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Secure Your Next Big Deal: Former Assessor Reveals How to Bypass Security Assessment Missteps



In today's digitized business landscape, the pivotal role of client security questionnaires can't be understated. They aren't just boxes to tick; they are the deciding factors that can make or break lucrative business opportunities. Successfully completing these security questionnaires could be the gateway to landing a high-profile enterprise client, while faltering could mean a missed chance, potentially costing millions.


During my tenure as a third party risk assessor for a large financial services institution, I've been privy to the inner workings of this critical process. I've seen firsthand how some companies lost out on potential contracts, some worth millions, due to unsatisfactory risk assessments. On the other hand, I've also witnessed businesses being nudged out of contention, their hopes dashed because they failed to meet the assessment's rigorous standards. It's my hope that the insights I provide in this article will empower businesses to tackle these security questionnaires with increased efficiency, cutting down on time, costs, and resource investments. Armed with this insider's perspective, companies can transform an often overwhelming challenge into a more streamlined and manageable task.


1. Overextending the Assessment Scope

  • Observation: Many businesses inadvertently complicate their assessment by collecting more customer data than required or by failing to exclude unrelated systems.

  • Recommendation: Always establish distinct parameters. Dive deep into the precise requirements and discern which systems and data are essential to meet your contractual duties. Prioritize the information directly linked to your contract terms, and sideline anything that exceeds this scope.

2. Falling into the Vagueness Trap

  • Observation: Ambiguous or incomplete responses lead to endless back-and-forths between the company and the assessor, extending the evaluation process.

  • Recommendation: Aim for clarity in every response. If you're uncertain about a question or requirement, seek clarification from the assessor before providing an answer.

3. Submitting Stale Evidence & Overlooking Context

  • Observation: Outdated policies, missing timestamps on screenshots, or presenting evidence without context can render the provided information unreliable or hard for assessors to interpret.

  • Recommendation: Consistently review and refresh your policies. Ensure all submitted evidence is current and includes concise explanations to facilitate the assessor's understanding.

4. Hesitation to Challenge Stringent Requirements

  • Observation: Some companies don't question or discuss seemingly excessive or irrelevant requirements with their assessors.

  • Recommendation: Engage in open dialogue with your assessor. If a stipulation seems overboard or unrelated to your operations, address it.

5. Premature Technology Acquisitions

  • Observation: Companies sometimes buy technology to satisfy certain criteria without first checking its appropriateness or seeking real-world examples of its efficacy.

  • Recommendation: Before making any tech purchase, discuss the solution's suitability with your assessor. Whenever possible, request guidance or examples to ensure you're on the right track.

6. The Procrastination Pitfall

  • Observation: Postponing the assessment often results in hurried submissions. This last-minute scramble can compromise the quality of responses and limit opportunities for meaningful interaction with assessors.

  • Recommendation: Begin the assessment process early. Dedicate adequate time to each stage, aiming for consistency and quality throughout.

7. Oversharing: The Information Overload

  • Observation: Companies sometimes provide more information than what's asked, risking unintentional scope expansion.

  • Recommendation: For audits and assessments, offer just enough detail to answer the inquiry. Refrain from volunteering extraneous information.

Navigating the intricacies of risk assessments can feel overwhelming, but the stakes are undeniably high. Just as these evaluations can open doors to multi-million dollar deals with enterprise clients, they can also shut those very doors if not handled astutely. I've observed companies forfeit substantial contracts and opportunities by falling short in their risk assessment processes. Yet, it doesn't have to be this way. By being cognizant of the insights and common missteps highlighted in this article—drawn from my rich experience in the frontlines of risk assessment—we can chart a more informed path forward. A successful risk assessment isn't just about security; it's a testament to a company's commitment, expertise, and readiness to partner with industry giants. Let's harness these insider perspectives to transform potential pitfalls into pivotal strengths, ensuring that your business remains competitive and esteemed in the eyes of your most significant prospects.


For companies navigating the intricacies of risk assessments, Aspire Cyber offers a wealth of expertise grounded in real-world experience. Reach out to us for guidance tailored to your unique cybersecurity challenges and turn potential pitfalls into opportunities for growth and robust cybersecurity posturing.

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