I'm considering the idea to start taking commissions and taking requests differently. I'm wondering what you guys think about this.

I'm starting to change how I organize my time again because I want to manage it better. In terms of the time I spend messing with art, some of the artwork I create isn't just for me so, I want to make a better system for me while still being good for others!

A recent art goal of mine is to create more diverse artwork instead of me trying to make one piece "perfect" which accidentally happens often. This especially happens with requests which makes me really slow at drawing, (~'o')~ I will try to finish them faster. Requests are great because they challenge me to do and learn better things and to create artwork I wouldn't have done otherwise. They can take up a lot of time however and I can't always judge how long they will take to complete in advance.

Thus, I was thinking of doing a sort of slot system that others use while doing certain types of commissions.
My plan may be:
---For commissions, I could open a batch of headshots slots that I know how long they'll take me to complete during a period that I know I will have time to complete them. First come first serve, I finish them and I open another batch at a later time.
---For requests, I could open a month long Journal/Trello for a sketch/YCH/something slot. Anyone could put their name down within that month for the request then RNG JESUS would pick a name and then I'd contact the winner.

Doing this would solve a few things in my life right now:
--1)I could decide on the workload and the type of work that I'm doing so that I can plan out my time in advance much better.
--2)I could sit down and draw just doodles more often and post them to twitter without feeling like I have unfinished work. Which I mean I do right now but, I don't want all practice to be with just requests.
--3)I could make a small secondary income so that I have money for college, food, and other stuff in the event that I quit my job and have to transition to another. The place I work at is in a terrible state and it won't become a better place afterwards. It's just a place where I'll make the most money before I start my actual career.
--4)I would work faster on commissions since they're paid work and I would know how long it would take me to do them.
--5)Doing commissions would logically be a better use of my time in terms of capitalism goals.
--6)And other things that I'll probably think of later.


The question about this though is, would anyone actually commission me? I'm unsure about prices for artwork and what type of artwork people would want. I've had some feedback from friends so I have a rough idea of what I may do. \('c') TY friends. However, I would like more input before proceeding with this.
So my questions are:
--1) Would these 2 types of commissions be something you or your friends would be willing to buy?
Chibi -ish Headshots: http://sta.sh/2tkb8v89tz1?edit=1
Colored Sketch: http://sta.sh/2215to8vn3m1?edit=1
--2) How much would you want to pay for the headshot and colored sketch?
--3) How much do you think others would pay for the headshot and colored sketch?
--4) What types of commissions would you like to see from me?
--5) What do you think I should improve on for doing commissions?
--6) What is your favorite meal to eat?


Thank you for reading this and I would appreciate if you could comment about these questions.