Your Backup Plan Frees Creativity
A backup plan can liberate creative ambition.
Aug 7, 2026 · 32 min · 8 segments
Hi friend! It’s no exaggeration to say I’ve been a fan of Susan Cain for years. Thanks to her mega bestseller…
Tara SchusterHost
She is such a sage, and right now I want to do a little segment that I like to call Tea Time.

If you're listening to this, I am holding one of the world's most beautiful teacups, and in this segment, I break down the top three takeaways I took from our conversation.

Now, Susan didn't say those words exactly, but when we were talking about how she transitioned from being a corporate lawyer on Wall Street to being a full-time author, she took a mid-step in between by becoming a consultant who taught negotiation skills.

So one stake is the career you're currently in, and then the other is a career you're trying to get to.

Then she put another stake in the ice teaching negotiation skills, and then from there she was able to put another stake in the ice to become a writer.

I get really bummed out when all we hear are stories of entrepreneurs and artists who threw caution to the wind and followed their dreams.

Most of the people I know who are mega-successful actually took little step by little step and minimized their risk until they could fulfill their dreams.

Susan said that criticism can be a real gift that you can be grateful for because it can make our project so much better, but she very rightly pointed out that we need to get feedback from people who we trust, who can tell us things in a way that we can really hear them.

Some of us, I'm pointing at me right now, can't take super direct feedback, the kind where someone says, "I'm just being honest with you." I get freaked out and unmotivated and then quit.

So I need people in my life who give me gentle feedback, and I know exactly who to go to for that feedback.

So for Susan, it's super important to know who to get feedback from, how we best get that feedback, and to see it as a gift we can be grateful for.

After all, if those around us didn't give us feedback, our ideas couldn't get any better.

So I asked Susan, who is an introvert, who writes about being soulful and having time to really think, how it is that she actually goes out and sells her book, right? Because it's putting her in the public eye.

Now, she said to me that she guards her calendar religiously, that she says no to things that will drain her energy, and when she says yes, she plans her whole day around whatever it is she said yes to.

She is such a sage, and right now I want to do a little segment that I like to call Tea Time.

If you're listening to this, I am holding one of the world's most beautiful teacups, and in this segment, I break down the top three takeaways I took from our conversation.

Now, Susan didn't say those words exactly, but when we were talking about how she transitioned from being a corporate lawyer on Wall Street to being a full-time author, she took a mid-step in between by becoming a consultant who taught negotiation skills.

So one stake is the career you're currently in, and then the other is a career you're trying to get to.

Then she put another stake in the ice teaching negotiation skills, and then from there she was able to put another stake in the ice to become a writer.

I get really bummed out when all we hear are stories of entrepreneurs and artists who threw caution to the wind and followed their dreams.

Most of the people I know who are mega-successful actually took little step by little step and minimized their risk until they could fulfill their dreams.

Susan said that criticism can be a real gift that you can be grateful for because it can make our project so much better, but she very rightly pointed out that we need to get feedback from people who we trust, who can tell us things in a way that we can really hear them.

Some of us, I'm pointing at me right now, can't take super direct feedback, the kind where someone says, "I'm just being honest with you." I get freaked out and unmotivated and then quit.

So I need people in my life who give me gentle feedback, and I know exactly who to go to for that feedback.

So for Susan, it's super important to know who to get feedback from, how we best get that feedback, and to see it as a gift we can be grateful for.

After all, if those around us didn't give us feedback, our ideas couldn't get any better.

So I asked Susan, who is an introvert, who writes about being soulful and having time to really think, how it is that she actually goes out and sells her book, right? Because it's putting her in the public eye.

Now, she said to me that she guards her calendar religiously, that she says no to things that will drain her energy, and when she says yes, she plans her whole day around whatever it is she said yes to.
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3 of 11
Your Backup Plan Frees Creativity
A backup plan can liberate creative ambition.
When Success Begins With Rejection
Even successful authors can face devastating setbacks.
Guard The Calendar, Guard Yourself
Protecting energy requires fiercely guarded personal boundaries.
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