Hear from Bradley Gross, one of the tech industry’s top attorneys and founder of Bradley Gross, PA. With over 20 years representing MSPs, Brad shares what every IT pro must know as lawsuits skyrocket around ransomware events. The conversation covers the specifics of contract language, rising legal standards, and how vendor agreements now shape your liabilities. Listeners also get actionable resources, advice on insurance policies to review, and Marv and Brad’s take on setting real-world client expectations that keep everyone safer.

Actionable Takeaways

• Reevaluate your insurance: Confirm you have updated cyber, E&O, and liability policies tailored for cyber threats.
• Review and update your contracts: Ensure documents detail your services, limitations, and clarify what’s not covered.
• Educate your clients upfront: Proactively manage customer expectations to preempt knee-jerk blame and legal action.

Companies, Products, and Books Mentioned

• Law Office of Bradley Gross, PA: https://bradleygross.com
• Technology Broadcast (podcast): https://bradleygross.podbean.com/
• Acronis: https://www.acronis.com
• SentinelOne: https://www.sentinelone.com
• Fortinet: https://www.fortinet.com

SPONSORS:

• Livestream Partner, ThreatLocker: https://www.itbusinesspodcast.com/threatlocker
• Legacy Partner, NetAlly: https://www.itbusinesspodcast.com/netally/
• Internet Provider, Rythmz: https://www.itbusinesspodcast.com/rythmz
• Production Gear Partner, Liongard: https://www.itbusinesspodcast.com/liongard
• Travel Partner: Bvoip: https://www.itbusinesspodcast.com/bvoip
• Travel Partner: TruGrid: https://www.itbusinesspodcast.com/trugrid
• Digital Partner, Designer Ready: http://itbusinesspodcast.com/designerready

SHOW MUSIC:

• Item Title: Upbeat & Fun Sports Rock Logo
• Item URL: https://elements.envato.com/upbeat-fun-sports-rock-logo-CSR3UET
• Author Username: AlexanderRufire
• Item License Code: 7X9F52DNML

=== Show Information

• Website: https://www.itbusinesspodcast.com/
• Host: Marvin Bee
• Uncle Marv’s Amazon Store: https://amzn.to/3EiyKoZ
• Become a monthly supporter: https://ko-fi.com/itbusinesspodcast

This episode explores the journey of Kevin Dutkiewicz launching Tech Brews, his approach to serving underserved small businesses, the struggles with business administration, and the philosophy of running a modern MSP without the typical minimums. Uncle Marv and Kevin debate the realities of break-fix models, Trunk Slammer myths, and community-driven solutions. Listeners gain insight into tech stacks, vendor management, legacy client support, and why being active in groups like MSP Geek is vital for IT pros. Geek out with discussions on home automation, Code Mash, and what truly helps an MSP succeed in today’s dynamic market.

Actionable Takeaways

• Focus on providing IT support to small businesses with affordable, accessible service—there’s an untapped market below typical MSP minimums.
• Evolve your toolset (ticketing, quoting, documentation) as your business matures and scales.
• Be intentional with work/life boundaries and stay active in community groups to sharpen your skills and network.

Companies, Products, and Books Mentioned

• Tech Brews: https://www.techbrews.co/
• OIT VoIP: https://www.oit.co
• Halo PSA: https://halopsa.com
• Hudu: https://hudu.com/
• Sophos: https://sophos.com
• Huntress: https://huntress.com
• IT Glue: https://itglue.com
• ClickUp (Project Management Platform): https://clickup.com
• Zomentum (Quoting): https://www.zomentum.com
• Code Mash Conference: https://codemash.org
• MSP Geek: https://www.mspgeek.org
• Tony Packo’s Restaurant: https://tonypackos.com

SPONSORS:

• Livestream Partner, ThreatLocker: https://www.itbusinesspodcast.com/threatlocker
• Legacy Partner, NetAlly: https://www.itbusinesspodcast.com/netally/
• Internet Provider, Rythmz: https://www.itbusinesspodcast.com/rythmz
• Production Gear Partner, Liongard: https://www.itbusinesspodcast.com/liongard
• Travel Partner: Bvoip: https://www.itbusinesspodcast.com/bvoip
• Travel Partner: TruGrid: https://www.itbusinesspodcast.com/trugrid
• Digital Partner, Designer Ready: http://itbusinesspodcast.com/designerready

SHOW MUSIC:

• Item Title: Upbeat & Fun Sports Rock Logo
• Item URL: https://elements.envato.com/upbeat-fun-sports-rock-logo-CSR3UET
• Author Username: AlexanderRufire
• Item License Code: 7X9F52DNML

=== Show Information

• Website: https://www.itbusinesspodcast.com/
• Host: Marvin Bee
• Uncle Marv’s Amazon Store: https://amzn.to/3EiyKoZ
• Become a monthly supporter: https://ko-fi.com/itbusinesspodcast

Uncle Marv sits down again with Jermaine Clark, Sherweb’s Senior Manager of AI Readiness, for a lively discussion about how managed service providers can drive real business results with AI. Jermaine walks through Sherweb’s robust AI initiatives, including training, certification, and hands-on guides for automating onboarding, ticketing, and customer service. The episode covers practical frameworks for integrating AI based on MSP business models, current trends in tech adoption, and strategies to avoid common pitfalls like shiny object syndrome. Jermaine’s insights are drawn from years of MSP experience and a passion for helping IT businesses scale and innovate.

Actionable Takeaways

• Use Sherweb’s 90-day blueprint to assess internal processes, automate repetitive tasks, and create scalable business models.
• Leverage AI agents for automating onboarding, ticket triage, and customer support to reduce human error and boost consistency.
• Focus on upskilling your staff with AI-powered learning platforms, certifications, and real use-case training for team growth.

Companies, Products, Books Mentioned

• Sherweb: https://www.sherweb.com
• Microsoft Copilot: https://www.microsoft.com/en-us/microsoft-365/copilot
• Perplexity: https://www.perplexity.ai
• OpenAI / ChatGPT: https://openai.com
• Gemini (Google AI): https://gemini.google.com
• Slack: https://slack.com
• Microsoft Teams: https://www.microsoft.com/en-us/microsoft-teams/group-chat-software

SPONSORS:

• Livestream Partner, ThreatLocker: https://www.itbusinesspodcast.com/threatlocker
• Legacy Partner, NetAlly: https://www.itbusinesspodcast.com/netally/
• Internet Provider, Rythmz: https://www.itbusinesspodcast.com/rythmz
• Production Gear Partner, Liongard: https://www.itbusinesspodcast.com/liongard
• Travel Partner: Bvoip: https://www.itbusinesspodcast.com/bvoip
• Travel Partner: TruGrid: https://www.itbusinesspodcast.com/trugrid
• Digital Partner, Designer Ready: http://itbusinesspodcast.com/designerready

SHOW MUSIC:

• Item Title: Upbeat & Fun Sports Rock Logo
• Item URL: https://elements.envato.com/upbeat-fun-sports-rock-logo-CSR3UET
• Author Username: AlexanderRufire
• Item License Code: 7X9F52DNML

=== Show Information

• Website: https://www.itbusinesspodcast.com/
• Host: Marvin Bee
• Uncle Marv’s Amazon Store: https://amzn.to/3EiyKoZ
• Become a monthly supporter: https://ko-fi.com/itbusinesspodcast

Jermaine Clark of Sherweb sits down with Uncle Marv to discuss what AI readiness means for MSPs, sharing practical advice, personal stories, and vendor insights. The conversation tackles how the rapid adoption of AI has shifted the balance between MSP expertise and client knowledge, emphasizing the need for a security-first approach and regular data governance. Jermaine recounts his journey from saving sea turtles to leading Sherweb’s AI initiatives, offering humorous and relatable anecdotes from cross-industry experiences. The episode guides listeners through the strategic steps MSPs should take to stay relevant—upgrading systems, empowering teams, and leveraging robust cloud solutions. Listeners will get actionable recommendations, hear about real-world training, and find out why adaptation and ethical deployment are key to thriving in today’s IT environment.

Why Listen:

• Learn practical steps for AI readiness specifically for MSPs.
• Explore the urgency of securing data and client environments as AI spreads.
• Unlock lessons from Jermaine’s career pivot—from biology to IT success.
• Get up to speed on Sherweb’s cloud, security, and backup solutions.
• Discover how to empower and train IT teams for AI-driven support.
• Enjoy memories, tech humor, and candid advice on staying competitive.

Companies, Products, and Books Mentioned:

• Sherweb: https://www.sherweb.com/
• Microsoft Copilot: https://www.microsoft.com/en-us/microsoft-365/copilot
• AppRiver: https://www.appriver.com/
• Matrix (film): https://www.imdb.com/title/tt0133093/
• Johnny Mnemonic (film): https://www.imdb.com/title/tt0113481/
• Blade Runner (film): https://www.imdb.com/title/tt0083658/
• iRobot (book): https://en.wikipedia.org/wiki/I,_Robot

SPONSORS:

• Livestream Partner, ThreatLocker: https://www.itbusinesspodcast.com/threatlocker
• Legacy Partner, NetAlly: https://www.itbusinesspodcast.com/netally/
• Internet Provider, Rythmz: https://www.itbusinesspodcast.com/rythmz
• Production Gear Partner, Liongard: https://www.itbusinesspodcast.com/liongard
• Travel Partner: Bvoip: https://www.itbusinesspodcast.com/bvoip
• Travel Partner: TruGrid: https://www.itbusinesspodcast.com/trugrid
• Digital Partner, Designer Ready: http://itbusinesspodcast.com/designerready

SHOW MUSIC:

• Item Title: Upbeat & Fun Sports Rock Logo
• Item URL: https://elements.envato.com/upbeat-fun-sports-rock-logo-CSR3UET
• Author Username: AlexanderRufire
• Item License Code: 7X9F52DNML

=== Show Information

• Website: https://www.itbusinesspodcast.com/
• Host: Marvin Bee
• Uncle Marv’s Amazon Store: https://amzn.to/3EiyKoZ
• Become a monthly supporter: https://ko-fi.com/itbusinesspodcast

Ever felt pressured to keep quiet in your business or IT community? Uncle Marv unpacks what Jimmy Kimmel’s comeback teaches IT pros about the freedom to speak in the face of political and industry pressure. With real stories of cyberbullying, shady marketers, and systemic bias, Marv reminds us that doing the right thing means accepting the risk—and the impact—of going public. You’ll get personal experiences, cautionary tales, plus clear advice for handling DEI, solo tech reality checks, and the uncomfortable but necessary conversations all professionals should have.

3 Most Actionable Takeaways:

• Stand up for honest speech in business—even when there’s personal or professional risk
• Call out unethical practices and support marginalized colleagues to foster real diversity and inclusion
• Don’t judge IT pros by stereotypes; boost professionalism and unity in the MSP space

SPONSORS:

• Livestream Partner, ThreatLocker: https://www.itbusinesspodcast.com/threatlocker
• Legacy Partner, NetAlly: https://www.itbusinesspodcast.com/netally/
• Internet Provider, Rythmz: https://www.itbusinesspodcast.com/rythmz
• Production Gear Partner, Liongard: https://www.itbusinesspodcast.com/liongard
• Travel Partner: Bvoip: https://www.itbusinesspodcast.com/bvoip
• Travel Partner: TruGrid: https://www.itbusinesspodcast.com/trugrid
• Digital Partner, Designer Ready: http://itbusinesspodcast.com/designerready

SHOW MUSIC:

• Item Title: Upbeat & Fun Sports Rock Logo
• Item URL: https://elements.envato.com/upbeat-fun-sports-rock-logo-CSR3UET
• Author Username: AlexanderRufire
• Item License Code: 7X9F52DNML

=== Show Information

• Website: https://www.itbusinesspodcast.com/
• Host: Marvin Bee
• Uncle Marv’s Amazon Store: https://amzn.to/3EiyKoZ
• Become a monthly supporter: https://ko-fi.com/itbusinesspodcast

I’m joined by Matt Yesbeck, the innovative co-founder of MSPX, a groundbreaking online marketplace empowering MSPs to buy, sell, and value managed services contracts with confidence. Matt brings deep industry experience as a builder of smart, secure business solutions for IT providers. Together, we unpack the new features of MSPX 2.0, including trust scores, escrow-backed transactions, and tools for contract evaluation that are driving real change in the managed services sector. Whether you’re looking to grow or streamline your MSP business, this episode gives you actionable insights for scaling up and standing out.

Why Listen:

• Discover what’s new in MSPX 2.0
• Learn how trust scores and onboarding build confidence
• Find out about escrow-backed transactions
• Dive into the Client Compass tool for portfolio health
• Get inspired by community-driven MSP deals

Companies, Products, and Books Mentioned:

• MSPX Marketplace: https://mspx.store
• Yesteck IT Services: https://yesteck.io
• Monjur (Legal/MSA partner): https://monjur.com
• ASCII (peer group/partner): https://www.ascii.com
• Channelnomics (advisor): https://www.channelnomics.com
• Client Compass (tool): https://clientcompass.mspx.store
• Pax8: https://www.pax8.com

SPONSORS:

• Livestream Partner, ThreatLocker: https://www.itbusinesspodcast.com/threatlocker
• Legacy Partner, NetAlly: https://www.itbusinesspodcast.com/netally/
• Internet Provider, Rythmz: https://www.itbusinesspodcast.com/rythmz
• Production Gear Partner, Liongard: https://www.itbusinesspodcast.com/liongard
• Travel Partner: Bvoip: https://www.itbusinesspodcast.com/bvoip
• Travel Partner: TruGrid: https://www.itbusinesspodcast.com/trugrid
• Digital Partner, Designer Ready: http://itbusinesspodcast.com/designerready

SHOW MUSIC:

• Item Title: Upbeat & Fun Sports Rock Logo
• Item URL: https://elements.envato.com/upbeat-fun-sports-rock-logo-CSR3UET
• Author Username: AlexanderRufire
• Item License Code: 7X9F52DNML

=== Show Information

• Website: https://www.itbusinesspodcast.com/
• Host: Marvin Bee
• Uncle Marv’s Amazon Store: https://amzn.to/3EiyKoZ
• Become a monthly supporter: https://ko-fi.com/itbusinesspodcast