Well,,,, he does use his powers of invisibility and persuasion over weak minds to fight evil.
At first I was confusing my 90s super movies thinking the Shadow was Billy Zane. I guess they have the same first name.
On one hand I do not want the site to become clogged with people trying to sell me junk, there is enough ads floating around my screen right now. Other hand is if you are looking to sell to people you like and think want certain things related to the site then put something in promotions.
I looked up LOS not knowing what it was and only found Line of Scrimmage and German slang for Let's Go or Move. Neither made sense, then I finally thought of Line of Sight.
To me it sounds fun as the backdrop of the campaign. Maybe we start off guarding the royal surveying crew looking for the lost ruins of X to build upon. Finding out later that the old X location was tied to summoning demons or being able to boost magic or something cool or sinister. Then we...
It might be fun to have an online group with the map and then break out to my home group for the individual adventures. Mayb if I was in touch with players from the 80s and 90s who had groups of their own and we could communicate online and expand a shared world but keep home play.
You cannot go wrong with criminal or urchin background for a rogue. It feeds the class with a few good options and allows you to pick some other things since the background gives it to you.
The other thought is to go with something that fits your idea of the PC. Maybe the PC grew up in a...
Might be able to use a updated book with all the non-core spells and magic items that came out over the last 10 years.
An adventure for Phandalin showing an updated town after 10 years.
I have a few things like this that get placed on a large base and now I have a Alpha Beast or something. They get used less though and often pinch-hit for other large animals like a rhino or even ankheg.