If I recall correctly it was a Problem we learned to live with, back in the days.
Nowadays I'd make a clear distinction between something every character might do and something only a thief might achieve. If there is some shadow to hide in and the hidee has a Chance to get there unnoticed, I'd...
16 years Federal Foreign Minister of Germany, Hans-Dietrich Genscher, has died on March 31st. A top-notch networker, Genscher played a major role in the German reunification as well as the brokering compromises in the 80'as cold war.
What kind of result do you want to achieve? If it's for your eyes only you can get along with several free/affordable tools without much of a learning curve.
Quickleaf already mentioned , so let me add AutoREALM (free) for regional maps and Pymapper (free) for tile-based dungeons. AutoREALM...
Here's an extensive series of articles about opening and running a games shop. Much of the advice holds true for Comic Shops or those with a mixed assortment of goods, so you should take the time to read the series.
A toast to your success!
I can't see name-level companies going via DMGuild. They would rather strike a separate deal with WotC if they want to publish D&D material, wouldn't they?
The only thing I can imagine is that the Paizo people at some point publish PF 2 which is aligned to D&D 5. Maybe PF 2 could be some heavily crunchified D&D. Still a distinct game with a lot of similarities like in the PF 3.5 days.
But as the OP put it, #4 is probably the decisive factor.
A solid 6 for my group. They have no compunctions at all about killing all their enemies or residents of the places they invade. On the other hand they at least try to talk with the enemies. And they don't torture at all.
I noticed today that "The Shannara Chronicles" is offered for Amazon Prime Instant Video in Germany. Too bad our free test drive for that service ended four days ago; I might actually have been able to watch it.