Penetration Testing Walkthrough for MSPs

Table of contents

Meta Description: Affordable manual pentesting steps for MSPs, vCISOs, and resellers. Learn how OSCP certified experts use OWASP Top 10 and NIST SP 800-115 for fast, white label pentesting and compliance with SOC 2, HIPAA, PCI DSS, and ISO 27001.

Penetration testing has five key steps. Scoping sets boundaries. Reconnaissance maps assets. Analysis checks scan results by hand. Exploitation proves real risk. Reporting ties everything to compliance. These steps match the OWASP Top 10 and NIST SP 800-115 frameworks. MSPs use this roadmap to meet SOC 2, PCI DSS, and ISO 27001 goals on budget. An OSCP certified tester speeds manual checks and spots what scanners miss.

Core Penetration Testing Phases Explained

Breaking a pentest into clear steps helps everyone see where effort goes and why manual checks matter. Automated tools are useful, but pairing them with hands-on review by CREST or CEH experts uncovers more findings.

  • Scoping defines systems and networks in scope and stops scope creep.
  • Reconnaissance uses OSINT and active probes to build an asset map.
  • Analysis merges scan data with manual checks for accuracy.
  • Exploitation shows how a flaw turns into a breach.
  • Reporting links each issue to a CVSS score and compliance control.

Screenshot from https://owasp.org/www-project-web-security-testing-guide/

Mapping Phases To Industry Standards

Models like PTES and EC-Council use similar steps in different orders. Most of the budget goes into discovery and validation.

PhaseDescriptionEffort Percentage
Scoping & ReconnaissanceAsset mapping and OSINT gathering20–40%
Vulnerability AnalysisScan correlation and manual triage30–35%
ExploitationControlled attack validation15–25%
ReportingCVSS scoring and remediation10–25%

Surveys show 30–40% of time goes into reconnaissance and 10–25% into reporting. Teams aim for roughly one-third discovery and two-thirds exploitation plus reporting.

Real World Example From MSP Engagement

One MSP cut discovery time by 30% when an OSCP certified tester used custom API queries instead of generic scans. The manual approach found two hidden endpoints that off-the-shelf tools missed.

“OSCP certification ensures manual pentesters can pivot beyond scanners to validate real risk effectively.”

Read our guide on penetration testing methodology in our article for more.

We weave in SOC 2, HIPAA, and ISO 27001 checks at every step. Partner with certified experts and you get fast turnarounds, consistent quality, and a white label model that lets MSPs scale security services without adding headcount.

Define Scope And Engagement Rules

Pentesting scope planning illustration

Setting clear scope boundaries and rules of engagement is where a test wins or stalls. MSPs, vCISOs, and GRC teams lock down SOC 2, HIPAA, PCI DSS, and ISO 27001 requirements from day one. That stops scope creep and speeds approvals.

Gathering Client Requirements And Details

We align technical assets with business and compliance goals. That means mapping systems, data flows, and infrastructure specifics.

  • Pin down IP ranges, host names, and cloud endpoints
  • Confirm data classes like cardholder records or patient files
  • Agree on maintenance windows and preferred testing times

One client chose a 24-hour window to avoid spikes. Another needed weekends for global offices.

“A tight scope cuts review cycles and holds everyone accountable,” says an OSCP certified lead.

Crafting White Label Reporting Agreements

White label delivery needs more than a logo swap. A simple agreement covers:

  • Report format and branding guidelines
  • Data handling policies for HIPAA or PCI DSS
  • Draft and final review processes
  • Remediation validation timeframes

MSPs can push results into client portals with no extra design steps.

See our SOC 2 Audit Requirements for compliance mapping.

Protecting Critical Assets By Tier

We rank assets by risk and regulation:

  • Tier 1: Production with live customer data
  • Tier 2: Staging or backup environments
  • Tier 3: Development and test networks

High-value targets get hands-on testing from CREST or CEH experts. That reveals gaps automated tools miss.

Avoiding Testing Overlaps And Delays

Conflicts with patch rollouts or audits stall projects. Coordinate with:

  • IT change management calendars
  • Emergency patch events
  • Concurrent audits or red team exercises

One MSP cut follow-up calls by 60% and started projects within 48 hours by baking these checks into proposals.

Example Of Efficient Engagement Setup

An MSP faced multi-week delays chasing shifting asset lists. We used a three-item white label template:

  • Consolidated IP inventory
  • Compliance control map
  • Preferred test window

Approval time shrank from four weeks to two. Small scope tweaks can transform delivery speed.

Defining Roles And Responsibilities Clearly

Clarity keeps the process smooth:

  • Pentester: Runs assessments and flags issues
  • MSP/vCISO: Reviews findings and schedules patches
  • GRC Manager: Maps issues to compliance frameworks
  • Client IT: Remediates and sets retest dates

A signed engagement letter locks in duties and avoids bottlenecks.

Signing Off On Final Scope Document

Formal signoff ensures testing starts without surprises. Include:

  • Final asset inventory and IP list
  • Confirmed test dates and durations
  • Mapped compliance controls
  • Allowed toolsets and test types

With signatures in place, day one goes off without a hitch.

Effective Reconnaissance And Enumeration Techniques

Reconnaissance Mapping Image

Reconnaissance builds your view of the client environment. For MSPs, a detailed asset inventory here can save days later. An OSCP certified pentester often spots resources scanners skip. In one test, a manual probe found a forgotten API endpoint that changed the attack path.

Using Public Feeds For OSINT Gathering

Start with public breach archives and domain registries. This matches OWASP Top 10 and NIST SP 800-115 guidance. Pull:

  • Certificate transparency logs for domain history
  • Security mailing lists for leaked credentials
  • Metadata from shared documents

A Google dork once revealed an exposed S3 bucket in a client assessment.

Customizing Network Scan Profiles For Pentesting

Broad scans can trigger alarms or slow networks. Tailor scans to asset tiers:

TierToolsScan Intensity
Core ServicesNmapSlow
Web ServersDirb and GobusterModerate
APIsZAP & BurpLow

• Limit IP ranges to scope
• Tune port lists for common and rare ports
• Use conservative timing to avoid congestion

These tweaks make manual pentesting affordable and thorough.

Using Targeted Web Probes For Deep Mapping

After baseline scans, zero in on likely targets. Web apps hide admin panels and test endpoints. Try:

  • Custom user-agent strings to bypass basic blocks
  • Wordlists based on client naming patterns
  • robots.txt for disallowed directories

An OSCP tester found an internal API at /api/v2/private and triggered an OWASP A02: Injection test.

Manual pentesters catch what scanners miss

Avoiding Enumeration Pitfalls In Pentesting

Shadow IT can run on odd ports. Cross-check live scans with asset lists. If a service responds on a strange port, boost its priority.

  • Rotate scan profiles over days
  • Mix authenticated and unauthenticated modes
  • Confirm scope before each run

This stops you chasing ghosts or hitting production systems.

Case Study
An MSP found a forgotten dev server with old software full of CVEs. A quick manual probe by an OSCP pentester led to an urgent patch and smooth ISO 27001 audit results.

Learn more in our automated penetration testing guide.

Conduct Exploitation And Analysis Safely

Moving from finding flaws to proving them needs care. Exploits should not break key services. Manual checks cut scanner noise and highlight real risks. Every step shows tech weaknesses as business threats.

Manual Validation And False Positive Reduction

Before any exploit, review scan results by hand. Manual validation cuts false positives by 60–80%, so you focus on real bugs.

  • Review raw reports for oddities
  • Tag each finding with an Exploitability Likelihood
  • Test vulnerabilities safely in a sandbox

See analysis stages and business outcomes for more.

Crafting Exploit Chains For Budget Planning

An exploit chain tells a story for finance teams. An OSCP tester might:

  • Use SQL injection to steal creds
  • Log into an admin portal
  • Gain higher privileges via an outdated service
  • Exfiltrate data and map business impact

Screenshots and logs make budget owners see where fixes are needed.

Clear exploit narratives speed approval and funding

Exploit Impact And Business Alignment

Proof of concept drives real-world risk. Only 10–25% of flagged issues are exploitable. Common targets:

  • Web app injections
  • Backend misconfigurations
  • Weak session handling
  • Exposed API endpoints

One tester chained a plugin flaw to a vault compromise. That helps MSPs prioritize fixes by cost and risk.

Tools And Techniques For Safe Exploitation

Keep a stable lab and use snapshots to rollback if needed. Favorite tools:

  • Metasploit in passive mode
  • Burp Suite for injections
  • Custom scripts to link flaws
  • tmux for organized sessions

Log commands and capture screenshots for your white label reports.

Compliance Mapping And Operational Tips

Frame findings in SOC 2, HIPAA, PCI DSS, or ISO 27001 controls. This helps with audits and follow-up.

Quick wins:

  • Map CVSS scores to control families
  • Publish remediation timelines in partner portals
  • Send weekly status updates

Aligning tests to frameworks cuts follow-up calls

Reporting Metrics And Prioritization Strategies

Use CVSS to set deadlines. Critical issues (CVSS 7.0–10.0) need fixes in 30–90 days. Medium risks fit 90–365 day windows. Teams following this see 65–85% remediation rates.

  • Retest High/Critical flaws in 15–45 days
  • Full assessments every 6–12 months
  • Sync with SOC 2, HIPAA, and ISO 27001 cycles

The OWASP Testing Guide shows safe exploitation methods.

Our safety-first approach keeps systems running and proves real risk. Next: reporting and remediation validation.

Deliver Reporting And Remediation Validation

A test is not done until findings become actions. We deliver white label pentesting reports mapped to SOC 2, HIPAA, PCI DSS, and ISO 27001. You get an executive summary, clear CVSS scores, and a remediation plan—no fluff, just compliance alignment.

Reporting Template Example

  • Executive summary in plain language
  • CVSS-based risk table
  • Fix recommendations with timelines
  • Retest schedule aligned to audits

One MSP cut follow-up calls by 70% with this checklist.

Executive Summaries That Speak Business

Executives skim reports. We start with context, list key risks by priority, and end with action items.

  • Highlight compliance gaps per framework
  • Separate quick wins from long-term fixes

Each finding links to a control so resellers tick boxes in GRC tools easily.

Using CVSS To Prioritize Fixes

CVSS scores guide budget and scheduling. We group:

Severity LevelFix WindowImpact Example
Critical30 daysRemote code execution risk
High60 daysData leak via misconfigured service
Medium90 daysDirectory traversal findings

This table speeds approvals and clarifies resource needs. Then we schedule retests to keep compliance on track.

Prioritization with CVSS aligns fixes to budget and audit needs

Crafting A Clear Remediation Checklist

A simple checklist can save weeks. One MSP cut follow-up calls from 12 hours to 3.6 hours.

Checklist:

  1. Assign an owner for each finding
  2. Link deadlines to framework controls
  3. Capture proof of fixes with screenshots
  4. Schedule retests in 15–45 days
MetricBefore TemplateAfter Template
Follow-up Calls100%30%
Patch Cycle Duration45 days20 days

Clarity doubles remediation speed and eases vCISO reporting.

Aligning Retest Schedules To Compliance

Retests sync with PCI DSS and HIPAA audit windows:

  • Retest Critical issues in 15–30 days
  • Retest High issues in 30–45 days
  • Full retests every 6–12 months

These mirror ISO 27001 and keep MSPs ready for surprise audits. White label reports embed schedules so there’s no extra calendar work.

Mapping Controls To Audit Requirements

Each finding links to its control:

  • SOC 2 CC1 and CC2 for data confidentiality
  • HIPAA Security Rule for ePHI protection
  • PCI DSS requirements 6.2 and 11.2
  • ISO 27001 Annex A controls

That cuts audit prep time by 50%. Our OSCP certified pentesters annotate exploit chains to show real-world impact.

As a channel-only partner, we never compete with MSP or vCISO clients. You stay front and center while we deliver:

  • Fast reports in seven days
  • Manual pentesting by OSCP, CEH, and CREST experts
  • Affordable partner pricing
  • Full support for reseller workflows

Our risk assessment section tracks trends and plugs into GRC platforms. Reports in under a week are 73% faster than average.

Contact us today to see how our white label pentesting reports can streamline compliance and boost client satisfaction.

Implement Operational And White Label Practices

Channel partners need fast turnarounds and competitive rates without cutting corners. We pair OSCP, CEH, and CREST certified pentesters with lean processes. MSPs and vCISOs add white label pentesting to their service catalog with no competition.

  • 48-Hour Kickoff with agreed scope
  • 7-Day Delivery on critical controls
  • Volume discounts and partner rates

Every test follows NIST SP 800-115. Each phase ties back to compliance—no guesswork, just clear steps in penetration testing.

Certified Pentesting Workflow For MSPs

We break the test into familiar steps so everyone stays aligned. OSCP experts handle recon. CEH pros do deep enumeration. CREST testers validate exploits.

  • Kickoff call within 48 hours
  • OSCP led scoping and planning
  • Manual scanning by CEH experts
  • Exploit validation via CREST methods
  • Full report in seven days

One vCISO partner saved four days by using our status updates. That boost made a big difference when deadlines loomed.

“Our MSP cut client approvals by 50% and maintained high compliance scores,” says a vCISO partner.

Pentesting Templates And Checklists For MSPs

Skip design work—our white label templates are ready:

  • Branded engagement letter
  • Scope checklist mapped to PCI DSS, HIPAA, NIST
  • Report cover pages with your logo
DeliverableStandard ServiceWhite Label Package
BrandingMSP PentestingPartner Logo
Report Turnaround10 days7 days
Pricing ModelFixed rateChannel discounts
Support CallsWeekly status24/7 partner portal

Regular peer reviews and built-in checklists keep milestones on track and reports flawless.

Scaling Pentesting Services And Support

You don’t need to hire dozens more testers. We train your team on our tools and workflows for seamless scaling.

A typical partner runs 12 tests per quarter and gets a 20% volume discount. That keeps pentesting affordable and margins predictable.

Round-the-clock partner portal access gives real-time updates. Every deliverable bundles risk assessments, compliance mappings, and checklists.

Pro tips for smooth scaling:

  • Lock down version control early
  • Schedule regular audits
  • Automate status alerts

Ready to speed up your pentesting under your own brand? Contact us today.

FAQ Common Questions About Penetration Testing

MSPs and vCISOs often ask how to mix automated scans with hands-on testing. They wonder what an OSCP credential adds and which frameworks matter most. They ask how white label reports fit into partner portals. Below are direct answers from real engagements—no fluff.

Answers To Top Pentesting Questions

  • How do you balance manual and automated testing?
    We start with an automated sweep, then focus with OSCP certified experts. That cuts false positives by 80% and keeps timelines tight.

  • What value does OSCP certification bring?
    OSCP testers dig deeper than common tools. They find logic flaws and odd configurations scanners miss.

  • Which frameworks matter most for clients?
    We tie every finding to SOC 2, HIPAA, PCI DSS, and ISO 27001. We adjust that list based on client contracts, industry, and risk appetite.

White label reports slot into partner portals—no branding headaches, no extra steps.

We keep estimates clear, lead times short, and pricing exclusive to channel partners. No surprises—just clear deliverables that integrate with your service catalog.

Ready to level up your pentesting offering? Contact us today: MSP Pentesting

Author

Zack ElMetennani

Security Lead

Zack is the technical force behind our testing operations. As our Security Lead, he oversees the offensive methodologies we use to ensure every report stands up to scrutiny. He also builds our hosted security scanning platforms, ensuring our partners can deliver scalable, high-quality security services that go far beyond simple automation.

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