diff --git a/docs/releases/1.19-NOTES.md b/docs/releases/1.19-NOTES.md
index bb2c290ea4..9d60dd590d 100644
--- a/docs/releases/1.19-NOTES.md
+++ b/docs/releases/1.19-NOTES.md
@@ -596,3 +596,64 @@ The expiration times vary randomly so that nodes are likely to have their certs
 * Update Go to v1.15.2 [@hakman](https://github.com/hakman) [#9944](https://github.com/kubernetes/kops/pull/9944)
 * Only add additional policies to kops managed IAMRoles [@hakman](https://github.com/hakman) [#9924](https://github.com/kubernetes/kops/pull/9924)
 * Release 1.19.0-alpha.4 [@hakman](https://github.com/hakman) [#9949](https://github.com/kubernetes/kops/pull/9949)
+
+## 1.19.0-alpha.4 to 1.19.0-alpha.5
+
+* Release notes for 1.19.0-alpha.4 [@hakman](https://github.com/hakman) [#9950](https://github.com/kubernetes/kops/pull/9950)
+* Support ChainInsertMode config option for Calico Networking [@asmith030](https://github.com/asmith030) [#9945](https://github.com/kubernetes/kops/pull/9945)
+* Add instance groups and k8s 1.19 to bootstrapchannelbuilder tests [@rifelpet](https://github.com/rifelpet) [#9962](https://github.com/kubernetes/kops/pull/9962)
+* Bump k8s versions and Ubuntu ami version to latest [@MoShitrit](https://github.com/MoShitrit) [#9963](https://github.com/kubernetes/kops/pull/9963)
+* AWS add cluster tag to detachinstances/findinstances filters [@zetaab](https://github.com/zetaab) [#9961](https://github.com/kubernetes/kops/pull/9961)
+* Update containerd to v1.4.1 [@hakman](https://github.com/hakman) [#9968](https://github.com/kubernetes/kops/pull/9968)
+* Add addon for aws node termination handler [@olemarkus](https://github.com/olemarkus) [#9921](https://github.com/kubernetes/kops/pull/9921)
+* Use all kops mirrors to determine artifacts hashes [@hakman](https://github.com/hakman) [#9958](https://github.com/kubernetes/kops/pull/9958)
+* OpenStack: allow to specify storageClass creation to false [@zetaab](https://github.com/zetaab) [#9971](https://github.com/kubernetes/kops/pull/9971)
+* Add AWS partition support to iam service account roles [@rifelpet](https://github.com/rifelpet) [#9964](https://github.com/kubernetes/kops/pull/9964)
+* Update Docker to v19.03.13 [@hakman](https://github.com/hakman) [#9969](https://github.com/kubernetes/kops/pull/9969)
+* Improve kops get instances when api is unavailable [@olemarkus](https://github.com/olemarkus) [#9938](https://github.com/kubernetes/kops/pull/9938)
+* Fix fip description [@olemarkus](https://github.com/olemarkus) [#9965](https://github.com/kubernetes/kops/pull/9965)
+* Updating the Version [@christus02](https://github.com/christus02) [#9975](https://github.com/kubernetes/kops/pull/9975)
+* Add missing permissions for cilium-operator [@codablock](https://github.com/codablock) [#9979](https://github.com/kubernetes/kops/pull/9979)
+* Consolidate all buildMinimalClusters into a generic test cluster builder [@olemarkus](https://github.com/olemarkus) [#9972](https://github.com/kubernetes/kops/pull/9972)
+* Build cloud outside of PerformAssignments [@olemarkus](https://github.com/olemarkus) [#9973](https://github.com/kubernetes/kops/pull/9973)
+* Bumping k8s versions and ubuntu AMI version from alpha to stable [@MoShitrit](https://github.com/MoShitrit) [#9986](https://github.com/kubernetes/kops/pull/9986)
+* Update mkdocs dependencies and pin macro plugin [@rifelpet](https://github.com/rifelpet) [#9988](https://github.com/kubernetes/kops/pull/9988)
+* Fix nil pointer when instance has not joined the cluster [@olemarkus](https://github.com/olemarkus) [#9985](https://github.com/kubernetes/kops/pull/9985)
+* Production recommendations document [@olemarkus](https://github.com/olemarkus) [#9984](https://github.com/kubernetes/kops/pull/9984)
+* Clarified S3 state store encryption default [@CrossRoast](https://github.com/CrossRoast) [#9991](https://github.com/kubernetes/kops/pull/9991)
+* Add deprecation notice for support of Terraform v0.11 [@bmelbourne](https://github.com/bmelbourne) [#9989](https://github.com/kubernetes/kops/pull/9989)
+* Fix CAS ASG configuration [@olemarkus](https://github.com/olemarkus) [#9993](https://github.com/kubernetes/kops/pull/9993)
+* Fix small typo in create cluster help output [@erismaster](https://github.com/erismaster) [#9995](https://github.com/kubernetes/kops/pull/9995)
+* Set ctx and cluster on the rolling update struct instead of passing it around everywhere [@olemarkus](https://github.com/olemarkus) [#9974](https://github.com/kubernetes/kops/pull/9974)
+* Fix pair of typos in openstack docs [@erismaster](https://github.com/erismaster) [#9997](https://github.com/kubernetes/kops/pull/9997)
+* Add label to prevent kops-controller from running on old nodes [@johngmyers](https://github.com/johngmyers) [#9998](https://github.com/kubernetes/kops/pull/9998)
+* Update prometheus-operator to support k8sv >= 1.16.0 [@flouthoc](https://github.com/flouthoc) [#10001](https://github.com/kubernetes/kops/pull/10001)
+* Bump NTH to 1.8 [@olemarkus](https://github.com/olemarkus) [#10002](https://github.com/kubernetes/kops/pull/10002)
+* Cilium hubble pointer [@olemarkus](https://github.com/olemarkus) [#9967](https://github.com/kubernetes/kops/pull/9967)
+* Add missing closing inline code character [@mbacchi](https://github.com/mbacchi) [#10005](https://github.com/kubernetes/kops/pull/10005)
+* Update rules_docker in order to build protokube [@DerrickMartinez](https://github.com/DerrickMartinez) [#10007](https://github.com/kubernetes/kops/pull/10007)
+* Bump cilium to 1.8.4 [@olemarkus](https://github.com/olemarkus) [#10008](https://github.com/kubernetes/kops/pull/10008)
+* Fix support for multiple additionalNetworkCIDR blocks [@rifelpet](https://github.com/rifelpet) [#9996](https://github.com/kubernetes/kops/pull/9996)
+* More removals of BuildCloud [@olemarkus](https://github.com/olemarkus) [#9981](https://github.com/kubernetes/kops/pull/9981)
+* OpenStack floatingip fixes for clean cluster [@zetaab](https://github.com/zetaab) [#10010](https://github.com/kubernetes/kops/pull/10010)
+* Support rolling upgrade on openstack [@olemarkus](https://github.com/olemarkus) [#9927](https://github.com/kubernetes/kops/pull/9927)
+* Spotinst: Upgrade the Spot Cluster Controller to version 1.0.67 [@liranp](https://github.com/liranp) [#10011](https://github.com/kubernetes/kops/pull/10011)
+* Don't disassociate additional CIDR blocks with shared VPCs [@rifelpet](https://github.com/rifelpet) [#10013](https://github.com/kubernetes/kops/pull/10013)
+* enable kubelet --housekeeping-interval flag [@nareshku](https://github.com/nareshku) [#10016](https://github.com/kubernetes/kops/pull/10016)
+* Move kops-controller serving port out of conflict [@olemarkus](https://github.com/olemarkus) [#10024](https://github.com/kubernetes/kops/pull/10024)
+* Sort wellknown ports and add missing ports to table [@olemarkus](https://github.com/olemarkus) [#10025](https://github.com/kubernetes/kops/pull/10025)
+* [calico] awsSrcDstCheck to disable src/dest checks in AWS [@monicagangwar](https://github.com/monicagangwar) [#10019](https://github.com/kubernetes/kops/pull/10019)
+* Minor fixes to swiftfs.go [@olemarkus](https://github.com/olemarkus) [#10030](https://github.com/kubernetes/kops/pull/10030)
+* Open etcd port only when Calico uses "etcd" datastore [@hakman](https://github.com/hakman) [#10032](https://github.com/kubernetes/kops/pull/10032)
+* Kubelet serving certificate and metrics server addon [@olemarkus](https://github.com/olemarkus) [#10022](https://github.com/kubernetes/kops/pull/10022)
+* Update Calico to v3.16.3 [@hakman](https://github.com/hakman) [#10036](https://github.com/kubernetes/kops/pull/10036)
+* Update Docker version defaults for older k8s versions [@hakman](https://github.com/hakman) [#10033](https://github.com/kubernetes/kops/pull/10033)
+* Add support for KubeAPIServer --request-timeout flag [@dntosas](https://github.com/dntosas) [#10038](https://github.com/kubernetes/kops/pull/10038)
+* Add WireGuard support for Calico CNI  [@h3poteto](https://github.com/h3poteto) [#10037](https://github.com/kubernetes/kops/pull/10037)
+* Fix docs feature table not being rendered [@hakman](https://github.com/hakman) [#10042](https://github.com/kubernetes/kops/pull/10042)
+* Fix nil pointer when deleting instance [@olemarkus](https://github.com/olemarkus) [#10046](https://github.com/kubernetes/kops/pull/10046)
+* Don't require PriorityClassName to pass missing-static-pod checks [@johngmyers](https://github.com/johngmyers) [#10049](https://github.com/kubernetes/kops/pull/10049)
+* Upgrade aws-iam-authenticator to 0.5.2 [@rifelpet](https://github.com/rifelpet) [#10047](https://github.com/kubernetes/kops/pull/10047)
+* Recommend kops 1.18.1 for kops >= 1.15 in alpha channel [@johngmyers](https://github.com/johngmyers) [#10051](https://github.com/kubernetes/kops/pull/10051)
+* upgrade-cluster: test that new image in stable or alpha channel will … [@nvanheuverzwijn](https://github.com/nvanheuverzwijn) [#10052](https://github.com/kubernetes/kops/pull/10052)
+* Release 1.19.0-alpha.5 [@hakman](https://github.com/hakman) [#10054](https://github.com/kubernetes/kops/pull/10054)