Anna Kendrick On Making the Leap From Acting to Directing...

What this episode covers

What does it take to make a bold career pivot after decades of doing the expected? This week, we’re resurfacing our conversation with the multi-talented Anna Kendrick, whose journey from acclaimed actor to first-time director offers invaluable insights for anyone thinking about making the leap into something new. Anna shares the story behind her directorial debut with Netflix’s Woman of the Hour, a true-crime drama. Far removed from the lighthearted films that Anna is known for, Woman of the Hour chronicles the stranger-than-fiction story of a 1970s aspiring actor and a serial killer whose lives collide when they're cast on a dating game show. Together, Jessi and Anna discuss: The courage it takes to step out of your comfort zone How to follow your intuition when making creative decisions Dealing with imposter syndrome Learning to lead What good feedback truly looks like This episode offers not just a behind-the-scenes look at Anna's latest project but also inspiration for anyone seeking to reinvent their own career. Watch Woman of the Hour on Netflix now, and tune in to hear how Anna Kendrick is embracing the next chapter of her career. Continue the conversation with us at Hello Monday Office Hours! RSVP here to join us on the LinkedIn News page this Wednesday at 3 PM EST.

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Frequently Asked Questions

How long is this episode of Hello Monday with Jessi Hempel?

This episode is 39 minutes long.

When was this Hello Monday with Jessi Hempel episode published?

This episode was published on May 26, 2025.

What is this episode about?

What does it take to make a bold career pivot after decades of doing the expected? This week, we’re resurfacing our conversation with the multi-talented Anna Kendrick, whose journey from acclaimed actor to first-time director offers invaluable...

Can I download this Hello Monday with Jessi Hempel episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.