Interview Questions
11+ Questions to Ask Adam Weitsman
Curated by PodPrepper's AI from real podcast prep sessions. Each question is scored on a viral-hook scale of 1-10. higher scores predict clip-worthy moments. Sample below; sign up free to generate the full brief for Adam Weitsman or any guest.
Sample questions
#1
10.0
This one's a little spicy — you served eight months in federal prison for check kiting while your company was near bankruptcy. Walk me through what the first week out looked like and how you convinced anyone to do business with you again.
General Questions
#2
10.0
You have 18 million Instagram followers and you run a scrap metal company — how did you build that audience, and what has it actually done for a $750 million recycling business that most people would never think to put on social media?
General Questions
#3
10.0
This one's a little spicy — you have 18 million Instagram followers as a scrap metal CEO, which is more than most A-list celebrities. What does that audience actually do for a $750 million recycling business, and what should business owners learn from that?
General Questions
#4
9.0
I've been wanting to ask you this for a while — you went from nearly bankrupt and a federal conviction to building a billion-dollar net worth. What did you have to completely unlearn about yourself to make that climb?
General Questions
#5
9.0
Which business guru do you think is completely overrated?
#6
9.0
You've built 18 million followers on Instagram from a scrap metal business — give me the exact content strategy, posting cadence, and what type of post actually drives the most engagement.
#7
9.0
You went to federal prison in 2004 for check kiting while your company was near bankruptcy — walk me through the stretch between getting sentenced and deciding you were going to rebuild instead of walk away.
#8
9.0
Cards on the table — you went from prison to billionaire status. What did you have to completely unlearn about yourself during that rebuild that most people clinging to their ego would never let go of?
7 more questions
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Generate my first brief freeHow these questions are scored
Every question on this page was generated by PodPrepper, an AI tool built specifically for podcast hosts who interview guests. The scoring system uses a viral-pattern model trained on 5,000+ top-performing creator posts to predict which questions will produce clip-worthy moments. the kind that get pulled into reels, shared on social, and drive new listeners.
A score of 9.0+ means the question hits multiple viral hooks: contradiction, contrarian framing, lesson extraction, vulnerability, or specific-numbers anchoring. These are the questions worth building an interview around.
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