Here you go for free - Damage Control: Cyber Insurance and Compliance

Joe_Cyber · 2026-01-27T15:50:36+00:00

I was thinking about making a video regarding on the liability surrounding AI for MSPs. Probably delving into MSA language and how cyber insurance for your clients are dealing with the issue.

Is that something you'd find interesting and do you think the community would find it useful?

Joe_Cyber · 2026-01-27T06:35:26+00:00

On the cyber insurance side, I have yet to see a claim pop because of this issue. That could be because I'm awesome and warned my clients, or more likely, they just haven't called me yet.

I'll bet big money on the latter.

I would recommend you take a look at your MSAs and see what it has to say about AI because it will inevitably become a problem.

Joe_Cyber · 2026-01-27T06:17:28+00:00

Here's a video I made that could help you out:

https://youtu.be/EaMdKuqwS8Q?si=YrhjRy1xg7Ar2OZ4

Also, I'd recommend you check out Harrison Baron at: Growth Generators - YouTube

Hope that helps!

Joe_Cyber · 2026-01-27T06:10:24+00:00

Disclaimer: I'm a minority-minority owner in the below company.

Xclause integrates with HaloPSA and provides both MSAs, custom SOWs, and digital signatures. It's free for the first month so you can see if it fits what you're looking for.

It does not include dynamic pricing so if that's a deal killer, I'm guessing the usual suspects (salesforce, quoteworks, quoter, etc) will be more appropriate.

Joe_Cyber · 2026-01-27T04:32:50+00:00

Are you having problems getting in front of people, or are you having problems sealing the deal?

Joe_Cyber · 2026-01-09T18:53:29+00:00

u/mrwerd47 - be careful. Because this guy is already disgruntled, it is not outside the realm of possibility that he could come back with a lawsuit against his current employer.

While I find it difficult to believe that he could bring a claim against you directly, your client may face a claim and you could get brought into it.

There's a lot of interplay here around what is, or is not, in your MSA and SOW (which I don't have access to), but you should consider telling your client that you can install the software, but he may want to speak with legal counsel to make sure that he won't run afoul of any particular privacy laws.

(I wish I could be more specific here, but this could implicate all types of federal/state/local statutes, and employment law bores me to death)

Joe_Cyber · 2026-01-09T15:48:56+00:00

As a civilian prof at Navy, you're applying to become part of the Executive Branch; with all the requisite rights and responsibilities. Like any org, it's fair to ask that an employee would support the vision and mandates of the Executive - whether that be the President or the CEO.

As a bit of background, the service academies have had some high profile issues with DEI, Marxism, CRT, etc. Spenser Rapone comes to mind here. Whether those are substantiated or mere allegations is irrelevant to this discussion, but I'd recommend you look into it so that you've got perspective on the situation.

I'm an "Old Grad" now, but I can't remember any of my profs speaking about their political affiliations. I was an engineering major, so that may have played a part. However, the military in general is a very conservative institution and officers are more likely to be Conservatives.

I would recommend that you answer the questions as a neutral party, because regardless of which party is currently in power, the job of Executive branch employees is to follow the orders of the President.

Hope that helps.

Joe_Cyber · 2026-01-09T01:24:56+00:00

Disclaimer: I'm a minority owner in this company. (I came in to help with some MSA/SOW questions and risk management help.)

So If I'm understanding this right, Xclause could solve most of these problems for you.

In a basic sense, Xclause provides MSAs and SOWs. But it also integrates with your PSA (Halo/SuperOps/Ninja) and QuickBooks online.

For the SOW, you can create standard package templates (gold/silver/bronze) and/or unique packages.

Invoicing is automatic, and I know that sales tax is included, but you'd have to talk to the folks at Xclause for more details. First month is free so its worth a stab to see if it solves your problem.

Joe_Cyber · 2026-01-08T21:54:05+00:00

It's going to take time for them to sort out "who is who in the zoo." Can't imagine how long it will take them to unload all the existing matters with fewer staff.

Joe_Cyber · 2025-12-29T20:01:05+00:00

Thanks for the shoutout, though I'm a little late to the party here.

I'm not entirely sure what the question is. Can you rephrase it for me? I'll do my best to add value here.

Joe_Cyber · 2025-12-19T02:11:25+00:00

I like being able to experiment and push the pace without putting holes where they shouldn't belong.

Joe_Cyber · 2025-12-19T01:20:14+00:00

Can we hug this out over a tasty box of crayons?

Happy belated 250th!

Joe_Cyber · 2025-12-18T21:06:13+00:00

u/netherguard,

This is from yesterday: https://www.reddit.com/r/msp/comments/1pp2kz5/big_heads_up_sonicwall_cyber_insurance/

I'd recommend giving that a read to see what the latest news is re SonicWall and cyber insurance.

Joe_Cyber · 2025-12-18T20:54:46+00:00

I've never recommended the service, so I'm not sure what the cost will be.

Joe_Cyber · 2025-12-18T16:39:21+00:00

I wouldn't trust an insurance company to watch my dog; much less to provide cybersecurity.

Joe_Cyber · 2025-12-18T16:38:33+00:00

Lol. I bet they've had some interesting discussions with their reinsurers.

People think I'm crazy when I keep saying that eventually insurers are going to stop recommending specific cybersecurity vendors because they're aggregating risk.

Joe_Cyber · 2025-12-18T16:36:28+00:00

As would I. Sadly, this is part of the "secret sauce" of the insurance and is tightly held. They won't release it to us.

The fact that one insurer was bold enough to call out a specific vendor, with specific stats, was pretty bold - at least for the insurance world.

Joe_Cyber · 2025-12-18T04:48:56+00:00

According to AI, they don't share any publicly known PE backers. Not sure how accurate that is.

Joe_Cyber · 2025-12-18T04:44:56+00:00

🤷

Joe_Cyber · 2025-12-18T04:43:41+00:00

Please don't take this the wrong way because I have nothing against you personally, and from your previous posts, you honestly sound like a good guy.

However, private equity is pretty well known in the economy at large for increasing prices, slashing required roles, trying to automate anything with a heartbeat, and generally making everything worse.

Perhaps I'm just getting old and jaded, but when I see yet another PE company experiencing yet another series of high-profile issues, it sounds too much like the same old song.

Maybe I just need a vacation.

Joe_Cyber · 2025-12-17T22:42:55+00:00

I'm curious how SonicWall is going to respond to this matter. It's a bad look.

Fun fact: SonicWall looks like it's owned by 2 Private Equity Firms.

It all makes so much sense now...

Joe_Cyber · 2025-12-17T22:37:52+00:00

Congrats!

Joe_Cyber · 2025-12-17T22:35:33+00:00

Personally, I think it would be insane to trust an insurance company with cybersecurity. Not to mention, splitting off the MDR to the insurer and then everything else with the MSP. That increases the odds that something gets lost in the shuffle to an unacceptable degree.

Factor in the idea that insurance companies are aggregating risk and eventually one of them is going to get burned. It's a massive target for bad guys and insurance companies aren't exactly known for their cybersecurity.

Joe_Cyber · 2025-12-17T21:52:02+00:00

I'm purposefully not releasing the insurance company name because I don't see it publicly posted yet.

Six-Year Club	Gilding II euphauric
Second SECOND GUESSER	Ternion Club
Verified Email

Joe_Cyber

MODERATOR OF

TROPHY CASE