Linux terminal showing command 'sudo rm -rf /' followed by a lock icon
Business

What a Law Firm’s Ransomware Nightmare Can Teach Your Startup

I spend most of my time around developers who think “security” means:
npm audit
and a .env file that’s definitely in .gitignore file.

If you browse our (= Espresso Labs) pitch to law firms, you realized: the threat model we’re describing for a 40-person law firm is identical to the threat model for your bootstrapped SaaS, your dev agency, or your local accounting shop.
Only the data changes.
The attacker’s playbook doesn’t.

Here’s what I learned, and what I think every SMB owner and every engineer who’s ever been “the security person by default” should take from it.

Law firms are basically unencrypted API keys with a bar license

Think about what a law firm actually is, technically: a small team with admin access to an enormous amount of high-value, high-leverage data — M&A deal terms, litigation strategy, medical records, wire transfer instructions — protected by, in a lot of cases, the same IT hygiene as your uncle’s dentist office.
(It’s ugly – I know)

That mismatch between value of data and maturity of defenses is exactly what makes a target attractive, and it’s the same mismatch that makes early-stage startups attractive. You might not have client trust funds, but you’ve got:

Continue reading
Standard
Stone and wood arched doorway with glowing digital overlay showing a garden path and plants
Business

The Cheapest Way Into Your Business Isn’t Malware. It’s a Phone Call.

It’s 4:45 on a Friday.
Someone on your finance team gets a call.
The voice is calm, knows the CFO’s name, references a real invoice number, and just needs “one quick correction” on a wire transfer.
Ninety seconds later, the money is gone.

Nobody wrote a single line of malicious code to make that happen.

That’s not a scare story. It’s the new baseline. CrowdStrike found that 79% of detections in 2025 involved no malware at all — no virus, no exploit kit, nothing your antivirus was ever built to catch. The attacker just… logged in. Or called. Or asked nicely.

If you run a small or midsize business, 2026 is the year to stop thinking about cybersecurity as “did we install the right software” and start thinking about it as “can someone talk, click, or log their way into something they shouldn’t.”

Here’s what the data actually says, and what to do about it.

Continue reading
Standard
AI, Business

Building a CMMC Readiness Calculator That People Can Actually Finish

Most compliance tools look great in screenshots.

Far fewer are useful on a random Tuesday afternoon when someone in operations, IT, or leadership is trying to answer a simple question:

“How ready are we, really?”

That’s the problem we set out to solve.

Not certification.
Not auditing.
Not replacing consultants.

Just helping defense contractors get a realistic picture of their CMMC readiness before investing weeks of meetings, spreadsheets, and assessment calls.

The result is a simple CMMC Readiness Calculator that turns a short questionnaire into:

  • an estimated readiness score
  • an estimated SPRS score
  • a count of missing or partially implemented controls
  • a three-year compliance cost projection
  • a comparison between traditional and managed compliance approaches

Nothing magical.
Just useful.

Continue reading
Standard
Modern office building with digital graphic illustrating secure data, verified access, and network integrity
AI, Business

Bridging the Cybersecurity Gap for SMBs

I recently joined the MSP 1337 podcast with Chris Johnson to talk about something I’ve been thinking about for years:

Small and midsize businesses are being asked to operate with enterprise-level security expectations — without enterprise-level resources.

That gap is becoming impossible to ignore.
And AI is accelerating both sides of the problem.

Attackers are moving faster.
Infrastructure is becoming noisier.
Compliance requirements are multiplying.
Meanwhile, SMBs and MSPs are still expected to somehow manage everything with limited staff, fragmented tools, and endless alerts.

That model is cracking.

Btw, you can listen to it here:
Apple Podcasts
– Spotify

Continue reading
Standard
Business

Effortless Techmeme Summaries to Slack and Telegram

Every morning starts the same way: open Techmeme, scan headlines, open too many tabs, and somehow end up 20 minutes deep into something you didn’t mean to read.

That loop is the problem. Instead of trying to “summarize the internet” or build another bloated AI dashboard, this project does something much simpler: take a strong source, rank and summarize it, and deliver a clean digest to Slack or Telegram.

That’s it—and that’s why it works.

Continue reading
Standard
AI, Business

Why SMBs Struggle with Cybersecurity: The Real Challenges

I recently had a conversation on The Changelog, and it reinforced something I’ve seen over and over again:

SMB cybersecurity isn’t just hard — it’s structurally broken.

Not because people don’t care.
Not because tools don’t exist.
Because the entire model assumes resources that SMBs simply don’t have.

The uncomfortable truth

Security today is designed for enterprises and downsized for everyone else.
That doesn’t work.
Enterprise model:

  • Dedicated security teams
  • Time to triage alerts
  • Budget to stack tools

SMB reality:

  • One DevOps person wearing five hats
  • Compliance pressure (SOC 2, ISO 27001, CMMC…)
  • A pile of tools that don’t talk to each other

So what happens?

They install more tools…generate more alerts…and end up less certain about their security posture.
That’s the paradox.

Continue reading
Standard
Animated coffee cup with a spoon glowing magical shield against dark fiery monsters
AI, Business

SMB Cybersecurity Is Broken — Here’s What We’re Doing About It

SMB cybersecurity is a mess. Yes – It’s 2026 and it’s broken. Big time.

Too many tools.
Too many dashboards.
Too many alerts that nobody has time—or context—to act on.

And the result?
A false sense of security.

You can have RMM, MDM, EDR, SIEM, compliance tools… and still be exposed. Not because the tools are bad—but because the system is unworkable for the people actually running it.

Most small and mid-sized businesses don’t have a SOC.
They don’t have a dedicated security team.
They don’t have time to interpret 300 alerts a day.

What they have is:

  • An overstretched IT person (or MSP or the owner that is busy with 127 other things that are all urgent)
  • A growing attack surface
  • And a stack of tools that don’t talk to each other

That’s the real gap.

A Quick Look

We recently shared a glimpse of what we’re building here:

Continue reading
Standard
Fiery streams of data converting into a green neural network grid
AI, Business

Using LLMs to Find Security Bugs: A Practitioner’s Playbook

TL;DR

LLMs won’t replace AppSec.
They will dramatically compress the search space.

If you use them right:

  • Run multi-model analysis (Opus + GPT + Gemini)
  • Structure prompts around attack surfaces, not “find bugs”
  • Require PoCs or tests for validation
  • Trust only cross-model consensus or reproducible exploits

If you don’t do this, you’ll drown in false positives.


Security research has always been asymmetric.
Attackers need one bug; defenders need zero.
Historically, scale worked against defenders.

LLMs start to rebalance that—not by magically finding zero-days, but by acting as a fast, always-on analyst that can:

  • Read entire subsystems in seconds
  • Connect logic across files
  • Generate realistic attack paths

Used correctly, they don’t replace expertise—they let you spend it where it matters.
Used incorrectly, they produce confident nonsense.
This is a practitioner’s workflow that actually works.

Continue reading
Standard
AI, Business

Your Startup Is Not a Marathon — It’s a Series of Hard Sprints

For years, founders have been fed the same comforting story:

“Building a startup is a marathon, not a sprint.”

It sounds wise. Mature. Sustainable.
It’s also mostly wrong.

If you’ve actually built something from zero—raised money, shipped under pressure, stared at a flat growth chart at 2am—you know the truth:

Startups don’t feel like marathons. They feel like repeated, borderline irresponsible sprints… with no clear finish line.

The Marathon Myth Is Attractive

Marathons are predictable.
You train. You pace. You fuel. You suffer…
but in a controlled, linear way.
If you’ve done the work (in most cases), you’ll finish.

Startups?
Completely different game.

  • You can do everything “right” and still fail
  • Effort doesn’t map cleanly to outcome
  • The terrain changes mid-race
  • Someone can move the finish line—or delete it entirely

Calling it a marathon gives founders a false sense of control.
It suggests that if you just keep going steadily, things will work out.

They won’t.

Continue reading
Standard