diff --git a/.cirrus.yml b/.cirrus.yml
index 3857f2dd..a6d41069 100644
--- a/.cirrus.yml
+++ b/.cirrus.yml
@@ -1,7 +1,7 @@
 task:
   name: 'Functional tests'
   container:
-    image: rust:latest
+    image: rust:1-bookworm
   timeout_in: 90m  # https://cirrus-ci.org/faq/#instance-timed-out
 
   env:
@@ -37,7 +37,7 @@ task:
 
   pip_cache:
     folder: ~/.cache/pip
-  python_deps_script: pip install -r tests/requirements.txt
+  python_deps_script: pip install --break-system-packages -r tests/requirements.txt
 
   test_script: |
     set -xe
@@ -48,6 +48,15 @@ task:
     tar -xzf bitcoin-24.0.1-x86_64-linux-gnu.tar.gz
     export BITCOIND_PATH=bitcoin-24.0.1/bin/bitcoind
 
+    # The misc tests have a backward compat test that need the path to a previous version of Liana.
+    # For now it requires using 0.3.
+    if [ "$TEST_GROUP" = "tests/test_misc.py" ]; then
+      curl -LO https://github.com/wizardsardine/liana/releases/download/0.3.1/liana-0.3.1-x86_64-linux-gnu.tar.gz
+      echo "70c8595554b6f78ccc7b66ef5f5ebc5bac03a7b1ce28afe8a076f69adf59c583 liana-0.3.1-x86_64-linux-gnu.tar.gz" | sha256sum -c
+      tar -xzf liana-0.3.1-x86_64-linux-gnu.tar.gz
+      export OLD_LIANAD_PATH="$PWD/liana-0.3.1-x86_64-linux-gnu/lianad"
+    fi
+
     # Run the functional tests
     LIANAD_PATH=$PWD/target/release/lianad pytest $TEST_GROUP -vvv -n 2
 
diff --git a/tests/test_framework/signer.py b/tests/test_framework/signer.py
index 9e0f86cc..48004556 100644
--- a/tests/test_framework/signer.py
+++ b/tests/test_framework/signer.py
@@ -74,6 +74,7 @@ class SingleSigner:
         :param psbt: PSBT of the transaction to be signed.
         :returns: PSBT with a signature in each input for the specified key.
         """
+        assert isinstance(recovery, bool)
         return sign_psbt(psbt, [self.recovery_hd if recovery else self.primary_hd])
 
 
diff --git a/tests/test_framework/utils.py b/tests/test_framework/utils.py
index d57c329c..15303250 100644
--- a/tests/test_framework/utils.py
+++ b/tests/test_framework/utils.py
@@ -22,6 +22,7 @@ DEFAULT_MS_PATH = os.path.join(
 LIANAD_PATH = os.getenv("LIANAD_PATH", DEFAULT_MS_PATH)
 DEFAULT_BITCOIND_PATH = "bitcoind"
 BITCOIND_PATH = os.getenv("BITCOIND_PATH", DEFAULT_BITCOIND_PATH)
+OLD_LIANAD_PATH = os.getenv("OLD_LIANAD_PATH", None)
 
 
 COIN = 10 ** 8
diff --git a/tests/test_misc.py b/tests/test_misc.py
index f268ec99..1d420da1 100644
--- a/tests/test_misc.py
+++ b/tests/test_misc.py
@@ -2,19 +2,25 @@ import pytest
 
 from fixtures import *
 from test_framework.serializations import PSBT
-from test_framework.utils import wait_for, RpcError
+from test_framework.utils import wait_for, RpcError, OLD_LIANAD_PATH, LIANAD_PATH
 
 
 def receive_and_send(lianad, bitcoind):
+    n_coins = len(lianad.rpc.listcoins()["coins"])
+
     # Receive 3 coins in different blocks on different addresses.
     for _ in range(3):
         addr = lianad.rpc.getnewaddress()["address"]
         txid = bitcoind.rpc.sendtoaddress(addr, 0.01)
         bitcoind.generate_block(1, wait_for_mempool=txid)
-    wait_for(lambda: len(lianad.rpc.listcoins()["coins"]) == 3)
+    wait_for(lambda: len(lianad.rpc.listcoins()["coins"]) == n_coins + 3)
 
     # Create a spend that will create a change output, sign and broadcast it.
-    outpoints = [lianad.rpc.listcoins()["coins"][0]["outpoint"]]
+    outpoints = [next(
+        c["outpoint"]
+        for c in lianad.rpc.listcoins()["coins"]
+        if c["spend_info"] is None
+    )]
     destinations = {
         bitcoind.rpc.getnewaddress(): 200_000,
     }
@@ -182,3 +188,33 @@ def test_coinbase_deposit(lianad, bitcoind):
 
     # We must have detected a new deposit.
     wait_for(lambda: len(lianad.rpc.listcoins()["coins"]) == 1)
+
+
+@pytest.mark.skipif(
+    OLD_LIANAD_PATH is None, reason="Need the old lianad binary to create the datadir."
+)
+def test_migration(lianad_multisig, bitcoind):
+    """Test we can start a newer lianad on a datadir created by an older lianad."""
+    lianad = lianad_multisig
+
+    # Set the old binary and re-create the datadir.
+    lianad.cmd_line[0] = OLD_LIANAD_PATH
+    lianad.restart_fresh(bitcoind)
+    assert lianad.rpc.getinfo()["version"] == "0.3.0"
+
+    # Perform some transactions. On Liana v0.3 there was no "updated_at" for Spend
+    # transaction drafts.
+    receive_and_send(lianad, bitcoind)
+    spend_txs = lianad.rpc.listspendtxs()["spend_txs"]
+    assert len(spend_txs) == 2 and all("updated_at" not in s for s in spend_txs)
+
+    # Set back the new binary. We should be able to read and, if necessary, upgrade
+    # the old database and generally all files from the datadir.
+    lianad.cmd_line[0] = LIANAD_PATH
+    lianad.restart_fresh(bitcoind)
+
+    # And we can go on to create more deposits and transactions. Make sure we now have
+    # the "updated_at" field on tx drafts.
+    receive_and_send(lianad, bitcoind)
+    spend_txs = lianad.rpc.listspendtxs()["spend_txs"]
+    assert len(spend_txs) == 2 and all(s["updated_at"] is not None for s in spend_txs)