101101s.ai AI Security Tool Selection
Document 3 of 4 · Vendor demos

Adversarial testing vendor demo agenda

  • Format: scripted 2-hour working session against our seeded demo target D-1
  • Question bank: Q1–Q20, each traced to requirement IDs
  • Scoring: weighted rubric (9 criteria); score determines advancement to the POC
As of October 2, 2026Prepared for enterprise security architecture & procurement

01Pre-work

  • Demo runs against our target D-1; vendor slides limited to 10 minutes
  • All vendors receive the same target, time allocation and questions
WhenActionOwner
T-14 daysSend vendor brief: use cases UC-1 to UC-4, the scoring method, and the rule that the demo runs against our target with at most 10 minutes of slidesPOC lead
T-14 daysSend written questionnaire (security, deployment, data handling, pricing, ownership); due T-3Procurement + security architecture
T-7 daysStand up demo target D-1: a lightweight RAG chat + 3-tool agent + 1 MCP server, instrumented with canaries. D-1 is separate from the POC target.Platform engineer
T-2 daysIssue D-1 credentials: OAuth client, two user roles, API spec, MCP endpoint, egress allowlist for vendor IPsPlatform engineer
T-0Evaluators get a scoring sheet; one person runs the clock; one captures evidence screenshotsPOC lead

02Demo target D-1

ComponentWhat it exercisesHow success is observed
D-1a RAG chatIndirect-injection resistance; hidden-context protectionCanary strings and out-of-band callbacks we control
D-1b Agent with 3 toolsTool-use authorization and action scoping per userSide-effect sinks (ledger, mail sink) we control
D-1c MCP serverTool-description trustCanary access we control
  • All vendors are tested against the same D-1 flaws
  • POC reference targets (doc 4) use a different, undisclosed ground-truth set

03Two-hour demo agenda

00:00 – 00:10

Our context (us)

  • Business context, AI app portfolio, UC-1 to UC-4
  • Scoring: weighted criteria (§5)
  • Ground rules: vendor drives the keyboard; we may ask to pause or rerun at any point
00:10 – 00:20

Architecture & data flow (vendor, max 10 min)

  • Where the attacker model and judge run; which model(s); whether we can bring our own
  • What leaves our network: prompts, responses, tool traces; retention; region
  • Deployment options: SaaS, VPC, self-hosted, air-gapped; vendor shows the architecture diagram
00:20 – 00:35

Live onboarding of D-1

  • Connect D-1a over our API with OAuth2 + token refresh; prove multi-turn session state works
  • Connect the D-1b agent so tool calls are visible (SDK hook, proxy, trace ingestion, or OTel)
  • Register the D-1c MCP server
  • Measured: minutes to first successful attack run, and whether any vendor engineering help was needed
00:35 – 01:00

Live attack scenarios S1–S5

  • S1 Context profiling: the tool profiles D-1 and proposes business-specific objectives
  • S2 Adaptive multi-turn: crescendo-style attack against our content policy ("never give visa/legal advice")
  • S3 Indirect injection: find the indirect-injection condition in D-1a and show the evidence chain
  • S4 Agent tool misuse: find the authorization weakness in D-1b; show the tool-call trace and side-effect proof
  • S5 MCP: assess the D-1c server and show what the agent did with its tools
01:00 – 01:15

Findings & evidence walkthrough

  • Open one Critical: transcript, tool trace, retrieved content, judge rationale, severity, framework mapping (OWASP LLM / ASI / MCP / ATLAS)
  • Replay the finding live to test reproducibility
  • Mark one finding as a false positive; show that the dismissal persists into the next run
  • Show the judge prompt and model, and whether we can change them
01:15 – 01:30

CI/CD & regression

  • Suite as config-as-code committed to a repo; run as a pipeline gate (GitHub Actions or ours)
  • Threshold per objective; non-zero exit on failure
  • Diff two versions of D-1 (we toggle one fix): show fixed / new / regressed
  • Schedule a recurring run and show drift alerting
01:30 – 01:40

Remediation & runtime loop

  • Remediation guidance: prompt hardening, tool scoping, authorization fix
  • Push to Jira / ServiceNow; SIEM export; SARIF/JSON
  • Guardrail generation: support for third-party guardrails vs. own guardrail only
01:40 – 01:50

Platform security & administration

  • SSO, SCIM, RBAC by app/team, audit log
  • Containment: how the attacker agent is prevented from reaching non-target systems; kill switch
  • Token/cost controls and rate limiting per target
01:50 – 02:00

Commercials, roadmap, continuity

  • Pricing unit and what drives cost (apps, scans, tokens, seats)
  • Roadmap dates: OWASP LLM 2026 IDs, Agent Control Standard, A2A, voice, multimodal
  • Ownership: acquisition status, continuity commitments, data export on exit
  • Two reference customers running agentic targets in production CI

04Question bank

  • Q15–Q19: sent in advance with the T-14 questionnaire
  • Q1–Q14, Q20: asked live while the vendor drives
#QuestionTraces to
Targets & integration
Q1How do you observe tool calls for agents you don't host? Which of SDK hook, proxy, trace ingestion and OTel GenAI do you support today?TGT-05, AGT-01
Q2How do you handle OAuth refresh, per-user sessions and multiple user roles in one campaign?TGT-02, AGT-03
Q3Can you act as a malicious MCP server or tool response to test our agent, not only test our MCP servers?TGT-06
Q4How do you seed indirect injection into RAG, email, tickets and web without write access to production stores?TGT-07
Attack quality
Q5Where does your attack library come from, how often is it updated, and how do you avoid overfitting to public benchmarks?ATK-01
Q6Which attacker model(s) do you use? Can we bring our own, including self-hosted?ATK-08
Q7Do you run multiple attempts per objective and report pass@k? What k is the default?ATK-07
Q8Show an objective you generated that is specific to our business, not a template.ATK-03
Evaluation
Q9What is your judge's measured accuracy against human labels, and how was it measured? Can we see the data?EVL-02
Q10Which findings rely on deterministic oracles (canaries, OOB, tool-call assertions) and which on LLM judgment?AGT-02, EVL-01
Q11How do you report variance across runs? Can any finding be replayed exactly?EVL-03, OPS-05
Q12How do you measure coverage of our tools, permissions and data flows?AGT-07
Lifecycle
Q13How do baselines work across releases? Show fixed / new / regressed.OPS-03
Q14What is the runtime of a CI smoke suite on a typical agent? What does the full suite cost in tokens?OPS-02, COM-01
Security of the tool
Q15What data leaves our environment, where is it stored, and for how long? Is any of it used to train your models?SEC-03
Q16How is the attacker agent contained? Has it ever reached a non-target system at a customer?SEC-04
Q17SOC 2 Type II / ISO 27001 scope; latest pen test; product SBOM.SEC-05
Commercial & viability
Q18Are you in acquisition talks, or were you acquired? What continuity commitments will you contract for?COM-03
Q19Pricing unit, overage model, and the cost of a 4-week POC.COM-01
Q20Dated roadmap for OWASP LLM 2026, ASI, Agent Control Standard, A2A and voice.COM-02

05Scoring rubric

CriterionWeight1 = poor3 = acceptable5 = excellent
Onboarding to our target10%Needed vendor engineering or code changes in D-1Connected with help in under 15 minSelf-serve; multi-turn + agent traces in under 10 min
Attack relevance (S1, S2)15%Generic jailbreak listSome tailoring to D-1Business-specific objectives; adaptive multi-turn beat our policy
Indirect injection & exfil (S3)15%Not demonstratedDemonstrated via transcript onlyBeacon hit with full evidence chain
Agentic side effects (S4)20%Text-only verdictsTool call shown, no side-effect proofTool trace + ledger/canary proof; authorization root cause identified
MCP (S5)5%Not supportedStatic description flagStatic flag + observed agent behavior
Evidence, replay, judge transparency10%Opaque judge; no replayTranscript + mappingReplay works; judge editable; FP dismissal persists
CI/CD & regression15%UI onlyCLI gate, no diffConfig-as-code gate + fixed/new/regressed diff
Platform security & deployment fit5%SaaS only, unclear retentionSaaS with region pinning + SSOVPC/self-hosted, BYO model, containment controls
Commercial & viability5%Opaque pricing; continuity unclearClear pricingClear pricing + contractual continuity + agentic references
  • Each evaluator scores independently within 24 hours
  • Group reconciles any criterion with a score spread of 2 or more
  • Weighted score = Σ(score × weight) ÷ 5 × 100
  • Advance to POC: ≥ 65 and no 1s on agentic side effects or evidence

06Demo schedule

WeekMon–TueWed–ThuFri
Demo week 1Pillar · StraikerMindgard · incumbent platform moduleEvaluator calibration: independent scores, then reconcile
Demo week 2Alternates if needed: Repello / F5 / Gray SwanOSS control-group walkthrough (internal: promptfoo + PyRIT on D-1)Down-select to 3 vendors for POC; send POC terms