Hullo! I'm very much a list person, but I'm also very much a visual person. So, I've found that simple grids of images work really well for me when I want to plan and organize information, aesthetics, etc. However, I've struggled to find my ideal website or program that allows me to do this.

My wants:

• To upload images with minimal clicks. (My workflow would likely be to find an image somewhere, get the image's URL, navigate to a page, and upload via URL, without necessarily needing to enter form fields or save an image locally first.)
• To display medium resolution images as clear thumbnails (e.g. anywhere from 200x200 to 500x500). Enough for detail, but not necessarily "HD".
• To offer the ability to crop (or even just display) images as square thumbnails (for the purposes of a neat and uniform grid) without me having to go through https://squareanimage.com (real website!) for every single image.
• To categorize images into groups (i.e. to display a set of images as a coherent little grid/gallery). I'm not picky about whether this is done via fixed category pages, or tags + filtering.
• To maybe add extra information attached to each image (e.g. descriptions, links, etc.) without necessarily cluttering the grid.
• As for whether the service is public or private, cloud-based or local, I don't really mind!

Some of the options I've tried:

• Wordpress: Really nice grid-based themes, but the "blog post"-based system feels cumbersome for what I'm trying to do (images only). So many clicks to add images and make new posts.
• Tumblr: Lovely for content discovery, the quick reblog feature saves a lot of clicks, and tagging is flexible. But, this has many of the same downsides as Wordpress (lots of clicks to upload your own images, post-based system), and Tumblr as a platform is so much more than what I'm looking for (don't want/need social features).
• Pinterest: 10/10 for content discovery -- their image similarity algorithms and image search are unmatched. Wonderful for quickly spinning up a collage of themed pictures. But, horrid for uploading new pictures, given that they'll become public pins with comments/links/etc. Too many clicks + unnecessary fields. I worry about attribution for artists with Pinterest specifically -- I don't want to perpetuate a lack of attribution with publicly re-shareable images. Also, the collages are very busy with ads and unnecessary text. Plus, it's kind of cumbersome to reorganize images between boards if you want to change your board scheme.
• Pinry: Open source, self-hosted version of Pinterest. Was a bit too rough around the edges the last time I tried to use it, but maybe it's good enough now?
• Are.na: A bit too... New York trendy? For my tastes. Also, the social elements aren't really my thing... Also, costly!!!
• Google Keep: Surprisingly good? Perhaps the best option I've tried? For image notes, it's very flexible with regards to grid-based layouts, tagging, adding optional details, adding multiple images to a single note, etc. My main criticisms are that uploading images and tagging notes does take quite a few clicks; the grid stops being aligned the moment your notes begin to differ (e.g. add images of varying size, add titles/details, etc.), so it can start to look a bit visually cluttered; the UI doesn't seem to be designed with many tags in mind; the default layout shows all notes (I never want this).
• Local files and folders: Dead simple, but with very few features. Thumbnail views in file explorers are really space inefficient compared to grid-based image galleries.
• Random photo organizing software: Largely geared towards actual photos taken with an actual camera (real life subjects, camera EXIF data, organizing by date taken, etc.). Too many unnecessary features for my needs, not enough features geared towards digital non-photo images (e.g. graphics).
• "Speed dial" new tab pages for browsers: Helps me organize bookmarks! I like being able to see the icons, like a desktop for webapps. I will use image grids for everything.
• Artwork grids in media libraries / tracking websites: Plex, MusicBee, Letterboxd, Goodreads, Anime-Planet... you are heaven to me.

Here is a gallery of screenshots for websites/services I have tried, to give you an idea of how I use these services. The first one (tumblr) is the closest to visually ideal (dense + uniform grid), but Keep is the closest to ideal feature-wise. Surely there is a website or service I'm missing that could be the best of both worlds!