If you really want to serve the VTT community, think of the product as less of a map and more like a package of assets . Remove the drawn-on grid, but keep some other "bolted-down" things like doors, windows, and fountains aligned to the grid and with reasonable* dimensions. That being said, lining up a grid isn't the end of the world. Roll20's guys even automated the process, so do whatever you want, that's not why I'm commenting. Everything that isn't a part of the floor or walls shouldn't be on the map - it should be its own token object. Remember that unlike a battle-mat, the best VTT maps sprawl for a while and are revealed over time with honest-to-god fog of war. Explode your maps so it's easy for a GM to draw his vision blocking layers, literally the most tedious part of being a VTT GM. (Psst, roll20 guys... it'd be sweet if I could upload an SVG of my map with a layer for VBLs.) Export your maps and objects as PNGs, not JPEGs, to preserve transparency. Export them in native resolution for the VTT you're catering to. That's 70ppi** for Roll20 and 50ppi for MapTool. Remember, file size matters because VTTs are networks. Many small images will render much faster than one massive one. Some campaigns are one massive map away from a disruptive internet timeout. Might as well throw in some high-res stuff, because 70ppi is pretty sad for assets. I disagree with HoneyBadger, above. Having assets at 105ppi will make them look nice, but when a half dozen people are accessing all the assets and are rendering all at once it'll choke network connections. Having them in there is nice, but not as default. Admittedly more of a MapTool problem than a Roll20 problem, since MT users have to host their own games and pretend to be servers. Then again, my group's maps are a bit less "beautiful work of art" and a bit more Gygax-ian pit of nightmares , so we can get away with laughably low ppi settings. I guess it comes down to philosophy. Most VTTs can't handle filetypes with layers baked in, so PDFs by themselves are a big no-no. That being said, a well-organized PDF means technically inclined GMs can roll their own flavors of your maps, which is cool. Tree trunks, not canopies. Transparent canopies. Thing I've actually said, while searching for a decent forest floor map: "Why is the canopy on the map?! My player can't see the tops of the trees, so why can I? My next dungeon map is just going to be a roof." To be honest, you probably want to get a web developer to do this. What I'm suggesting is very, very, very similar to the process of taking a graphic designer's mock-up and making it actually work internet-ready. If the layers and groups and collections and folders inside your Photoshop document (or whatever) are well-organized, meticulously labeled, and super professional, you might even be able to automate the process . If not... Copy of Group 2> Group 2 > Group 1 > Copy of Copy of Layer 1 Layer 7 Copy of ...it'll be a hellish nightmare that I wouldn't wish on my worst enemy. tl;dr Use Smart Objects for everything. *I don't think I've ever encountered a five foot wide door in my entire life, let alone entire buildings filled with them, but, hey, this is D&D. **I'm saying pixels per inch but in reality it's pixels per unit.