diff --git a/code/modules/awaymissions/super_secret_room.dm b/code/modules/awaymissions/super_secret_room.dm
index fa9aff7f43..b1f505a27e 100644
--- a/code/modules/awaymissions/super_secret_room.dm
+++ b/code/modules/awaymissions/super_secret_room.dm
@@ -17,6 +17,8 @@
 	var/list/json = json_decode(file2text(json_file))
 	shenanigans = json["phrases"]
 
+#define TIMEWASTE_MEDAL "Overextended The Joke"
+
 /obj/structure/speaking_tile/interact(mob/user)
 	if(!isliving(user) || speaking)
 		return
@@ -45,11 +47,11 @@
 			SpeakPeace(list("Alright maybe that's <b>too</b> boring.", "I can't keep manually typing these lines out though.", "It's hard to explain but the code structure I'm using is kind of terrible."))
 		if(10)
 			SpeakPeace(list("Oh I have an idea!", "Lets outsource this endless banter to Poly!", "Then you'll be able to keep listening to this without getting bored!"))
-			if(isnull(shenanigans))
+			if(isnull(shenanigans) || !shenanigans.len)
 				shenanigans = list("Except the poly file is missing...")
 		if(11 to 14, 16 to 50, 52 to 99, 103 to 107, 109 to 203, 205 to 249, 252 to 665, 667 to 999, 1001 to 5642)
 			SpeakPeace(list(pick(shenanigans),pick(shenanigans),pick(shenanigans)))
-			if(times_spoken_to * 0.1 == round(times_spoken_to * 0.1))
+			if(times_spoken_to % 10 == 0)
 				SpeakPeace(list("That's [times_spoken_to] times you've spoken to me by the way."))
 		if(15)
 			SpeakPeace(list("See? Isn't this fun?","Now you can mash this for hours without getting bored.","Anyway I'll leave you it."))
@@ -79,6 +81,7 @@
 		if(1000)
 			SpeakPeace(list("The ends exists somewhere beyond meaningful milestones.", "There will be no more messages until then.", "You disgust me."))
 		if(5643)
+			UnlockMedal(TIMEWASTE_MEDAL,user.client)
 			var/obj/item/reagent_containers/food/drinks/trophy/gold_cup/never_ends = new(get_turf(user))
 			never_ends.name = "Overextending The Joke: First Place"
 			never_ends.desc = "And so we are left alone with our regrets."
@@ -87,7 +90,7 @@
 
 	speaking = FALSE
 	times_spoken_to++
-
+#undef TIMEWASTE_MEDAL
 /obj/structure/speaking_tile/proc/SpeakPeace(list/statements)
 	for(var/i in 1 to statements.len)
 		say("<span class='deadsay'>[statements[i]]</span>")