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October 29, 2025 48 mins

If you're waiting for the “right time” to pivot… you might be waiting forever.
And the cost? Your joy, your leadership, your future.

In this episode, Jessica Cumming sits down with Hope Yin, ICF-certified executive coach, former Fortune 200 tech executive, and fierce advocate for women in leadership. From immigrating to the U.S. at 25, to raising two children solo while leading global teams, Hope’s journey is a masterclass in courage, clarity, and reclaiming purpose.


🎧 Listen now

  • How Hope used journaling to uncover her turning point—and what happened when she asked herself, “When was the last time I laughed?”

  • Why stepping back in your title (on purpose) can actually propel your career forward

  • The role of clarity and strategy in navigating divorce, single motherhood, and executive leadership

  • How women can build influence and leadership credibility without selling out their values

  • Why networking is not optional—and how to build real relationships, not just transactions


🔹 Inside This Episode:

  • How Hope used journaling to uncover her turning point—and what happened when she asked herself, “When was the last time I laughed?”

  • Why stepping back in your title (on purpose) can actually propel your career forward

  • The role of clarity and strategy in navigating divorce, single motherhood, and executive leadership

  • How women can build influence and leadership credibility without selling out their values

  • Why networking is not optional—and how to build real relationships, not just transactions

  • How to use your identity (immigrant, woman, underrepresented voice) as power, not limitation


“I was journaling... and I asked myself: When was the last time I laughed?
I couldn’t answer that question. In the beginning, I told myself:
In 10 years my kids will be in college — I can wait.
But then I thought… Can I survive 10 years without smiling, without laughing, without love?
That was the final straw.”
— Hope Yin

Hope Yin is an award-winning ICF PCC-certified Executive Coach, former Fortune 200 tech executive, and founder of Blueprint Coaching. With 3 master’s degrees, global leadership experience, and a passion for elevating women in leadership, Hope partners with companies and individuals to build powerful brands, teams, and cultures.


📍 Connect with Hope on LinkedIn

📍 Connect with ⁠Jessica on LinkedIn

📥 Clarity in 10™ Reset — your free 10-minute clarity tool to reconnect with what matters

Download the Official Transcript Here

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