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Artwork for The Five Year Plan

The Five Year Plan

Anna Zhang
Toronto
Burnout
Founders Who Give a Fuck
Happier
Perfectionism
Jules Romano
Content Creation
Mental Health
Loneliness
People and Relationships
Decision Making

A podcast about all the "five year plans" that did not go according to plan. From lawyers turned comedians, to neuroscientists turned chefs, come join Anna in exploring the craziest career pivots and the ups, downs, and uncertainties of being in your 20s and 30s.

PublishesWeeklyEpisodes10Founded3 months ago
Number of ListenersCategories
BusinessCareers

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Artwork for The Five Year Plan

Latest Episodes

They say misery is reserved for those who hate their jobs, hate their careers, hate their colleagues, hate their bosses, hate their hours etc etc etc.... or is it?

In this episode, Anna explores a different kind of struggle: what it’s like to genui... more

For Henna Choi, leaving her career as a personal injury lawyer was literally matter of life or death.

For years, Henna tried to do everything “right.” She went to law school, built a successful career, and appeared to be thriving in the public eye.... more

How does a corporate lawyer become a famous person? Today, Jules Romano sits down with Anna to unpack the real story behind the transition—from billable hours to building a personal brand on the internet. What started as sarcastic, off-the-cuff video... more

And no, we are NOT referring to the cliche break up line.

We're talking about all the ways you reject yourself, before the world ever gets a chance to (or not!)

In this episode, Anna dives into the invisible limits we place on our own lives—the s... more

Key Facts

Contact Information
Podcast Host
Number of Listeners
Find out how many people listen to this podcast per episode and each month.

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People also subscribe to these shows.

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Recent Guests

Henna Choi
Former corporate personal injury lawyer turned content creator
18Hens (social handle)
Episode: Henna Choi: The Life-or-Death Decision to Quit Being a Lawyer
Jules Romano
Lawyer, content creator, and public figure known as Jules The Lawyer
Episode: Jules the Lawyer: Corporate Lawyer Turned Famous Person
Maggie Arai
Entrepreneur and founder of multiple ventures including Happier and Founders Who Give a Fuck
Founder/CEO
Episode: Maggie Arai: Law Student Turned 4x Founder
Nathan Ng
Chef, sous chef at TOCA, Ritz-C Carlton Toronto
TOCA at the Ritz-Carlton Toronto
Episode: Chef Nathan Ng: From Neuroscience to the Kitchen

Host

Anna
Host and primary presenter; central voice guiding conversations about five-year plans, pivots, and personal development.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#107
United States/Business/Careers
Apple Podcasts
#155
Canada/Business/Careers
Apple Podcasts
#18
Australia/Business/Careers
Apple Podcasts
#226
France/Business/Careers
Apple Podcasts
#245
Australia/Business
Apple Podcasts
#17
Philippines/Business/Careers
Apple Podcasts
#23
Sweden/Business/Careers
Apple Podcasts
#37
Singapore/Business/Careers
Apple Podcasts
#42
Norway/Business/Careers
Apple Podcasts
#49
Indonesia/Business/Careers
Apple Podcasts
#65
Saudi Arabia/Business/Careers
Apple Podcasts
#101
Hong Kong/Business/Careers
Apple Podcasts
#104
South Africa/Business/Careers
Apple Podcasts
#154
Philippines/Business
Apple Podcasts
#201
Ireland/Business/Careers
Apple Podcasts
#244
Mexico/Business/Careers

Talking Points

Recent interactions between the hosts and their guests.

Chef Nathan Ng: From Neuroscience to the Kitchen
Q: On a scale of one to ten, how annoying is it when people ask you if your job is like The Bear?
He indicates it's a ten, noting the show's popularity drives constant comparison, even though he hasn't watched it extensively.
Chef Nathan Ng: From Neuroscience to the Kitchen
Q: Does chicken belong on pasta?
Ng strongly believes chicken does not belong on pasta, presenting a cultural and culinary stance on traditional pairings.
Chef Nathan Ng: From Neuroscience to the Kitchen
Q: What is the most ridiculous food request you've ever received?
An avocado toast ordered with no avocado, illustrating how seemingly simple requests can create logistical headaches in a busy service.
Chef Nathan Ng: From Neuroscience to the Kitchen
Q: Who is the most famous person you've ever cooked for?
Ng mentions Taylor Swift as notably cool and easy to work with, with other celebrities like JLo also on staff memories, highlighting the difference in experience with high-profile guests.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
Interests
Professions
Age Range
Household Income
Social Media Reach

Frequently Asked Questions About The Five Year Plan

What is The Five Year Plan about and what kind of topics does it cover?

The show concentrates on non-linear career paths, personal growth, and the realities of pursuing ambitious plans in your 20s and 30s. Across recent episodes, listeners hear intimate stories of leaving traditional professions, pivoting into entrepreneurship, and navigating burnout, identity, and public-facing branding. The conversations balance practical lessons with candid reflections, offering tangible takeaways on making deliberate career shifts, building communities, and evaluating what success really means. A standout thread is the emphasis on authenticity, vulnerability, and resilience as engines for growth, whether someone is transitioning from law, medicine, or demanding corporate tracks into creative, entrepreneurial, or service-ori... more

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Which podcasts are similar to The Five Year Plan?

These podcasts share a similar audience with The Five Year Plan:

1. Call Her Daddy
2. Not Skinny But Not Fat
3. Khloé in Wonder Land
4. Giggly Squad
5. The Daily

How many episodes of The Five Year Plan are there?

The Five Year Plan launched 3 months ago and published 10 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact The Five Year Plan?

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What guests have appeared on The Five Year Plan?

Recent guests on The Five Year Plan include:

1. Henna Choi
2. Jules Romano
3. Maggie Arai
4. Nathan Ng

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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