When interviewing salespeople, the biggest red flag is blame. Strong candidates demonstrate humility and self-reflection by taking ownership of lost deals and analyzing their own shortcomings. Weaker candidates deflect, blaming the product, competition, or other external factors, signaling a lack of coachability.

The key trait for scaling a company is ownership. To screen for it, ask candidates about their mistakes. A-players will admit a genuine flaw, like having trust issues that lead to micromanagement. B-players will offer a veiled brag or fake weakness, which is a major red flag.

A critical positive signal for investors is a founder who can honestly self-assess their skill gaps. This humility and willingness to hire people who are better than them in specific areas, even with differing personalities, demonstrates the maturity needed to scale a business.

Alpine's hiring philosophy for leaders downplays resume experience, instead focusing on core attributes like grit, humility, and emotional intelligence. They believe these traits are better predictors of success and that specific business skills can be trained on top of this strong foundation.

Prioritize candidates who have navigated difficult situations. They learn more from tough times than from being at a constantly successful company where mistakes might be masked by overall growth. Adversity builds crucial problem-solving skills and resilience that are invaluable to a growing organization.

Studies show executives who admit to past struggles, like being rejected from multiple jobs, are trusted more by employees. This vulnerability doesn't diminish their perceived competence and can significantly increase team motivation and willingness to work for them.

When evaluating senior candidates, don't view a failed entrepreneurial venture as a negative. It often indicates valuable traits like risk-tolerance, scrappiness, and resilience. These leaders have learned hard lessons on someone else's dime, making them potentially more effective in a new organization.

Beyond IQ and EQ, interview for 'Resilience Quotient' (RQ)—the ability to persevere through setbacks. A key tactic is to ask candidates about their proudest achievement, then follow up with, 'What would you do differently?' to see how they navigated strife and learned from it.

Framing a question about past errors as a "do-over" bypasses management defensiveness. It encourages more honest reflection on decisions and reveals a leader's capacity for humility, a key trait for avoiding corporate blow-ups.