Describe a time when you had to sell a technical idea to skeptical stakeholders.
Why This Is Asked
Interviewers want to see your persuasion skills—how you overcome resistance, address concerns, and build buy-in for technical initiatives. They're assessing your ability to listen, adapt your pitch, and use evidence and empathy to win support.
Key Points to Cover
- Understanding the source of skepticism (risk, cost, unfamiliarity, competing priorities)
- Adapting your message to address their concerns
- Using proof points: pilots, benchmarks, case studies
- Building trust through transparency and follow-through
STAR Method Answer Template
Describe the context - what was happening, what team/company, what was at stake
What was your specific responsibility or challenge?
What specific steps did you take? Be detailed about YOUR actions
What was the outcome? Use metrics where possible. What did you learn?
💡 Tips
- Choose an example where you succeeded—or where you learned something valuable from the pushback
- Emphasize that you listened first and tailored your approach based on their objections
✍️ Example Response
STAR formatSituation: I proposed migrating our main application to a new cloud region to reduce latency for our APAC customers. The product and finance teams were skeptical—they saw cost, risk, and disruption with no guaranteed revenue lift. I was the engineering manager making the case.
Task: I had to sell a technical initiative to stakeholders who didn't see the value and were worried about the downside.
Action: I started by understanding their concerns. In 1:1s, I heard: "What if something breaks?" "How much will this cost?" "Can't we just optimize the current setup?" I tailored my pitch to each. For product, I framed it as customer experience—we had support tickets and NPS data showing APAC users experienced 2–3x higher latency. For finance, I built a cost model: the migration would cost X one-time and Y ongoing, but we'd avoid Z in potential churn (I used conservative estimates from our data team). For risk, I proposed a phased rollout: read replicas first, then gradual traffic shift, with rollback plans. I also ran a two-week pilot in a non-critical service to prove we could do it safely. I brought proof: latency metrics from the pilot, a case study from a similar company. When they pushed back on timeline, I offered a compromise: we could do it in 12 weeks instead of 8 if we deferred a lower-priority project.
Result: We got approval. We executed the migration with zero incidents. APAC latency dropped by 60%, and we saw a 4% improvement in APAC retention over the next quarter. I learned that selling technical ideas requires listening first, addressing each stakeholder's concerns specifically, and backing claims with evidence—and that pilots and phased approaches reduce perceived risk.
🏢 Companies Known to Ask This
| Company | Variation / Focus |
|---|---|
| Amazon | Have Backbone, Think Big — "Tell me about a time you had to convince skeptical stakeholders" |
| Innovation, navigating ambiguity | |
| Meta | Making hard calls |
| Microsoft | Customer focus |
| Netflix | Judgment, making decisions with incomplete info |
| Stripe | Technical judgment |