Q&A: How to Delegate Without Guilt and Still Get Promoted

EPISODE · Dec 31, 2025 · 12 MIN

Q&A: How to Delegate Without Guilt and Still Get Promoted

from Leveraging Leadership · host Jessa Estenzo

A Chief of Staff named Samir asks for advice about being overloaded at a startup, struggling to delegate, and never taking real breaks. Emily Sander suggests Samir update his boss on his workload, start delegating in small steps, and actually schedule and enjoy a vacation - sharing her own tips for disconnecting, including going snuba diving and ignoring email except for real emergencies. The episode highlights the importance of building a team that can function without you.Get in touch with Emily:Need help delegating and actually taking real time off? Book a clarity call w/ Emily here. Free Leadership Resources LinkedInWebsiteNewsletter Who Am I?If we haven’t met before - Hi👋 I’m Emily, Chief of Staff turned Executive Leadership Coach. After a thrilling ride up the corporate ladder, I’m focusing on what I love - working with people to realize their professional and personal goals. Through my videos here on this channel, books, podcast guest spots, and newsletter, I share new ideas and practical and tactical tools to help you be more productive and build the career and life you want. Time Stamps:00:25 Listener Question: Overwhelmed at Work01:19 Communicating with Your Boss02:30 The Art of Delegation03:42 Learning from Your Role Model04:29 Preparing for Promotion05:19 The Importance of Taking a Break07:38 Tips for a Successful Vacation11:34 Final Thoughts and Recommendations

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Q&A: How to Delegate Without Guilt and Still Get Promoted

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