Find the holes in your systems before someone else does — and get a plain-English report with the fixes that actually matter, not a 200-page CYA document.
If your firm holds client case files, evidence, financial information, PII, or anything else under the loose heading of "if this leaked, we'd have a really bad week" — you already understand why security matters. What you may not have is a clear, current picture of where your actual exposure is. That's what a penetration test gives you. Not a vague compliance checkbox; an honest answer to "if a motivated attacker tried to get into our systems this afternoon, how far would they get?"
We approach security testing the way a real attacker would: start from the outside with public reconnaissance, look at what your domain, email, public-facing portal, and remote-access setup actually expose, and work inward. Then — with permission — test the internal network the way a phishing victim or a disgruntled vendor with a laptop would. The deliverable is a prioritized report: what's critical, what's medium, what to actually do about it, and how much it would cost to fix.
This service is run by an engineer who has built and defended production infrastructure for fire/EMS, finance, and legal-adjacent systems — not someone who only knows how to run an automated scanner. The findings are real and the remediation advice is buildable, because the same person who tested it has built the kind of system you're operating.
Five common engagement shapes. Most clients start with one of the first three.
What can an attacker on the open internet learn about you and reach? We map your public footprint — domains, IPs, exposed services, leaked credentials, mail records, remote access portals — and test what's reachable. The most common starting point.
Targeted at your client portal, intake form, member login, billing system, or custom app. We test for the OWASP top issues — auth bypass, injection, broken access control, sensitive data exposure — with manual testing, not just a scanner.
Plug-and-play assessment: with permission, we connect like a contractor with a laptop or a phished employee and see how far we get. AD enumeration, lateral movement, sensitive file discovery, privilege escalation. Eye-opening for most firms that have never tested this layer.
A controlled, opt-in campaign against your team. Real metrics on click rates, credential capture, and reporting — paired with targeted training for the people who need it. Better than a generic annual compliance video.
Your tenant configuration is probably the single biggest security surface in your business. We review identity, MFA coverage, conditional access, sharing settings, mail flow rules, admin role assignments, and audit logging — and tell you exactly what to change.
The report doesn't fix anything. We stay engaged after the test to actually implement fixes — patching, hardening, MFA rollout, policy work, network segmentation. Or we coach your existing IT person/MSP through it. Your call.
30 minutes. What's in scope, what's off-limits, when we test, who needs to be in the loop. Signed authorization to test (the "get out of jail" letter) before any packet flies.
Typically 1-2 weeks depending on scope. We work quietly during business hours and don't break things — but real attacks get attempted. If we find something exploitable, we prove it, we don't just assume it.
Executive summary for leadership. Technical details for IT. Each finding gets a severity, evidence, business-impact statement, and remediation steps with effort estimates. No 200 pages of scanner output dumped into a PDF.
We walk through the findings with your team in a 60-minute session. Critical items get an action plan. Then — if you want — we help fix them, or coach whoever does.
Attorney-client privilege is a legal duty and a cyber-insurance line item. We help you actually defend it, and document the diligence required by your malpractice carrier and state bar guidance.
You hold subjects' personal data, evidence, client work product, and often confidential corporate info. A breach is reputationally and legally catastrophic. Test before you have to disclose.
Resident SSNs for background checks, financial records, payment portals, board emails, common-area camera systems. A growing target for ransomware actors looking for an easy mid-size payday.
CJIS compliance, FBI security audits, ransomware risk, and operational continuity. We've worked inside these environments and understand the constraints — including what you can and can't change without committee approval.
Tell us roughly what you have and what worries you. We'll come back with an honest scope and price — no fearmongering, no upsell to a managed service you don't need.
solutions@optimizedworking.com