diff --git a/setup-scripts/health-checker.py b/setup-scripts/health-checker.py
new file mode 100755
index 00000000..59bab3aa
--- /dev/null
+++ b/setup-scripts/health-checker.py
@@ -0,0 +1,168 @@
+#!/usr/bin/env python3
+
+from urllib.request import urlopen, Request
+from dotenv import load_dotenv
+from pathlib import Path
+
+import urllib, json, os, traceback, discord, sys
+
+
+# sc_precision is the number of hastings per siacoin
+sc_precision = 10 ** 24
+
+# Environment variable globals
+api_endpoint, port, portal_name, bot_token, password = None, None, None, None, None
+
+# Load dotenv file if possible.
+if len(sys.argv) > 1:
+    env_path = Path(sys.argv[1])
+    load_dotenv(dotenv_path=env_path)
+
+bot_token = os.environ["DISCORD_BOT_TOKEN"]
+portal_name  = os.getenv("PORTAL_NAME")
+
+# Get a port or use default
+port = os.getenv("API_PORT")
+if not port:
+    port = "9980"
+
+api_endpoint = "http://localhost:{}".format(port)
+
+
+# Discord bot initialization
+client = discord.Client()
+channel_name = "skynet-portal-health-check"
+
+@client.event
+async def on_ready():
+    await run_checks()
+    await client.close()
+
+# send_msg sends the msg to the specified discord channel. If force_notify is set to true it adds "@here".
+async def send_msg(msg, force_notify=False):
+    await client.wait_until_ready()
+
+    guild = client.guilds[0]
+    channels = guild.channels
+
+    chan = None
+    for c in channels:
+        if c.name == channel_name:
+            chan = c
+
+    if chan is None:
+        print("Can't find channel {}".format(channel_name))
+
+    # Add the portal name.
+    msg = "`{}`: {}".format(portal_name, msg)
+
+    if force_notify:
+        msg = "@here: \n{}".format(msg)
+    await chan.send(msg)
+
+#siac class provides wrappers for the necessary siac commands.
+class siac:
+    # initializes values for using the API (password and
+    # user-agent) so that all calls to urllib.request.urlopen have these set.
+    @staticmethod
+    def initialize():
+        # Setup a handler with the API password
+        username = ""
+        password_mgr = urllib.request.HTTPPasswordMgrWithDefaultRealm()
+        password_mgr.add_password(None, api_endpoint, username, siac.get_password())
+        handler = urllib.request.HTTPBasicAuthHandler(password_mgr)
+
+        # Setup an opener with the correct user agent
+        opener = urllib.request.build_opener(handler)
+        opener.addheaders = [('User-agent', 'Sia-Agent')]
+
+        # Install the opener.
+        # Now all calls to urllib.request.urlopen use our opener.
+        urllib.request.install_opener(opener)
+
+    @staticmethod
+    def get_password():
+        # Get a port or use default
+        password = os.getenv("SIA_API_PASSWORD")
+        if not password:
+            home = os.getenv("HOME")
+            password_file = open(home+"/.sia/apipassword")
+            password = password_file.readlines()[0].strip()
+
+        return password
+
+    # load_json reads the http response and decodes the JSON value
+    @staticmethod
+    def load_json(resp):
+        return json.loads(resp.decode("utf-8"))
+
+
+    @staticmethod
+    def get_wallet():
+        resp = urllib.request.urlopen(api_endpoint + "/wallet").read()
+        return siac.load_json(resp)
+
+
+    @staticmethod
+    def get_renter():
+        resp = urllib.request.urlopen(api_endpoint + "/renter").read()
+        return siac.load_json(resp)
+
+
+    @staticmethod
+    def get_renter_contracts():
+        resp = urllib.request.urlopen(api_endpoint + "/renter/contracts").read()
+        return siac.load_json(resp)
+
+
+# check_health checks that the wallet is unlocked, that it has at least 1
+# allowance worth of money left, and if more than hald the allowance is spent. If
+# all checks pass it sends a informational message.
+async def check_health():
+    print("\nChecking health...")
+    wallet_get = siac.get_wallet()
+    renter_get = siac.get_renter()
+
+    if not wallet_get['unlocked']:
+        await send_msg("Wallet locked", force_notify=True)
+        return
+
+    confirmed_coins = int(wallet_get['confirmedsiacoinbalance'])
+    unconfirmed_coins = int(wallet_get['unconfirmedincomingsiacoins'])
+    unconfirmed_outgoing_coins = int(wallet_get['unconfirmedoutgoingsiacoins'])
+    balance = confirmed_coins + unconfirmed_coins - unconfirmed_outgoing_coins
+    print("Balance: ", balance / sc_precision)
+
+    allowance = renter_get['settings']['allowance']
+    allowance_funds = int(allowance['funds'])
+    unspent_funds = int(renter_get['financialmetrics']['unspent'])
+    spent_funds = allowance_funds - unspent_funds
+
+    # Send an alert if there is less than 1 allowance worth of money left.
+    if balance < allowance_funds:
+        await send_msg("Wallet balance running low. Balance: `{}SC` Allowance Funds: `{}SC`".format(balance/sc_precision, allowance_funds/sc_precision), force_notify=True)
+        return
+
+    # Alert devs when 1/2 the allowance is gone
+    if spent_funds >= unspent_funds:
+        await send_msg("Allowance half spent: \nUnspent: {}\nSpent: {}".format(unspent_funds/sc_precision, spent_funds/sc_precision), force_notify=True)
+        return
+
+    # Send an informational heartbeat if all checks passed.
+    pretty_renter_get = json.dumps(siac.get_renter(), indent=4)
+    await send_msg("Health checks passed:\n\nWallet Balance: `{}SC`\n\n Renter Info:\n```\n{}\n```".format(balance/sc_precision, pretty_renter_get))
+
+
+async def run_checks():
+    # Initialize the siac API helper.
+    siac.initialize()
+
+    print("Running Skynet portal health checks")
+    try:
+        await check_health()
+
+    except: # catch all exceptions
+        trace = traceback.format_exc()
+        await send_msg("```\n{}\n```".format(trace), force_notify=True)
+
+client.run(bot_token)
diff --git a/setup-scripts/setup-health-check-scripts.sh b/setup-scripts/setup-health-check-scripts.sh
new file mode 100755
index 00000000..36a7cd2f
--- /dev/null
+++ b/setup-scripts/setup-health-check-scripts.sh
@@ -0,0 +1,13 @@
+#! /usr/bin/env bash
+set -e
+
+sudo apt-get update
+sudo apt-get -y install python3-pip
+
+pip3 install discord.py
+
+downloadCheck="0 0,8,16 * * * ~/skynet-webportal/setup-scripts/health-checker.py ~/.sia/sia.env"
+uploadCheck="0 0,8,16 * * * ~/skynet-webportal/setup-scripts/health-checker.py ~/.sia/sia-upload.env"
+
+(crontab -u user -l; echo "$downloadCheck" ) | crontab -u user -
+(crontab -u user- l; echo "$uploadCheck" ) | crontab -u user -
diff --git a/setup-scripts/sia.env b/setup-scripts/sia.env
index cc986b46..5b971918 100644
--- a/setup-scripts/sia.env
+++ b/setup-scripts/sia.env
@@ -1,3 +1,6 @@
 SIA_DATA_DIR=""
 SIA_API_PASSWORD=""
 SIA_WALLET_PASSWORD=""
+API_PORT=""
+PORTAL_NAME=""
+DISCORD_BOT_TOKEN=""