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Whiteboard Confidential
interviewing.io
12 episodes
5 days ago
Technical interview replays and deep-dive commentary, with engineers from the world's best companies: Google, Meta, OpenAI, and many more
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Technology
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All content for Whiteboard Confidential is the property of interviewing.io and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Technical interview replays and deep-dive commentary, with engineers from the world's best companies: Google, Meta, OpenAI, and many more
Show more...
Technology
https://d3t3ozftmdmh3i.cloudfront.net/staging/podcast_uploaded_nologo/44206710/44206710-1754592311078-c3464e1769409.jpg
From Layoff to OpenAI: Clarifying Questions, Improv, Better Interviews
Whiteboard Confidential
1 hour 8 minutes 24 seconds
2 weeks ago
From Layoff to OpenAI: Clarifying Questions, Improv, Better Interviews

SPOTLIGHT EPISODE: What happens when a senior engineer stops “faking it” and starts treating interviewers like partners? Eamonn sits down with James—now at OpenAI, with prior stops at Pinterest, Reddit, and Discord—to unpack how he managed imposter syndrome, learned to ask clarifying questions early, and used improv to become a clearer, more confident communicator on the job.

Along the way, we pause to analyze James’s mock coding interview on interviewing.io, tracing the exact habits that set him apart: writing while thinking, checking in for buy-in, and iterating toward better solutions under pressure. If you’re preparing for coding interviews, you’ll see how James navigates anagrams with letter-count tuples, weighs time/space tradeoffs, and engages with hints without losing the thread.

Watch James's Full Mock Here: https://start.interviewing.io/interview/Gw58xSkxBKqu/replayWatch Another of James's Full Mocks Here: https://www.youtube.com/watch?v=eHF6YxfOXy4

Watch replays & transcripts: https://start.interviewing.io/showcase

Book a mock interview: https://interviewing.io


Timestamps

00:00 Cold open — why “faking it” fails in interviews

01:00 James’s background and path to OpenAI

04:00 How improv rebuilt confidence and communication skills

07:00 Layoffs at Discord and finding upside in a reset

10:00 Structured prep: LeetCode, mocks, and recruiter advice

13:00 Why peer mocks matter more than grinding alone

16:00 Mock interview replay: the anagram challenge

24:00 Working through space vs. time tradeoffs under pressure

33:00 Staying unstuck: writing, asking, and engaging hints

58:57 Feedback clip: top-tier insight, senior-level signal


Disclaimer: All interviews are shared with explicit permission from the interviewer and the interviewee, and all interviews are anonymous. interviewing.io has the sole right to distribute this content.

Whiteboard Confidential
Technical interview replays and deep-dive commentary, with engineers from the world's best companies: Google, Meta, OpenAI, and many more