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The strongest discovery questions ask how a control works—and what evidence shows it works. Knowing you have a firewall, antivirus, or Microsoft 365 subscription is a starting point. Understanding who manages it, what it covers, and whether it works helps reveal your business’s actual exposure.

Looking for a free cybersecurity risk assessment in Austin or Houston? Business Communication Solutions (BCS) helps businesses identify security concerns, verify existing safeguards, and prioritize practical next steps. We work with business owners, internal IT teams, and existing providers across Austin, Houston, Lampasas, and surrounding communities.

Request a free cybersecurity assessment: Austin: 512-257-1433 | Houston: 281-815-8784 | Lampasas: 512-865-4000.

Free cybersecurity risk assessment for Austin and Houston businesses

Not sure whether every computer has endpoint protection, remote access requires MFA, or guest Wi-Fi is separated from business systems? Start with a free assessment conversation with BCS. We use risk-discovery questions to understand your environment, discuss available evidence, and identify areas that need closer review. We confirm the assessment scope with you before work begins.

Topics include asset inventory, Microsoft 365, passwords, administrator access, network segmentation, remote work, backups, security monitoring, and vendor access. The questions below help your team prepare—even if another IT provider currently supports your business.

Need SOC 2 or CMMC readiness support? Let us know your customer or contract requirements so we can discuss the appropriate scope. An initial discovery assessment is a starting point; it does not establish compliance or replace a formal audit, certification assessment, penetration test, or comprehensive framework-specific risk analysis.

Cybersecurity risk assessment questions: prepare for your review

Use these questions with your business owner, IT staff, MSP, and department leaders. For every answer, ask who owns the control, how it works, when it was tested, and what evidence verifies it.

How to use these questions

For each topic, record the current answer, responsible person, evidence, last verification date, and any follow-up action. Use “Verified,” “Partially implemented,” “Unknown,” or “Not applicable—with a reason.” An unknown answer is a discovery item, not proof that a breach has occurred. A yes answer without evidence is not the same as a verified control.

Keep the completed answers and supporting records in an approved, access-controlled location. Do not email passwords, recovery keys, sensitive network configurations, CUI, or patient records as questionnaire responses. Share sensitive evidence through an agreed secure process.

Discovery questionnaire, gap assessment, and risk assessment: what is the difference?

This page is a discovery guide. A gap assessment compares current controls against a defined requirement or baseline. A risk assessment also identifies what could go wrong, the threats and weaknesses involved, existing safeguards, the likelihood of the event, and its business impact. Findings then support decisions about treatment, ownership, and follow-up. Completing a questionnaire alone does not establish compliance.

For background, see the NIST Risk Management Framework Small Enterprise Quick Start Guide and HHS guidance on risk analysis.

1. What does your business need to protect?

Evidence to review: Asset and application inventories, data-flow records, business-process owners, and documented downtime tolerances.

2. How does each employee authenticate to company computers?

Evidence to review: Account lists, identity configuration, sign-in records, MFA enforcement tests, and onboarding/offboarding tickets.

3. How does your network identify and authorize devices?

Evidence to review: Device inventories, enrollment/compliance records, network-access configuration, and authorized tests from approved and unapproved devices.

Separate the person from the device: A valid employee login does not by itself prove that the computer is approved, patched, encrypted, or protected. Network access and access to business applications also need to be evaluated separately.

4. Do employees and guests share the same Wi-Fi password?

Evidence to review: Wi-Fi security settings, authentication records, guest isolation rules, authorized-user lists, and connectivity tests.

5. How many VLANs do you have—and what does each one do?

Evidence to review: A current network diagram, VLAN/subnet inventory, firewall rules, and approved segmentation-test results.

The number of VLANs is not a security score. A VLAN label alone does not establish isolation; permitted traffic, management access, routing, and enforcement determine the separation.

6. Do you use SSL VPN or another remote-access method?

Evidence to review: Remote-access inventory, configuration and patch records, MFA tests, access rules, and connection logs.

7. Do you use Microsoft 365—and which licenses do you have?

Evidence to review: License assignments, tenant security settings, access policies, device-management reports, and documented administrator reviews.

A purchased license does not prove that every included control is enabled or that all users are covered. Where device management is relevant, learn about Microsoft Intune setup and support.

8. Do you have endpoint protection, EDR, MDR, SIEM, or SOAR?

Evidence to review: Coverage reports, agent status, log-source lists, service agreements, alert tickets, response authorizations, and controlled test results.

Endpoint protection helps prevent malicious activity; EDR adds endpoint detection and response capabilities. MDR provides a managed detection-and-response service. SIEM collects and analyzes security events, while SOAR supports automated workflows. Product names alone do not establish coverage, response, or a requirement to purchase every category.

9. Do employees have local administrator access?

Evidence to review: Local administrator membership reports, elevation settings, credential-management configuration, and privilege-use records.

10. Do employees work from home or use public Wi-Fi?

Evidence to review: Remote-work/BYOD policies, device compliance reports, access restrictions, secure-access settings, and incident-reporting procedures.

Public Wi-Fi use is a risk to evaluate, not automatic evidence of compromise. Verify the network, use approved secure access, and protect the device itself. A VPN does not prevent phishing or make a compromised computer safe. See CISA’s mobile workplace security guidance.

11. Are laptops and desktops encrypted?

Evidence to review: Encryption-compliance reports, controlled recovery-key records, recovery tests, and device-retirement procedures.

Disk encryption helps protect data on a lost or stolen device. It does not stop an attacker who gains access to an unlocked session or an authorized account.

12. Can your MSP oversee your company password manager?

Evidence to review: Vault policies, permissions, audit records, recovery tests, alert-remediation tickets, and the customer/MSP responsibility agreement.

Read our business password manager guide for sharing, MSP oversight, built-in browser options, and compliance considerations.

Watch: BCS Business Password Managers on YouTube.

13. Can you recover—and who responds when something goes wrong?

Evidence to review: Backup coverage, restore-test results, recovery objectives, incident contacts, and exercise records.

Use tabletop exercises and incident-response practice to test decisions and responsibilities before a real event.

14. Which compliance obligations actually apply?

Evidence to review: Contracts, data classifications, scope records, applicable requirements, responsibility assignments, and prior assessment findings.

Different obligations have different scopes and evidence requirements. This questionnaire does not establish compliance or replace a framework-specific assessment. BCS provides SOC 2 readiness and gap assessment support and CMMC consulting and implementation support.

15. Is your asset inventory complete and accurate?

Evidence to review: A dated inventory, discovery and reconciliation reports, discrepancy tickets, ownership records, and retirement records.

16. How do you know whether an endpoint is missing security coverage?

Evidence to review: A coverage matrix matching assets to required controls, agent-health reports, MDR scope records, last-seen timestamps, exception records, and remediation tickets.

A console cannot prove coverage of devices it does not know about. Compare security reports against an independently validated inventory. MDR is a service whose scope must be confirmed; an installed endpoint agent alone does not demonstrate that the intended managed monitoring and response are active.

17. Who checks the critical work of administrators?

Evidence to review: Change tickets, reviewer approvals, role-separation records, privileged-activity logs, and post-change reviews.

18. How do you detect configuration mistakes and drift?

Evidence to review: Baseline records, configuration comparisons, authorized test results, scan findings, rollback plans, and remediation retests.

For example, after changing a guest-network firewall rule, verify that guests can reach the internet and cannot reach protected business resources. A successful internet connection alone does not demonstrate that isolation works.

19. How often do you run tabletop exercises—and what changes afterward?

Evidence to review: Exercise schedules, scenarios, attendance, decision records, after-action reports, and tracked improvements.

A tabletop exercise tests decisions and coordination. Pair it with appropriate technical tests—such as restoring a backup or validating an alert—rather than assuming a discussion proves those controls operate. Explore BCS tabletop exercises and incident-response practice.

20. How often are policies reviewed, updated, and put into practice?

Evidence to review: A policy register, review history, approvals, linked procedures and settings, training records, and exception tracking.

A review can conclude that no change is needed; document that decision and its basis. An updated policy document alone does not demonstrate that the required settings or operating practices changed.

21. How do you find and fix vulnerabilities?

Evidence to review: Patch-compliance reports, vulnerability findings, exception approvals, support-life records, and verification results.

22. Could a fraudulent email cause a payment or data loss?

Evidence to review: Payment-verification procedures, approvals, email security reviews, reporting tickets, and exercise outcomes.

23. Who can access your business through vendors and cloud applications?

Evidence to review: Vendor and application inventories, permission reviews, agreements, access logs, secret-management records, and transition plans.

24. Can someone gain access physically or through discarded equipment?

Evidence to review: Physical-access reviews, visitor procedures, workstation settings, incident records, and sanitization or destruction records.

25. How do you onboard vendors before giving them access?

Evidence to review: Vendor intake records, due-diligence findings, report scope and exceptions, signed agreements, access approvals, and completed onboarding checklists.

26. How do you onboard customers without introducing avoidable risk?

Evidence to review: Verified authorized contacts, service agreements, initial assessment findings, responsibility matrices, handover records, accepted-risk records, and onboarding test results.

For an MSP, a signed agreement is only one part of onboarding. Document existing weaknesses and responsibility for remediation; do not treat a customer’s risk acknowledgment as a substitute for meeting mandatory requirements.

27. Which vendors are critical, high risk, medium risk, or low risk?

Record business criticality and security risk separately. Criticality asks how severely the business would be affected if the service failed or could not be replaced. Security risk considers the vendor’s access, data sensitivity, exposure, safeguards, and the likelihood and impact of a security event. One vendor may be both critical and high risk.

ClassificationQuestions to askIllustrative examples
Critical business dependencyWould an outage stop a vital process? How long can we tolerate it? Is there a workable alternative or exit path?Primary internet or identity service, production platform, backup/recovery provider, or payroll service near a payroll deadline—depending on the business.
High security riskCan the vendor administer systems, access large amounts of sensitive data, move money, or create exposure across customers?MSP/RMM provider with broad privileges, payroll processor, sensitive-data hosting service, or a privileged software integration.
Medium security riskIs access limited but still capable of exposing nonpublic data or disrupting a meaningful business process?A limited-access SaaS application handling routine nonpublic business information, subject to its actual permissions and safeguards.
Low security riskIs there little sensitive information, no meaningful system access, and limited impact if the vendor is compromised?A supplier receiving only public specifications and ordinary purchasing details, with no access to company systems.

These are examples, not automatic ratings. An office supplier given administrator access is no longer low risk simply because it sells office supplies. A widely trusted provider is not automatically low risk, and a SOC 2 report does not remove the need to review the relevant service, scope, exceptions, and customer responsibilities.

Evidence to review: Vendor rating methodology, assessed access/data flows, critical-dependency analysis, due-diligence results, residual-risk approvals, reassessment records, and exit tests.

For further guidance, see NIST’s supplier due-diligence quick-start guide and the FTC’s service-provider security guidance. The example ratings here are a practical discussion aid, not a universal classification required by every framework.

Questions that reveal whether follow-through is working

Turn discovery answers into a risk register

Describe a realistic event rather than recording only a missing product. Identify the affected business process, the threat and weakness, existing safeguards and their effectiveness, likelihood, and impact. Assign a risk owner, response, target date, and follow-up evidence. Use a consistent rating method; avoid assigning a reassuring score simply because many questions received a yes.

Discovery findingPotential business riskFollow-up
Former employees may know a shared Wi-Fi credential.Unauthorized connectivity could expose reachable company resources.Verify reachability, remove access, and evaluate individual authentication and segmentation.
Several technicians share one administrator login.Changes or misuse may be difficult to attribute to an individual.Evaluate named accounts or controlled privileged access with suitable action/session records.
A laptop’s encryption status is unknown.A lost device could expose locally stored sensitive information.Verify actual encryption and recovery-key protection; assess the data and any exposure.
Backup jobs report success, but restores are untested.A disruption may last longer than the business can tolerate.Perform an authorized restore test against defined recovery needs.

These examples are starting points, not preassigned risk ratings. The same finding can have different consequences depending on the data, network reachability, existing controls, and business dependence. Document the initial risk, chosen treatment, and remaining risk after controls are verified. Management should review risk acceptance; acceptance does not waive a mandatory obligation.

When should you revisit the answers?

Set a review schedule based on your business and applicable requirements. Also revisit findings after significant network or cloud changes, acquisitions, new vendors, new sensitive data, security incidents, or changes in remote work. Confirm that completed fixes continue to operate.

Start with the questions you cannot confidently answer

You do not need to know every technical answer before asking for help. BCS can work with business owners, internal IT teams, or existing providers to review evidence, identify gaps, and prioritize improvements based on business impact.

For every control, ask: Who owns it? How does it work? What evidence verifies it? What happens if it fails?

Explore our cybersecurity services and managed IT and cybersecurity support, or request a free cybersecurity assessment.

Call BCS: Austin: 512-257-1433 | Houston: 281-815-8784 | Lampasas: 512-865-4000.