My fiance is an artist who was laid off because he worked for a major employer in the entertainment industry that required him to be in contact with people.

So he's been unemployed for a long time now, but he has been trying to find work, but there isn't really anything available that uses his particular skills. So we invested in a digital art workstation (basically just bought a monitor with a digitizer built in to use a pen with) so that he could work on becoming an independant artist. But he's so bad at marketing and he spends so much time worrying about fine details that it takes him over a week to finish a single piece, so he hasn't had any success.

So if you combine this with a broken tooth that he hasn't been able to get taken care of because of a lapse in his dental insurance, he's not been in a good place.

I just bought a Mac and was looking for mac-native graphics programs (I sometimes work on marketing, so I need to do photo editing from time to time. Also I used to do photography as a hobby and want to get back into it), when I came across Serif's Affinity Designer Workbook. And I thought to myself that getting my fiance a training course in graphic design would allow him to shift gears into a segment where there is more work. It'll also give him a bit of a kick in the pants to get him moving and feeling better about himself.

I'm sure everyone knows there are millions of online training courses available right now, so I'm hoping someone might have any recommendations. I have some money saved up, so I don't mind paying a little bit extra if it'll result in better results. I'd prefer if it were a class that didn't rely on Adobe Illustrator if possible, but I know that it's the 'standard' and he'll probably have better luck if he has experience in it.

tl;dr What applications (web or desktop) have you seen that have excellent, productive user interfaces that prioritize getting shit done?

I am currently developing a moderately complex web application with a management interface that will be used by non-technical users. It also has a separate interface for technicians to see their tasks and submit reports, but I'm pretty happy with how that's coming together. I have a pretty good idea of how I want to display data in terms of what kind of "widgets" I could use. For example, a calendar view with daily, weekly, and monthly view modes. What I'm looking for inspiration with are the finer details, like filtering data, navigation, data hierarchy. I want to find things I hadn't even considered and aren't part of the typical "flat web UI toolkit" playbook.

I'd love to steal small ideas from a forgotten tool built for Windows 95, or maybe those paradigms are best left in the past—I don't know. Personally, I find most flat UI applications are almost useless in terms of discoverability, productivity, and general ease of use. Something like the Azure dashboard is what I would like to avoid building.

I'm also trying to keep my front end stack pretty lean by using Vue.js and rolling my own components based on accessible and keyboard navigable HTML components.