Newsletter comparison
DrawTogether with WendyMac vs Jenny’s Substack - Let's art together
Short answer: Choose DrawTogether for a clearer prompt and guided theme. Choose Jenny's Substack for a gentler, more open-ended companion. Keep both if variety helps you draw more often without raising the stakes.[1][2][3][4][5][6]
An independent guide. Scottie isn't affiliated with, endorsed by, or sponsored by DrawTogether with WendyMac and Jenny’s Substack - Let's art together. Each publication owns its name, writing, and subscription terms.
A brief from both newsletters · July 31, 2026
See both newsletters in one brief
See what made the brief, what didn't, and the original links behind every included story.
In this brief: Scottie kept the selected stories separate because they added different value.
Reader priorities
A lapsed or hesitant artist wants low-pressure drawing prompts and the feeling of making alongside other people.
These are illustrative priorities, not a customer’s data.
What made the brief
- DrawTogether with WendyMac1 read · 1 included
- Jenny’s Substack - Let's art together1 read · 1 included
Scottie
Scottie example brief
July 31, 2026 · Executive brief
01 / The rundown
- A community daily drawing challenge shifts its focus to food, offering accessible prompts that encourage low-stakes daily sketching alongside other creators.
- A candid breakdown of a heavily layered drawing demonstrates how covering up artistic mistakes can lead to surprising final pieces.
02 / The briefing
01 / main
Food-themed daily drawing prompts offer a low-pressure way to create
The takeaway: The community drawing challenge is pivoting to food for its latest weekly theme. Participants are invited to sketch their meals, focus on daily shapes and textures, and share their creations with fellow artists online.
Concrete details
- The challenge featured artist has illustrated five books on food and drink, including the Salt, Fat, Acid, Heat cookbook.
- Outsider artist Itsuo Kobayashi has visually documented every single meal he has eaten for over three decades.
Why it matters for this reader: As a hesitant artist, sketching your breakfast provides a quick, low-stress prompt to build a drawing habit alongside a supportive group.
Original sourcesDrawTogether with WendyMac
02 / main
A failed moon sketch turns into a lesson on messy art
The takeaway: An artist turned a chain of drawing errors—a botched moon, ruined butterfly wings, and smoggy clouds—into an unintended night sky using thousands of crosshatches, proving that mistakes are just part of the process.
Concrete details
- The artwork evolved through four distinct mistake-driven iterations before the creator settled on a layered night sky.
- Thousands of small pen crosshatches were drawn to completely cover up unwanted cloud shapes that resembled smog.
Why it matters for this reader: This candid look at continuous mistakes offers reassurance when you feel intimidated by blank pages or unpolished sketches.
Original sourcesJenny’s Substack - Let's art together
Action items
- Grab a pen and sketch your next meal or snack before taking your very first bite today.
- Embrace a drawing mistake by layering crosshatches or new shapes over it instead of starting over.
See every issue behind this brief
Jenny's Substack on Messy Drawing
- Even in the dark...Jenny’s Substack - Let's art together · Included
DrawTogether Daily Drawing Adventure
- A Week of FoodDrawTogether with WendyMac · Included
The useful difference
The difference that matters
DrawTogether offers themed exercises and specific drawing medicine for everyday friction. Jenny's Substack is looser and more personal, using exploratory notes to invite readers back into unfinished work.[1][2][3][4][5][6]
What each is best for
DrawTogether with WendyMac
DrawTogether contributes approachable themed exercises around food, creatures, decisions, and the ordinary subjects available right now.[1][2][3]
Jenny’s Substack - Let's art together
Jenny's Substack contributes reflective invitations to explore, work through darkness, and accept that both people and drawings remain unfinished.[4][5][6]
When it’s worth reading both
The pair is useful when one prompt feels too structured or the other too open. Scottie can surface a workable option from each without explaining the joy out of the practice.[1][2][3][4][5][6]