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Puzzles, Predicaments, and Perplexities
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Puzzles, Predicaments, and Perplexities


Welcome to the DM's Day sale! From now through March 14th, this title has been marked down by up to 40%! For more values, visit our DM's Day sale page.

Also check out the other volumes in this best-selling series!

Puzzles Volume Two     Puzzles Volume Three

Adventurers need much more than just brute force, magical powers, and nimble moves in order to survive the dangers that await them. A sharp mind is just as important as a sharp sword. When faced with a challenging puzzle, finding the solution can be the difference between victory and defeat.

Puzzles, Predicaments, and Perplexities contains a collection of logic puzzles, brain teasers, and encoded sequences intended to test the problem solving and deductive reasoning of characters and players. These puzzles are designed to be easily placed into any adventure with no additional work, yet also provide guidance on how Dungeon Masters can customize the details to best fit into their own campaigns.

This title includes:

  • 10 original puzzles for use in your adventures.
  • Instructions on how to scale the difficulty of the puzzles for characters of all levels.
  • Hints for each puzzle to guide players towards the solution without simply giving it away.
  • Guidance for customizing the puzzles to fit into your own adventure, campaign, or original world.
  • Optional “Raise The Stakes” sidebars for making puzzles more deadly.
  • 5 original maps suitable for in person or online play.
  • 4 original hand-outs that help visualize the layout, runes, and symbols involved with some of the puzzles.
  • A table listing of spells potentially triggered by failed solutions organized by Tier and danger level.

“A new unofficial supplement on DMs Guild may become my new best friend. I read one of the puzzles, and I am already thinking of how to incorporate it into my campaign.” - Geek Tyrant

“Good D&D puzzles are hard to come by, even on the Internet, so Puzzles, Predicaments, and Perplexities is an easy buy for anyone who designs dungeons that aren't just a series of rooms with enemies to fight and kill.” -

“This unofficial supplement to Dungeons and Dragons campaigns gives an adjustable difficulty to balance things out. Dungeon Masters would surely love this supplement.” - HexMojo

Note: A version of this product for Fantasy Grounds virtual tabletop is available here.

Back Cover  Map  Runes  Minis
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Reviews (16)
Discussions (10)
Customer avatar
David S September 07, 2020 11:08 pm UTC
Not sure why, but the pdf version I downloaded is almost impossible to read-- most of the font is bright white. I am opening the downloaded file in Acrobat on a Mac.
Customer avatar
Steve "Jaspor" O September 08, 2020 12:32 am UTC
That's strange, hadn't heard that before. When you view the Preview through the site, do you have the same issue? I'm wondering if maybe it's a setting within Acrobat to disable the background images or something along those lines?
Customer avatar
David S September 08, 2020 12:47 pm UTC
It's fixed. I had to download a newer version of Acrobat, apparently. Thank you! The pdf is great!
Customer avatar
DIEGO M August 27, 2020 5:14 pm UTC
is this content compatible with roll20 ?
Customer avatar
Steve "Jaspor" O August 29, 2020 5:35 am UTC
Hello! The product itself is a PDF, so you won't be able to use it directly in roll20, but the contents itself surely lends itself to online play.
Customer avatar
Jonathan F July 28, 2020 9:36 am UTC
Any chance this will get a print edition? I'd like to try this and the sequel book but I'd really like to have the first book in print before I get the second
Customer avatar
Steve "Jaspor" O July 28, 2020 12:21 pm UTC
Hi Jonathan,
While we would love to make this available in print, unfortunately the DMs Guild doesn't offer the opportunity to do print versions for already released products. Pre-approval is needed and the digital and print releases happen on the same day.
Customer avatar
Ian D September 01, 2020 10:29 pm UTC
Will they let you make a new, combined I&II version that can be printed?
Customer avatar
Steve "Jaspor" O September 02, 2020 5:37 am UTC
Good question. I suppose there's a chance, but we'd likely wait for the third part of the trilogy to arrive before we pursue that.
Customer avatar
Sebastian S July 09, 2020 3:56 pm UTC
Hi there - I love the book, thank you!
My printer is having a hard time with it though, any chance on having a printer-friendly version without the colored background? Cheers
Customer avatar
Steve "Jaspor" O July 28, 2020 12:20 pm UTC
Unfortunately, there are no plans to add a printer-friendly version at this time. We'll keep that in mind for future editions though!
Customer avatar
Nathaniel L April 24, 2020 2:54 pm UTC
Hi! How did you approach balance/difference between players and their characters? In other words, is there some way to handle a smart player playing a not-so-smart character and conversely a player who isn't able to solve the puzzle themselves but who plays a wizard with an INT of 20? ;)
Customer avatar
Steve "Jaspor" O April 24, 2020 3:14 pm UTC
Good question! There are a few ways we handle those situations. Many puzzles have an optional "Raising the Stakes" sidebar talking about adjusting the difficulty of the puzzle. If you think you have a smart player that would solve a puzzle easily, there are ways to tweak it to make it harder. On the flip side, for players who may not be as good at puzzles, there is a "Tips and Hints" section for each puzzle. This section is also where character skills come into play, as revealing the hints could be dependent upon a successful skill check. So a wizard with an INT of 20 who does an Investigation check is likely to notice something about the puzzle that will help them solve it.
Customer avatar
Henrik G April 18, 2020 6:55 am UTC
Is there a plan to have this version as POD like volume II? Thx
Customer avatar
Steve "Jaspor" O April 19, 2020 5:03 am UTC
Hi Henrik,
While we would love to make this available for POD, unfortunately the DMs Guild doesn't offer the opportunity to do POD for already released products. Pre-approval is needed and the digital and POD releases happen on the same day.
Customer avatar
jake D November 25, 2019 1:44 am UTC
Why can’t I view this I paid for it and sent it to my Dropbox and it won’t let me open it
Customer avatar
Steve "Jaspor" O November 28, 2019 1:16 am UTC
Hi Jake.
Thanks for the purchase! I can't say why it didn't show up in your Dropbox, but you should be able to access it by direct download if you go to "My Library" at the top of the site. Enjoy!
Customer avatar
Abigail V October 12, 2019 7:40 pm UTC
Hi, is this a one shot or a multiple session module?
Customer avatar
Steve "Jaspor" O October 12, 2019 7:41 pm UTC
Hi. It's really more like a bunch of individual puzzles that can be inserted into your own adventures, though it is possible to string them together to form their own adventure. Playing through all the puzzles would likely take multiple sessions. I hope that answers your question. :)
Customer avatar
Terry B June 22, 2019 10:59 pm UTC
I’m loving this book, but I’m having trouble processing “Pushing Forward Back.” Is this the best place to ask questions about implementing it? Also my players are going to freak when they see the Triangle Lock!
Customer avatar
Steve "Jaspor" O June 23, 2019 7:56 pm UTC
Thanks for the comment! For Pushing Forward Back, the easiest way to picture what the characters experience is just that they walk straight down a hallway but wind up exactly where they started. (Having some kind of noticeable landmark there helps them realize this.) Any time any person or thing travels straight down the hallway, it ends up back where it came from. I won't spoil the possible solutions here, but locating exactly where the "turn around" happens is the important part of figuring it out. Hope that helps!
Customer avatar
Jojo S June 07, 2019 12:37 am UTC
Is this a campaign or just a add on looking to get into DM
Customer avatar
Steve "Jaspor" O June 07, 2019 12:39 am UTC
Hi there!
I wouldn't describe this as a campaign at all. It's a series of plug-and-play puzzles, so it's more like an add-on. Although you could potentially chain them together to form a complete adventure or two. Hope that answers your question. :)
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File Last Updated:
June 04, 2019
This title was added to our catalog on June 04, 2019.