When a client offers harsh, fundamental criticism during a pitch, the best response is not to defend the work but to acknowledge the miss. One CEO won a pitch by immediately conceding the point and offering to re-pitch, demonstrating humility and confidence.
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After addressing a prospect's concern, don't assume you've solved it. Explicitly ask if your explanation was sufficient by asking, "Was that enough to satisfy your concern?" This simple check ensures the issue is truly resolved and prevents it from resurfacing later to kill your deal. Most reps answer and move on, which is a critical mistake.
By openly admitting your inconsistencies while still advocating for a principle, you remove the deceptive claim to unearned status that angers people. This vulnerability prevents a 'gotcha' moment and fosters a more honest conversation, building trust and allowing imperfect people to advocate for important causes.
When entering a new domain, don't feign expertise. Build trust faster by openly admitting "I don't know" and explicitly leaning on stakeholders for their subject matter knowledge. This positions you as a partner who values their expertise, rather than an outsider imposing solutions.
Even a top-tier sales professional has a career pitch win rate of just 50-60%. Success isn't about an unbeatable record, but a relentless focus on analyzing failures. Remembering and learning from every lost deal is more critical for long-term improvement than celebrating wins.
Instead of being discouraged by over 100 rejections, Canva's founder treated each one as a data point. She added new slides to her pitch deck to pre-emptively address every objection—such as market size or competition—making the pitch stronger and more compelling with each "no."
True self-awareness involves publicly admitting your weaknesses. By openly stating what you're bad at (e.g., 'I suck at 99% of things'), you build immense credibility and trust when you then declare your strengths. This approach validates your expertise in your core competencies.
Don't be afraid to surface problems to executives, as their job is almost entirely focused on what's not working. Withholding a problem is unhelpful; clarifying and framing it is incredibly valuable. Your champion isn't offending their boss by raising an issue, they're demonstrating strategic awareness.
Instead of trying to find the perfect words, preface difficult feedback by stating your own nervousness. Saying, "I'm nervous to share this because I value our relationship," humanizes the interaction, disarms defensiveness, and makes the other person more receptive to the message.
The key to a successful confrontation is to stop thinking about yourself—whether you need to be seen as tough or be liked. The singular goal is to communicate the unvarnished truth in a way the other person can hear and act upon, without their defensiveness being triggered by your own emotional agenda.
People are more willing to accept and incorporate feedback about traits they see as secondary, like being "well-spoken" or "witty." Tying feedback to core identity traits, such as kindness or integrity, is more likely to be perceived as a threat and trigger a defensive response.
