diff --git a/firewall_test.go b/firewall_test.go
index 4df6eadd..dc863319 100644
--- a/firewall_test.go
+++ b/firewall_test.go
@@ -1042,7 +1042,7 @@ func TestNewFirewallFromConfig(t *testing.T) {
 	l := test.NewLogger()
 	// Test a bad rule definition
 	c := &dummyCert{}
-	cs, err := newCertState(cert.Version2, nil, c, false, cert.Curve_CURVE25519, nil)
+	cs, err := newCertState(l, cert.Version2, nil, c, false, cert.Curve_CURVE25519, nil)
 	require.NoError(t, err)
 
 	conf := config.NewC(l)
diff --git a/pki.go b/pki.go
index 19869d58..5744e5af 100644
--- a/pki.go
+++ b/pki.go
@@ -91,7 +91,7 @@ func (p *PKI) reload(c *config.C, initial bool) error {
 }
 
 func (p *PKI) reloadCerts(c *config.C, initial bool) *util.ContextualError {
-	newState, err := newCertStateFromConfig(c)
+	newState, err := newCertStateFromConfig(c, p.l)
 	if err != nil {
 		return util.NewContextualError("Could not load client cert", nil, err)
 	}
@@ -260,7 +260,7 @@ func (cs *CertState) MarshalJSON() ([]byte, error) {
 	return json.Marshal(msg)
 }
 
-func newCertStateFromConfig(c *config.C) (*CertState, error) {
+func newCertStateFromConfig(c *config.C, l *logrus.Logger) (*CertState, error) {
 	var err error
 
 	privPathOrPEM := c.GetString("pki.key", "")
@@ -344,10 +344,33 @@ func newCertStateFromConfig(c *config.C) (*CertState, error) {
 		return nil, fmt.Errorf("unknown pki.initiating_version: %v", rawInitiatingVersion)
 	}
 
-	return newCertState(initiatingVersion, v1, v2, isPkcs11, curve, rawKey)
+	return newCertState(l, initiatingVersion, v1, v2, isPkcs11, curve, rawKey)
 }
 
-func newCertState(dv cert.Version, v1, v2 cert.Certificate, pkcs11backed bool, privateKeyCurve cert.Curve, privateKey []byte) (*CertState, error) {
+func compareUnsafeNetworksAcrossCertVersions(v1, v2 cert.Certificate) error {
+	if v1 == nil || v2 == nil {
+		return nil //can't be a problem if we don't have one of the kinds of cert
+	}
+
+	v4UnsafeNets := 0
+	for _, n := range v2.UnsafeNetworks() {
+		if n.Addr().Is6() {
+			continue // V1 certs can't have IPv6 unsafe networks
+		} else {
+			v4UnsafeNets++
+		}
+		if !slices.Contains(v1.UnsafeNetworks(), n) {
+			return errors.New("UnsafeNetworks mismatch")
+		}
+	}
+	if len(v1.UnsafeNetworks()) != v4UnsafeNets {
+		return errors.New("UnsafeNetworks mismatch")
+	}
+
+	return nil
+}
+
+func newCertState(l *logrus.Logger, dv cert.Version, v1, v2 cert.Certificate, pkcs11backed bool, privateKeyCurve cert.Curve, privateKey []byte) (*CertState, error) {
 	cs := CertState{
 		privateKey:               privateKey,
 		pkcs11Backed:             pkcs11backed,
@@ -370,6 +393,12 @@ func newCertState(dv cert.Version, v1, v2 cert.Certificate, pkcs11backed bool, p
 		}
 
 		cs.initiatingVersion = dv
+
+		warn := compareUnsafeNetworksAcrossCertVersions(v1, v2)
+		if warn != nil {
+			l.WithFields(m{"UnsafeNetworksV1": v1.UnsafeNetworks(), "UnsafeNetworksV2": v2.UnsafeNetworks()}).
+				Warning("the IPv4 UnsafeNetworks assigned in the V1 certificate do not match the ones in V2")
+		}
 	}
 
 	if v1 != nil {