During this episode with Ashley Chang, we dive deep into the reality of work, growth, and the constant pressure to prove yourself. From job searches filled with self-doubt to leadership roles that come with unforeseen challenges, this episode unpacks the highs, lows, and everything in between.

Episode Takeaways:

• The Comparison Trap: How measuring yourself against others—especially polished success stories—can hold you back.
• Leadership Challenges: Managing through layoffs and navigating the emotional toll of tough decisions.
• Starting Over: What it really takes to build something from scratch and why it’s never as simple as it seems.
• The Weight of Expectations: Why success doesn’t always feel like you thought it would and facing not realizing the feelings of success.

About Ashley:

Ashley Chang is the co-founder and CEO of Sundays, an executive assistant service for working parents. She’s on a mission to accelerate parents in their careers while creating more quality time for family. Before starting Sundays, she worked in the technology industry across all stages of companies – she was the first employee at developer tool company ReadMe and helped scale Carta’s Venture Capital business from 10 to $100M+.

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views, thoughts, and opinions of the companies or individuals referenced during this recording. The material and information presented is for general information purposes only.