Career Blast in a Half
Ask Better Questions, Land Better Jobs | Brenden Kumarasamy (Recast)
17 Dec 2025
Forget preparing better answers. The fastest way to stand out in interviews, networking, and executive conversations isn’t what you say — it’s what you ask. Most professionals rely on generic questions. And then wonder why they’re forgettable. In this episode, Brenden Kumarasamy — founder of MasterTalk — breaks down the 100, 200, and 300-level question framework and explains why the quality of your questions is one of the clearest predictors of how you’ll perform before you’re ever hired. This isn’t about sounding impressive. It’s about signaling judgment, preparation, and future value. Why this matters Every interview ends the same way: “What questions do you have for me?” Most candidates waste that moment. And that moment is often the only part of the conversation that actually differentiates you. Weak questions don’t just stall momentum — they quietly tell decision-makers how you think. In this episode, we unpack: Why 100-level questions instantly put you in the “everyone else” category How 200-level questions create rarity and make people lean in What makes a 300-level question so powerful it changes how you’re evaluated Why hiring decisions are made on future contribution, not past experience How great questions act as a proxy for judgment, preparation, and leadership The moment Brenden realized time mattered more than money — and how that shifted his career How to build leverage whether you stay corporate or move into entrepreneurship Timestamps (0:00) – Intro (2:43) — How competitive case competitions became a communication business (6:08) – Why the quality of your questions shapes your career (10:29) – 100-level vs 200-level questions and why most people blend in (13:07) – 300-level questions and how they change how you’re evaluated (19:27) – Why questions predict performance better than résumés (21:25) – The moment time became more valuable than money (26:30) – Building leverage whether you stay corporate or leave The real takeaway Your résumé explains where you’ve been. Your questions forecast who you’ll be inside the company. And executives know exactly how to read the difference. Connect with Brenden LinkedIn: https://www.linkedin.com/in/brendenkumarasamy/ Website: https://www.mastertalk.ca/ YouTube: https://www.youtube.com/@MasterTalks Instagram: https://www.instagram.com/masteryourtalk/ Facebook: https://www.facebook.com/mastertalkyt/ Twitter/X: https://twitter.com/masteryourtalks Free Communication Workshop: https://www.rockstarcommunicator.com/ Connect with Loren Website: https://www.portfoliorocket.com/ LinkedIn: https://www.linkedin.com/in/lorengreiff/ Instagram: https://www.instagram.com/portfoliorocket/ Work with Loren Join the 30-Day BLAST Program: https://www.portfoliorocket.com/our-programs
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