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Passive Income Pilots

Tait Duryea and Ryan Gibson

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Welcome to the Passive Income Pilots Podcast – the show designed to help pilots climb to new levels of financial success. Join Tait Duryea & Ryan Gibson, both airline pilots, business owners and investors, as they interview top experts and share practical knowledge on real estate, tax strategy, passive income and generational wealth. This one-of-a-kind show created specifically for professional pilots offers applicable strategies and tactics for improving your financial life. Whether you're ...
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LiveKit is a platform that provides developers with tools to build real-time audio and video applications at scale. It offers an open-source WebRTC stack for creation of live, interactive experiences like video conferencing, streaming, and virtual events. LiveKit has gained significant attention for its partnership with OpenAI for the Advanced Voic…
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In this episode, Tait Duryea flies solo to spotlight a powerful tax strategy many high-income earners overlook: real estate professional status. Featuring Brandon Hall from Hall CPA, this episode breaks down a real tax court victory by a harbor pilot who leveraged a flexible W-2 job schedule to claim REP status and unlock massive tax savings. Disco…
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Welcome to the pilot episode of SED News, a new podcast series from Software Engineering Daily. Join hosts Gregor Van and Sean Falconer as they break down the week’s most important stories in software engineering, machine learning, and developer culture. In this episode, Gregor and Sean discuss the CoreWeave IPO and the company’s recent acquisition…
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AI tools are transforming how developers write code, and although it’s difficult to pinpoint how much code is now AI-generated code, estimates suggest it’s between 20% and 40%, and this figure is poised to grow in the coming years. This evolution has given rise to a new coding paradigm in which developers act as directors, guiding and refining AI-g…
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Host Tait Duryea sits down with Brent Kesler, a seasoned life insurance strategist, to explore how pilots and high-income earners can build wealth by turning whole life insurance into a personal banking system. Brent breaks down the misunderstood "infinite banking" concept and how it can be used for real estate, debt payoff, or high-return lending—…
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Glean is a workplace search and knowledge discovery company that helps organizations find and access information across various internal tools and data sources. Their platform uses AI to provide personalized search results to assist members of an organization in retrieving relevant documents, emails, and conversations. The rise of LLM-based agentic…
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Martin Hellman is an American cryptographer known for co-inventing public-key cryptography with Whitfield Diffie and Ralph Merkle in the 1970s. Their groundbreaking Diffie-Hellman key exchange method allowed secure communication over insecure channels, laying the foundation for modern encryption protocols. Hellman has also contributed to cybersecur…
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Hosts Tait Duryea and Ryan Gibson welcome financial strategist Brian Herriot for a thought-provoking conversation on redefining retirement and wealth. Explore the power of time freedom, why cash might be your most underappreciated asset, and how to build passive income streams that work for pilots and professionals alike. Brian shares practical tac…
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Modern cloud-native systems are highly dynamic and distributed, which makes it difficult to monitor cloud infrastructure using traditional tools designed for static environments. This has motivated the development and widespread adoption of dedicated observability platforms. Prometheus is an open-source observability tool designed for cloud-native …
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David A. Patterson is a pioneering computer scientist known for his contributions to computer architecture, particularly as a co-developer of Reduced Instruction Set Computing, or RISC, which revolutionized processor design. He has co-authored multiple books, including the highly influential Computer Architecture: A Quantitative Approach. David is …
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In this episode, Tait Duryea and Ryan Gibson are joined by James Spearman, owner of Spearman Aircraft and Iconic Rides. James walks through his journey of acquiring and scaling an aircraft maintenance business through seller financing, boosting its value through streamlined systems and strategic marketing. He shares the mindset and steps that helpe…
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At Uber, there are many platform teams supporting engineers across the company, and maintaining robust on-call operations is crucial to keeping services functioning smoothly. The prospect of enhancing the efficiency of these engineering teams motivated Uber to create Genie, which is an AI-powered on-call copilot. Genie assists with on-call manageme…
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John Hennessy is a computer scientist, entrepreneur, and academic known for his significant contributions to computer architecture. He co-developed the RISC architecture, which revolutionized modern computing by enabling faster and more efficient processors. Hennessy served as the president of Stanford University from 2000 to 2016 and later co-foun…
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In this episode, Tait Duryea and Ryan Gibson sit down with Michael Meylor, a seasoned pilot and self-storage investor who has built an impressive portfolio without raising outside capital. Michael shares how he transitioned from military to commercial flying, how he and his wife started investing in single-family rentals, and why they pivoted to co…
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Sourcegraph is a powerful code search and intelligence tool that helps developers navigate and understand large codebases efficiently. It provides advanced search functionality across multiple repositories, making it easier to find references, functions, and dependencies. Additionally, Sourcegraph integrates with various development workflows to st…
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Jeffrey Ullman is a renowned computer scientist and professor emeritus at Stanford University, celebrated for his groundbreaking contributions to database systems, compilers, and algorithms. He co-authored influential texts like Principles of Database Systems and Compilers: Principles, Techniques, and Tools (often called the “Dragon Book”), which h…
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In this episode, Tait Duryea welcomes Gino Barbaro of Jake & Gino to unpack the mindset and mechanics behind building lasting wealth through multifamily real estate. Gino shares his journey from running a family restaurant to becoming a real estate investor with over 1,800 units. They explore topics like values-based decision-making, creating "happ…
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Contextual memory in AI is a major challenge because current models struggle to retain and recall relevant information over time. While humans can build long-term semantic relationships, AI systems often rely on fixed context windows, leading to loss of important past interactions. Zep is a startup that’s developing a memory layer for AI agents usi…
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Remix is a full-stack, open-source web framework that was developed by the creators of the popular React Router library. It focuses on features such as server-side rendering and efficient data loading, and it emphasizes developer experience. Ryan Florence is a co-creator of React Remix and in this episode he speaks with Josh Goldberg about the Remi…
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In this episode, Tait Duryea and Ryan Gibson sit down with retired airline captain and seasoned investor Tom Force to discuss a real estate strategy many overlook—note investing. They cover tax strategies, risk management, and how to get started in note investing. If you’re tired of tenant headaches and want to invest like a bank, this episode is f…
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Jack Dongarra is an American computer scientist who is celebrated for his pioneering contributions to numerical algorithms and high-performance computing. He developed essential software libraries like LINPACK and LAPACK, which are widely used for solving linear algebra problems on advanced computing systems. Dongarra is also a co-creator of the TO…
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Rigetti Computing is an American company specializing in quantum computing, founded in 2013. The company develops quantum processors and hybrid quantum-classical computing systems, and aims to make quantum computing more accessible for research and commercial applications. David Rivas is the CTO at Rigetti Computing. He joins the podcast with Kevin…
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Hangar space is in short supply, but Trenton Ray is changing that. In this episode, Tait Duryea and Ryan Gibson chat with Trenton about Hangar Direct, his platform that’s like Airbnb for hangars—making it easier for pilots to find and rent space. They dive into the supply shortage, investment potential, and what to know about leasing, financing, or…
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Ethereum is a decentralized blockchain platform that was created by Vitalik Buterin and Gavin Wood in 2015. It uses a cryptocurrency called Ether as its native token to power transactions and operations on the Ethereum network. Ethereum’s proponents envision a future where the network forms the foundation for a second platform layer, called L2, whe…
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APIs are a fundamental part of modern software systems and enable communication between services, applications, and third-party integrations. However, their openness and accessibility also make them a prime target for security threats, and this makes APIs a growing focus on software teams. StackHawk is a company that scans and monitors source code …
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In this special 100th episode of Passive Income Pilots, Tait Duryea and Ryan Gibson take listeners behind the scenes of the podcast, sharing how it all started and what goes into creating each episode. They also dive into their personal journeys in aviation, investing, and entrepreneurship. From buying their first rental properties to scaling multi…
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NVIDIA RAPIDS is an open-source suite of GPU-accelerated data science and AI libraries. It leverages CUDA and significantly enhances the performance of core Python frameworks including Polars, pandas, scikit-learn and NetworkX. Chris Deotte is a Senior Data Scientist at NVIDIA and Jean-Francois Puget is the Director and a Distinguished Engineer at …
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Browser security aims to protect users from cyber threats encountered online, such as phishing, malicious extensions, and malware. It’s a complex, multifaceted challenge that’s increasingly important as cloud-based tools, SaaS platforms, and collaborative applications become the backbone of modern workflows. Jeswin Mathai is the Chief Architect at …
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In this episode, Tait Duryea and Ryan Gibson connect with Zach Lemaster to explore the world of turnkey real estate and build-to-rent properties. They discuss the benefits and challenges of owning physical real estate, the tax advantages of rental properties, and how busy professionals can invest without becoming full-time landlords. Zach shares in…
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A distributed system is a network of independent services that work together to achieve a common goal. Unlike a monolithic system, a distributed system has no central point of control, meaning it must handle challenges like data consistency, network latency, and system failures. Debugging distributed systems is conventionally considered challenging…
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The availability of high-quality AI model APIs has drastically lowered the barriers developing AI applications. These tools abstract away complex tasks such as model deployment, scaling, data retrieval, natural language processing, and text generation. Vercel has developed a complementary set of tools for building AI web applications, including the…
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In this episode of Passive Income Pilots, Tait Duryea and Ryan Gibson sit down with Valerie Cusano, an insurance expert with a background in law and decades of experience in commercial and residential insurance. Val dives deep into the critical aspects of real estate insurance, particularly for condo and rental property owners. She explains the dif…
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Agreements and contracts are a fundamental innovation and govern everything from personal commitments to major financial decisions. They function as trusted artifacts to capture the nature of a commitment and provide clarity and accountability. Software has revolutionized many business functions, including the basic mechanics of digitally signing a…
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Subsea cables are high-capacity fiber-optic lines laid along the ocean floor to enable global communication by transmitting data between continents. Spanning thousands of miles, they carry an estimated 95% of international internet, phone, and data transmissions. Critically, these cables are vulnerable to sabotage by state actors, as they form crit…
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In this episode, Tait Duryea and Ryan Gibson dive into creative real estate financing with Chris Prefontaine, founder of Smart Real Estate Coach. Chris shares powerful strategies like seller financing, subject-to deals, and lease purchases, revealing how investors can acquire properties without banks—even in today’s high-interest rate environment. …
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LangChain is a popular open-source framework to build applications that integrate LLMs with external data sources like APIs, databases, or custom knowledge bases. It’s commonly used for chatbots, question-answering systems, and workflow automation. Its flexibility and extensibility have made it something of a standard for creating sophisticated AI-…
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BlackBerry is a Canadian company known for its pivotal role in the smartphone market during the 2000s. Today, BlackBerry has adopted a major focus on cybersecurity. John Wall is the Chief Operating Officer and Head of Products, Engineering and Services at QNX, which is a division of BlackBerry. Ismael Valenzuela is the former Vice President of Thre…
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Caves of Qud is a roguelike game set in a richly detailed, post-apocalyptic world blending science fiction and fantasy. The game is known for its deep lore, emergent gameplay, and wildly creative character customization. It is a massive indie success, and recently hit a major milestone with the release of version 1.0 after 15 years of development. …
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Have you ever wondered how you could write off an airplane? In this episode, Ryan DeMoor joins hosts Tait Duryea and Ryan Gibson to break down the tax benefits of aircraft ownership. Ryan shares how pilots and business owners can strategically use aircraft purchases for tax deductions, the IRS rules around business use, and why proper record-keepin…
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Compute optimization in a cloud environment is a common challenge because of the need to balance performance, cost, and resource availability. The growing use of GPUs for workloads, including AI, is also increasing the complexity and importance of optimization given the relatively high cost of GPU cloud computation. Jerzy Grzywinski is a Senior Dir…
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Docker container vulnerability analysis involves identifying and mitigating security risks within container images. This is done to ensure that containerized applications can be securely deployed. Vulnerability analysis can often be time intensive, which has motivated the use of AI and ML to accelerate the process. NVIDIA Blueprints are reference w…
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Raylib is a lightweight, beginner-friendly, and open-source C library for game development, known for its simplicity and lack of external dependencies. It’s designed to streamline the creation of 2D and 3D games, and has an intuitive API for managing graphics, audio, and input. Ramon Santamaria is the Founder and Lead Developer of Raylib. He joins …
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In this episode of Passive Income Pilots, hosts Tait Duryea and Ryan Gibson explore the world of franchise ownership with franchise expert Cliff Nonnenmacher. Cliff brings decades of experience as a franchise consultant and serial entrepreneur, sharing insights into how pilots and professionals can invest in or operate franchises to build wealth. T…
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Anduril is a technology defense company with a focus on drones, computer vision, and other problems related to national security. It is a full-stack company that builds its own hardware and software, which leads to a great many interesting questions about cloud services, engineering workflows, and management. Gokul Subramanian is Senior Vice Presid…
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QuantStack is an open-source technology software company specializing in tools for data science, scientific computing, and visualization. They are known for maintaining vital projects such as Jupyter, the conda-forge package channel, and the Mamba package manager. Sylvain Corlay is the CEO of QuantStack. He joins the podcast to talk about his compa…
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Ableton is a music software and hardware company based in Germany. The company develops Ableton Live which is a digital audio workstation for both improvisation and traditional arrangements. The software is remarkable for successfully blending good UI design with a powerful feature set. This has made it popular with new musicians as well as profess…
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In this episode, Tait Duryea and Ryan Gibson sit down with Christian Schiller, an accomplished investment banker with a wealth of experience buying, selling, and evaluating businesses. Christian shares his investment journey, including lessons from early failures, how he refined his investment strategy, and why knowing your limits is key to success…
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beeps is a startup focused on building an on-call platform for Next.js. The company is grounded in the key insight that Next.js has become a dominant framework for modern development. A key motivation in leveraging Next.js is to create a developer-first experience for on-call. Joey Parsons is the founder and CEO of beeps, and he previously founded …
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Digital forensics is the process of identifying, preserving, analyzing, and presenting electronic data for investigative purposes. It’s often related to addressing cybercrime and is crucial in tracing the origin of breaches, recovering lost data, and security hardening. Emre Tinaztepe is the Founder and CEO of Binalyze which is a cybersecurity comp…
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Fallout: London is a 2024 total conversion mod developed by Team FOLON. The mod is based on Fallout 4 by Bethesda Softworks and takes place in a post-apocalyptic rendition of London. The project is remarkable for its ambition and scope, with the small indie team delivering a fully-realized open world RPG. Daniel Morrison Neil led music composition,…
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