The Modern People Leader: Forward-Thinking HR

186 - Hebba Youssef (Founder & creator of I Hate it Here & Chief People Officer at Workweek)

12 snips
Jun 18, 2024
Hebba Youssef, Founder of I Hate it Here and Chief People Officer at Workweek, shares her snarky perspective on HR challenges. She discusses the difficult dynamic between CEOs and CPOs, emphasizing the need for CEOs to have coaching and support. Hebba highlights the importance of elevating managers through targeted training and reflects on the growing scope of the CPO role. Her insights blend humor with honest critiques of workplace culture, making complex topics accessible while advocating for a more empathetic leadership style.
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ANECDOTE

How I Hate It Here Got Started

  • Hebba joined Workweek after a long doubt-filled conversation and a 2.5 hour interview that convinced founders she could be CPO and a creator. She launched I Hate It Here from that role and grew it into a newsletter, podcast, events, and community with 130k readers.
ADVICE

Protect Time Blocks To Maintain Focus

  • Block time on your calendar and protect flow to manage dual roles effectively. Hebba uses heavy calendar discipline and 12-week plans to balance CPO work and content creation.
ANECDOTE

Creator Role Versus CPO Responsibilities

  • Hebba balances creator freedom and employee expectations and sometimes publishes ideas Workweek won't implement. She feels tension managing audience reactions and internal company realities, especially when staff read public posts.
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