Interview Questions

13+ Questions to Ask Joey Lieber

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 Joey Lieber or any guest.

10.0 top score·9.2 avg score·13 total

Sample questions

#1

10.0

This one's a little spicy. You say brokers routinely promise inflated valuations just to win listings, then let the market beat sellers down. Walk me through exactly how that scam works so my listeners can spot it before they get burned.

General Questions

#2

10.0

This one's a little spicy. You specifically wanted to call out brokers who inflate valuations just to win listings, then let the market beat sellers down. Walk me through exactly how that scam works so my listeners know the red flags.

General Questions

#3

9.0

When you value a business, walk me through the exact formula or multiple you start with. Is it EBITDA, revenue, SDE? Give me the specific framework.

The Formula Questions

#4

9.0

Cards on the table. What percentage of businesses that list with a broker actually sell, and what does that number tell a listener about whether they're truly ready?

General Questions

#5

9.0

You believe valuations should never be free because a real one takes days. But you built a free calculator. Walk me through how you reconcile that and what the free version actually measures versus the paid deep dive.

#6

9.0

With 125 deals a year you've seen hundreds of businesses fail to sell. Walk me through the top patterns that kill a deal before it ever closes, and what owners can fix right now.

#7

9.0

Which business guru do you think is completely overrated?

#8

9.0

You've seen the financials of hundreds of businesses. What's the weirdest thing you've ever found buried in someone's books?

9 more questions

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How 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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