Chris Schwenk | Tech Jobber Podcast

“What separates an average professional from a top-tier, high-salary one in your field?”

Asks this to pinpoint the specific skills and mindsets that justify top-of-market salaries.

“How would you direct a total outsider to start a career in your field today?”

This question seeks a step-by-step roadmap for career changers.

“For someone interested in [specific sub-field], what's a realistic starting point?”

This question aims to provide a practical, entry-level action for listeners.

“Is there any specific training or coursework you'd recommend for this career path?”

Aims to get concrete, actionable recommendations for upskilling.

“Can you explain [technical concept] in layman's terms?”

Frequently used to demystify industry jargon and make complex topics accessible.

“What was the first step in your journey from a previous role to where you are now?”

Used to establish the guest's origin story and identify key career pivots.

“What is the daily life of a [Guest's Job Title] actually like?”

He asks this to give listeners a concrete, behind-the-scenes look at a role's reality.

“What excites you the most in the industry right now?”

This question helps gauge a candidate's or expert's passion and awareness of current trends.

“How will a technology like AI change the industry in the next 5 years?”

A forward-looking question to elicit high-level strategic forecasts from senior leaders.

“What's a common mistake or gap you see over and over in organizations?”

This surfaces common industry problems and highlights areas of opportunity for candidates.

“When hiring, do you look for people who understand business impact, or do you train for it?”

This question reveals a guest's hiring philosophy and what they value in candidates.

“Have you personally seen any real-world outcomes from this technology?”

Used to ground theoretical discussions in tangible business results and impact.