#123 Why Leaders Struggle to Delegate (and How to Finally Let Go) with Rachael Davila
Virtual Assistant Strategist Rachael Davila joins Bethany for a very real conversation about one of the hardest leadership skills for high achievers: delegation.
Rachael shares how reaching her own definition of success nearly burned her out—and forced her to recognize that doing everything herself was no longer sustainable. Together, she and Bethany unpack the internal work required to let go, how to decide what should actually be delegated, and why hiring someone based on skills alone can be a costly mistake.
In this episode:
- Why delegation is a leadership skill, not something that comes naturally
- Recognizing your “not this” moment
- How being highly capable can eventually become a liability
- Creating a detailed handoff list
- Why you should hire for qualities, values, and working style—not just skills
- The difference between delegating and simply dumping tasks
- Why the first 90–120 days require intentional communication and trust-building
- How perfectionism can turn you into the bottleneck
- Starting small by practicing delegation at home
- Why the cheapest help may ultimately cost you more
- Creating space for the work that is actually yours to do
🔗 Connect with Our Guest:
Website: https://linktr.ee/extrahandsva
Facebook: https://www.facebook.com/ExtraHandsVirtualAssistance
Instagram: https://www.instagram.com/extrahands_va
LInkedIn: https://www.linkedin.com/in/rachaeldavila/
Hey! Do I Need a VA? Readiness quiz: https://links.extrahandsva.com/widget/quiz/atHsHeioZb80ntoMzuCR
Visit our website at https://www.leadershipontherocks.com
Order my book Leadership on the Rocks: How to Survive, Adapt, and Succeed in the Wilderness of Leadership on Amazon.
CONTACT US:
Visit our website at https://www.leadershipontherocks.com/
Follow us online at:
Facebook: Leadership on the Rocks
Instagram: @leadershipontherocks
LinkedIn: Bethany Rees
Email us at [email protected]
