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Red Sentry

Human-led penetration testing that goes beyond compliance and simulates real attacks.

05/28/2026

CMMC requirements are evolving fast, and many organizations are still trying to understand what actually applies to them, especially subcontractors and companies within the Defense Industrial Base.

To help cut through the confusion, Red Sentry is hosting a live AMA alongside Secureframe and Redspin focused on practical conversations around today’s CMMC landscape, common compliance challenges, and how organizations can realistically prepare.

Joining the discussion:
• Marc Rubbinaccio from Secureframe, a cybersecurity and compliance leader with extensive experience across CMMC, FedRAMP, SOC 2, PCI-DSS, and ISO 27001.
• Robert Teague from Redspin, a former U.S. Army leader and CMMC Certified Lead Assessor with more than 30 years of experience supporting federal cybersecurity and Defense Industrial Base initiatives.

No slides. No sales pitch. Just real answers and open discussion.

📍 June 11 at 1 PM EST

Registration link in the first comment.

05/28/2026

𝗪𝗲𝗯 𝗮𝗽𝗽 𝘀𝗲𝗰𝘂𝗿𝗶𝘁𝘆 𝗶𝘀 𝗻𝗼 𝗹𝗼𝗻𝗴𝗲𝗿 𝗮𝗯𝗼𝘂𝘁 𝗳𝗶𝘅𝗶𝗻𝗴 "𝗯𝗮𝗱 𝗰𝗼𝗱𝗲." 𝗜𝘁’𝘀 𝗮𝗯𝗼𝘂𝘁 𝗱𝗲𝗳𝗲𝗻𝗱𝗶𝗻𝗴 𝗮 𝗯𝗿𝗼𝗸𝗲𝗻 𝗲𝗰𝗼𝘀𝘆𝘀𝘁𝗲𝗺.

In 2026, the threat landscape has fundamentally shifted. Attackers aren't hunting for isolated bugs in your proprietary code; they are exploiting the sheer interconnectedness of your digital supply chain.

Legacy scanners will call your code "clean", but they miss the architectural flaws that modern adversaries target.

𝗧𝗵𝗲 𝟯 𝗯𝗶𝗴𝗴𝗲𝘀𝘁 𝗯𝗹𝗶𝗻𝗱 𝘀𝗽𝗼𝘁𝘀 𝗶𝗻 𝘆𝗼𝘂𝗿 𝗲𝗰𝗼𝘀𝘆𝘀𝘁𝗲𝗺 𝗿𝗶𝗴𝗵𝘁 𝗻𝗼𝘄:

- 𝗔𝗣𝗜 𝗖𝗵𝗮𝗼𝘀: Modern apps are fragments held together by APIs. Attackers skip the front door and exploit weak authentication on minor backend services.
- 𝗖𝗜/𝗖𝗗 𝗣𝗶𝗽𝗲𝗹𝗶𝗻𝗲𝘀: Fast deployment speeds create massive targets. If an attacker compromises a pipeline tool or developer credentials, they compromise your entire build process.
- 𝗧𝗵𝗶𝗿𝗱-𝗣𝗮𝗿𝘁𝘆 𝗖𝗼𝗱𝗲: Most of your app wasn't written by your team. Open-source libraries and external scripts create a fragile web where one hijacked package compromises thousands of apps overnight.

Move away from once-a-year compliance checks. To survive, you need continuous, ecosystem-centric pe*******on testing that evaluates your APIs, CI/CD pipelines, and supply chain dependencies as a unified whole.

Read the full article below.

05/27/2026

Final part of our RSAC mini mics 🎤

During the happy hour we co-hosted with Rippling and Johanson Group LLP at RSAC Conference, the conversation somehow turned into:
– mustaches in IT
– why “I’m not trying to sell you anything” immediately sounds suspicious
– the importance of keeping humans in the loop in cybersecurity
– and AI bots intentionally programmed to tell terrible jokes

Honestly, probably the most accurate summary of RSAC possible 😭

One of the best parts of this series was seeing people drop the polished conference mode for a minute and just have real conversations. That’s exactly the vibe we wanted.

Huge shoutout to our very own Max Turner for hosting the mini mic chaos all week long.

And big thanks to everyone who stopped by to share a thought, a hot take, or just a laugh with us ❤️

05/20/2026

"𝗕𝘂𝘁 𝗼𝘂𝗿 𝗰𝗹𝗶𝗲𝗻𝘁 𝗽𝗼𝗿𝘁𝗮𝗹 𝗶𝘀 𝗲𝗻𝗰𝗿𝘆𝗽𝘁𝗲𝗱!"

Relying solely on encryption (HTTPS) is like locking your front door but leaving the back window wide open. Encryption creates a secure tunnel to stop eavesdroppers, but it 𝗱𝗼𝗲𝘀 𝗻𝗼𝘁 𝘃𝗲𝗿𝗶𝗳𝘆 𝘁𝗵𝗲 𝘀𝗮𝗳𝗲𝘁𝘆 𝗼𝗳 𝘁𝗵𝗲 𝗳𝗶𝗹𝗲𝘀 𝗽𝗮𝘀𝘀𝗶𝗻𝗴 𝘁𝗵𝗿𝗼𝘂𝗴𝗵 𝗶𝘁. In fact, it actually hides malicious traffic from basic security tools.

For law firms managing digital paperwork, this blind spot is a goldmine for hackers.
Without strict validation, a client portal is vulnerable to 𝗨𝗻𝗿𝗲𝘀𝘁𝗿𝗶𝗰𝘁𝗲𝗱 𝗙𝗶𝗹𝗲 𝗨𝗽𝗹𝗼𝗮𝗱, allowing cybercriminals to disguise malicious scripts as PDFs.

Once inside your server, attackers can:

- 𝗗𝗲𝗽𝗹𝗼𝘆 𝗥𝗮𝗻𝘀𝗼𝗺𝘄𝗮𝗿𝗲: Freeze your operations entirely.
- 𝗘𝘅𝗳𝗶𝗹𝘁𝗿𝗮𝘁𝗲 𝗗𝗮𝘁𝗮: Steal M&A plans, IP, and privileged communications.
- 𝗜𝗻𝗳𝗶𝗹𝘁𝗿𝗮𝘁𝗲 𝗡𝗲𝘁𝘄𝗼𝗿𝗸𝘀: Gain a permanent backdoor into your billing and email systems.

Law firms hold the "keys to the kingdom." To protect your reputation and your clients, you must move beyond the basic padlock icon.

𝟯 𝗦𝘁𝗲𝗽𝘀 𝘁𝗼 𝗦𝗲𝗰𝘂𝗿𝗲 𝗬𝗼𝘂𝗿 𝗙𝗶𝗿𝗺:
- 𝗦𝘁𝗿𝗶𝗰𝘁 𝗙𝗶𝗹𝗲 𝗩𝗮𝗹𝗶𝗱𝗮𝘁𝗶𝗼𝗻: Scan and verify files before they hit your server.
- 𝗟𝗲𝗮𝘀𝘁 𝗣𝗿𝗶𝘃𝗶𝗹𝗲𝗴𝗲 𝗣𝗲𝗿𝗺𝗶𝘀𝘀𝗶𝗼𝗻𝘀: Restrict web app capabilities to stop unauthorized code ex*****on.
- 𝗖𝗼𝗻𝘁𝗶𝗻𝘂𝗼𝘂𝘀 𝗣𝗲𝗻𝗲𝘁𝗿𝗮𝘁𝗶𝗼𝗻 𝗧𝗲𝘀𝘁𝗶𝗻𝗴: Find the flaws before a hacker does.

Stop guessing if your legal tech is secure.

Read our full breakdown below.

05/18/2026

Most companies treat SOC 2 like a stressful annual scavenger hunt.
But what happens when compliance becomes operational instead of manual?

Tomorrow, we’re dropping a new episode of Ctrl-Alt-Secure with Emma Lawler and AJ Yawn from Rippling, where we dive into:
• Why traditional compliance drains teams
• How automation changes the audit experience
• The role of first-party data in modern GRC
• Why auditor independence still matters
• What it looks like to engineer compliance instead of chasing screenshots

A really interesting conversation on where compliance and security operations are headed next.

Full episode drops tomorrow. Stay tuned!

05/15/2026

At some point, every founder hears:
“You need SOC 2 before we can move forward.”

And suddenly, you’re spending more time screenshotting compliance than actually building.

We’ll be talking about exactly that with Rippling and Johanson Group LLP at Salesforce Tower on June 3: How startups can become enterprise-ready without slowing everything down.

And since we’ll already be in SF… we’re also co-hosting a happy hour that same week 🍸

Matias Donnet and Michael Shelton from our team will be there - come say hi!

📍 SF | June 2 & 3
👉 Links in the first comment.

05/14/2026

Part 2 of our RSAC mini mics 🎤

Back at RSAC Conference during the happy hour we co-hosted with Rippling and Johanson Group LLP, we kept asking people what’s actually happening in cybersecurity right now.

Some of the takes this round:
– Computer science students are getting more into writing
– Mostly because everyone’s trying to get better at AI prompting
– AI is powerful, but definitely comes with risks
– And apparently, a “free trip” email is still a pretty convincing phishing lure 👀

Honestly, these were some of our favorite moments from RSAC. Just real conversations, real opinions, and people having fun with it.

Big thanks to everyone who jumped in to share thoughts and laughs with us!

Last part coming soon 👀

05/12/2026

𝗬𝗼𝘂𝗿 𝗠𝗙𝗔 𝗶𝘀𝗻’𝘁 𝘁𝗵𝗲 "𝗦𝗶𝗹𝘃𝗲𝗿 𝗕𝘂𝗹𝗹𝗲𝘁" 𝘆𝗼𝘂 𝘁𝗵𝗶𝗻𝗸 𝗶𝘁 𝗶𝘀.

The old "castle and moat" strategy is dead. Today, 𝗜𝗱𝗲𝗻𝘁𝗶𝘁𝘆 𝗶𝘀 𝘁𝗵𝗲 𝗻𝗲𝘄 𝗽𝗲𝗿𝗶𝗺𝗲𝘁𝗲𝗿—and the wall is cracking.

While MFA blocks 99% of bulk attacks, sophisticated attackers aren't "breaking" your security anymore. They’re simply riding the wave of your successful login.

𝗛𝗼𝘄 𝘁𝗵𝗲𝘆 𝗯𝘆𝗽𝗮𝘀𝘀 𝘁𝗵𝗲 𝘀𝗵𝗶𝗲𝗹𝗱:

- 𝗔𝗶𝗧𝗠 𝗔𝘁𝘁𝗮𝗰𝗸𝘀: Intercepting session tokens in real-time to "clone" your authenticated state.
- 𝗠𝗙𝗔 𝗙𝗮𝘁𝗶𝗴𝘂𝗲: Weaponizing human psychology through push-notification spam until a user hits "Approve."
- 𝗦𝗲𝘀𝘀𝗶𝗼𝗻 𝗛𝗶𝗷𝗮𝗰𝗸𝗶𝗻𝗴: Using malware or XSS to steal cookies, bypassing the login process entirely.

𝗧𝗵𝗲 𝗠𝗼𝘃𝗲 𝘁𝗼 𝗣𝗵𝗶𝘀𝗵𝗶𝗻𝗴-𝗥𝗲𝘀𝗶𝘀𝘁𝗮𝗻𝗰𝗲

If identity is where attacks start and end, we need stronger materials:
- 𝗙𝗜𝗗𝗢𝟮/𝗪𝗲𝗯𝗔𝘂𝘁𝗵𝗻: Hardware keys that make interception impossible.
- 𝗖𝗼𝗻𝗱𝗶𝘁𝗶𝗼𝗻𝗮𝗹 𝗔𝗰𝗰𝗲𝘀𝘀: Evaluating device health and context, not just a password.
- 𝗖𝗼𝗻𝘁𝗶𝗻𝘂𝗼𝘂𝘀 𝗠𝗼𝗻𝗶𝘁𝗼𝗿𝗶𝗻𝗴: Because security shouldn't end once the "Login" button is clicked.

𝗦𝘁𝗼𝗽 𝘄𝗼𝗻𝗱𝗲𝗿𝗶𝗻𝗴 𝗶𝗳 𝘆𝗼𝘂𝗿 𝗠𝗙𝗔 𝗶𝘀 𝗲𝗻𝗼𝘂𝗴𝗵. 𝗦𝘁𝗮𝗿𝘁 𝗸𝗻𝗼𝘄𝗶𝗻𝗴.

Our Web App pentesting services expose the logic flaws and authentication gaps that automated tools miss. Let’s stress-test your perimeter before an attacker does.

Read the full article below.

05/11/2026

Everyone says they want to “streamline SOC 2.”

But most teams are still doing this:
- screenshot by screenshot
- spreadsheet by spreadsheet
- audit panic once a year
At some point, compliance became more about proving systems work than actually making them better.

In our upcoming 𝗖𝘁𝗿𝗹-𝗔𝗹𝘁-𝗦𝗲𝗰𝘂𝗿𝗲 episode with AJ Yawn and Emma Lawler from Rippling, we’re talking about why GRC needs a mindset shift:

What if SOC 2 wasn’t treated like a painful annual project… but like a living product that continuously evolves?

We get into:
– Why the 1st and 5th SOC 2 are both painful
– Why audits shouldn’t define your year
– How to move evidence collection to where the evidence already lives
– And why it’s time to stop screenshotting compliance

Here’s a little sneak peek 🎥

Full episode dropping soon - release date announcement coming shortly.

05/08/2026

𝗜𝘀 𝘆𝗼𝘂𝗿 𝗔𝗜 𝗰𝗵𝗮𝘁𝗯𝗼𝘁 𝗮 "𝗵𝗶𝗴𝗵-𝘀𝗽𝗲𝗲𝗱 𝗵𝗶𝗴𝗵𝘄𝗮𝘆" 𝗳𝗼𝗿 𝗵𝗮𝗰𝗸𝗲𝗿𝘀?

Organizations are racing to "bolt on" LLMs, but we’re repeating the mistakes of the SQL injection era. The new threat is 𝗣𝗿𝗼𝗺𝗽𝘁 𝗜𝗻𝗷𝗲𝗰𝘁𝗶𝗼𝗻, where hackers use simple prose to hijack your system.

𝗪𝗵𝘆 𝗱𝗼𝗲𝘀 𝗶𝘁 𝗵𝗮𝗽𝗽𝗲𝗻:

- 𝗣𝗿𝗼𝘀𝗲 𝗮𝘀 𝗖𝗼𝗱𝗲: Attackers use "polite" requests to trick AI into leaking data or bypassing auth.
- 𝗪𝗔𝗙𝘀 𝗮𝗿𝗲 𝗕𝗹𝗶𝗻𝗱: Traditional firewalls look for code, not natural language.
- 𝗧𝗵𝗲 "𝗖𝗼𝗻𝗳𝘂𝘀𝗲𝗱 𝗗𝗲𝗽𝘂𝘁𝘆": If your AI has API access, a hijacked prompt can trigger unauthorized actions.

𝗧𝗵𝗲 𝗦𝘁𝗿𝗮𝘁𝗲𝗴𝘆:
- 𝗠𝗶𝗻𝗶𝗺𝗶𝘇𝗲 𝗣𝗿𝗶𝘃𝗶𝗹𝗲𝗴𝗲: Don't give an LLM "write" access it doesn't need.
- 𝗛𝘂𝗺𝗮𝗻-𝗶𝗻-𝘁𝗵𝗲-𝗟𝗼𝗼𝗽: Confirm sensitive actions outside the AI interface.
- 𝗔𝗹𝘄𝗮𝘆𝘀-𝗼𝗻 𝗣𝗲𝗻𝘁𝗲𝘀𝘁𝗶𝗻𝗴: AI bypasses evolve daily; your testing must too.

𝗜𝗻𝗻𝗼𝘃𝗮𝘁𝗶𝗼𝗻 𝘀𝗵𝗼𝘂𝗹𝗱𝗻’𝘁 𝗺𝗲𝗮𝗻 𝗰𝗼𝗺𝗽𝗿𝗼𝗺𝗶𝘀𝗲.

Secure your web apps and shut down vulnerabilities before they’re exploited.

Check the full article here: https://dub.sh/WXUdSab

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