You Can't Even Pick What You Want for Lunch. Let's Talk About That feat. Jillian Reilly episode artwork

EPISODE · Jan 13, 2026 · 53 MIN

You Can't Even Pick What You Want for Lunch. Let's Talk About That feat. Jillian Reilly

from Scenic Route through Midlife — Society, Self & Shifting Gears · host Jennifer Walter

Here's the thing nobody tells you: the way you order at a restaurant says A LOT about how you move through life.Are you the person who waits to hear what everyone else is getting before you decide? Do you need everyone's opinion before you can choose? Are you picking what you want, and it feels weirdly vulnerable?Yeah. We need to talk.In this episode, I sit down with Jillian Reilly, author of Ten Permissions: How to Stop Waiting and Start Living, to talk about why so many of us can't make the smallest choices for ourselves, and what that says about the bigger life we're (not) living.We dig into:Why approval-seeking starts at lunch and ends with your whole identityThe terror of wanting something no one else validatesHow to build choice-making muscles before you blow up your lifeWhy pleasure isn't selfish (and might be the most strategic thing you can practice)What happens when the old rules stop working, and there's no new manualThis conversation is for the overthinkers, the people-pleasers, the ones who've spent decades being "good" and are now sitting in the rubble of what that actually got them.About Jillian ReillyJillian Reilly is a founder, author, and keynote speaker. Having spent her 30-year career working in social, organisational, and individual change across Africa, Asia, and Central Europe, Jillian’s focus is on helping people unlock their ability to navigate change and accelerate growth and learning. Jillian’s book, The Ten Permissions, guides readers in permitting themselves to update how they operate in the 21st century and design lives that fully leverage the possibilities of this disruptive world. Jillian is a TEDX speaker and podcast host who has been published on international affairs in the Washington Post, Newsweek and the LA Times. Find JillianWebsite: tenpermissions.comSend me a DMSupport the show_____________________________________________________________________🔮 DAILY DOSE OF WOO The free Scenic Route Affirmation Card Deck is your online invitation to trust your inner voice again. What does your card say? 👉 Pull your daily affirmationCrave something Soft?Sign up for Soft — one gentle email each month to help you ground before everything speeds up again, complete with the meme de jour and a roundup of my favourite things.⭐ LOVE THE SHOW?If this episode resonated with you, please leave a rating and review. It helps other midlife women find their way to the Scenic Route podcast.

Here's the thing nobody tells you: the way you order at a restaurant says A LOT about how you move through life. Are you the person who waits to hear what everyone else is getting before you decide? Do you need everyone's opinion before you can choose? Are you picking what you want, and it feels weirdly vulnerable? Yeah. We need to talk. In this episode, I sit down with Jillian Reilly, author of Ten Permissions: How to Stop Waiting and Start Living, to talk about why so many of us can't make ...

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You Can't Even Pick What You Want for Lunch. Let's Talk About That feat. Jillian Reilly

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This episode is 53 minutes long.

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This episode was published on January 13, 2026.

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Here's the thing nobody tells you: the way you order at a restaurant says A LOT about how you move through life.Are you the person who waits to hear what everyone else is getting before you decide? Do you need everyone's opinion before you can...

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