diff --git a/design/release-notes/release-0.8/draft-release-notes.md b/design/release-notes/release-0.8/draft-release-notes.md
index 0cc160933..c97766e8a 100644
--- a/design/release-notes/release-0.8/draft-release-notes.md
+++ b/design/release-notes/release-0.8/draft-release-notes.md
@@ -74,7 +74,7 @@ have any issues!
 - Fixes additionalPrinterColumn formatting for Certificate resources (#1616, @munnerz)
 - Fix update loop in certificates controller and add additional debug logging (#1602, @munnerz)
 - Automatically retry expired Challenge resources (#1603, @munnerz)
--Build under MacOS. (#1601, @michaelfig)
+- Build under MacOS. (#1601, @michaelfig)
 - Disable the CAA check by default, and introduce a new --feature-gates=ValidateCAA=true option to enable it (#1585, @munnerz)
 - Improve error handling when ACME challenges fail to Present or CleanUp (#1597, @munnerz)
 - Add static label for solver identification to allow usage of custom service (#1575, @christianhuening)
diff --git a/design/release-notes/release-0.9/draft-release-notes.md b/design/release-notes/release-0.9/draft-release-notes.md
index ef07cd1a1..47c093dc6 100644
--- a/design/release-notes/release-0.9/draft-release-notes.md
+++ b/design/release-notes/release-0.9/draft-release-notes.md
@@ -1,4 +1,5 @@
-## New CertificateRequest Resource
+## Notable Items
+### New CertificateRequest Resource
 A new resource has been introduced - `CertificateRequest` - that is used to
 request certificates using a raw x509 certificate signing request. This resource
 is not typically used by humans but rather by other controllers or services. For
@@ -16,3 +17,103 @@ motivations and road map in the [enhancement
 proposal](https://github.com/jetstack/cert-manager/blob/master/design/20190708.certificate-request-crd.md)
 or how this resource is used in the
 [docs](https://docs.cert-manager.io/en/release-0.9/reference/certificaterequests.html).
+
+
+### DNS Zones support for ACME challenge solver selector
+A list of DNS zones can now be added to the ACME challenge solver selector.  The
+most specific DNS zone match specified here will take precedence over other DNS
+zone matches, so a solver specifying `sys.example.com will` be selected over one
+specifying `example.com` for the domain `www.sys.example.com`. If multiple
+solvers match with the same dnsZones value, the solver with the most matching
+labels in matchLabels will be selected. If neither has more matches, the solver
+defined earlier in the list will be selected.
+
+### Certificate Readiness Prometheus Metrics
+Cert-manager now exposes Prometheus metrics on Certificate ready statuses as
+`certmanager_certificate_ready_status`. This is useful for monitoring
+Certificate resources to ensure they have a `Read=True` status.
+
+### Prometheus Operator ServiceMonitor
+Support has been added to include a Prometheus ServiceMonitor for cert-manager
+in the helm chart. This enables monitoring of cert-manager when in conjunction
+with the Prometheus Operator. This is disabled by default but can be enabled via
+the helm configuration.
+
+### ACMEv2 POST-as-GET
+
+- Add support for ACMEv2 POST-as-GET ([#1648](https://github.com/jetstack/cert-manager/pull/1648), [@munnerz](https://github.com/munnerz)) <- this one means we are now ACMEv2 spec compliant
+
+### ACME Issuer Solver Pod Template
+The ACME Solver Pod Spec now exposes a template that can be used to change
+metadata about that pod. Currently, a template will expose labels, annotations,
+node selector, tolerations, and affinity.
+
+## Action Required
+### Length limit for Common Names
+Common names with a character length of over 63 will be rejected during
+validation. This is due to the upper limit being detailed in RFC 5280.
+
+### Distroless Cert-Manager Base Images
+For each container, cert-manager ships with the base image
+'gcr.io/distroless/static' which is a minimal image that includes no binaries.
+Users who want to debug from within the cert-manager pod will need to attach an
+additional container with their debug utilities to the pod's namespace.
+
+### CSRs in Order Resources now PEM Encoded
+CSRs in Order resources have previously been DER encoded however this has now
+changed to PEM encoding. Current orders that were created from a previous
+version of cert-manager will fail to validate and so will be recreated. This
+should resume the order normally.
+
+## Changelog
+### General
+- Reduce cert-manager's RBAC permissions ([#1658](https://github.com/jetstack/cert-manager/pull/1658), [@munnerz](https://github.com/munnerz))
+- commented-out extraArg for enable-certificate-owner-ref ([#1828](https://github.com/jetstack/cert-manager/pull/1828), [@aegershman](https://github.com/aegershman))
+- Validate that Certificates in a namespace have unique `secretName` ([#1689](https://github.com/jetstack/cert-manager/pull/1689), [@cheukwing](https://github.com/cheukwing))
+- Feature addition: Support for PKCS&#35;8 keys. ([#1308](https://github.com/jetstack/cert-manager/pull/1308), [@Crystal-Chun](https://github.com/Crystal-Chun))
+- Add the removal of certificates when no longer required by the owner ingress ([#1705](https://github.com/jetstack/cert-manager/pull/1705), [@cheukwing](https://github.com/cheukwing))
+- Fix bug causing ECDSA certificates to be issued using 2048-bit RSA private keys ([#1757](https://github.com/jetstack/cert-manager/pull/1757), [@munnerz](https://github.com/munnerz))
+- Updated the labels in the helm charts to use the newer ones. ([#1769](https://github.com/jetstack/cert-manager/pull/1769), [@cpanato](https://github.com/cpanato))
+- Allow disabling issuing temporary certificates with feature flag `--feature-gates=IssueTemporaryCertificate=false` ([#1764](https://github.com/jetstack/cert-manager/pull/1764), [@gordonbondon](https://github.com/gordonbondon))
+- Switch to using distroless for base images ([#1663](https://github.com/jetstack/cert-manager/pull/1663), [@munnerz](https://github.com/munnerz))
+- Limit length for CommonName to 63 bytes ([#1818](https://github.com/jetstack/cert-manager/pull/1818), [@cheukwing](https://github.com/cheukwing))
+### ACME Issuer
+- Properly encode the CSR field on Order resources as PEM data instead of DER ([#1884](https://github.com/jetstack/cert-manager/pull/1884), [@munnerz](https://github.com/munnerz))
+- Fire informational Event if an ACME solver cannot be chosen for a domain on an Order ([#1856](https://github.com/jetstack/cert-manager/pull/1856), [@munnerz](https://github.com/munnerz))
+- Fix bug with auto-generated Order names being longer than 63 characters ([#1765](https://github.com/jetstack/cert-manager/pull/1765), [@cheukwing](https://github.com/cheukwing))
+- Fix a panic when a misconfigured Issuer is used for HTTP01 challenge solving ([#1758](https://github.com/jetstack/cert-manager/pull/1758), [@munnerz](https://github.com/munnerz))
+- Fix a bug where the logic to select a solver would always return the last solver and may return the wrong kind of solver for the challenge that it returned. ([#1717](https://github.com/jetstack/cert-manager/pull/1717), [@dobesv](https://github.com/dobesv))
+- Fix indentation on ACME setup examples ([#1785](https://github.com/jetstack/cert-manager/pull/1785), [@lachlancooper](https://github.com/lachlancooper))
+- Fix a the logic to select the most specific solver from an issuer if multiple matched ([#1715](https://github.com/jetstack/cert-manager/pull/1715), [@dobesv](https://github.com/dobesv))
+- Adds support for `nodeSelector` and `tolerations` in `podTemplate.spec` ([#1803](https://github.com/jetstack/cert-manager/pull/1803), [@cheukwing](https://github.com/cheukwing))
+- support azure non-public regions ([#1830](https://github.com/jetstack/cert-manager/pull/1830), [@stuarthu](https://github.com/stuarthu))
+- Fix issue causing challenge controller to attempt to list Secrets across all namespaces even when --namespace is specified ([#1849](https://github.com/jetstack/cert-manager/pull/1849), [@munnerz](https://github.com/munnerz))
+- Adds the handling of updates to the `spec.acme.email` field in Issuers ([#1763](https://github.com/jetstack/cert-manager/pull/1763), [@cheukwing](https://github.com/cheukwing))
+- Fix issue with private managed-zone being picked in CloudDNS ([#1704](https://github.com/jetstack/cert-manager/pull/1704), [@cheukwing](https://github.com/cheukwing))
+- Expose pod template for the ACME issuer solver pod ([#1749](https://github.com/jetstack/cert-manager/pull/1749), [@JoshVanL](https://github.com/JoshVanL))
+- Ingress skips updating Certificate resource if already exists and not owned ([#1670](https://github.com/jetstack/cert-manager/pull/1670), [@cheukwing](https://github.com/cheukwing))
+- Add support for ACMEv2 POST-as-GET ([#1648](https://github.com/jetstack/cert-manager/pull/1648), [@munnerz](https://github.com/munnerz))
+- Fix incorrect handling of `issuewild` tag when verifying CAA ([#1777](https://github.com/jetstack/cert-manager/pull/1777), [@cheukwing](https://github.com/cheukwing))
+- Add support for selecting ACME challenge solver to use by specifying 'dnsZones' in the selector ([#1806](https://github.com/jetstack/cert-manager/pull/1806), [@munnerz](https://github.com/munnerz))
+- Use proxy environment variables in self-check request ([#1850](https://github.com/jetstack/cert-manager/pull/1850), [@kinolaev](https://github.com/kinolaev))
+### Venafi Issuer
+- Venafi: use vCert v4.1.0 ([#1827](https://github.com/jetstack/cert-manager/pull/1827), [@munnerz](https://github.com/munnerz))
+- Bump Venafi vcert dependency to latest version ([#1754](https://github.com/jetstack/cert-manager/pull/1754), [@munnerz](https://github.com/munnerz))
+### Webhook
+- cert-manager-webhook secret exists in cert-manager ns ([#1791](https://github.com/jetstack/cert-manager/pull/1791), [@jetstack-bot](https://github.com/jetstack-bot))
+- Support CRD conversion webhooks in the CA injector controller. ([#1505](https://github.com/jetstack/cert-manager/pull/1505), [@DirectXMan12](https://github.com/DirectXMan12))
+### CA Issuer
+- Adds CSR signing to CA issuer ([#1835](https://github.com/jetstack/cert-manager/pull/1835), [@JoshVanL](https://github.com/JoshVanL))
+### CertificateRequest
+- Adds CertificateRequest resource ([#1789](https://github.com/jetstack/cert-manager/pull/1789), [@JoshVanL](https://github.com/JoshVanL))
+- Adds CA issuer controller to resolve CertificateRequests where CA is the issuer reference ([#1836](https://github.com/jetstack/cert-manager/pull/1836), [@JoshVanL](https://github.com/JoshVanL))
+- Adds Sign interface to Issuers ([#1807](https://github.com/jetstack/cert-manager/pull/1807), [@JoshVanL](https://github.com/JoshVanL))
+- Adds `group` to `issuerRef` in `CertificateRequest` resources to distinguish resource ownership of incoming CertificateRequests so enabling full external issuer support.  ([#1860](https://github.com/jetstack/cert-manager/pull/1860), [@JoshVanL](https://github.com/JoshVanL))
+### Documentation
+- Adds Design and Proposals page to website docs ([#1876](https://github.com/jetstack/cert-manager/pull/1876), [@JoshVanL](https://github.com/JoshVanL))
+- Adds CertificateRequest proposal ([#1866](https://github.com/jetstack/cert-manager/pull/1866), [@JoshVanL](https://github.com/JoshVanL))
+### Monitoring
+- Prometheus metrics for deleted Certificates are cleaned up ([#1681](https://github.com/jetstack/cert-manager/pull/1681), [@cheukwing](https://github.com/cheukwing))
+- Adds `ControllerSyncCallCount` prometheus metric to count sync calls from each controller ([#1692](https://github.com/jetstack/cert-manager/pull/1692), [@cheukwing](https://github.com/cheukwing))
+- Add support for Prometheus Operator ServiceMonitor object in Helm Chart ([#1761](https://github.com/jetstack/cert-manager/pull/1761), [@Starefossen](https://github.com/Starefossen))
+- Add Prometheus metrics for tracking Certificate readiness ([#1811](https://github.com/jetstack/cert-manager/pull/1811), [@cheukwing](https://github.com/cheukwing))