diff --git a/.vscode/settings.json b/.vscode/settings.json
index ecc61d3..52e3400 100644
--- a/.vscode/settings.json
+++ b/.vscode/settings.json
@@ -7,6 +7,5 @@
     ],
     "python.testing.unittestEnabled": false,
     "python.testing.pytestEnabled": true,
-    "autopep8.interpreter": [".venv/bin/python"],
     "python.envFile": "${workspaceFolder}/.env",
 }
\ No newline at end of file
diff --git a/matchy/cogs/matcher.py b/matchy/cogs/matcher.py
index b60b9bc..394fb79 100644
--- a/matchy/cogs/matcher.py
+++ b/matchy/cogs/matcher.py
@@ -12,6 +12,7 @@ import matchy.matching as matching
 from matchy.state import AuthScope
 import matchy.util as util
 import matchy.state as state
+import matchy.cogs.strings as strings
 
 
 logger = logging.getLogger("cog")
@@ -40,8 +41,8 @@ class MatcherCog(commands.Cog):
         state.State.set_user_active_in_channel(
             interaction.user.id, interaction.channel.id)
         await interaction.response.send_message(
-            f"Roger roger {interaction.user.mention}!\n"
-            + f"Added you to {interaction.channel.mention}!",
+            strings.acknowledgement(interaction.user.mention) + "\n"
+            + strings.user_added(interaction.channel.mention),
             ephemeral=True, silent=True)
 
     @app_commands.command(description="Leave the matchees for this channel")
@@ -53,7 +54,7 @@ class MatcherCog(commands.Cog):
         state.State.set_user_active_in_channel(
             interaction.user.id, interaction.channel.id, False)
         await interaction.response.send_message(
-            f"No worries {interaction.user.mention}. Come back soon :)", ephemeral=True, silent=True)
+            strings.user_leave(interaction.user.mention), ephemeral=True, silent=True)
 
     @app_commands.command(description="Pause your matching in this channel for a number of days")
     @commands.guild_only()
@@ -68,8 +69,8 @@ class MatcherCog(commands.Cog):
         state.State.set_user_paused_in_channel(
             interaction.user.id, interaction.channel.id, until)
         await interaction.response.send_message(
-            f"Sure thing {interaction.user.mention}!\n"
-            + f"Paused you until {util.datetime_as_discord_time(until)}!",
+            strings.acknowledgement(interaction.user.mention) + "\n"
+            + strings.paused(until),
             ephemeral=True, silent=True)
 
     @app_commands.command(description="List the matchees for this channel")
@@ -84,23 +85,19 @@ class MatcherCog(commands.Cog):
 
         if matchees:
             mentions = [m.mention for m in matchees]
-            msg += f"There are {len(matchees)} active matchees:\n"
-            msg += f"{util.format_list(mentions)}\n"
+            msg += strings.active_matchees(mentions) + "\n"
 
         if paused:
             mentions = [m.mention for m in paused]
-            msg += f"\nThere are {len(mentions)} paused matchees:\n"
-            msg += f"{util.format_list([m.mention for m in paused])}\n"
+            msg += "\n" + strings.paused_matchees(mentions) + "\n"
 
         tasks = state.State.get_channel_match_tasks(interaction.channel.id)
         for (day, hour, min) in tasks:
             next_run = util.get_next_datetime(day, hour)
-            date_str = util.datetime_as_discord_time(next_run)
-            msg += f"\nA match is scheduled at {date_str}"
-            msg += f" with {min} members per group\n"
+            msg += "\n" + strings.scheduled(next_run, min)
 
         if not msg:
-            msg = "There are no matchees in this channel and no scheduled matches :("
+            msg = strings.no_scheduled()
 
         await interaction.response.send_message(msg, ephemeral=True, silent=True)
 
@@ -127,7 +124,7 @@ class MatcherCog(commands.Cog):
 
         # Bail if not a matcher
         if not state.State.get_user_has_scope(interaction.user.id, AuthScope.MATCHER):
-            await interaction.response.send_message("You'll need the 'matcher' scope to schedule a match",
+            await interaction.response.send_message(strings.need_matcher_scope(),
                                                     ephemeral=True, silent=True)
             return
 
@@ -139,13 +136,12 @@ class MatcherCog(commands.Cog):
         logger.info("Scheduled new match task in %s with min %s weekday %s hour %s",
                     channel_id, members_min, weekday, hour)
         next_run = util.get_next_datetime(weekday, hour)
-        date_str = util.datetime_as_discord_time(next_run)
 
         view = discord.ui.View(timeout=None)
         view.add_item(ScheduleButton())
 
         await interaction.response.send_message(
-            f"Done :) Next run will be at {date_str}",
+            strings.scheduled_success(next_run),
             ephemeral=True, silent=True, view=view)
 
     @app_commands.command(description="Cancel all scheduled matches in this channel")
@@ -154,7 +150,7 @@ class MatcherCog(commands.Cog):
         """Cancel scheduled matches in this channel"""
         # Bail if not a matcher
         if not state.State.get_user_has_scope(interaction.user.id, AuthScope.MATCHER):
-            await interaction.response.send_message("You'll need the 'matcher' scope to remove scheduled matches",
+            await interaction.response.send_message(strings.need_matcher_scope(),
                                                     ephemeral=True, silent=True)
             return
 
@@ -163,8 +159,7 @@ class MatcherCog(commands.Cog):
         state.State.remove_channel_match_tasks(channel_id)
 
         await interaction.response.send_message(
-            "Done, all scheduled matches cleared in this channel!",
-            ephemeral=True, silent=True)
+            strings.cancelled(), ephemeral=True, silent=True)
 
     @app_commands.command(description="Match up matchees")
     @commands.guild_only()
@@ -186,24 +181,23 @@ class MatcherCog(commands.Cog):
 
         # Let the user know when there's nobody to match
         if not groups:
-            await interaction.response.send_message("Nobody to match up :(", ephemeral=True, silent=True)
+            await interaction.response.send_message(strings.nobody_to_match(), ephemeral=True, silent=True)
             return
 
         # Post about all the groups with a button to send to the channel
         groups_list = '\n'.join(
             ", ".join([m.mention for m in g]) for g in groups)
-        msg = f"Roger! I've generated example groups for ya:\n\n{groups_list}"
+        msg = strings.generated_groups(groups_list)
         view = discord.utils.MISSING
 
         if state.State.get_user_has_scope(interaction.user.id, AuthScope.MATCHER):
             # Otherwise set up the button
-            msg += "\n\nClick the button to match up groups and send them to the channel.\n"
+            msg += "\n\n" + strings.click_to_match() + "\n"
             view = discord.ui.View(timeout=None)
             view.add_item(MatchDynamicButton(members_min))
         else:
             # Let a non-matcher know why they don't have the button
-            msg += f"\n\nYou'll need the {AuthScope.MATCHER}"
-            msg += " scope to post this to the channel, sorry!"
+            msg += "\n\n" + strings.need_matcher_to_post()
 
         await interaction.response.send_message(msg, ephemeral=True, silent=True, view=view)
 
@@ -216,13 +210,12 @@ class MatcherCog(commands.Cog):
         for (channel, min) in state.State.get_active_match_tasks():
             logger.info("Scheduled match task triggered in %s", channel)
             msg_channel = self.bot.get_channel(int(channel))
-            await matching.match_groups_in_channel(state.State, msg_channel, min)
+            await match_groups_in_channel(msg_channel, min)
 
         for (channel, _) in state.State.get_active_match_tasks(datetime.now() + timedelta(days=1)):
             logger.info("Reminding about scheduled task in %s", channel)
             msg_channel = self.bot.get_channel(int(channel))
-            await msg_channel.send("Arf arf! just a reminder I'll be doin a matcherino in here in T-24hrs!"
-                                   + "\nUse /join if you haven't already, or /pause if you want to skip a week :)")
+            await msg_channel.send(strings.reminder())
 
 
 # Increment when adjusting the custom_id so we don't confuse old users
@@ -260,10 +253,33 @@ class MatchDynamicButton(discord.ui.DynamicItem[discord.ui.Button],
                     intrctn.guild.name, intrctn.channel.name)
 
         # Let the user know we've recieved the message
-        await intrctn.response.send_message(content="Matchy is matching matchees...", ephemeral=True)
+        await intrctn.response.send_message(content=strings.matching(), ephemeral=True)
 
         # Perform the match
-        await matching.match_groups_in_channel(intrctn.channel, self.min)
+        await match_groups_in_channel(intrctn.channel, self.min)
+
+
+async def match_groups_in_channel(channel: discord.channel, min: int):
+    """Match up the groups in a given channel"""
+    groups = matching.active_members_to_groups(channel, min)
+
+    # Send the groups
+    for group in groups:
+        message = await channel.send(
+            strings.matched_up([m.mention for m in group]))
+        # Set up a thread for this match if the bot has permissions to do so
+        if channel.permissions_for(channel.guild.me).create_public_threads:
+            await channel.create_thread(
+                name=strings.thread_title([m.display_name for m in group]),
+                message=message,
+                reason="Creating a matching thread")
+
+    # Close off with a message
+    await channel.send(strings.matching_done())
+    # Save the groups to the history
+    state.State.log_groups(groups)
+
+    logger.info("Done! Matched into %s groups.", len(groups))
 
 
 class ScheduleButton(discord.ui.Button):
@@ -284,16 +300,16 @@ class ScheduleButton(discord.ui.Button):
 
         tasks = state.State.get_channel_match_tasks(interaction.channel.id)
 
-        msg = f"{interaction.user.mention} added a match to this channel!\n"
-        msg += "Current scheduled matches are:"
+        msg = strings.added_schedule(interaction.user.mention) + "\n"
+        msg += strings.scheduled_matches()
 
         if tasks:
             for (day, hour, min) in tasks:
                 next_run = util.get_next_datetime(day, hour)
-                date_str = util.datetime_as_discord_time(next_run)
-                msg += f"\n{date_str} with {min} members per group\n"
+                msg += strings.scheduled(next_run, min)
 
             await interaction.channel.send(msg)
-            await interaction.response.send_message(content="Posted :)", ephemeral=True)
+            await interaction.response.send_message(
+                content=strings.acknowledgement(interaction.user.mention), ephemeral=True)
         else:
-            await interaction.response.send_message(content="No scheduled matches to post :(", ephemeral=True)
+            await interaction.response.send_message(content=strings.no_scheduled(), ephemeral=True)
diff --git a/matchy/cogs/owner.py b/matchy/cogs/owner.py
index bbb06d9..332622d 100644
--- a/matchy/cogs/owner.py
+++ b/matchy/cogs/owner.py
@@ -51,4 +51,4 @@ class OwnerCog(commands.Cog):
             logger.info("Granting user %s matcher scope", user)
             await ctx.reply("Done!", ephemeral=True)
         else:
-            await ctx.reply("Likely not a user...", ephemeral=True)
+            await ctx.reply(f"{user} is not a user?", ephemeral=True)
diff --git a/matchy/cogs/strings.py b/matchy/cogs/strings.py
new file mode 100644
index 0000000..297e51b
--- /dev/null
+++ b/matchy/cogs/strings.py
@@ -0,0 +1,195 @@
+"""
+All the possible strings for things that matchy can say
+Some can be selected randomly to give the bot some flavor
+"""
+from matchy.util import randomised, datetime_as_discord_time, format_list
+from matchy.state import AuthScope
+
+
+# Acknowledge something
+@randomised
+def acknowledgement(m): return [
+    f"Roger roger {m}!",
+    f"Sure thing {m}!",
+    f"o7 {m}!",
+    f"Yessir {m}!",
+    f"Bork {m}!",
+]
+
+
+@randomised
+def user_added(c): return [
+    f"Added you to {c}!",
+    f"You've joined the matchee list on {c}!",
+    f"Awesome, great to have you on board in {c}!",
+    f"Bark bork bork arf {c} bork!",
+]
+
+
+@randomised
+def user_leave(m): return [
+    f"No worries {m}. Come back soon :)",
+    f"That's cool {m}. Home you'll be back some day",
+    f"Cool cool {m}. Be well!",
+    f"Byeeee {m}!",
+]
+
+
+@randomised
+def paused(t): return [
+    f"Paused you until {datetime_as_discord_time(t)}!",
+    f"You've been paused until {datetime_as_discord_time(t)}! Bork!",
+    f"Okie dokie you'll be unpaused at {datetime_as_discord_time(t)}!",
+    f"Bork bork bork arf {datetime_as_discord_time(t)}! Arf bork arf arf.",
+]
+
+
+@randomised
+def active_matchees(ms): return [
+    f"There are {len(ms)} active matchees:\n{format_list(ms)}",
+    f"We've got {len(ms)} matchees here!\n{format_list(ms)}",
+]
+
+
+@randomised
+def paused_matchees(ms): return [
+    f"There are {len(ms)} paused matchees:\n{format_list(ms)}",
+    f"Only {len(ms)} matchees are paused:\n{format_list(ms)}",
+]
+
+
+@randomised
+def scheduled(next, n): return [
+    f"""A match is scheduled at {datetime_as_discord_time(next)} \
+with {n} members per group""",
+    f"""There'll be a match at {datetime_as_discord_time(next)} \
+with min {n} per group""",
+    f"""At {datetime_as_discord_time(next)} I'll match \
+groups of minimum {n}""",
+]
+
+
+@randomised
+def no_scheduled(): return [
+    "There are no matchees in this channel and no scheduled matches :(",
+    "This channel's got nothing, bork!",
+    "Arf bork no matchees or schedules here bark bork",
+]
+
+
+@randomised
+def need_matcher_scope(): return [
+    f"You'll need the '{AuthScope.MATCHER}' scope to do this",
+    f"Only folks with the '{AuthScope.MATCHER}' scope can do this",
+]
+
+
+@randomised
+def scheduled_success(d): return [
+    f"Done :) Next run will be at {datetime_as_discord_time(d)}",
+    f"Woohoo! Scheduled for {datetime_as_discord_time(d)}",
+    f"Yessir, will do a matcho at {datetime_as_discord_time(d)}",
+    f"Arf Arf! Bork bork bark {datetime_as_discord_time(d)}",
+]
+
+
+@randomised
+def cancelled(): return [
+    "Done, all scheduled matches cleared in this channel!",
+    "See ya later schedulaters",
+    "Okie dokey, schedule cleared",
+]
+
+
+@randomised
+def nobody_to_match(): return [
+    "Nobody to match up :(",
+    "Arf orf... no matchees found...",
+    "Couldn't find any matchees in this channel, sorry!",
+]
+
+
+@randomised
+def generated_groups(g): return [
+    f"Roger! I've generated example groups for ya:\n\n{g}",
+    f"Sure thing! Some example groups:\n\n{g}",
+    f"Yessir! The groups might look like:\n\n{g}",
+]
+
+
+@randomised
+def click_to_match(): return [
+    "Click the button to match up groups and send them to the channel.",
+    "Bonk the button to do a match.",
+    "Arf borf bork button bark press bork",
+]
+
+
+@randomised
+def need_matcher_to_post(): return [
+    f"""You'll need the '{AuthScope.MATCHER}' \
+scope to post this to the channel, sorry!""",
+    f"""You can't send this to the channel without \
+the '{AuthScope.MATCHER}' scope.""",
+]
+
+
+@randomised
+def reminder(): return [
+    """Arf arf! just a reminder I'll be doin a matcherino in here in T-24hrs!
+Use /join if you haven't already, or /pause if you want to skip a week :)""",
+    """Bork! In T-24hrs there'll be a matchy match in this channel
+Use /join to get in on the fun, or /pause need to take a break!""",
+    """Woof! Your friendly neighbourhood matchy reminder here for tomorrow!
+Make sure you're /pause'd if you need to be, or /join in ASAP!""",
+]
+
+
+@randomised
+def matching(): return [
+    "Matchy is matching matchees...",
+    "Matchy is matching matchees!",
+    "Matchy is doin a match!",
+    "Matchy Match!",
+]
+
+
+@randomised
+def matching_done(): return [
+    "That's all folks, happy matching and remember - DFTBA!",
+    "Aaand that's it, enjoy and vibe, you've earned it!",
+    "Until next time frendos.",
+]
+
+
+@randomised
+def matched_up(ms): return [
+    f"Matched up {format_list(ms)}!",
+    f"Hey {format_list(ms)}, have a good match!",
+    f"Ahoy {format_list(ms)}, y'all be good :)",
+    f"Sweet! {format_list(ms)} are a group!",
+    f"Arf arf {format_list(ms)} bork bork arf!",
+    f"{format_list(ms)}, y'all are the best!",
+    f"{format_list(ms)}, DFTBA!",
+]
+
+
+@randomised
+def thread_title(ms): return [
+    f"{format_list(ms)}",
+]
+
+
+@randomised
+def added_schedule(m): return [
+    f"{m} added a match to this channel!"
+    f"A matchy run was scheduled by {m}."
+    f"{m} scheduled a match in here :)"
+]
+
+
+@randomised
+def scheduled_matches(): return [
+    "Current scheduled matches are:"
+    "I've got these scheduled matches right now:"
+]
diff --git a/matchy/matching.py b/matchy/matching.py
index 209229a..406d059 100644
--- a/matchy/matching.py
+++ b/matchy/matching.py
@@ -177,29 +177,6 @@ def members_to_groups(matchees: list[Member],
     assert False
 
 
-async def match_groups_in_channel(channel: discord.channel, min: int):
-    """Match up the groups in a given channel"""
-    groups = active_members_to_groups(channel, min)
-
-    # Send the groups
-    for group in groups:
-        message = await channel.send(
-            f"Matched up {util.format_list([m.mention for m in group])}!")
-        # Set up a thread for this match if the bot has permissions to do so
-        if channel.permissions_for(channel.guild.me).create_public_threads:
-            await channel.create_thread(
-                name=util.format_list([m.display_name for m in group]),
-                message=message,
-                reason="Creating a matching thread")
-
-    # Close off with a message
-    await channel.send("That's all folks, happy matching and remember - DFTBA!")
-    # Save the groups to the history
-    state.State.log_groups(groups)
-
-    logger.info("Done! Matched into %s groups.", len(groups))
-
-
 def get_matchees_in_channel(channel: discord.channel):
     """Fetches the matchees in a channel"""
     # Reactivate any unpaused users
@@ -215,6 +192,6 @@ def get_matchees_in_channel(channel: discord.channel):
 def active_members_to_groups(channel: discord.channel, min_members: int):
     """Helper to create groups from channel members"""
     # Gather up the prospective matchees
-    matchees = get_matchees_in_channel(channel)
+    (matchees, _) = get_matchees_in_channel(channel)
     # Create our groups!
     return members_to_groups(matchees, min_members, allow_fallback=True)
diff --git a/matchy/util.py b/matchy/util.py
index 1f484dc..95274e3 100644
--- a/matchy/util.py
+++ b/matchy/util.py
@@ -1,5 +1,6 @@
 from datetime import datetime, timedelta
 from functools import reduce
+import random
 
 
 def get_day_with_suffix(day):
@@ -59,3 +60,11 @@ def set_nested_value(d, *keys, value=None):
         d[leaf] = value
     elif leaf in d:
         del d[leaf]
+
+
+def randomised(func):
+    "Randomise which in a list we actually return"
+    def wrapper(*args, **kwargs):
+        vals = func(*args, **kwargs)
+        return random.choice(vals) if isinstance(vals, list) else vals
+    return wrapper
diff --git a/tests/util_test.py b/tests/util_test.py
index 7b9db78..9bda465 100644
--- a/tests/util_test.py
+++ b/tests/util_test.py
@@ -38,3 +38,15 @@ def test_set_nested_dict_value():
     }
     util.set_nested_value(d, "x", "y", "z", "val", value=52)
     assert 52 == util.get_nested_value(d, "x", "y", "z", "val")
+
+
+def test_randomized():
+
+    def string():
+        return "foo"
+
+    def list():
+        return ["foo", "bar"]
+
+    assert util.randomised(string)() == "foo"
+    assert util.randomised(list)() in list()