Calligraphy Masters Challenges

Calligraphy Masters Challenges

Calligraphy Masters Challenges 

For the last few years, we’ve been running Callivember (which was inspired by Inktober and adapted for Calligraphy and Lettering lovers), but since many people copied the concept and there became 1 million challenges similar to those, we decided to change the name and the concept of it. There is no more Callivember (30 days challenge in November) from now on there are Calligraphy Masters Challenges that will be ongoing during the whole year having a weekly prompt or topic on which every Calligraphy, Lettering, or Sign Painting artists can attend.



When does it start?

Calligraphy Masters Challenges starts officially on the 10th of June 2021 and you will have a week between each new challenge. However, for the first one, you have only 2 days (counting from today) and on the 10th you have to submit your first entry, 2nd on 17th, 3rd on 24th, etc.

How can you enter the challenge?

Follow the prompt list posted on Calligraphy Masters Challenges and create a piece in Calligraphy, Lettering, or Sign Painting according to the topic for the specific week. Take a picture or record a video of it and upload it on your personal or artist’s Instagram profile (has to be public, private accounts can’t enter) tag @calligraphymasterschallenges and use #calligraphymasterschallenges21 + the specific hashtag for the week – example for the 1st week: #cmcrespecttheartists. We prefer handwritten and hand-drawn pieces, but from now on digital work is also allowed. However it digital work will be reviewed and presented in its own category with other digital works. By digital work, we mean Calligraphy, Lettering, and Sign Painting is done on Procreate or similar apps and still, no Graffiti and Typography are allowed.

Why do you have to take part in the challenge?

There is no reason for you to take part in the challenge other than to have fun, practice, experiment, and in the best case learn and grow your skills. Challenges in the past have revealed amazing artists and some of them end up in the Calligraphy Masters Crew. The challenges are a great way for you to push yourself and your skills, find other points of view and ideas for your Calligraphy and Lettering.

It’s a great way to connect with other people in the community and to have fun together. By attending constantly to the challenge you can gain exposure, new friends, and new audiences.

The best entries as always will be featured on Calligraphy Masters Challenges, Calligraphy Masters and reviewed on the Youtube channel as well.

Benefits and rewards for taking part?

As already mentioned the goal of the challenge is not to win something, but for you to have fun and grow as an artist. However, those of you who are most consistent, daring, and growing naturally will gain benefits like being featured on the main profiles of Calligraphy Masters, attend podcast episodes, react to challenge entries, and win different supplies and rewards for taking part or even being offered to join Calligraphy Masters Crew.

By taking part in Calligraphy Masters Challenges you will gain NIBS (points) and the more NIBS you gain the bigger your chance is to get a reward.

For each picture you upload on a topic you gain 3 NIBS (this doesn’t mean 10 pictures on 1 topic will bring you 30 NIBS) For each video you upload as entry, you will gain 6 NIBS. For each comment on CM Challenges, you will gain 1 NIB, for each share in a story and tagging CM Challenges you will gain 2 NIBS.

You will be allowed to have 2 entries per topic (different styles or ideas). Each time you are featured on CM Challenges you will gain 5 NIBS, each time you are featured on CM you will gain 9 NIBS and each time you reach a video on CM Youtube Channel you will gain 14 NIBS.

It’s good for you to keep your own track of your NIBS because it will take some time before a system is made for properly keeping track of the NIBS of each person participating in the challenges. Every month or two the people with the most NIBS will get special rewards. (not gonna reveal anything, because those are just bonuses and the main purpose of the challenges is FUN and GROWTH of your skills!)

Prompt list and topics:

Calligraphy Masters Challenges

Calligraphy Masters Challenges

10.06.21 RESPECT THE ARTISTS – Write “Respect the artists” in a script or style of your choice or make an artwork that expresses the idea. This challenge is inspired by James Lewis’s “#OURTIMEHASVALUE” but it’s taken a bit further.

With your entry, you need to express how important is for non-artists and for other artists to respect others’ art. ( We don’t work for free, We don’t beg other artists for likes, follows, or to check our work, We don’t copy and steal other ideas)

17.06.21 NIBS THE PODCAST * – Simply write NIBS, NIBS PODCAST or NIBS THE PODCAST. The best one will become the logo of our latest PODCAST – NIBS THE PODCAST (with hosts Milen1st and Paul Antonio). You can create a logotype, icon, or a mix of both. *THIS CHALLENGE BRINGS YOU 3 EXTRA NIBS on top of all other mentioned. AND 36NIBS FOR THE TOP 3 ENTRIES.

Submit your entries From 00:00 on 10.06.21 to 23:59 on 17.06.21* TOPIC HASHTAG: #CMCNIBSPODCST

24.06.21 CALLIGRAPHY IS NOT LETTERING – Write it or express it the way you see and understand it.

Submit your entries From 00:00 on 18.06.21 to 23:59 on 24.06.21* TOPIC HASHTAG: #CALLIISNOTLETTI

01.07.21 ALPHABET A-Z – Write a whole alphabet starting from A to Z with a script of your choice. Since you are allowed to have 2 entries per topic, you can make 1 alphabet with Capitals and 1 with lowercases, you can do 2 alphabets in differents scripts or you can make each letter in different scripts. It’s up to you! It’s important to be beautiful and creative.

Submit your entries From 00:00 on 25.06.21 to 23:59 on 01.07.21* TOPIC HASHTAG: #CMCALPHA

08.07.21 REMAKE YOUR OLDEST – Find the oldest picture or video of your Calligraphy, Lettering, or Sign Painting piece and remake it with the skills you have today. ( for the post on this topic you have to upload both the old work and the remake as 1 post)

Submit your entries From 00:00 on 02.07.21 to 23:59 on 08.07.21* TOPIC HASHTAG: #CMCOLDVSNEW

15.07.21 HUSTLE, HUMBLE & HAPPY – You can write 1 of the words, you can write 2 or them all. You can express the words with a sentence or a quote.

Submit your entries From 00:00 on 09.07.21 to 23:59 on 15.07.21* TOPIC HASHTAG: #CMCHHH

22.07.21 FACE CALIGRAM* – Create a FACE Calligram of yourself, a friend, loved one, or any other person in the world. You can find a video below with the basics of how to create a Calligram as well as some examples of face calligrams. 1 or 2 two weeks before the challenge there will be a dedicated tutorial for it and add in this article. *THIS CHALLENGE BRINGS YOU 3 EXTRA NIBS on top of all other mentioned. AND 18NIBS FOR THE TOP 3 ENTRIES.

Submit your entries From 00:00 on 16.07.21 to 23:59 on 22.07.21* TOPIC HASHTAG: #CMCCALLIFACE

Here are two videos to help you learn the basics of Calligrams in some shapes, soon a specific video will be made and added to this article about how to make Face Calligram.*


Things to keep in mind

Please do not DM Calligraphy Masters Challenges with questions or request to share or feature your work. It is up to our team what we like and share, we don’t have to share any of the works! We share what we like and what we believe is worth sharing. Your focus as always should be on your own work, improving it, and having FUN with the challenges.


From now if people use the challenges hashtags, tag, or mention CMChallenges profile in work that’s not related to the challenges, the person will be kindly warned 1 time (if following us) and by doing so a second time his or her profile will be blocked. If the person doesn’t even follow CM Challenges and just tags, mentions, or uses any of the challenges hashtags he or she is gonna be directly blocked without a warning. ( a lot of people abuse this way and more than 100 are blocked just in 2 days)

This comes because if the rules as explained above and in the RULES Highlight are not followed or abused, it becomes very hard for the team of volunteers running the account to find all entries, organize, like, comment, save and share becomes a very hard task. No one is being paid for doing all this work, that believe me is a lot, and they don’t deserve to be disrespected by people hungry for fame and attention.

From now on entries for certain topics are receiving NIBS (points) only if they are submitted in the required period. You can submit earlier or later, and sometimes you still might end up featured, but without gaining NIBS.

This is still a new format of a challenge for us all, so there are rules that might be changed/deleted, or added on the go. If you have any suggestions or ideas on how the challenge, the process, and the rules could be changed to benefit everyone and make it an even more exciting and cool challenge, feel free to DM us at Calligraphy Masters Challenges.

Please Keep a track of your own NIBS and how much they are, once the current topics are over we’ll take a break of 1 or 2 weeks to count all people’s NIBS and if we make a mistake you will be able to correct us.


Keep Writing #KeepWriting

Keep Writing #KeepWriting


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