Real-world scenarios: BEC, smishing, vishing, deepfake voice, quishing, OAuth attacks. Score 0–100 and see exactly where attackers would fool you.
15Real-world scenarios
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What to Expect
15 real-world phishing scenarios. For each one, decide: Phish or Legit? You'll get instant feedback after each question explaining the red flags — or why it's legitimate.
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BEC & Wire Fraud
CEO impersonation, vendor invoice swap, attorney fraud, deepfake voice
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Mobile & Voice
Smishing, vishing, MFA fatigue, callback phishing, QR code attacks
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Credential Attacks
Microsoft 365 harvests, DocuSign lures, Calendly clones, OAuth consent grants
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One Legitimate Email
Not everything is phishing — recognizing real emails matters too
Question 1 of 15
Question 1 of 15BEC
BEC CEO Fraud
You receive an email from "CEO John Miller <jmiller@acme-financials.com>" (your company domain is acme-finance.com). Subject: "Urgent — wire transfer needed today." The email asks you to wire $47,000 to a new vendor before close of business and keep it confidential.
Phish or Legit?
Red Flags:
Lookalike domain (acme-financials vs acme-finance)
Urgency + secrecy combined — the two BEC invariants
CEO directing a wire via email only, no prior conversation
Any wire request by email only — especially with urgency and secrecy — is the BEC playbook. Call the sender on a known number. Never use the phone number in the suspicious email.
Question 2 of 15CREDENTIAL HARVEST
Microsoft 365 Credential Harvest
You get an email from "Microsoft Security Team <security@microsoft-alert365.com>" saying your account will be suspended in 24 hours due to unusual sign-in activity. A button says "Verify Account Now."
Phish or Legit?
Red Flags:
microsoft-alert365.com is not microsoft.com — typosquatted domain
Artificial urgency: "24 hours"
No personalization (no name, no account reference number)
Hover over any link before clicking. The domain should be microsoft.com — anything else is a lookalike. Microsoft never emails you to "verify" from a third-party domain.
Question 3 of 15CREDENTIAL HARVEST
DocuSign Lure
You receive a DocuSign notification for a contract. The "From" display name is "DocuSign" but the actual email is docusign-noreply@legaldocuments-esign.net. The document is titled "Employment Agreement — Action Required."
Phish or Legit?
Red Flags:
Display name says DocuSign but domain is legaldocuments-esign.net
Legitimate DocuSign uses @docusign.com or @docusign.net
Unexpected document — you're not expecting any contract
Check the actual From domain, not the display name. Legitimate DocuSign emails come from @docusign.com or @docusign.net. Always log into DocuSign.com directly to see pending documents.
Question 4 of 15MFA FATIGUE
MFA Fatigue Bombing
You receive 15 Microsoft Authenticator push notifications in 5 minutes that you did NOT initiate. Then you receive a call from someone claiming to be from "Microsoft IT Support" asking you to approve one notification "to stop the flood."
Phish or Legit?
Red Flags:
You didn't initiate any login — any push you didn't request is an attack
MFA fatigue: flooding notifications to get you to approve in frustration
Vishing paired with MFA fatigue is the Scattered Spider signature tactic
Never approve an MFA push you didn't initiate. Hang up on any caller asking you to approve a notification. Report the push flood to IT immediately — someone has your password.
Question 5 of 15SMISHING
Smishing — Package Delivery
You get an SMS: "UPS: Your package #1Z999AA10123456784 requires address confirmation or it will be returned. Click to confirm: https://ups-delivery-confirm.com/track"
Phish or Legit?
Red Flags:
Legitimate UPS uses ups.com, not ups-delivery-confirm.com
SMS link pressure — "or it will be returned"
Tracking numbers in phishing SMS are usually fake or stolen
Go directly to ups.com and enter the tracking number there. Never click SMS links for package tracking — always go to the carrier's official site directly.
Question 6 of 15VISHING
Vishing — IT Helpdesk
You receive a call from "IT Support" at extension 4400. The caller says your laptop has triggered a security alert and they need remote access to run a diagnostic. They ask you to visit a website and download a remote support tool.
Phish or Legit?
Red Flags:
You didn't open a ticket — legitimate IT doesn't cold-call for diagnostics
Request for remote access to your machine = potential RAT installation
Internal extension numbers can be spoofed trivially
Hang up. Call IT helpdesk back on the number from the internal directory (not the number that called you). Legitimate IT never cold-calls asking you to download remote tools.
Question 7 of 15CALLBACK PHISHING
Callback Phishing (Silent Ransom Style)
You get an email: "Your Norton subscription ($349.99) has auto-renewed. To cancel and get a refund, call 1-888-XXX-XXXX within 24 hours." No link, no attachment — just a phone number.
Phish or Legit?
Red Flags:
You don't have a Norton subscription
Refund bait — creates urgency to call
The phone number leads to a call center that will try to get remote access to "process the refund"
This is callback phishing — no malicious link, just a phone number. The call center will ask for remote access to "process the refund." Never call back unrecognized charges. Check your actual billing statements.
Question 8 of 15QUISHING
QR Code Phishing (Quishing)
You receive a physical flyer in your office lobby: "Scan to rate your parking experience — win a $50 gift card!" The QR code leads to a site that asks for your email and work credentials to "verify eligibility."
Phish or Legit?
Red Flags:
QR codes bypass email URL scanning — most security tools don't inspect them
Work credentials have no role in a parking survey
Physical delivery bypasses email filters entirely
QR codes in unexpected physical materials are a growing attack vector. Never enter work credentials on a site reached via an unverified QR code. Inspect the URL after scanning before entering any information.
Question 9 of 15SOCIAL ENGINEERING
HR W-2 Request
You're in HR and receive an email from "employee.sarah.chen@gmail.com": "Hi, this is Sarah Chen. I'm having trouble with my work email. Could you email my W-2 directly to this personal address? I need it for my mortgage application."
Phish or Legit?
Red Flags:
Personal Gmail for a sensitive document request — no company email
W-2s contain SSN + full financial data — prime identity theft material
Urgency framing: mortgage application deadline
Never send W-2s or payroll data to personal email addresses. Always verify the employee via internal HR systems and call the employee at their known work number before releasing any sensitive documents.
Question 10 of 15BEC / VEC
Vendor Invoice Swap
Your regular IT vendor sends an invoice for $8,400 — their normal monthly amount. Attached is a note: "We've updated our banking details. Please update your vendor file and send this month's payment to the new account below." The email comes from support@techprovider.net (their usual domain is techprovider.com).
Phish or Legit?
Red Flags:
.net vs .com — domain substitution
Banking detail change in an email attachment
Timed to coincide with normal invoice cycle
Any banking detail change request via email — even from a known vendor — requires a verification call to their known phone number. Never update vendor banking details based on email alone.
Question 11 of 15CREDENTIAL HARVEST
Calendly Impersonation
You receive a Calendly notification: "John Martinez has invited you to a 15-minute intro call." The email is from calendly-notifications@calendIy-app.com (note: capital I instead of lowercase l). The meeting link goes to a credential-harvesting site.
Phish or Legit?
Red Flags:
calendIy-app.com uses capital I to mimic lowercase l — classic homoglyph attack
Legitimate Calendly uses calendly.com
Meeting link domain doesn't match Calendly
Homoglyph attacks replace look-alike characters (capital I for lowercase l). Hover over links and inspect the full URL before clicking. Legitimate Calendly uses calendly.com, not any variation.
Question 12 of 15SOCIAL ENGINEERING
Microsoft Teams External Message
You receive a Teams message from an external user labeled "[EXTERNAL] Mike Johnson — IT Support": "I need to share a security update with you. Please click this link to view the file: https://bit.ly/3xK7mP9"
Phish or Legit?
Red Flags:
External Teams user claiming to be IT Support — internal IT wouldn't be external
IT Support reaching you via external Teams message is a social engineering tell
Internal IT would never contact you from an external Teams account. Never click shortened URLs from unexpected external sources. Report external Teams messages claiming to be IT to your real IT team.
Question 13 of 15DEEPFAKE / VISHING
AI Deepfake Voice Scenario
You receive a voicemail from what sounds exactly like your CFO: "This is [CFO name]. I'm in a board meeting and can't talk. Please arrange a $200,000 wire to the new escrow account for the acquisition. My assistant will send you the details. This is time sensitive."
Phish or Legit?
Red Flags:
Deepfake voice cloning is now accessible to threat actors for under $100
CFO unable to take calls + wire request = BEC pattern even via voice
No prior discussion of an acquisition through normal channels
AI voice cloning can replicate any voice from 3 seconds of audio (LinkedIn videos, YouTube, podcasts). Establish a codeword protocol for large wire requests. Always call back on a known number for any payment instruction received via voicemail.
Question 14 of 15OAUTH PHISHING
OAuth Consent Grant
You receive an email from a colleague: "I'm sharing a Google doc with you." When you click, instead of going to Google Docs, you're asked to grant an unfamiliar app called "DocShare Pro" permission to "Read and write to all your Google Drive files, access Gmail, and read contacts."
Phish or Legit?
Red Flags:
OAuth consent for a third-party app you've never heard of
Permissions far exceed what a document share requires
Google Docs sharing doesn't require installing a third-party app
OAuth consent grant attacks give attackers persistent access to your accounts without your password. Never grant third-party apps excessive permissions. Legitimate Google Doc sharing doesn't require app installation.
Question 15 of 15LEGITIMATE
Legitimate IT Notification
Your company's IT department sends an email from it-helpdesk@yourcompany.com (your actual domain): "We're performing scheduled maintenance this Saturday 2-4am. No action required. Email will be unavailable during this window. Questions? Open a ticket at helpdesk.yourcompany.com."
Phish or Legit?
This email has no red flags — it's a genuine IT notification from your company's own domain. Not every email is a threat, which is why situational awareness matters.
This email is legitimate. It comes from your company's own domain, requires no action, provides no links to click, and directs you to your known internal helpdesk URL. No red flags.
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