Craig Willard

MSP After Hours

Whether you're a seasoned MSP veteran or just stepping into the captivating world of managed services, "MSP After Hours" is your source for compelling stories, expert advice, and unfiltered conversations. Join us as we challenge the status quo, embracing the unexpected, and forging new paths when others choose to follow the crowd. Delve into the fusion of technical prowess and human psychology that drives success in managed services. From decoding operations to navigating the human psyche, we're your compass in a landscape where innovation meets introspection.

Autor

Craig Willard

Categoría

Business

Web del podcast

mspafterhours.com

Último episodio

21 de oct. de 2025

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Episodios

EP9 The Identity Crisis of Most MSPs (and what to do about it) 21.10.2025

Get my book THE HIGH PERFORMANCE MSP https://a.co/d/iy2Pb3Q Get by book PROFIT BY TIME https://a.co/d/ihftXpy Summary In this conversation, Craig Willard discusses the critical importance of identity for Managed Service Providers (MSPs). He emphasizes that many MSPs lack a clear identity, which leads to confusion in pricing, service offerings, and client relationships. Willard provides tactical st...

EP8 The Myth of the Loyal Client (And What To Do About It) 21.10.2025

Get my book THE HIGH PERFORMANCE MSP https://a.co/d/iy2Pb3Q Get by book PROFIT BY TIME https://a.co/d/ihftXpy Summary In this conversation, Craig Willard discusses the misconceptions surrounding client loyalty in Managed Service Providers (MSPs). He emphasizes that true loyalty is not derived from long-term contracts but from genuine relationships built on trust, communication, and responsiveness....

EP7 Stop Including Microsoft 365 in your stack 21.10.2025

Get my book THE HIGH PERFORMANCE MSP https://a.co/d/iy2Pb3Q Get by book PROFIT BY TIME https://a.co/d/ihftXpy Summary In this conversation, Craig Willard discusses the challenges and implications of bundling Microsoft 365 with managed services. He argues that while bundling may seem convenient, it can lead to complications with pricing, renewals, and profit margins. Willard advocates for separatin...

EP6 Mastering MSP Proposals: Avoiding the Weeds, The Art of Framing Services for Clients 21.10.2025

Get my book THE HIGH PERFORMANCE MSP https://a.co/d/iy2Pb3Q Get by book PROFIT BY TIME https://a.co/d/ihftXpy In this conversation, I emphasize the importance of avoiding technical jargon in MSP proposals and instead focusing on client experience and outcomes. I discuss how getting into the weeds can undermine trust and lead to clients viewing MSPs as mere vendors rather than strategic partners. B...

EP5 The Cost of Saying YES in Your MSP! 21.10.2025

Get my book THE HIGH PERFORMANCE MSP https://a.co/d/iy2Pb3Q Get by book PROFIT BY TIME https://a.co/d/ihftXpy Summary In this conversation, Craig Willard discusses the detrimental effects of saying yes too often in the Managed Service Provider (MSP) industry. He emphasizes that while saying yes may seem like good customer service, it often leads to hidden costs that affect margins, team morale, an...

EP4 The 7 Laws of Building MSP Services 21.10.2025

Get my book THE HIGH PERFORMANCE MSP https://a.co/d/iy2Pb3Q Get by book PROFIT BY TIME https://a.co/d/ihftXpy Most MSPs build their services the wrong way...chasing tools, customizing packages for every client, and believing vendor hype. The result? Chaos, weak margins, and constant firefighting. In this episode of MSP After Hours, I break down the 7 Laws of Building MSP Services: Identity shapes...

EP3 Why Your MSP Keeps Getting Bad Clients (Hard Truth Inside) 21.10.2025

Get my book THE HIGH PERFORMANCE MSP https://a.co/d/iy2Pb3Q Get by book PROFIT BY TIME https://a.co/d/ihftXpy Bad clients aren’t just a headache—they’re a business killer. In this episode of MSP After Hours, I break down why so many MSPs end up with clients who nickel-and-dime, blow up the helpdesk, and drain profit… and how to stop it. Most MSPs think bad clients are just part of the business. Bu...

EP2 The High Performance MSP: Why Your Business Growth Starts With Your Mindset 21.10.2025

Get my book THE HIGH PERFORMANCE MSP https://a.co/d/iy2Pb3Q Get by book PROFIT BY TIME https://a.co/d/ihftXpy Most MSP owners think their biggest problem is tech. It’s not your stack, your tools, or even your technicians. The real bottleneck? It’s you — the owner. In this episode of MSP After Hours, Craig Willard shares lessons from his new book The High Performance MSP and reveals how upgrading y...

EP1 Why Your MSP Pricing Sucks (and What To Do About It) 14.10.2025

Get my book THE HIGH PERFORMANCE MSP https://a.co/d/iy2Pb3Q Get by book PROFIT BY TIME https://a.co/d/ihftXpy Most MSPs think their biggest problem is sales, tools, or talent shortages. But the truth? Your pricing is holding you back. In this episode of MSP After Hours, I break down why most MSP pricing models fail — and what you can do about it. 💡 Here’s what you’ll learn: The #1 mistake MSPs ma...

MSP Education: Cyber Insurance vs. Cyber Warranty with Nick Wolf 28.03.2024

As an MSP owner, I've started to hear more about cyber warranties. Honestly, at first thought, I went straight for "Gimmick" and blew it off. After having this conversation, I now understand how and where cyber warranties fit in.. Listen in as Nick and I discuss!

Why MSP's do not sell Cybersecurity... and how to change that! 31.01.2024

MSPs are struggling to sell Cybersecurity and I wanted to know why. So, I created a poll in a Facebook group seeking answers. While I didn't find the answers surprising, I did feel that the "reasons" MSP's are not selling cybersecurity are pretty easy to overcome, they just need to know how. In this video, that's exactly what I do. Find this on Youtube

MSP staff-centric conversation with Eric Anthony of All Things MSP 18.01.2024

MSP staff-centric conversation did not go as I thought it would. You really need to listen to Eric talk from a perspective he doesn’t often talk from. This is a very good deep dive! Enjoy! Topics: MSP employees and the level of RISK they represent along with the potential consequences of the access they have Do you have the right staff? How can MSP business owners and leaders communicate to their...

What MSPs need to know about Cyber Insurance and how they can generate more revenue with it 17.11.2023

Cyber liability insurance has created a really neat place for MSPs. In this episode, I discuss how to teach your clients about cyber insurance, what to look for, what to avoid, and how the MSP can generate more revenue through the utilization of cyber insurance.  Bonus material.. if you have never presented on Cyber Insurance, please feel free to utilize my template to get started..

Listen in on Justin T. Esgar and I talk “New York Style” about Acquisitions.  31.10.2023

If you have never met Justin, he just does things his way… and he’s hilarious!  From Puppeteering to how he F*’d up three (3) different acquisitions, there is so much to be entertained with.  It was a great time having Justin come on! Find this podcast on Apple, iHeart Radio, Spotify and Google Podcast

Digging in with Burak Sarac about all things MSP Operations 11.10.2023

Burak joins me to discuss some hot topics surrounding the MSP industry. Should you lead with IT support or Security in your prospecting conversations How to arm yourself to decrease objections in the sales process The truth about those 300+ per-user rates What about site fees? How to handle new projects for new clients How to handle pricing adjustments (newly covered devices, users, and more) with...

Should you be doing pre-sales cybersecurity risk assessments? 05.10.2023

Pre-sales cybersecurity risk assessments have been a hot topic lately. I'd like to share our experience of performing these assessments over the past 5 years and where we landed on this topic. Find this podcast on Apple, iHeart Radio, Spotify and Google Podcast

MSP Legal Discussion and M&A Banter 15.09.2023

Daniel Whitehouse, Esq., an MSP/Technology Attorney with Whitehouse-Cooper.com breaks down MSPs driving client policies, Agreements, Cyber Insurance applications, and even mergers and acquisitions. A must listen for IT Managed Service Providers

Discussing IAM, PAM, MFA and more with Nick Wolf 31.08.2023

In this episode, I discuss IAM, PAM, MFA and more with Nick Wolf.

Fear-Bases selling and Cyber Insurance Banter with Art Gross 23.08.2023

In this episode, I speak with Art Gross discussing Fear-Based selling, Experience-based selling and Cyber Insurance... Send in a voice message if you have a topic you would like covered, feedback on the show or anything else for that matter!! https://podcasters.spotify.com/pod/show/msp-afterhours/message

Moving from Break/Fix to MSP, Pricing and other MSP bander with Nathan Kaminsky 17.08.2023

In this episode, I chat with Nathan Kaminsky who owns and operates IT-THIS Consulting. He talks about moving from Break/Fix over to MSP, how he prices his services and more..

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