplace and say you're unique and special and different if you do what everybody else does or you sound like everybody else.""Less is more. I get emails all the time and I get marketing all the time and it's like a wall of text. I don't care. I don't care that you have this guy on your board. I don't care that you know so-and-so. I don't care that you worked at Microsoft back in the 90s.""You need to go out into the marketplace and speak about the things that are interesting to people. Don't talk about your product. Don't talk about your competitors. Talk about things that are relevant in your field.""I wanted to be a likable person.""The harder I tried to be everybody's friends kind of, the more it ultimately backfired on me.""If you allow your business to become dominated by any or either of those sides, you are excluding a huge chunk of the population." Chapters00:00 Introduction and Background of Andrew Plato04:02 The Challenges and Learning Curve of Entrepreneurship07:57 Standing Out in a Crowded Marketplace11:56 The Power of Clear Messaging and Niching Down14:49 Building Trust and Credibility18:15 Building Mutually Beneficial Partnerships20:28 The Challenges of Being a Leader28:40 Setting Boundaries and Creating a Safe Space30:33 The Impact of Discussing Controversial Topics34:40 Focusing on Customer Needs and Avoiding Judgment40:50 The Power of PerseveranceSee omnystudio.com/listener for privacy information.

7 snips
Oct 31, 2024 • 44min
Bootstrapping to $10M, The Future of Inbound Sales
Adam Robinson, founder and CEO of Retention, shares insights on bootstrapping and the launch of his innovative visitor identification tool, RB2B. He emphasizes the importance of achieving $10 million ARR before seeking external funding. The discussion explores the power of simplicity in product design and the role of satisfied customers in driving organic growth through referrals. Adam also delves into inbound-led outbound marketing strategies and the significance of personal branding and thought leadership in building a sustainable business.