I have stopped quaking in my boots now and am focusing on working out what my approach will be. I value everything you said, especially the bits about making sure I don't underprice and that the deal is good for both me and the order-er.
I find pricing to be the hardest thing about what I do. Does anyone else feel the same? I think it's because I'm a hobby crafter rather than a professional, so I tend to underquote in order to make a sale, rather than setting a firm price and sticking to it.
If I was doing this for a living I'm sure it could be quite a different story, because I'd see the prices in terms of necessities they could pay for (like food, mortgage, expenses etc) ... rather than as a bit of "play money" on the side, which is the situation at the moment.
See these shoes? These lovely orange and grey ankle strap heels from Camper? My One True Love bought them for me on our recent holidays, and even though they were expensive (even by my standards!) I thought: that's okay - I have play money I can use as a backup if we need it.

Oh okay - I would have let him purchase them. They are beautiful orange shoes, after all. How could I not have let him purchase them? Are you crazy?!? Perhaps using shoes as an illustrative example was not the best idea for this situation I'm trying to describe. Aren't they lovely though? And isn't HE lovely, for buying them? Oh and that reminds me, I will tell you about the purple wedges he also bought for me, on a different day ....
Ahem. What I mean to say though, is that having a bit of play money on the side means I can buy the odd thing without worrying too much about it. If I were making a living out of the play money I'd be much more stingy with it. I'd keep those purse strings tied up tight.
But one day I'd love to give up the day job and focus on my crafting full-time. Wouldn't we all?
I dream of a time when I don't have to go to work and struggle through another politically-charged day just to make a living, gritting my teeth at the impossibly frustrating situations I often find myself in.
I'd be able to work in my pajamas, and the furry babies would be as happy and content as little furry apple pies, all warm and snuggly in the house with me - they love it when I work from home. Sometimes Podae will even sit on my lap when I'm at the sewing machine, which is a VERY rare occurrence.
And wouldn't it be nice to only have to worry about dealing with your suppliers and the mailman, instead of a long and painful list of internal stakeholders? Yes, it would! It would be nice!
So hopefully, one day these Hoots will truly take off (ha! ha! see the joke there?) and I'll be able to make the dream a reality. Until then though, it's back to the grindstone ......