← Adaptive Security
Adaptive Security role-play cheat sheet
For the mock cold call at the end of most SDR interviews.
What they sell, in one line
Trains employees to spot AI-powered scams like deepfake calls and phishing, and simulates those attacks to test them.
Who you'd be calling
CISOs, security awareness leads, and IT security managers at mid-size to large companies
Your opener
“Hi [Name], this is [You] from Adaptive Security. I know I'm calling out of the blue. We help security teams get ready for AI scams like fake voice calls from the CEO, and I wanted to see if that's on your radar. Do you have 30 seconds?”
Problems you solve for them
- Deepfake voice, video and AI-written phishing now fool people who passed old training
- Yearly compliance videos are boring and don't change behavior
- Security teams can't tell which employees or teams are most at risk
Discovery questions to ask
- How are you training employees today to spot phishing and impersonation attempts?
- Have you seen any deepfake or voice-clone attempts aimed at your staff yet?
- How do you measure whether the training is actually working?
Objections they'll throw at you
“I'm busy right now.”
→ Totally fair, I'll be quick. I'm only asking if AI-driven scams are a concern for your team. Can I book 15 minutes later this week to show you what they look like?
“We're not interested.”
→ No problem, I hear that a lot. Can I ask what's covering you today against things like voice-clone scams, so I know if it's even relevant?
“We already use KnowBe4 (or another training tool).”
→ Good, that means you take it seriously. Most teams keep their tool and add us because older tools weren't built for deepfakes. Would it be worth a short look at how the two compare?
“Just send me an email.”
→ Happy to. So it's useful and not just noise, what's your biggest worry: phishing, voice scams, or something else?
Competitors worth knowing
KnowBe4, Proofpoint, Hoxhunt
Interview tips for this company
- Learn what social engineering means (tricking a person, not hacking a computer) and be able to explain deepfake attacks in one sentence.
- Show you read their news: the December 2025 $81M Series B led by NVIDIA and Bain Capital Ventures, without making up other details.
Written from public information about Adaptive Security to help you practice. Ask an insider what their role play looked like; it's the best prep there is.