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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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Uncle Marv’s IT Business Podcast is a show designed for IT professionals and Managed Service Providers. The podcast aims to provide actionable advice and tips that help IT businesses grow and thrive in the competitive tech industry. The podcast features guest interviews with seasoned IT professionals, business owners, and industry pioneers who share their experiences, insights, and strategies for success. These discussions often cover topics such as: - Cloud computing and AI advancements - M ...
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Law Subscribed

Law Subscribed

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Mathew Kerbis interviews attorneys and technologists building for subscription legal services and other innovations within the law. https://linktr.ee/lawsubscribed. www.lawsubscribed.com
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Learn about Microsoft Copilot Lap and connect with Ben on LinkedIn. Check out my new show, the Law for Kids Podcast. Get Connected with SixFifty⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, a business and employment legal document automation tool. Sign up for ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Gavel⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ using the code LAWSUBSCRIBED to get 10% off an ann…
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Uncle Marv begins by acknowledging the significance of September 11th and its impact on the nation. He then introduces Brian Weiss, diving into Brian's background in the IT industry. Brian recounts his early career, starting with his passion for video games and LAN parties, which led to his first job at a computer store called Computer Stuff. He de…
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Uncle Marv explores Cork's evolution with Dan Candee, the new CEO, and Carlson Choi, co-founder and Chief Product Technology Officer. They discuss Cork's meteoric rise in the MSP space, attributing it to their ability to listen to and implement partner feedback. The conversation covers Cork's unique approach to cybersecurity, including their agentl…
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In this episode of Passive Income Pilots, Tait Duryea takes you back to one of the most downloaded episodes in the show's history with Toby Mathis from Anderson Advisors. Discover how tax laws can work for you through real estate investments, cost segregation, and bonus depreciation strategies. Toby breaks down the game-changing legal strategies hi…
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In this special episode from Law Subscribed, I spoke with Kimball Parker of SixFifty. We discussed the history of SixFifty through today, it’s current product offerings, and the future of automated legal products (and yes, that means how they are incorporating generative artificial intelligence!). Get Connected with SixFifty⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠…
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Learn about Virtual CFO and Judicial Dollars and Cents. Check out my new show, the Law for Kids Podcast. Get Connected with SixFifty⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, a business and employment legal document automation tool. Sign up for ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Gavel⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ using the code LAWSUBSCRIBED to get 10% off an annual subscrip…
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Uncle Marv delves into the complexities of transitioning clients between MSPs, emphasizing the need for professionalism and clear communication. He recounts a recent experience where he was offboarding a client to a larger MSP, highlighting the challenges and misunderstandings that arose during the process. Marv stresses the importance of respectin…
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Welcome back to Passive Income Pilots! This week, Tait and Ryan are joined by Brandon Hall, a top CPA and founder of Hall CPA, PLLC, to dive into one of the most powerful tax strategies for high-income professionals: real estate professional status. With over 800 clients and a specialization in real estate tax strategies, Brandon breaks down the be…
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Uncle Marv kicks off the episode by discussing a recent Canalys report highlighting the growth in cybersecurity services and the increasing trend of customers suing their cybersecurity providers. Brad Gross, a seasoned attorney specializing in IT law, offers his expert insights on this developing legal landscape. The discussion covers several notab…
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Learn about MZA Legal. Check out my new show, the Law for Kids Podcast. Get Connected with SixFifty⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, a business and employment legal document automation tool. Sign up for ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Gavel⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ using the code LAWSUBSCRIBED to get 10% off an annual subscription. Visit ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠…
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Marnie Stockman shares her recent experiences, including a leadership training program for military personnel from partner countries. The discussion then moves to recap their previous interview, focusing on core values, leadership philosophy, and customer success. Marnie emphasizes the importance of personal leadership and how it applies to everyon…
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Welcome to another episode of Passive Income Pilots! This week, Tait and Ryan dive deep into the world of real estate syndications—a game-changing investment strategy for busy professionals, especially pilots. They break down what syndications are, how they work, and the pros and cons of this passive income stream. From navigating the complexities …
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Dustin Puryear, a former MSP owner, explains how Giant Rocketship was born out of the need to solve SLA problems and reduce "dead time" on tickets. Unlike traditional ticket management systems that rely on dashboards and human intervention, Giant Rocketship uses AI to automatically assign, schedule, and manage tickets, allowing service managers to …
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We dive deep into the world of IT management with Marnie Stockman, an experienced IT professional. Marnie shares invaluable insights on overcoming challenges in the IT industry, emphasizing the importance of communication, leadership, and adaptability in today's rapidly evolving technological landscape. Marnie Stockman discusses her journey in IT, …
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Learn about Profit Comes First. Check out my new show, the Law for Kids Podcast. Get Connected with SixFifty⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, a business and employment legal document automation tool. Sign up for ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Gavel⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ using the code LAWSUBSCRIBED to get 10% off an annual subscription. Visit ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠…
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Rob Scott, a legal expert in the IT services industry, shares his insights on the use of AI in contract generation. While acknowledging AI's transformative potential, Scott emphasizes that it should be viewed as a tool to enhance legal services rather than a replacement for lawyers. He highlights the significant gaps between AI-generated contracts …
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Marnie Stockman's journey from high school math teacher to CEO of Lifecycle Insights is a testament to her adaptability and problem-solving skills. She explains how her experience in education led her to customer success in the ed-tech world, eventually culminating in the creation of Lifecycle Insights, a company focused on improving quarterly busi…
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Welcome to another insightful episode of Passive Income Pilots! This week, Tait and Ryan are joined by Dr. Glenn Mueller, a seasoned economist and real estate professor with over 40 years of experience. Dr. Mueller explores the current economic landscape, the real estate market, and the fascinating REIT world. Whether you're curious about market cy…
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Steve Copeland introduces Rythmz as a carrier-agnostic solution that combines up to seven SIM cards to create a bonded aggregate network. This approach offers both increased bandwidth and redundancy, making it suitable for various applications including disaster recovery, business continuity, and event support. The technology acts as an SD-WAN for …
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Danny Jenkins provides insights into ThreatLocker's zero-trust framework and how it helps businesses implement the principle of least privilege. He explains the company's unified bundle, which combines allow listing, network controls, threat detection, and managed response services. Jenkins emphasizes the importance of shifting the security paradig…
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Learn about Quid Pro Quo and listen to Smart Lawyers Position to Transition. Check out my new show, the Law for Kids Podcast. Get Connected with SixFifty⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, a business and employment legal document automation tool. Sign up for ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Gavel⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ using the code LAWSUBSCRIBED to get 10% o…
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Uncle Marv introduces TechCon Unplugged, an annual conference for IT business owners and managed service providers, scheduled for September 12-14 in Hanover, Maryland. The conference, now in its fifth year, originated from a desire to create a more inclusive and supportive environment for smaller IT professionals. ** Need a discount code for Techco…
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In this episode of the IT Business Podcast, host Uncle Marv sits down with Damien Stevens, founder and CEO of Servosity, to discuss the challenges and opportunities in the managed service provider (MSP) industry. Damien shares insights from his MSP Mindset podcast, which features interviews with successful entrepreneurs, authors, and coaches. The c…
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In this week's episode of Passive Income Pilots, Tait and Ryan are thrilled to have Joe LoRusso back on the show for an essential update on the evolving landscape of pilot mental health regulations. Since his last appearance, significant changes have been implemented by the FAA, including new guidelines for mental health treatments and expanded med…
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Nick Scozzaro discusses the inception and evolution of ShadowHQ, a platform initially built to address cyber threats but now also used for other scenarios like natural disasters. Drawing from his background in secure communications at BlackBerry, Nick emphasizes the need for a digitized approach to incident response. ShadowHQ offers a comprehensive…
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Uncle Marv kicks off the episode by introducing Anup Ghosh and ThreatMate, a company focused on improving cybersecurity for IT networks. Anup shares insights into the company's approach to attack surface management, emphasizing the importance of viewing security through an adversarial lens. Unlike traditional vulnerability management tools, ThreatM…
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Learn about John Chisholm. Check out my new show, the Law for Kids Podcast. Get Connected with SixFifty⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, a business and employment legal document automation tool. Sign up for ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Gavel⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ using the code LAWSUBSCRIBED to get 10% off an annual subscription. Visit ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠…
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Uncle Marv and Shanna Utgard kick off the episode with a lively exchange, reminiscing about Shanna's journey from nearly falling victim to a ransom attack to becoming a respected figure in cybersecurity. The discussion quickly shifts to a pressing news story involving a dispute between Microsoft, CrowdStrike, and Delta Airlines. Delta has accused t…
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Welcome back to another episode of Passive Income Pilots! Today, Tait and Ryan dive into five unconventional ways to unlock cash for your next investment. Whether leveraging home equity, rolling over an old 401k, or borrowing against your stock portfolio, this episode is packed with actionable strategies to help you soar to new financial heights. T…
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Marvin and Chris kick off the discussion by exploring the core functionalities of the MSP Process platform. Chris explains how the platform helps MSPs verify the identity of end-users and technicians, thereby preventing unauthorized access and AI voice phishing attacks. The platform's unique technician verification feature is particularly emphasize…
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Learn about Galvin Privacy & AI Law. Check out my new show, the Law for Kids Podcast. Get Connected with SixFifty⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, a business and employment legal document automation tool. Sign up for ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Gavel⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ using the code LAWSUBSCRIBED to get 10% off an annual subscription. Visit ⁠⁠⁠⁠⁠⁠⁠…
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In this engaging episode, Uncle Marv and MacKenzie Brown explore the critical role of threat intelligence in modern cybersecurity. MacKenzie explains the dual nature of her role at Blackpoint Cyber, balancing threat research with enabling their SOC team to respond effectively to cyber threats. She emphasizes the importance of understanding both aca…
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Rob Rae, known as the "godfather of the channel," shares insights from his extensive experience in the MSP industry. He discusses the significance of building relationships and fostering community within the IT sector, emphasizing how these factors contribute to long-term business success. Rae reflects on his early experiences with ASCII events and…
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Welcome to another enlightening episode of Passive Income Pilots! Today, Tait and Ryan welcome Rod and Blake from Money Insights. Previously featured in episode 47, Rod and Blake are experts in leveraging life insurance for wealth-building. In this deep dive, we uncover how to use a specialized life insurance strategy to enhance investment returns,…
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In this episode, Ted and Woody explain the functionality of Uncompromized, which provides identity theft protection, dark web monitoring, and internet privacy for individuals. They detail how the service allows MSPs to invite clients to subscribe easily, offering them immediate monitoring and protection against identity theft. The discussion also t…
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Uncle Marv sits down with Dori Spade, who has over 17 years of experience in the MSP industry, having worked with MSPs ranging from $8 million to over $100 million in value. Dori discusses her transition from managing MSPs to founding Call to Action, a consulting firm that helps MSPs navigate common challenges such as role clarity and scaling. She …
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Uncle Marv welcomes Corey Tapper, a new ASCII member and owner of Techevolution, to the IT Business Podcast. Corey shares his experience attending ASCII events over the years before finally becoming a member, citing the emotional impact of seeing Frank Abagnale speak and the valuable networking opportunities. Techevolution, Corey's company, has bee…
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Uncle Marv begins by interviewing Eric Pinto from SocSoter, who discusses their new reporting platform designed to help MSPs prepare for audits and compliance checks. Pinto emphasizes the importance of providing evidence for services offered to customers, especially in the context of 24/7 coverage. Next, the host speaks with Dave Cava, partner at E…
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Episodes 51-83 make up the second Law Subscribed compilation episode for Part 2: Is a Hotdog a Sandwich, and Why? Enjoy! Check out my new show, the Law for Kids Podcast. Get Connected with SixFifty⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, a business and employment legal document automation tool. Sign up for ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Gavel⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠…
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Uncle Marv hosts the IT Business Podcast live from ASCII Edge in Boston, featuring guest Brianna Rubino, Director of Events for the ASCII Group. Brianna shares insights on ASCII's 40th anniversary celebration and the ongoing event series. The ASCII EDGE event series includes nine events across North America, with eight in the U.S. and one in Canada…
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In this episode of the IT Business Podcast, Uncle Marv interviews Ann Westerheim from Ekaru at the ASCII EDGE event in Boston. Ann discusses her book "Cybersecurity for Main Street, Cyber Fit in 21 Days," which aims to simplify cybersecurity concepts for small businesses. She emphasizes the importance of basic security measures like multi-factor au…
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Uncle Marv interviews Dawn Sizer at the ASCII event in Boston, marking their first in-person meeting. Dawn shares her experience speaking at the event about automation and the positive response from attendees. They discuss the challenges of remote work verification, particularly in light of deepfake technology, and explore potential solutions such …
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Uncle Marv welcomes Kris Shoemaker from Cavelo to discuss their data risk management platform. Cavelo positions itself under the attack surface management umbrella, offering a comprehensive solution for MSPs that includes data discovery and classification, vulnerability management, identity access management, and asset discovery. Kris explains that…
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Damon West, the keynote speaker at ASCII Edge in Boston, joins Uncle Marv to discuss his extraordinary life story. West begins by praising ASCII Edge for their exceptional client relationships and event organization. West recounts his past as a Division 1 starting quarterback at the University of North Texas, whose career was cut short by injury. T…
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Learn more about Dr. Megan Ma. Check out my new show, the Law for Kids Podcast. Get Connected with SixFifty⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, a business and employment legal document automation tool. Sign up for ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Gavel⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ using the code LAWSUBSCRIBED to get 10% off an annual subscription. Visit ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠…
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Welcome aboard another episode of Passive Income Pilots! This week, Tait and Ryan are joined by Sean O'Toole, PropertyRadar.com founder, to discuss how pilots can find and invest in off-market rental properties. Sean shares his insights on leveraging public records, innovative strategies for contacting property owners, and the benefits of seller fi…
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Episodes 1-50 make up the first Law Subscribed compilation episode for Part 1: Is a Hotdog a Sandwich, and Why? Enjoy! Check out my new show, the Law for Kids Podcast. Get Connected with SixFifty⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, a business and employment legal document automation tool. Sign up for ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Gavel⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠…
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Uncle Marv kicks off the episode by acknowledging the sponsor, SuperOps, and dives into the major news of the CrowdStrike incident. A faulty sensor configuration update from CrowdStrike led to widespread computer outages affecting about 8.5 million Windows machines globally. Marv explains how he managed client concerns and highlights the critical n…
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Boost MSP Efficiency with Strategy Overview Website: https://www.strategyoverview.com/ In this episode, Uncle Marv sits down with Alex Markov to delve into Strategy Overview, a software platform tailored for MSPs to optimize their strategic planning and client management. Alex explains how the platform's powerful and flexible template engine allows…
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Revolutionizing SaaS Security with Overe Website: https://www.overe.io/ In this episode, Uncle Marv welcomes Paul Barnes, co-founder and CEO of Overe, to discuss their SaaS security platform and its role in the IT Nation Pitch It Accelerator program. Overe focuses on providing automated security analysis and continuous monitoring for SaaS applicati…
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