One thing that helped me here in Omaha was to create a Meetup on meetup.com. It costs like 15 a month to create/host the group but once you get a steady group of people, like we did, we essentially moved it to a facebook group. I created one for digital artists (was thinking production pipeline type stuff) and we ended up having 110+ members with about 15-20 that show up on a consistent basis. Maybe that would help some.

I love your character designs for this. Especially the Zebra. To me the Wilde beast seems to be the character that just doesn't fit. I feel that if you pushed his facial design a bit more like the zebra and giraffe with the more narrow nose, it would tie into the story/theme a bit more. But other than that I think everything looks awesome and I really like your stylistic approach. Can't wait to see more.

Day 7 and 8 since I started yesterday but didn't get to finish. I have been wanting to draw this guy for a while. I hope I did him justice.

Day 5: Lessons learned- Need to work on 'Feathering'
Step away from drawing to see what is not adding up

Not terribly happy with this one but here it is. I used the Sketchbite App to come up with the idea since I was running low and the prompt was : A teen boy skateboarding but also bringing home an overloaded bag of groceries ( make it halloween themed if you would like)

Day 4: My daughter and her balloon

Lessons learned: Don't put too much texture on a background item, detracts focus from what I wanted.
Learn composition
Figure out how to indicate reflectiveness on shiny objects
Get better on environments

My day 3 drawing for Inktober

I just wanted to throw this out there and ask, since it is something I've been thinking about a lot lately and since there are many freelance illustrators working professionals on the the site I thought this would be a good place for it. The question I want to ask is how did you all know you were ready to take that chance and put yourself and artwork out there to attract clients/customers? I feel that there is so much that I need to work on to get 'good enough' and that I should put off showcasing my attempts until I get better. Did you all feel that way before taking the leap or do you, possibly, still feel that way after taking it? Just wanted to know peoples thoughts and stories on how or when they made that transition.

Here is my day 2. It's weird how you think it looks great when you are doing it then after relooking at it this morning I was like 'AHHH' so many things I should have done different before I inked. Oh well, I guess there is always tomorrow. This is a continuation from yesterday's little drawing.

Wow that looks great!

Thank you @Ace-Connell . I'm hoping to work on some things that I've had floating in my head for a while, I wish I could come up with some cohesive story like Jake seems to do every year.