Security Questionnaire Reviewer — SaaS / SOC 2 / Customer Trust

I’m building a focused service that helps B2B SaaS companies understand why enterprise security reviews get stuck. I’m looking for a contract CMMC/ SaaS Security Questionnaire Reviewer who can review customer security questionnaire responses through the lens of an enterprise CISO, auditor, or vendor-risk reviewer. The goal is not simply to edit answers. The goal is to identify which answers are likely to stall a security review, trigger buyer follow-up, or block a deal because they are vague, unsupported, overbroad, contradictory, or not backed by evidence. This is not implementation work, legal review, audit certification, or a full vCISO engagement. This is a bounded review role focused on identifying likely blockers and providing practical response direction. What You’ll Review A typical review packet may include: Customer security questionnaire with current answers Buyer / CISO / procurement follow-up comments Client concern notes SOC 2 or GRC status summary Trust or security overview Key evidence references, such as pen test summary, subprocessor list, policies, GRC exports, or trust center materials What You’ll Do Review questionnaire responses the way an enterprise CISO, auditor, or vendor-risk team would review them Identify answers likely to trigger follow-up, concern, or rejection Identify the questions most likely to stall a deal or require CTO, legal, security, or product escalation Distinguish harmless wording issues from real security or evidence gaps Flag claims that are not supported by SOC 2, policy, GRC evidence, or other proof Identify vague, risky, overbroad, contradictory, or generic answers Provide concise response direction that helps the client answer more defensibly without overclaiming Identify what evidence would likely support a stronger answer Identify when something cannot be fixed with wording and needs actual remediation or internal decision-making What You Will Produce--- For each assessment, I may ask you to identify the top likely blockers and provide concise guidance, including: Why the item may matter to the buyer Whether the issue is a weak answer, missing evidence, risky claim, unclear owner, customer/legal requirement, or real security gap What evidence would support the answer What response direction makes sense Who should own or escalate the item internally What the client should avoid saying You are not expected to complete the entire questionnaire, validate the full environment, provide legal advice, or join customer calls by default. Skills Needed--- Experience with SaaS security questionnaires, customer trust, vendor risk, SOC 2, GRC, or enterprise security reviews Ability to think like a buyer-side CISO, auditor, or vendor-risk reviewer Experience identifying what stalls or blocks enterprise security reviews Ability to review whether questionnaire answers are evidence-backed and defensible Ability to distinguish weak wording from actual security gaps Clear, concise writing Practical judgment Strong scope discipline Useful Background Experience with any of the following is helpful: CMMC SOC 2 ISO 27001 SIG / SIG Lite CAIQ Vendor risk reviews Customer assurance / customer trust Vanta, Drata, Secureframe, Sprinto, OneTrust, Conveyor, or similar tools Security questionnaires for B2B SaaS companies Enterprise procurement or security review workflows Common Areas You May Review--- SOC 2 / compliance posture Encryption and key management MFA / SSO / access control AI or customer data use Data retention and deletion Incident response Breach notification Vulnerability management Penetration testing BCP / disaster recovery Subprocessors and vendor management Logging and monitoring Data residency Security addendum or customer security commitments This Is Not a Fit If You want to audit the full company environment You need to review every system/control before giving limited response direction You want to perform remediation or implementation You are looking for a full vCISO engagement You over-engineer every answer You are uncomfortable working from client-provided materials and giving bounded guidance You want to complete questionnaires line by line as the main service You cannot separate “bad answer” from “real security gap” Engagement--- This is contract work. I’m starting with test packets to evaluate fit. The test will involve a sample security questionnaire and supporting materials. I’ll ask you to identify the top likely blockers and track how long it takes. If the fit is strong, work may be project-based as assessments are sold. To Apply-Please include: Relevant experience with SaaS security questionnaires, SOC 2, GRC, customer trust, vendor risk, auditing, or enterprise security reviews. Any experience with Vanta, Drata, Secureframe, Sprinto, OneTrust, SIG, CAIQ, ISO 27001, CMMC, HIPAA, fintech, healthcare, or AI SaaS. A short answer to this scenario: A 70-person B2B SaaS company submitted a security questionnaire for a $150k enterprise deal. Many answers were generated from a GRC tool or prior questionnaire. The buyer’s security team has not rejected them outright, but the review is stalled. What answer patterns would you look for to identify the questions most likely causing concern, and how would you decide what the top blockers are? A short answer to this second scenario: A SaaS company answered, “Yes, all customer data is encrypted.” Why might that still concern an enterprise buyer, and what would you want to clarify before sending an updated response? Apply To This Job