diff --git a/pkg/apis/certmanager/v1/types_certificate.go b/pkg/apis/certmanager/v1/types_certificate.go
index 1a5516e8f..3611ed9fc 100644
--- a/pkg/apis/certmanager/v1/types_certificate.go
+++ b/pkg/apis/certmanager/v1/types_certificate.go
@@ -383,6 +383,14 @@ type CertificateCondition struct {
 	// transition, complementing reason.
 	// +optional
 	Message string `json:"message,omitempty"`
+
+	// If set, this represents the .metadata.generation that the condition was
+	// set based upon.
+	// For instance, if .metadata.generation is currently 12, but the
+	// .status.condition[x].observedGeneration is 9, the condition is out of date
+	// with respect to the current state of the Certificate.
+	// +optional
+	ObservedGeneration int64 `json:"observedGeneration,omitempty"`
 }
 
 // CertificateConditionType represents an Certificate condition value.
diff --git a/pkg/apis/certmanager/v1alpha2/types_certificate.go b/pkg/apis/certmanager/v1alpha2/types_certificate.go
index 87a2c2ae5..df17c327a 100644
--- a/pkg/apis/certmanager/v1alpha2/types_certificate.go
+++ b/pkg/apis/certmanager/v1alpha2/types_certificate.go
@@ -371,6 +371,14 @@ type CertificateCondition struct {
 	// transition, complementing reason.
 	// +optional
 	Message string `json:"message,omitempty"`
+
+	// If set, this represents the .metadata.generation that the condition was
+	// set based upon.
+	// For instance, if .metadata.generation is currently 12, but the
+	// .status.condition[x].observedGeneration is 9, the condition is out of date
+	// with respect to the current state of the Certificate.
+	// +optional
+	ObservedGeneration int64 `json:"observedGeneration,omitempty"`
 }
 
 // CertificateConditionType represents an Certificate condition value.
diff --git a/pkg/apis/certmanager/v1alpha3/types_certificate.go b/pkg/apis/certmanager/v1alpha3/types_certificate.go
index 51a2619f5..7841f224b 100644
--- a/pkg/apis/certmanager/v1alpha3/types_certificate.go
+++ b/pkg/apis/certmanager/v1alpha3/types_certificate.go
@@ -378,6 +378,14 @@ type CertificateCondition struct {
 	// transition, complementing reason.
 	// +optional
 	Message string `json:"message,omitempty"`
+
+	// If set, this represents the .metadata.generation that the condition was
+	// set based upon.
+	// For instance, if .metadata.generation is currently 12, but the
+	// .status.condition[x].observedGeneration is 9, the condition is out of date
+	// with respect to the current state of the Certificate.
+	// +optional
+	ObservedGeneration int64 `json:"observedGeneration,omitempty"`
 }
 
 // CertificateConditionType represents an Certificate condition value.
diff --git a/pkg/apis/certmanager/v1beta1/types_certificate.go b/pkg/apis/certmanager/v1beta1/types_certificate.go
index 06fca40d5..a4a78eb71 100644
--- a/pkg/apis/certmanager/v1beta1/types_certificate.go
+++ b/pkg/apis/certmanager/v1beta1/types_certificate.go
@@ -376,6 +376,14 @@ type CertificateCondition struct {
 	// transition, complementing reason.
 	// +optional
 	Message string `json:"message,omitempty"`
+
+	// If set, this represents the .metadata.generation that the condition was
+	// set based upon.
+	// For instance, if .metadata.generation is currently 12, but the
+	// .status.condition[x].observedGeneration is 9, the condition is out of date
+	// with respect to the current state of the Certificate.
+	// +optional
+	ObservedGeneration int64 `json:"observedGeneration,omitempty"`
 }
 
 // CertificateConditionType represents an Certificate condition value.
diff --git a/pkg/internal/apis/certmanager/types_certificate.go b/pkg/internal/apis/certmanager/types_certificate.go
index ea79d09a2..65578a66e 100644
--- a/pkg/internal/apis/certmanager/types_certificate.go
+++ b/pkg/internal/apis/certmanager/types_certificate.go
@@ -334,6 +334,13 @@ type CertificateCondition struct {
 	// Message is a human readable description of the details of the last
 	// transition, complementing reason.
 	Message string
+
+	// If set, this represents the .metadata.generation that the condition was
+	// set based upon.
+	// For instance, if .metadata.generation is currently 12, but the
+	// .status.condition[x].observedGeneration is 9, the condition is out of date
+	// with respect to the current state of the Certificate.
+	ObservedGeneration int64
 }
 
 // CertificateConditionType represents an Certificate condition value.