T-X-1 — Combined, 1 day

Lab guide · Isla Mercantile Group · 375m net (09:00–16:30)

Schedule

TimeBlockMinutes
09:00C0 — Engagement kickoff15
09:15C1 — The consultancy craft20
09:35I-M2 — How Insights sees (live)25
10:00I-M3 — Dashboard tour60
11:00Break15
11:15I-TAG — Tag teams: build the chain45
12:00K-1 — Outside-in with Kartis45
12:45Lunch45
13:30C6 — Verify in the field20
13:50X1 — Inside-out meets outside-in30
14:20C3 — Baseline assessment (CBA)70
15:30Break15
15:45C8 — Report & readout40
16:25Wrap-up5

Before you start

Log in

Your slip has your own credentials. Nobody shares a login; working in pairs on one login (one drives, one checks) is fine.

SystemAddressLoginUsed in
Eon Insightshttps://insights.edu.eoncore.nettraineeNNI-blocks, I-TAG, X1
Eon Centerhttps://center.edu.eoncore.nettraineeNN (org_admin of team-NN)C-blocks, K-blocks, X1
Center, Kartis pages onlyhttps://center.edu.eoncore.netkNN (kartis_only)K-blocks in the Insights + Kartis tracks
Isla public siteshttps://<vhost>.isla.edu.eoncore.netnoneI-M2, K-1, C6, I-M11

In Center, switch the UI to EN on first login. Your Center organisation team-NN has one customer: Isla Mercantile Group (team-NN). traineeNN and kNN are both members of team-NN and work on that same customer.

Shared environment

Isla at a glance

Client: Isla Mercantile Group, retail and payments, Curaçao. Internal names <host>.<app>.isla.test in 10.20.0.0/16; public names <vhost>.isla.edu.eoncore.net.

App (team)Internal hostsSubnetPublic vhosts
webshopshop, api, db, pay .webshop.isla.test10.20.1.0/24www, shop, api, pay
intranetsso, portal, cache .intranet.isla.test10.20.2.0/24intranet
paymentsgw, vpn, hsm .payments.isla.test10.20.3.0/24none
loyaltyapp, api, old .loyalty.isla.test10.20.4.0/24loyalty, loyalty-old

Hosts outside isla.test and isla.edu.eoncore.net are background noise. Search isla.test to hide them.

Client documents (handed out per block): client brief, ckm-intake.xlsx, register.xlsx, register-flawed.xlsx.


Exercises

C0 — Engagement kickoff

09:00 · 15 min

ExerciseTaskFinding
C0.1Read the client brief in pairs: the two engagement questions, one judging criterion per stakeholder, two statements you would not accept without evidenceF08, F11
C0.2Log in to Center, open Isla Mercantile Group (team-NN), copy its customer ID, set journey milestone "Maturity intake (CMB)" to In progress with a note—

C1 — The consultancy craft

09:15 · 20 min

ExerciseTaskFinding
C1.1Definition of done for D1 and D5 (standard/full: D1, D2, D5): who accepts, what it contains, what not; add as journey notes—

I-M2 — How Insights sees (live)

09:35 · 25 min

ExerciseTaskFinding
I-M2.1Note your source IP and the time. Browse to https://www.isla.edu.eoncore.net and https://pay.isla.edu.eoncore.net. Find your own handshakes in Handshakes (last 15 min, filter SNI); note TLS version, cipher, JA3F02

I-M3 — Dashboard tour

10:00 · 60 min

ExerciseTaskFinding
I-M3.1Hosts: filter insecure + weak, search isla.test, last 7 days. List host and levelF01, F02, F05, F07, F08, F13
I-M3.2HostDetails db.webshop.isla.test: worst TLS version, insecure suite, cert key. Why insecure, not weak?F01
I-M3.3Certificates, sort Valid until ascending: first Isla certificate, days left, hostF03

I-TAG — Tag teams: build the chain

11:15 · 45 min

ExerciseTaskFinding
I-TAG.1Find every host of your app; split the list; tag each with app:, tier:, env:, owner: via HostTagsEdit—
I-TAG.2Build the chain view through the Chat (appendix A.1), fix missing tags, Save as View, note the view id—
I-TAG.3One minute per team: weakest link, finding, owner, whyF01, F03, F05, F08

K-1 — Outside-in with Kartis

12:00 · 45 min

ExerciseTaskFinding
K-1.1Log in to Center, switch to EN, start a discovery for isla.edu.eoncore.net on Scorecard; after 30 s note the scorecard countersF03, F04, F08
K-1.2Certificates: which host expires first, issuer, days left, scorecard bucket, owning teamF03
K-1.3DNS / Email for isla.edu.eoncore.net: map every SPF include and DKIM selector to a party; compare with the brief; is spoofing covered?F11, F12
K-1.4Technology: CDN and cloud provider per vhost; in the brief? What does a CDN in front of www mean for TLS keys?—
K-1.5 (full)Hosts shows intranet on TLS 1.0. Check live (appendix B.1b, B.2), label false_positive with a note, compare Scorecard, remove the label againF03, F04
K-1.6 (full)Upload register.xlsx in Central register, run Crypto posture, filter Findings on drift: which finding concerns pay?F02

C6 — Verify in the field

13:30 · 20 min

ExerciseTaskFinding
C6.13DES check against pay (appendix B.1): protocol and cipher; does it confirm the Kartis drift? Which Insights finding matches?F02
C6.2TLS 1.0 and 1.2 against intranet (appendix B.2), with the TLS 1.0 control on pay (B.1b); what does the server say, what was the scan date?F03, F04
C6.3Set the intranet weak_tls_version finding to false_positive (leave cert_expiring open); add a Labels note (scan date, check, result, initials); leave pay openF04

X1 — Inside-out meets outside-in

13:50 · 30 min

ExerciseTaskFinding
X1.1Fill the matrix (appendix C.2): for F01–F14 mark Insights / Kartis / live and classify inside only, outside only or both. Check at least two cells liveF01–F14
X1.2Add the unregistered asset to register.xlsx, upload, rerun posture. What happens to the finding? Which inside-only assets belong in the internal register?F08

C3 — Baseline assessment (CBA)

14:20 · 70 min

ExerciseTaskFinding
C3.1Interview the CISO (trainer). Short: the 10 marked questions; full: all 36, your pair's subcategories. Write her answers in her words; probe at least three—
C3.2Set a maturity level per question with a one-line reason; create assessment Isla — PQC baseline for team-NN and import the workbook—
C3.3Run the AI assessor on question 17 (full: also 33); compare its level with yours, edit, decide on ApproveF03
C3.4Gap table per subcategory: current level, 12-month target, gap, driver (DORA / NIS2 article or PQC exposure)F14
C3.5 (full)Mark each AI advice recommendation as supported (name the question) or generic; which one do you drop?—

C8 — Report & readout

15:45 · 40 min

ExerciseTaskFinding
C8.1Generate the Kartis management report: which of F02, F03, F08, F09, F11, F12 appear, in which counter, which is missing and why?F02, F03, F08, F09, F11, F12
C8.2 (standard, full)Top five actions in the remediation tracker: title, domain, owner at Isla, priority, deadline—
C8.3One page per group: where we stand (Q1, Q2), what it costs (hours), what first (three actions, owner, date); read out to the CISO—

Queries, live checks and templates

Queries

Run these through the Insights Chat. The Chat only accepts SELECT/WITH and rejects any query containing words such as INSERT, UPDATE, DELETE, ALTER, CREATE, REPLACE, SET anywhere in the text.

A.1 Chain view (I-TAG.2, I-M11)

Replace app:webshop with your app.

SELECT
    hostname,
    toString(any(ipv4))                                  AS ip,
    arrayDistinct(groupArrayArray(tags))                 AS all_tags,
    arrayFirst(t -> startsWith(t, 'tier:'),  all_tags)   AS tier,
    arrayFirst(t -> startsWith(t, 'owner:'), all_tags)   AS owner,
    anyLast(security_level)                              AS level,
    multiIf(level = 'insecure', 1, level = 'weak', 2,
            level = 'secure', 3, level = 'recommended', 4, 5) AS ladder_rank
FROM hosts
GROUP BY hostname
HAVING has(all_tags, 'app:webshop')
ORDER BY ladder_rank, tier

Live checks

Against the Isla public sites. Always pass -servername: web-b routes by SNI, and a client without SNI lands on pay. OpenSSL 3 needs @SECLEVEL=0 in the cipher string for 3DES and TLS 1.0; drop :@SECLEVEL=0 on LibreSSL (openssl version tells you which one you have). Some Linux distributions block TLS 1.0 in the system crypto policy even with @SECLEVEL=0; B.1b shows whether yours does. If it does, use testssl.sh or pair with someone whose client can.

B.1 3DES on pay (I-M2.3, K-1.6, C6.1)

openssl s_client -connect pay.isla.edu.eoncore.net:443 -servername pay.isla.edu.eoncore.net \
  -tls1_2 -cipher 'DES-CBC3-SHA:@SECLEVEL=0' </dev/null

B.1b Control: can your client speak TLS 1.0? (C6.2, K-1.5, I-M11)

openssl s_client -connect pay.isla.edu.eoncore.net:443 -servername pay.isla.edu.eoncore.net \
  -tls1 -cipher 'DEFAULT:@SECLEVEL=0' </dev/null

Handshake succeeds: your client can test TLS 1.0. no protocols available or a failure before any server answer: your client refuses TLS 1.0, and B.2 proves nothing.

B.2 TLS versions on intranet (K-1.5, C6.2, I-M11)

openssl s_client -connect intranet.isla.edu.eoncore.net:443 -servername intranet.isla.edu.eoncore.net -tls1 -cipher 'DEFAULT:@SECLEVEL=0' </dev/null
openssl s_client -connect intranet.isla.edu.eoncore.net:443 -servername intranet.isla.edu.eoncore.net -tls1_2 </dev/null

B.3 Certificate expiry (I-M11, C6)

openssl s_client -connect intranet.isla.edu.eoncore.net:443 -servername intranet.isla.edu.eoncore.net </dev/null \
  | openssl x509 -noout -enddate

Record every check you use as evidence: date, command, result.

Templates

C.2 Inside/outside matrix (X1.1)

IDFindingInsightsKartisLive web-a/web-bClass
F01
F02
F03
F04
F05
F06
F07
F08
F09
F10
F11
F12
F13
F14