Let's start easy.

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16:52, Today: Tanner rolled 17 using 1d20 ((17)).

S for 5000

Pie!

'S' is not on the board

It is not pie.  Mmmm... spelled out pie.

I xftbdyjdfndfgjb meaningful text

I xftbdyjdfndfgjb meaningful text

Neither 'I' nor 'xftbdyjdfndfgjb meaningful text' are on the board.

How about "e"?

Nope.  No 'e'

I rolled a 20 for $200.

May I have a D?

(Wow, that came out wrong.)

There are no $200 'D's.

DEIS pie Then I'd like a Y.

There no 'Y', only 'Y 0'.

YNOW what the answer is?  I bet it's
PYRO or one of those at least.

Now I remember what it is.

Eliminated: S, Pie, I, E, D, Y

Maybe we should get rid of this too. Or change it somehow.

this is super complicated LOL

Yes, overly so.

more like wheel of time wasting and overcomplicatedness II hahahah RIGHT??!??!?

ha . ha... h-ha

okay ill see myself off a cliff

I'll start one!

Something unexpectedly obvious:

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This message was last edited by the player at 22:45, Fri 05 Oct 2018.

I'm still not sure I get the rules -_-

I love ressurecting:

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22:33, Today: The Fool on the Hill rolled 20 using 1d20.  wheel.
20 is $200

Are there any "N"s?

20:42, Today: FourLegged rolled 12 using 1d20.
12 is $1000

Do you have any 'T's?

22:45, Today: The Fool on the Hill rolled 17 using 1d20.  Wheel of Time Wasting.
17 is $5,000

Do you have any 'D's?