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Have you heard about the One Page Dungeon Contest?
Happens in April 2016 next.
I recommend it, I even spawned a product — Lunatic Labyrinth — from my first entry, with a second in the final stages of review.

R Pickard RPG Superstar 2015 Top 8 , Star Voter Season 6, Star Voter Season 7, Star Voter Season 8 aka DeathQuaker |
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Profantasy (makers of Campaign Cartographer) also occasionally do contests, so keep an eye out for that. The winner I believe gets essentially all of their software for free.
Much as I think as it would be cool to have such a contest here, Paizo does this to specifically cultivate game designers, a freelance pool of which is always needed. They have an in-house cartographer so I don't know if there is demand (here specifically) for any more.

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Michael Hill wrote:It's a shame I'm finding out about so many fun contests only as they're either in progress or already gone by. I suddenly find myself eager to jump into more contests immediately. :PAgreed.
My 2cp, start working towards all the contests you know about now, your entry will be so much stronger for it. Consider it your training montage.

R Pickard RPG Superstar 2015 Top 8 , Star Voter Season 6, Star Voter Season 7, Star Voter Season 8 aka DeathQuaker |
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I am not sure why the Paizo judges and staff cannot state clearly or loudly enough that round 2 is not a cartography contest. It's for how module designers convey location.
Perhaps it should be called "Create a map CONCEPT" or something.
(As for getting unlabeled maps from Paizo, that's what the various map .pdfs are for. I've found the ones that come with APs invaluable. I don't know how high res they are for VTT, nobody I know can afford that kind of equipment just for gaming.)