MSP Chat

Erick and Rich discuss why service desk automation startup Squash believes there’s a close connection between AI automation for MSPs and governance and why they’re probably correct, as well as three steps MSPs can take to ready tomorrow’s generation of leaders today. Then they’re joined by Arve Kjoelen for a timely conversation about the security implications for MSPs and their customers posed by...

Erick and Rich discuss N-able’s Shadow AI Visibility solution and the larger opportunity it represents for MSPs to add AI services, plus why and how to build a multi-quarter AI and security roadmap for your clients today. Then they’re joined by James Farrow, CEO of Cyft, for an insider’s take on the present and future of AI productivity tooling for MSPs. And finally, one last thing: why the absolu...

Erick and Rich discuss Rewst’s effort to democratize automation for everyone who works at MSPs and their agents too, plus three ways to address customer satisfaction issues before they ruin client relationships. Then Rich is joined by Rewst CRO Charlie Tomeo for a look at Rewst’s perspective on the present and future of automation for MSPs. And finally, one last thing: how an Australian air condit...

Erick and Rich discuss ConnectWise’s new AI-native platform, the fate of its earlier Asio platform, and why today’s most successful MSPs solve business problems, not technology problems. Then they’re joined by Tony Anscombe of ESET for an insightful conversation about ESET’s 2026 SMB Cyber Readiness Index. And finally, one last thing: how a single recent incident proves both that a memory stick co...

Coming to you live from Pax8 Beyond in Salt Lake City, Erick and Rich discuss the many ways Pax8 is trying to accelerate the path from managed service provider to managed intelligence provider, plus three things you can do to reduce recurring issues that consume resources, frustrate clients, and suppress profitability. Then they have two interviews for you, one with Rex Frank, Pax8’s VP of Academy...

Erick and Rich discuss why the rapid emergence of usage-based AI pricing schemes is going to make “token economics” and AI spend management essential skills for MSPs as well as the importance of giving everyone inside an MSP an understanding of big picture business performance. Then they’re joined by John Harden to discuss client-facing AI service opportunities and how his new app Lemhi aims to he...

Erick and Rich discuss Veeam’s bold attempt to invent a whole new kind of data-focused platform for the age of AI, as well as why and how to earn your way to more and better client referrals. Then they’re joined by Danny Jenkins, CEO of ThreatLocker, for a thoughtful conversation about why AI security risks make left-of-boom, zero-trust security more important than ever. And finally, one last thin...

Coming to you live from Nerdio’s NerdioCon event in sunny Palm Springs, CA, Erick and Rich discuss why Anthropic’s new AI services venture for midsize businesses is the latest reason MSPs need to get moving on an AI strategy, as well as techniques for building a strategic, sticky AI roadmap for your customers. Then they’re joined by Nerdio President Joseph Landes for his take on underappreciated M...

In this special bonus episode of MSP Chat, sponsored by Datto, Erick and Rich discuss why cyber resilience services continue to be a source of revenue and growth for MSPs and what that says about how they should construct their service portfolio and refine their tool stack, as well as why client proposals are sales tools, not technical documents. Then they’re joined by Dan Tomaszewski, Kaseya’s EV...

Live from the Kaseya Connect 2026 conference in Las Vegas, Erick and Rich discuss Kaseya’s giant AI platform rollout and strategies for turning your renewal process into a retention machine. Then they’re joined by Cynomi CEO David Primor for an insider’s take on the future of CISO services in the agentic AI era. And finally, one last thing: Who comes out ahead when a thief exchanges pasta for Lego...

Erick and Rich discuss why agentic AI makes business resilience versus just cyber resilience a necessity for end users and a strategic relationship builder for MSPs, as well as why and how MSPs can boost net revenue retention with their clients. Then they’re joined by Avihay Nathan of Palo Alto Networks for an insider’s take on both the challenges and opportunities of agentic AI security. And fina...

Erick and Rich discuss what Anthropic’s Mythos Preview model and Project Glasswing initiative portend for the future of security in managed services as well as how to turn your service desk into a powerful extension of your sales organization. Then, live from the Channel Partners Conference & Expo in Las Vegas, they’re joined by Robert DeMarzo of conference host Informa for an insider’s take o...

In this special bonus episode of MSP Chat, sponsored by Datto, Erick and Rich talk about why there’s still plenty of growth potential in backup and security for MSPs and why their clients need help in both areas now more than ever, as well as why speed is the ultimate competitive advantage for MSPs and how to cultivate it. Then they’re joined by Kaseya’s Adam Marget for a look at why cyber resilie...

Erick and Rich discuss why anyone using or selling LLM tokens badly needs FinOps help, as well as why an MSP’s onboarding process determines how long new clients stay, how much they spend, and how profitable they become. Then they’re joined by Rev.io’s Evan Rice for a conversation about why MSPs are the logical candidate to own the agentic layer at SMBs, and how they can go about doing it. And fin...

Erick and Rich discuss Treeline, a new kind of venture capital-backed MSP with interesting implications for the competitive landscape, as well as tips for driving more business with clients by clarifying your value proposition. Then they’re joined by Michael Crean of SonicWall for a look at the interesting and sobering results of the company’s 2026 Cyber Protect Report. And finally, one last thing...

Live from the 2026 RSA Conference in San Francisco, Erick and Rich discuss the puzzling lack of interest in AI governance among MSPs and a go-giver lead generation concept proven to work by Erick himself. Then they’re joined by Jeff Loehr and Joe Rojas of MSP consultancy Start Grow Manage for a fun and fact-filled conversation about lead generation, sales meeting success, employee motivation, and...

Erick and Rich discuss MSP-as-a-Service, a new outsourcing option for newcomers to managed services and existing MSPs who need more time to go all-in on building an AI practice, plus three practical steps any MSP can take to ensure they’re dedicating time to growth, margin protection, and leadership instead of fighting fires all day. Then they’re joined by ex-MSP and current thought leader Alex St...

Erick and Rich talk about why Slide’s Series B funding round, the MSP Well initiative, and GTIA’s 2026 Community and Councils Forum all underscore why community is more important than ever in the channel. Then Erick explains why reviewing client profitability on anything other than a company-by-company basis is guesswork, and Rich speaks with GTIA research czar Carolyn April about the 2026 State o...

Erick and Rich discuss recent evidence about security awareness and alert fatigue that show why outsourced, AI-based automation must play a critical part in how MSPs protect their clients, as well as practical ways to enforce proper security with your clients rather than rely on the good intentions of their employees. Then they’re joined by Robin Ody of Omdia for an in-depth conversation about the...

Erick and Rich discuss the right and wrong way to think about automating customer relationships with AI, as well as the connection between scalable service delivery and attractive exit prices. Then they’re joined by ScalePad CEO Chris Day for a deep dive into some of the surprising findings in that company’s recent MSP Trends report. And finally, one last thing: prepping for your performance revie...

Erick and Rich discuss the reasons MSPs need to be implementing AI automation tools and the risk limits they should consider when doing so, as well as concrete strategies for growing profits and exit value by simplifying your tool stack and customer base. Then they’re joined by Pinar Ormeci of Lexful to discuss that company’s ambitious new AI-native system of record for MSPs. And finally, one last...

Erick and Rich discuss why the channel’s AI maturity is stuck in a three-year rut according to IDC and what MSPs can do about it, plus strategies for converting focus and discipline into accelerated growth. Then they’re joined by the managing director of partner programs for Google Cloud, Phil Larson, for an insider’s take on opportunities for MSPs in cloud and AI. And finally, one last thing: how...

Erick and Rich discuss Lexful’s ambitions to build the ultimate AI-native data repository for MSPs, as well as proven strategies for updating your managed services prices between renewals. Then they’re joined by M&A expert Abraham Garver of FOCUS Investment Banking for an insider’s take on today’s exit environment for MSPs and the rise of “mega mega” MSPs with nine-figure top lines. And finall...

Erick and Rich discuss the impact that security and AI maturity are having on MSP valuations and three concrete techniques for increasing valuations by increasing EBITDA. Then they’re joined by Michael Assraf, CEO and founder of Flamingo, to explore that company’s unconventional open-source approach to MSP tooling. And finally, one last thing: A data-based look at the most overused buzzwords in em...

Erick and Rich discuss what ConnectWise buying zofiQ says about the future of AI automation and tool stacks for MSPs and how to make sales excellence as important a part of your culture as technical excellence. Then they’re joined by two top executives from Thread for an inside look at AI-powered service desk automation from a leading vendor in the field. And finally, one last thing: an incident i...