The podcast discusses the evolving landscape of cybersecurity for small and mid-market businesses, emphasizing the dual threats posed by advanced artificial intelligence tools and a resurgence of ransomware attacks. As cybercriminals leverage AI for sophisticated phishing and impersonation tactics, traditional security measures are becoming obsolete. Organizations are urged to adopt enterprise-grade solutions, such as unified security platforms and zero-trust frameworks, to protect their operati...
Jun 27, 2025•19 min•Ep. 1677
Microsoft is facing significant challenges in promoting its Copilot AI assistant within enterprises, as many employees show a preference for OpenAI's ChatGPT. This trend highlights a competitive shift in the corporate sector, where companies are increasingly recognizing the advantages of generative AI solutions. Despite Microsoft's efforts, including a notable implementation plan by Amgen Inc. for 20,000 employees, the growing strength of OpenAI suggests a changing landscape in AI adoption. The ...
Jun 26, 2025•15 min•Ep. 1676
ConnectWise is currently facing a significant crisis of trust as attackers exploit its signed software to distribute malware. This alarming trend has seen a notable increase in infections since March 2025, primarily due to poor signing practices that allow malicious users to embed harmful code within legitimate applications. Reports indicate that the ConnectWise ScreenConnect remote access tool was the most commonly abused legitimate tool in 2024, with a staggering 56% of all active threat repor...
Jun 25, 2025•15 min•Ep. 1675
Gartner predicts that by 2027, artificial intelligence (AI) will be responsible for half of all business decisions, either through full automation or partial augmentation. This shift is driven by the increasing pressure on technology companies to deliver returns on their AI investments, with small and mid-sized businesses (SMBs) rapidly adopting these tools. However, a significant skills gap remains, as 95% of SMBs report needing more training to effectively utilize AI. The report emphasizes the...
Jun 24, 2025•15 min•Ep. 1674
Small business resilience is masking deeper economic strains, as recent surveys reveal that while many small businesses report growth and have maintained or increased their workforce, a significant portion still feels the adverse effects of current economic conditions. Despite 56% of small businesses indicating growth and 90% maintaining or increasing their workforce, 43% of entrepreneurs express that the economic landscape is detrimental to their operations. This contradiction highlights a frag...
Jun 23, 2025•19 min•Ep. 1673
Small and mid-sized businesses are increasingly curious about how to leverage artificial intelligence (AI) to enhance their operations. As they explore the potential of AI, they are asking critical questions about implementation, automation, and customer engagement. Experts Hunter Jensen and Barbara Paluszkiewicz discuss the challenges these businesses face, particularly regarding data readiness and cybersecurity. They emphasize the importance of understanding specific use cases and ensuring tha...
Jun 21, 2025•38 min•Ep. 1672
Brian Haugli, CEO of SideChannel, discusses the critical distinction between security debt and technical debt, emphasizing that while technical debt is a common challenge for CIOs, security debt is a more specific issue that often arises in startups. He explains that startups frequently prioritize speed to market over security, leading to vulnerabilities that accumulate as they defer compliance and security measures. This accumulation of security debt can hinder their growth and create significa...
Jun 20, 2025•29 min•Ep. 1652
The podcast discusses a transformative vision for building a managed services provider (MSP) that shifts away from traditional models focused on infrastructure management and reactive maintenance. Instead, it advocates for creating a tech services business that empowers small and mid-sized organizations to drive revenue through technology. The speaker emphasizes the importance of hiring empathetic, business-savvy individuals who can engage with clients on a human level, rather than relying solel...
Jun 19, 2025•17 min•Ep. 1662
AI is increasingly becoming a double-edged sword in the workplace, as highlighted by a recent Microsoft report. While artificial intelligence tools are intended to enhance productivity, they are inadvertently contributing to an "infinite workday," leading to heightened employee burnout. The report reveals alarming trends, such as 40% of workers checking emails by 6 a.m. and a 16% increase in meetings scheduled after 8 p.m. This shift indicates that work is encroaching on personal time, suggestin...
Jun 18, 2025•15 min•Ep. 1670
Small and medium-sized businesses (SMBs) are exhibiting a dangerous overconfidence in their cybersecurity readiness, with a significant gap between their perceived capabilities and actual security measures in place. A recent report reveals that while 71% of SMBs feel confident in managing major cybersecurity incidents, only 22% have an advanced cybersecurity posture. This disconnect presents a critical opportunity for IT service providers to step in with strategic, outcome-focused solutions that...
Jun 17, 2025•19 min•Ep. 1669
Small and medium-sized businesses (SMBs) are increasingly recognizing the importance of adopting artificial intelligence (AI) to stay competitive in the market. A recent survey indicates that 97% of small businesses utilizing voice AI agents have seen revenue increases. However, many SMBs still perceive AI as complicated or unnecessary, with 63% expressing concerns about their foundational capabilities to support AI initiatives. Despite these hesitations, research shows that 91% of SMBs that hav...
Jun 16, 2025•16 min•Ep. 1668
Andrew Bolton, CEO and co-founder of TechRescue, has developed a unique approach to delivering technical services specifically tailored for seniors. With a growing client base of nearly 1,000 seniors on a monthly subscription model, Bolton's company focuses on providing empathetic and personalized tech support. Unlike traditional managed service providers, TechRescue positions itself as a "tech therapist," emphasizing the importance of human connection and understanding in every interaction. Thi...
Jun 15, 2025•25 min•Ep. 1650
Wes Spencer, co-founder of Empath, a training and education platform for managed service providers (MSPs), discusses a unique funding model that diverges from traditional venture capital. Instead of seeking investment from typical VCs, Empath successfully raised $2 million from industry insiders, primarily MSPs themselves. This approach fosters alignment and advocacy among investors, who are also customers, but it raises important questions about scalability and governance. The conversation delv...
Jun 14, 2025•23 min•Ep. 1664
AI models have a defined memory ceiling, which is reshaping the ongoing debates surrounding copyright and data privacy. Recent research from Meta, Google DeepMind, Cornell, and NVIDIA reveals that large language models have a fixed memorization capacity of approximately 8.6 bits per parameter. This finding clarifies the distinction between memorized data and generalized knowledge, indicating that larger datasets do not necessarily lead to increased memorization of specific data points. This unde...
Jun 13, 2025•18 min•Ep. 1665
Microsoft 365 Copilot has been identified as having a significant security vulnerability known as Echo Leak, which allows hackers to access sensitive information without user interaction. This zero-click exploit was discovered by AIM Security after three months of reverse engineering the software. Although Microsoft claims the issue has been addressed and no customers were affected, experts warn that this flaw reflects deeper security concerns in AI systems, reminiscent of vulnerabilities seen i...
Jun 12, 2025•15 min•Ep. 1663
OpenAI has launched the O3 Pro Artificial Intelligence model, which focuses on delivering enterprise-grade accuracy and enhanced tool integration, albeit at a higher cost and slower response times compared to its predecessor. The O3 Pro model is designed for complex inquiries where precision is prioritized over speed, making it particularly appealing to businesses and developers. However, the pricing structure, set at $20 per input and $80 per output, may limit access for smaller businesses and ...
Jun 11, 2025•17 min•Ep. 1661
PAX 8 has announced the development of the first Managed Intelligence Toolkit, set to launch in 2026, aimed at empowering managed service providers (MSPs) to deliver AI solutions at scale to small and medium-sized businesses. This toolkit will integrate various Microsoft technologies, enabling MSPs to orchestrate automation for their clients. Scott Chason, CEO of PAX 8, emphasized the evolution of MSPs from managing infrastructure to managing intelligence, positioning them as architects of digit...
Jun 10, 2025•14 min•Ep. 1660
U.S. hiring continues to show modest growth, with the Bureau of Labor Statistics reporting an addition of 139,000 jobs in May, surpassing economists' expectations. However, the unemployment rate remains steady at 4.2%, marking a prolonged period of stagnation. Revisions to previous months revealed a combined loss of 95,000 jobs, raising concerns about the overall health of the labor market. While wage growth remains consistent at 3.9%, sectors such as healthcare and leisure are thriving, whereas...
Jun 09, 2025•16 min•Ep. 1659
Stephen Hinch, an expert in managed services and author of "Winning Through Innovation," discusses the challenges and opportunities for innovation within the corporate business model, particularly in the managed services provider (MSP) sector. He highlights the "curse of the corporate business model," where large corporations prioritize predictable profits over disruptive innovation. This focus often stifles creativity and risk-taking, leading to a reliance on incremental improvements rather tha...
Jun 08, 2025•25 min•Ep. 1639
Elliot Hyman, CEO of the Lyra Technology Group, joins Dave Sobel to discuss the evolving landscape of IT management, particularly in light of Microsoft's new Windows Update orchestration platform. This initiative allows app developers to integrate their update processes into the Windows 11 framework, creating a more unified and controlled update experience similar to that of mobile operating systems like iOS. Hyman emphasizes that while this could streamline the user experience, it may also pose...
Jun 07, 2025•38 min•Ep. 1656
Sherweb has launched a white-label self-service portal aimed at empowering managed service providers (MSPs) and their clients by streamlining operational tasks. This innovative platform enables clients to manage their technology licenses, subscriptions, and payments independently, reducing the need for service providers to handle routine inquiries. According to Rick Stern, Senior Director of Platform at Sherweb, this autonomy not only expedites the resolution of simple requests but also allows M...
Jun 06, 2025•18 min•Ep. 1658
New data reveals a significant divide in the managed service provider (MSP) landscape, with AI and infrastructure maturity emerging as key factors distinguishing high-growth MSPs from their lower-growth counterparts. A report from JumpCloud indicates that while 89% of MSPs saw revenue growth in 2024, only 22% achieved high growth, defined as an increase of over 20%. Successful providers are characterized by their willingness to adopt new technologies and integrate artificial intelligence into th...
Jun 05, 2025•15 min•Ep. 1657
NWN Corporation has acquired InterVision Systems, a managed services provider known for its innovative IT solutions and a strong partnership with Amazon Web Services. This strategic acquisition aims to enhance NWN's offerings in customer experience, cybersecurity, and intelligent infrastructure, solidifying its position in the North American technology market. With the addition of 1,600 new accounts and approximately $470 million in sales, NWN is set to significantly improve its market presence ...
Jun 04, 2025•15 min•Ep. 1655
ConnectWise has launched a unified MSP platform and an ASIO-powered professional services automation (PSA) solution at their IT Nation Secure event. The new offerings aim to streamline operations for managed service providers (MSPs) by providing features such as unified log management, automated alert triage, and customizable dashboards. The ConnectWise Pro package bundles essential tools into a single contract, allowing partners to choose flexible pricing models. This strategic move is designed...
Jun 03, 2025•16 min•Ep. 1654
ConnectWise has confirmed it was the target of a cyber attack by a nation-state threat actor, affecting a small number of its ScreenConnect customers. The company has since patched the software and implemented enhanced monitoring measures to secure its environment. This incident highlights the increasing targeting of remote monitoring and management (RMM) tools by advanced threat actors, particularly from Russian and Chinese intelligence services. The breach, occurring shortly before the IT Nati...
Jun 02, 2025•14 min•Ep. 1653
Kevin Torf, co-founder and managing partner of T2 Group, discusses the unique approach his organization takes in delivering technology solutions to the healthcare industry. T2 Group focuses on providing a comprehensive set of services, including professional consulting, managed services, contact center operations, resource management, and software development. With a team of around 100 employees, T2 Group has established long-term relationships with major healthcare providers across the United S...
Jun 01, 2025•20 min•Ep. 1638
Two powerhouse experts, Ryan Morris and Jay McBain, join host Dave Sobel to discuss the emerging landscape of agentic AI, exploring the balance between hype and reality. They delve into the implications of AI technologies, particularly in the context of IT service providers and managed services. The conversation highlights the recent launch of Atera's autopilot feature, which claims to autonomously handle a significant portion of level one support tickets, raising questions about market readines...
May 31, 2025•45 min•Ep. 1648
A recent report from SailPoint reveals a significant contradiction in the IT sector: while 96% of IT professionals view artificial intelligence agents as a security risk, an overwhelming 98% still plan to expand their use within organizations over the next year. The study highlights that although 84% of respondents currently utilize AI agents, only 44% have established governance policies for their behavior. This lack of oversight is concerning, especially as 80% of respondents reported that the...
May 30, 2025•16 min•Ep. 1651
DragonForce has emerged as a significant threat actor in the cybercrime landscape, targeting vulnerabilities in the SimpleHelp remote monitoring and management tool to execute sophisticated ransomware-as-a-service attacks against managed service providers (MSPs). Recent incidents have highlighted how attackers exploited known vulnerabilities, including path traversal and privilege escalation issues, to deploy DragonForce ransomware, which involved exfiltrating sensitive data and employing double...
May 29, 2025•12 min•Ep. 1649
AI's increasing presence in the legal field is raising significant concerns, particularly regarding the accuracy of information generated by these systems. Judges have reported a notable rise in AI-generated inaccuracies, with 23 instances of fake legal citations identified since May 1st. Legal data analyst Damien Chartland has documented 120 cases where courts recognized AI's hallucinations, which include fabricated legal quotes and non-existent authorities. This trend indicates a shift in resp...
May 28, 2025•14 min•Ep. 1647
