Cruel Summer Book Club – Details, episodes & analysis

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Cruel Summer Book Club

Jillian Anthony

Society & Culture

Frequency: 1 episode/52d. Total Eps: 30

Cruel Summer Book Club is a podcast about making space for your art and yourself. Host Jillian Anthony (author of the Cruel Summer Book Club newsletter and former Editor of Time Out New York) discusses prioritizing creativity and joy in our lives and shares the ups and downs of her experiences as a freelancer and business owner.

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Apple Podcasts

🇩🇪 Germany - personalJournals
08/08/2026
#93

Spotify

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https://cruelsummerbookclub.substack.com/subscribe
34 shares
https://www.jilliananthony.com/
16 shares
https://www.threads.net/@jillathrilla
10 shares

https://www.instagram.com/jillathrilla
31 shares
https://www.instagram.com/brianderrick_
2 shares

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RSS feed quality

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Score global : 58%

Publication history

Monthly episode publishing history over the past years.

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Latest published episodes

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I Asked A Decision Coach: Should I Quit My Job to Travel? with Nell Wulfhart

Friday, September 5, 2025 • Duration 49:30

In April 2025, I asked Decision Coach and former journalist Nell Wulfhart a big question: Should I quit my job to travel? Spoiler alert: I did! I'm traveling right now!

Listen to this episode to hear us discuss: What kind of questions do people use decision coaches for? Should I quit my job even if it's super scary? Am I financially safe to do so? And what do I actually want my one precious life to look like?

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Building My Freelance Life Brick by Brick

Season 3 · Episode 1

Thursday, June 27, 2024 • Duration 41:23

The Cruel Summer Book Club podcast is BACK, baby!

Host Jillian Anthony talks about the evolution of her thinking around work, money, and success as she’s built a career as a freelance writer and editor since 2020. After reclaiming her creativity for four years, she’s ready to share what she’s learned so far. She discusses the new focus of CSBC — making space for your art and yourself — and what this podcast and the CSBC newsletter will look like moving forward. Plus, she talks about learning to decouple her self-worth from work, cultivating a sense of “enoughness,” and how she’s building her freelance business brick by brick — and reaching for some big artistic dreams. She’s figuring it out and invites you to join her.

Submit your question on art, life, and love to the Dear Jilla advice column.

Follow host Jillian Anthony:

Subscribe to the Cruel Summer Book Club newsletter
Website: jilliananthony.com
Instagram: @jillathrilla
Threads: @jillathrilla

How to Welcome 2023 With Intention (And Say Goodbye to 2022)

Season 2 · Episode 19

Friday, December 30, 2022 • Duration 18:14

On this solo episode, host Jillian Anthony (writer, editor, and author of the Cruel Summer Book Club newsletter) shares her favorite ways to intentionally usher in the new year. She shares her experience with Year Compass, the free workbook she fills out every January, and how it’s helped her make real change — and identify which things she fails to change year after year. She also shares some other New Year resources and talks about her favorite books of 2022. Happy new year!

Follow host Jillian Anthony:
Instagram: @jillathrilla
Twitter: @jillathrilla
Subscribe to the Cruel Summer Book Club newsletter

Time stamps

1:52 – Jillian’s favorite books of 2022
2:02 – A Heart That Works by Rob Delaney
2:49 – 4000 Weeks by Oliver Burkeman
4:48 – Sober Curious by Ruby Warrington 5:30 – Hear more of Jillian’s sobriety journey on Catherine Andrew’s podcast 5:47 – How to use to welcome a new year 7:58 – Jillian’s big dreams for the year ahead at the start of 2021 10:32 – How many of those dreams came true 11:02 – Things Jillian hasn’t changed year after year 11:25 – And the things Jillian has changed 13:14 – Picking your word of the year () 14:00 – Align your priorities with the Four-Square Model () 15:28 – Keep track of the best thing that happened during your week for a year 16:09 – Jillian’s bucket list dreams 16:42 – A special New Year’s message for you 17:35 – Where you can find Jillian

Get Swole with Casey Johnston

Season 2 · Episode 18

Tuesday, December 6, 2022 • Duration 01:02:45

Casey Johnston is the author of the long-running column Ask a Swole Woman, which now lives on her newsletter, She’s a Beast. She also wrote a book for beginner strength trainers called Liftoff: Couch to Barbell, which outlines a 12-week program on the basics of lifting, and fosters an online community for women strength trainers (and everyone else who might not fit into the gym bro stereotype). Host Jillian Anthony (writer, editor, and author of the Cruel Summer Book Club newsletter) used Casey’s book as a guide to ease back into lifting after a long break. Casey talks about how strength training changed her relationship to food, exercise, and her own body; why “losing weight” isn’t a great motivator; and how it’s an important life skill to get comfortable with being uncomfortable.

Follow guest Casey Johnston:
Newsletter: shesabeast.co
Book: Liftoff: Couch to Barbell
Twitter: @caseyjohnston Instagram:

Tarot for Change with Jessica Dore

Tuesday, November 29, 2022 • Duration 58:49

Author Jessica Dore combines the wisdom of ancient storytelling, the mysticism of Tarot, and the teachings of psychology in her book, Tarot for Change: Using the Cards for Self-care, Acceptance, and Growth. A licensed social worker, she writes regular offerings to readers online, using the images of the 78 cards of the Tarot deck and the characters she studies in folklore to weave affecting stories of how we can embrace the archetypes that are ever-present in our own lives — and use Tarot as a tool for change. Host Jillian Anthony (writer, editor, and author of the Cruel Summer Book Club newsletter) talks with Jessica about how she practices Tarot in her own life, how you can start building a relationship with the Tarot cards, and Jillian’s tarot pull about 2022 — a year of big changes.

Follow guest Jessica Dore:
Book: Tarot for Change
Offerings newsletter: jessicadore.substack.com
Twitter and Instagram: @thejessicadore

Financial Freedom with Stella Gold

Season 2 · Episode 16

Tuesday, November 22, 2022 • Duration 01:00:49

What if you approached money from a place of abundance, rather than restriction? Stella Gold will show you the way. Stella is a certified, trauma-informed financial wellness educator — and host Jillian Anthony’s former financial advisor. Their business, My Gold Standard, helps people understand the emotions, experiences, and desires behind how they spend money, and build wealth along the way. Stella’s entire life changed when their father died suddenly, leaving Stella and their mother to sort through the impenetrable financial processes of the government. In this episode, Stella tells Jillian about their own financial education and wealth journey; how grief shaped their future; and what it was like to fully step into their nonbinary identity.

Follow guest Stella Gold:
Instagram: @mygoldstandard
Website: mygoldstandard.co

Follow host Jillian Anthony:
Instagram: @jillathrilla
Twitter: @jillathrilla
Subscribe to the Cruel Summer Book Club newsletter

Nicole Cardoza Makes Magic

Season 2 · Episode 15

Tuesday, November 15, 2022 • Duration 56:19

Nicole Cardoza practices radical imagination, and wants you to as well. She may be best known as the creator of the Anti-Racism Daily newsletter, which began shortly after the murder of George Floyd and now reaches hundreds of thousands of subscribers. But Nicole also manages Reclamation Ventures, which invests in projects committed to health and racial equity; runs the Banned Books Book Club; and is currently on tour as a magician. Host Jillian Anthony (writer, editor, and author of the Cruel Summer Book Club newsletter) asks Nicole what it was like to watch Anti-Racism Daily gain such sudden popularity, and the self-care practices she adopted to see her through an intense professional learning curve. Plus, they discuss closing the “wellness gap;” what it’s like to be a Black, queer, female magician; and Nicole’s pandemic months spent in the wilds of Alaska.

Follow Cruel Summer Book Club on Spotify and Apple Podcasts now so you never miss an episode. And don’t forget to give Cruel Summer Book Club a five-star review on Apple Podcasts so we feel the love.

Follow guest Nicole Cardoza:
Website and newsletter: nicoleacordoza.com
Instagram and Twitter: @nicoleacardoza
Anti-Racism Daily newsletter: antiracismdaily.com

Instagram: Twitter: Subscribe to the

Dylan Marron Talks with People Who Hate Him

Season 2 · Episode 14

Tuesday, November 1, 2022 • Duration 01:08:40

Writer, actor, and podcast host Dylan Marron has made a career out of doing something few of us will ever do: talking to internet strangers who said unkind things to him online. When Dylan began publishing video series to a large online audience, he started taking screenshots of the hateful comments people left and saved them in a “hate folder” on his computer. One Facebook chat with an 18-year-old commenter led to the remarkable first episode of his podcast, Conversations with People Who Hate Me, and his first book of the same name. Host Jillian Anthony (author of the Cruel Summer Book Club newsletter and former Editor of Time Out New York) talks with Dylan about how these difficult conversations changed how he exists online and in real life, and how kindness and empathy can radically change how we interact with those who disagree with us. Plus they discuss what it was like for Dylan to take 13 months off social media, how he finally got his book over the finish line after a two-year delay, and how author Anne Lamott’s advice to write a “sh*tty first draft” makes him a better writer.

Follow guest Dylan Marron:
Website: dylanmarron.com
Instagram: @dylanmarron
Twitter: @dylanmarron
Book: Conversations with People Who Hate Me
Podcast: Conversations with People Who Hate Me

Follow host Jillian Anthony:
Instagram: @jillathrilla
Twitter: @jillathrilla
Subscribe to the Cruel Summer Book Club newsletter

Why Your Vote (and Donation) Matters with Brian Derrick

Season 2 · Episode 13

Tuesday, October 25, 2022 • Duration 58:34

Figuring out who to vote for, where and when to donate, and why it all matters can be so confusing. Democratic political strategist Brian Derrick wants to help change that. You may know him from Instagram, where he demystifies upcoming political races and shares how you can actually make a difference, either with donations or through actions. Last year he founded Oath, a site that helps Democrats know which candidate to donate to, and when, so that their dollars will make the most impact. Host Jillian Anthony (freelance writer and editor, and the former Editor of Time Out New York) asks Brian all of her burning political questions, including: When is the best time to make a political donation? What is rage-donating? Why is it important to call members of Congress? What do Democrats need to know and do to influence real change in our nation? And does my vote actually matter? Listen and learn!

Follow and subscribe on Spotify and Apple Podcasts now so you never miss an episode. And don’t forget to give Cruel Summer Book Club a five-star review on Apple Podcasts so we feel the love.

Follow guest Brian Derrick:
Instagram: @brianderrick_
Oath

Follow host Jillian Anthony:
Instagram: @jillathrilla
Twitter: @jillathrilla Subscribe to the

Cruel Summer Book Club – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

RSS feed quality and score

Publication history

Latest published episodes

Related Shows Based on Content Similarities

Apple Podcasts

Spotify

Related Shows Based on Content Similarities

Cruel Summer Book Club – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

Other81

Instagram18

RSS feed quality and score

Publication history

Latest published episodes

Similar podcasts and content

Related Shows Based on Content Similarities

Apple Podcasts

Spotify

Related Shows Based on Content Similarities

Other81

Instagram18

Apple Podcast2