Carson Easterling

Dad to 6 | Married to Super-Woman | Seller of IT Services (managed or co-managed)

[Carson Easterling @CarsonEsterling]

Check out the latest article in my newsletter: The 3 MSP Models I See (And Which One Actually Works) https://t.co/22492cy02z via @LinkedIn

[BleepingComputer @BleepinComputer]

Fortinet admins are seeing attackers exploiting a patch bypass for a previously fixed FortiGate authentication bypass (CVE-2025-59718) to hack patched firewalls.
https://t.co/CbX91QZWT5

[Carson Easterling @CarsonEsterling]

I don’t remember most of my past. But I remember the work. I moved fast through wins, losses, and challenges.
Always forward.
That pace helped me survive (myself). It also meant I rarely stopped to reflect.
As the year wraps, I’m learning to slow down without losing the drive.

[Carson Easterling @CarsonEsterling]

Most teams aren’t scared of AI.
They’re scared of what their data might do once AI touches it.

[Carson Easterling @CarsonEsterling]

Every CFO wants cost control.
Every CIO wants less chaos.
A tool audit solves both.

[Carson Easterling @CarsonEsterling]

Shadow IT isn’t “rogue employees.”
It’s employees trying to get their job done faster.
Your job is to make sure it doesn’t break the company.

[Carson Easterling @CarsonEsterling]

The biggest risks aren’t hiding.
They’re sitting in plain sight.
Unpatched devices.
Old accounts.
SaaS apps no one remembers buying.
Clean that up and half your security worries disappear.

[Carson Easterling @CarsonEsterling]

@TexansCommenter What happens when your ass is powdered for years. Chiefs soft.

[Carson Easterling @CarsonEsterling]

One quiet IT question always shows up when considering a MSP: “Can they solve our bandwidth issues without stepping on toes?”
It’s not about tech — it’s politics.
Help only works if it doesn’t create friction.
Ignore that, and you lose the deal before it starts.

[Carson Easterling @CarsonEsterling]

@Matt_Pinner

[Carson Easterling @CarsonEsterling]

The riskiest environments I see are the ones missing rhythm.
No weekly checks.
No monthly reviews.
No quarterly documentation updates.
No predictable cadence.
Consistency = stability.
Tools = amplification.
Ppl mix these up all the time.

[Carson Easterling @CarsonEsterling]

A quiet but very real question in every MSP eval:
“Will this make me look good to my boss?”
IT leaders carry the risk.
They choose partners who lower it.

[Carson Easterling @CarsonEsterling]

Every IT leader asks this when considering outside help (even if they won’t say it):
“Are these guys actually better than what we have?”
It’s the first filter.
They’re not comparing tools. They’re comparing relief.
If you can’t answer this for them, nothing else matters.

[Carson Easterling @CarsonEsterling]

Small teams don’t hold on to tasks because they want control. They hold on because handing things off feels riskier. The question they’re asking themselves:
“Will this be done right if I’m not watching it?”
Fix that trust gap and capacity opens up fast.

[Carson Easterling @CarsonEsterling]

@natolisnuggets Chile flavor is killer

[Carson Easterling @CarsonEsterling]

Check out the latest article in my newsletter: The MSP Sales Problem https://t.co/CG2hJEmUbe via @LinkedIn

[Carson Easterling @CarsonEsterling]

Compliance isn’t scary. Reactive compliance is.
You already run on rhythms—payroll, reviews, renewals.
IT needs the same rhythm.
Not a 3" or 4" binder. A monthly/quarterly cadence.
Compliance-as-a-service = cadence.

[Carson Easterling @CarsonEsterling]

If your stack has 100+ apps, there’s a good chance no one knows what half of them do. SaaS has become the Wild West. Before you buy new tech, clean up the tech you already pay for.

[Carson Easterling @CarsonEsterling]

@honeymoon250 quiet time.

[Carson Easterling @CarsonEsterling]

The “we’ll get to it later” approach to cyber risk is killing SMBs. 94% were hit at least once last year. A hit +/- $50K can close the doors. You don’t need a giant solution—you just need a program that keeps the basics tight, every month, not annually.