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Side Hustle School

Ep. 3300 - Q&A: “How many ‘wine-of-the-month’ clubs are there??”

Side Hustle School

Chris Guillebeau

Small Business, Entrepreneurship,, Entrepreneurship, Careers, Side Hustle, Business

4.73.3K Ratings

🗓️ 13 January 2026

⏱️ 5 minutes

🧾️ Download transcript

Summary

Today's caller has seen many “of-the-month” clubs, ranging from wine, plants, and even all the way to pickles. With so many of them out there, does that mean the market is saturated?

Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.

Show notes: SideHustleSchool.com

Email: team@sidehustleschool.com

Be on the show: SideHustleSchool.com/questions

Connect on Instagram: @193countries

Visit Chris's main site: ChrisGuillebeau.com

Read A Year of Mental Health: yearofmentalhealth.com

If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 



Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.


Show notes: SideHustleSchool.com

Email: team@sidehustleschool.com

Be on the show: SideHustleSchool.com/questions

Connect on Instagram: @193countries

Visit Chris's main site: ChrisGuillebeau.com

Read A Year of Mental Health: yearofmentalhealth.com


If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 


Hosted on Acast. See acast.com/privacy for more information.

Transcript

Click on a timestamp to play from that location

0:00.0

It's going to be a big year. And January is when so many of us set goals for our business,

0:04.8

for all the things we want to achieve. And in a small business or a side hustle, even,

0:09.6

cash flow can make or break you. So if your money gets tied up, if your tools don't connect,

0:14.1

every decision feels unnecessarily stressful. Maybe it's time to switch to Intuit QuickBooks's

0:20.0

money management tools. Big shout out to QuickBooks,

0:22.9

our sponsor, start the year with confidence about your goals. Learn more at quickbooks.com

0:27.9

slash money today. Again, that's quickbooks.com slash money. Terms apply. Money movement services

0:34.7

are provided by Intuit Payments Incorporated, licensed as a money transmitter

0:38.2

by the New York State Department of Financial Services.

0:43.6

Lemonada

0:44.2

Do you belong to any subscription boxes?

0:55.8

Do you have a box of stuff that comes every month?

0:59.5

That's what most people call monthly clubs that used to be called of the month clubs,

1:04.3

like the book of the month, the plant of the month, the wine of the month.

1:08.5

There are actually many different versions of each of those.

1:10.6

If you go and search for wine of the month club, you're going to see a whole bunch of the month. There are actually many different versions of each of those. If you go and

1:11.4

search for Wine of the Month Club, you're going to see a whole bunch of different businesses.

1:15.2

A listener today is going to tell us about pickles of the month, cigars. There's just everything,

1:20.9

right? So many different versions. And so with so many of these clubs or subscriptions around,

1:26.2

does that mean the market is saturated or does it

1:28.6

mean there's tremendous demand for yet another one? Or does it perhaps mean something in the

1:33.1

middle? That's what we're going to look at today in our listener question. And welcome to

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