Amazon CEO Andy Jassy: Don’t do this, your boss will not trust you if you …
Times of India
by TOI TECH DESKFebruary 25, 2026
AI-Generated Deep Dive Summary
Amazon CEO Andy Jassy has shared insights into how employees can earn their boss’s trust without resorting to flattery or over-accommodation. In a recent company video, Jassy emphasized that true trust is built on honesty, authenticity, and respectfully challenging ideas when necessary—not through mere politeness or avoiding disagreement. He explained that junior employees often misunderstand the concept of “sucking up” as simply being nice or avoiding conflict, but this approach can actually harm trust.
Jassy clarified that earning a boss’s trust means speaking up courageously when you believe something is wrong, even if it feels uncomfortable. He encouraged team members to own their mistakes and take accountability, rather than trying to protect their ego or reputation. Leaders, he added, should also be willing to admit their own shortcomings and encourage open dialogue, creating an environment where feedback is valued and respected.
The CEO shared a personal anecdote about his early days at Amazon, when Jeff Bezos pointed out errors in a 220-slide presentation Jassy had prepared. Instead of feeling embarrassed, Jassy embraced the opportunity to learn and improve, ultimately building trust through accountability and transparency. He stressed that this kind of vulnerability is essential for fostering mutual respect and collaboration within teams.
Jassy’s message resonates globally as more professionals seek ways to navigate workplace dynamics effectively. His emphasis on authenticity and courage in communication highlights the importance of building trust not just with bosses, but also among peers and across industries. For anyone striving to advance their career or improve team relationships, Jassy’s advice offers a roadmap for fostering genuine connections rooted in honesty and mutual growth.
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Originally published on Times of India on 2/25/2026