#161 - How Much Can You Expect Friends to Support Your Business, Book, or New Endeavor? (with Jackie Friedland)

What should we expect from friends when we launch a new business or creative project like a book or a new company? Bestselling author Jackie Friedland joins me to wrestle with the messy feelings of disappointment, obligation, vulnerability, and gratitude that come with asking friends for support.

Jackie opens up about the rollercoaster of releasing five books—sometimes surrounded by cheering friends and other times left disappointed. We talk about planning events, the strange universe of social media “likes,” asking for reviews, and why acquaintances and strangers sometimes show up more than our closest friends and family.

If you’ve ever felt stung when friends (and family) didn’t show up for your “big thing,” or if you’ve struggled with how much to ask of the people you love, this episode will leave you feeling seen, understood, and maybe a little lighter.

WE DISCUSS:

• The gap between the support we hope for from close friends and the support we actually get.
• Why acquaintances and even strangers often step up more than close friends.
• How much “obligation” belongs in friendship when someone is launching a creative or entrepreneurial project.
• The delicate balance between asking for support and fearing you’re being pushy.
• Social media support: why it feels so personal when friends scroll past our posts.
• Practical ways to be direct without being demanding—what you can reasonably ask of friends, and what might be unfair.

LINKS MENTIONED:

• Jackie's newest novel is Counting Backwards
• Find Jackie on Facebook, Instagram, and on her Website
• Dear Nina: The Group on Facebook

MEET JACKIE FRIEDLAND:

Jacqueline Friedland is the USA Today and Amazon bestselling author of both historical and contemporary women’s fiction. A graduate of the University of Pennsylvania and NYU Law School, she practiced as a commercial litigator for as long as she could stand it. She then returned to school to earn her Masters of Fine Arts in creative writing from Sarah Lawrence College and has been writing ever since.

Jackie’s books have been awarded the 2020 and 2021 gold medals in fiction from Readers’ Favorite. Her novels have also been named the 2021 Kirkus Reviews Best Indie Book of the Year, the SheReads Best Book Club Pick of 2021, and the Women’s Fiction Writers Association Star finalist for 2022. She regularly reviews fiction for trade publications and appears at schools and other locations as a guest lecturer. Her fifth novel, Counting Backwards, was released by Harper Muse in March 2025.

Jackie lives in Westchester, New York with her husband, four children, and two dogs. You can find her on Instagram @jackiefriedland, on Facebook @JacquelineFriedlandAuthor or through her website www.jacquelinefriedland.com.

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Special thank you, as always, to my assistant producer, Rebekah Jacobs!