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.

To assess a sales candidate's self-awareness and adaptability, ask them to describe their process for a C-level meeting. After they detail their strategy, challenge them with: "So why haven't you done that in this meeting?" Their real-time reaction is a powerful indicator of their ability to course-correct under pressure.

To get past a curated interview persona, ask a candidate to describe a time they had to work with someone they viscerally disliked. Their answer reveals their true approach to conflict, blame, and collaboration under pressure.

During interviews, listen for how candidates describe their successes. Top performers who lead through collaboration naturally talk in terms of 'we' and credit their team. Those who constantly say 'I' often lack the collaborative skills needed for modern enterprise sales.

Ask a candidate to rate their sales ability on a 1-10 scale. Then, ask what specific skill, if mastered, would move them up one point. This trick question forces them to reveal a genuine area for improvement, demonstrating self-awareness and coachability.

Many candidates claim credit for their team's or company's success. A key interview trap to avoid is failing to distinguish who was a key contributor versus who was just 'on the team' when success happened. Diving deep into specific problems reveals who actually did the work.

To assess a candidate's true character and values, move beyond standard interview questions. Use unexpected, personal prompts like "What's something your parents taught you?" or "What was your first job?" These questions reveal foundational lessons, resilience, and personal drive, which are hard to gauge otherwise.

Assess a candidate's ability to handle ambiguity by asking for real-world examples of a success and a failure. The key is to deeply probe their decision-making process for both—not the outcome—focusing on how they gathered data and made choices when information was scarce.