Most organizations rely on a jump box as the “secure” gateway into their Linux environment. But once you SSH into the jump box… what happens next?
Do you SSH again into the target system?
Or do you run remote commands from the jump box?
Which one is actually safer?
Which one leaves a better audit trail?
Which one exposes you to more lateral movement risk?
Most teams have never formally answered these questions—they just follow whatever pattern evolved organically over the years. And that’s exactly where security gaps creep in.
In my upcoming Real Training for Free session, I’m going to break down:
- The two fundamentally different workflows for jump box–based administration
- The hidden risks in “SSH → SSH again” patterns
- Why remote command execution sounds safer but often isn’t
- How SSH authentication, agent forwarding, and key handling change the risk picture
- Where sudo fits into this architecture—and where it doesn’t
- Why these legacy patterns struggle at enterprise scale
- And how modern privilege management tools (like BeyondTrust) close the gaps
If your Linux environment uses a jump box—and almost every enterprise does—this is the session that will finally give you a clear, defensible answer to “What’s the right way to do this?”
Register now and join us for a deep dive into real‑world SSH and sudo security—not the idealized version, but the way it actually works in large environments.
CAN'T MAKE THE LIVE EVENT? REGISTER ANYWAY TO GET THE RECORDED VERSION.
Title: Did you design your jump box access—or did it just evolve?
Date: Thursday, February 26, 2026 1:00 - 2:30 PM ET
This is real training.
Space is limited.
Reserve your Webinar seat now at:
https://www.ultimatewindowssecurity.com/webinars/register.aspx?id=3790
Need CPE credit for this live webinar or any other live webinar you've attended in the past? Just visit www.UltimateWindowsSecurity.com, click on the Webinars section, and then the link for CPE credit transcript. If your email address has changed due to a job change or any other reason, click here to update it.
Thanks as always for reading and best wishes on security,
Randy Franklin Smith
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