diff --git a/.gitignore b/.gitignore
index ed5fb08..0875dbb 100644
--- a/.gitignore
+++ b/.gitignore
@@ -76,3 +76,6 @@ dmypy.json
 # Windows
 Thumbs.db
 bashquest
+
+# specific
+workspace/
diff --git a/challenges.json b/challenges.json
index d1a57cc..c5fd278 100644
--- a/challenges.json
+++ b/challenges.json
@@ -36,5 +36,6 @@
   "nth_word",
   "tail_kth_line",
   "cut_nth_word",
-  "tr_remove_digits"
+  "tr_remove_digits",
+  "sort_size_flag"
 ]
diff --git a/challenges/sort_size_flag.py b/challenges/sort_size_flag.py
new file mode 100644
index 0000000..eb912f7
--- /dev/null
+++ b/challenges/sort_size_flag.py
@@ -0,0 +1,100 @@
+from challenges.base import BaseChallenge
+from pathlib import Path
+import random
+from state import State
+import string
+from utils import hash_flag
+
+ADJECTIVES = [
+"ancient","angry","brave","bright","calm","cold","curious","dark","distant","eager",
+"fancy","fast","fearless","gentle","giant","golden","happy","hidden","hollow","icy",
+"jolly","kind","lazy","lively","lonely","lucky","massive","mighty","mysterious","narrow",
+"nervous","noisy","odd","old","patient","peaceful","playful","polite","powerful","proud",
+"quick","quiet","rapid","rare","restless","rich","rough","royal","rusty","shiny",
+"silent","silver","sleepy","slow","small","smart","smooth","soft","solid","strange",
+"strong","subtle","swift","tall","tame","tender","thick","thin","tiny","tired",
+"tough","tranquil","vast","vivid","warm","wild","wise","young","zany","zealous",
+"stormy","foggy","windy","sunny","dusty","frozen","glowing","ancient","fragile","gentle",
+"shallow","steep","cosmic","stellar","urban","rural","wooden","crystal","iron","scarlet"
+]
+NOUNS = [
+"wizard","pirate","robot","dragon","knight","king","queen","farmer","hunter","sailor",
+"captain","soldier","poet","artist","scholar","monk","merchant","inventor","pilot","explorer",
+"scientist","teacher","student","child","giant","ghost","shadow","traveler","wanderer","guardian",
+"builder","smith","baker","cook","doctor","engineer","mechanic","miner","ranger","archer",
+"lion","tiger","wolf","eagle","falcon","shark","whale","otter","panda","horse",
+"dog","cat","fox","bear","deer","rabbit","turtle","owl","sparrow","crow",
+"john","maria","alex","olivia","liam","noah","emma","lucas","sofia","leo",
+"city","village","kingdom","empire","forest","desert","island","mountain","river","ocean",
+"galaxy","planet","star","comet","nebula","station","colony","castle","tower","temple",
+"machine","engine","device","artifact","relic","portal","bridge","library","garden","harbor"
+]
+VERBS = [
+"finds","found","seeks","seeking","discovers","discovered","explores","explored","observes","observed",
+"builds","built","creates","created","destroys","destroyed","protects","protected","guards","guarded",
+"follows","followed","chases","chased","meets","met","greets","greeted","helps","helped",
+"teaches","taught","learns","learned","writes","wrote","reads","studies","studied","measures",
+"calculates","calculated","draws","drew","paints","painted","designs","designed","imagines","imagined",
+"searches","searched","crosses","crossed","climbs","climbed","sails","sailed","flies","flew",
+"travels","traveled","wanders","wandered","enters","entered","leaves","left","opens","opened",
+"closes","closed","moves","moved","pushes","pushed","pulls","pulled","carries","carried",
+"lifts","lifted","drops","dropped","throws","threw","catches","caught","builds","repairs",
+"fixes","fixed","starts","started","stops","stopped","changes","changed","watches","watched"
+]
+
+
+def randword(length, use_printable=False):
+    """
+    Returns a random word of {length} characters, made up from lowercase
+    letters, or from all printable characters if {use_printable} is True
+    """
+    # instead of string.printable we use only the non-space characters
+    alphabet = string.printable[:-6] if use_printable else string.ascii_lowercase
+    return "".join(random.choices(alphabet, k=length))
+
+class SortSizeFlagChallenge(BaseChallenge):
+    id = "sort_size_flag"
+    title = "Sort files in a maze by size"
+    description = [
+        "Navigate the directory maze.",
+        "",
+        "There are multiple paths, and throughout the maze there are multiple files.",
+        "Files may have any random extensions, but they are all plain text files.",
+        "You have to find all files, sort them by size in ascending order and then", 
+        "get the last character of the content of each one in order.",
+        "",
+        "The flag is the concatenation of all the last character of the contents of all",
+        "files in order",
+    ]
+    requires_flag = True
+
+    def setup(self, state: State) -> State:
+        ws = Path(state.workspace).resolve()
+        ws.mkdir(parents=True, exist_ok=True)
+
+        flag = random.choice(ADJECTIVES) + "-" + \
+               random.choice(NOUNS)      + "-" + \
+               random.choice(VERBS)      + "-" + \
+               random.choice(ADJECTIVES) + "-" + \
+               random.choice(NOUNS)
+        state.flag_hash = hash_flag(flag)
+
+        curr_path = ws
+        size = 0 # it also serves the purpose of index for flag
+        while size < len(flag): # that's why this weird thing
+            x = random.random()
+            if x < .1:
+                curr_path /= f"{randword(5)}.{randword(3)}"
+                curr_path.write_text(randword(size, True) + flag[size])
+                size += 1;
+                curr_path = curr_path.parent
+            elif x < .7:
+                curr_path /= randword(5)
+                curr_path.mkdir()
+            elif curr_path != ws: # we don't want to exit the workspace
+                curr_path = curr_path.parent
+
+        return state
+
+    def evaluate(self, state: State, flag: str) -> bool:
+        return hash_flag(flag) == state.flag_hash