Bold leadership isn’t about being fearless; it’s about choosing growth over comfort. Whether it’s requesting a raise, proposing a new initiative, or challenging the status quo, bold leaders recognize that progress begins with the courage to ask. They understand that staying silent maintains the current state, while speaking up opens doors to new opportunities.
Embracing discomfort is a catalyst for personal and organizational development. By stepping into vulnerability, leaders not only advocate for themselves but also inspire others to do the same.
Reflect on a bold request you’ve been postponing. Today, take the first step: draft that message, schedule the meeting, or initiate the conversation. Remember, progress starts with the ask.
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Ask
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Dinner Conversation
Who speaks first at a dinner? You do! The best way to start a conversation with your table mate is for you to ask questions. But before you sit down, there may be a standing for pre-dinner drinks and conversation. Any question, almost, will do. For starters for that...
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Asking does take courage even in our personal lives. I have been learning to ask for more help this year from my loved ones. It has brought us closer.
Bold requests aren’t always easy—especially when speaking up hasn’t felt safe in the past, or even now. I’ve experienced situations where being brave didn’t open doors; instead, it brought more pushback and pressure from leadership. Still, I do believe there’s value in standing up for yourself. I’m learning how to do that in ways that protect my well-being—and hopefully, other aspects of my life too.
I used to have a client who would always say, “Get your ASK in gear”. I still use it today.