diff --git a/cmd/plugin/commands/lint/main.go b/cmd/plugin/commands/lint/main.go
new file mode 100644
index 000000000..5140083d6
--- /dev/null
+++ b/cmd/plugin/commands/lint/main.go
@@ -0,0 +1,232 @@
+/*
+Copyright 2019 The Kubernetes Authors.
+
+Licensed under the Apache License, Version 2.0 (the "License");
+you may not use this file except in compliance with the License.
+You may obtain a copy of the License at
+
+    http://www.apache.org/licenses/LICENSE-2.0
+
+Unless required by applicable law or agreed to in writing, software
+distributed under the License is distributed on an "AS IS" BASIS,
+WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+See the License for the specific language governing permissions and
+limitations under the License.
+*/
+
+package lint
+
+import (
+	"fmt"
+
+	"github.com/spf13/cobra"
+
+	appsv1 "k8s.io/api/apps/v1"
+
+	"k8s.io/api/extensions/v1beta1"
+	kmeta "k8s.io/apimachinery/pkg/apis/meta/v1"
+	"k8s.io/cli-runtime/pkg/genericclioptions"
+	"k8s.io/ingress-nginx/cmd/plugin/lints"
+	"k8s.io/ingress-nginx/cmd/plugin/request"
+	"k8s.io/ingress-nginx/cmd/plugin/util"
+	"k8s.io/ingress-nginx/version"
+)
+
+// CreateCommand creates and returns this cobra subcommand
+func CreateCommand(flags *genericclioptions.ConfigFlags) *cobra.Command {
+	var opts *lintOptions
+	cmd := &cobra.Command{
+		Use:   "lint",
+		Short: "Inspect kubernetes resources for possible issues",
+		RunE: func(cmd *cobra.Command, args []string) error {
+			err := opts.Validate()
+			if err != nil {
+				return err
+			}
+
+			fmt.Println("Checking ingresses...")
+			err = ingresses(*opts)
+			if err != nil {
+				util.PrintError(err)
+			}
+			fmt.Println("Checking deployments...")
+			err = deployments(*opts)
+			if err != nil {
+				util.PrintError(err)
+			}
+
+			return nil
+		},
+	}
+
+	opts = addCommonOptions(flags, cmd)
+
+	cmd.AddCommand(createSubcommand(flags, []string{"ingresses", "ingress", "ing"}, "Check ingresses for possible issues", ingresses))
+	cmd.AddCommand(createSubcommand(flags, []string{"deployments", "deployment", "dep"}, "Check deployments for possible issues", deployments))
+
+	return cmd
+}
+
+func createSubcommand(flags *genericclioptions.ConfigFlags, names []string, short string, f func(opts lintOptions) error) *cobra.Command {
+	var opts *lintOptions
+	cmd := &cobra.Command{
+		Use:     names[0],
+		Aliases: names[1:],
+		Short:   short,
+		RunE: func(cmd *cobra.Command, args []string) error {
+			err := opts.Validate()
+			if err != nil {
+				return err
+			}
+			util.PrintError(f(*opts))
+			return nil
+		},
+	}
+
+	opts = addCommonOptions(flags, cmd)
+
+	return cmd
+}
+
+func addCommonOptions(flags *genericclioptions.ConfigFlags, cmd *cobra.Command) *lintOptions {
+	out := lintOptions{
+		flags: flags,
+	}
+	cmd.Flags().BoolVar(&out.allNamespaces, "all-namespaces", false, "Check resources in all namespaces")
+	cmd.Flags().BoolVar(&out.showAll, "show-all", false, "Show all resources, not just the ones with problems")
+	cmd.Flags().BoolVarP(&out.verbose, "verbose", "v", false, "Show extra information about the lints")
+	cmd.Flags().StringVarP(&out.versionFrom, "from-version", "f", "0.0.0", "Use lints added for versions starting with this one")
+	cmd.Flags().StringVarP(&out.versionTo, "to-version", "t", version.RELEASE, "Use lints added for versions up to and including this one")
+
+	return &out
+}
+
+type lintOptions struct {
+	flags         *genericclioptions.ConfigFlags
+	allNamespaces bool
+	showAll       bool
+	verbose       bool
+	versionFrom   string
+	versionTo     string
+}
+
+func (opts *lintOptions) Validate() error {
+	_, _, _, err := util.ParseVersionString(opts.versionFrom)
+	if err != nil {
+		return err
+	}
+
+	_, _, _, err = util.ParseVersionString(opts.versionTo)
+	if err != nil {
+		return err
+	}
+
+	return nil
+}
+
+type lint interface {
+	Check(obj kmeta.Object) bool
+	Message() string
+	Link() string
+	Version() string
+}
+
+func checkObjectArray(lints []lint, objects []kmeta.Object, opts lintOptions) {
+	usedLints := make([]lint, 0)
+	for _, lint := range lints {
+		lintVersion := lint.Version()
+		if lint.Version() == "" {
+			lintVersion = "0.0.0"
+		}
+		if util.InVersionRangeInclusive(opts.versionFrom, lintVersion, opts.versionTo) {
+			usedLints = append(usedLints, lint)
+		}
+	}
+
+	for _, obj := range objects {
+		objName := obj.GetName()
+		if opts.allNamespaces {
+			objName = obj.GetNamespace() + "/" + obj.GetName()
+		}
+
+		failedLints := make([]lint, 0)
+		for _, lint := range usedLints {
+			if lint.Check(obj) {
+				failedLints = append(failedLints, lint)
+			}
+		}
+
+		if len(failedLints) != 0 {
+			fmt.Printf("✗ %v\n", objName)
+			for _, lint := range failedLints {
+				fmt.Printf("  - %v\n", lint.Message())
+				if opts.verbose && lint.Version() != "" {
+					fmt.Printf("      Lint added for version %v\n", lint.Version())
+				}
+				if opts.verbose && lint.Link() != "" {
+					fmt.Printf("      %v\n", lint.Link())
+				}
+			}
+			fmt.Println("")
+			continue
+		}
+
+		if opts.showAll {
+			fmt.Printf("✓ %v\n", objName)
+		}
+	}
+}
+
+func ingresses(opts lintOptions) error {
+	var ings []v1beta1.Ingress
+	var err error
+	if opts.allNamespaces {
+		ings, err = request.GetIngressDefinitions(opts.flags, "")
+	} else {
+		ings, err = request.GetIngressDefinitions(opts.flags, util.GetNamespace(opts.flags))
+	}
+	if err != nil {
+		return err
+	}
+
+	var iLints []lints.IngressLint = lints.GetIngressLints()
+	genericLints := make([]lint, len(iLints))
+	for i := range iLints {
+		genericLints[i] = iLints[i]
+	}
+
+	objects := make([]kmeta.Object, 0)
+	for i := range ings {
+		objects = append(objects, &ings[i])
+	}
+
+	checkObjectArray(genericLints, objects, opts)
+	return nil
+}
+
+func deployments(opts lintOptions) error {
+	var deps []appsv1.Deployment
+	var err error
+	if opts.allNamespaces {
+		deps, err = request.GetDeployments(opts.flags, "")
+	} else {
+		deps, err = request.GetDeployments(opts.flags, util.GetNamespace(opts.flags))
+	}
+	if err != nil {
+		return err
+	}
+
+	var iLints []lints.DeploymentLint = lints.GetDeploymentLints()
+	genericLints := make([]lint, len(iLints))
+	for i := range iLints {
+		genericLints[i] = iLints[i]
+	}
+
+	objects := make([]kmeta.Object, 0)
+	for i := range deps {
+		objects = append(objects, &deps[i])
+	}
+
+	checkObjectArray(genericLints, objects, opts)
+	return nil
+}
diff --git a/cmd/plugin/lints/deployment.go b/cmd/plugin/lints/deployment.go
new file mode 100644
index 000000000..26e218d66
--- /dev/null
+++ b/cmd/plugin/lints/deployment.go
@@ -0,0 +1,108 @@
+/*
+Copyright 2019 The Kubernetes Authors.
+
+Licensed under the Apache License, Version 2.0 (the "License");
+you may not use this file except in compliance with the License.
+You may obtain a copy of the License at
+
+    http://www.apache.org/licenses/LICENSE-2.0
+
+Unless required by applicable law or agreed to in writing, software
+distributed under the License is distributed on an "AS IS" BASIS,
+WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+See the License for the specific language governing permissions and
+limitations under the License.
+*/
+
+package lints
+
+import (
+	"fmt"
+	"strings"
+
+	v1 "k8s.io/api/apps/v1"
+	kmeta "k8s.io/apimachinery/pkg/apis/meta/v1"
+	"k8s.io/ingress-nginx/cmd/plugin/util"
+)
+
+// DeploymentLint is a validation for a deployment
+type DeploymentLint struct {
+	message string
+	version string
+	issue   int
+	f       func(cmp v1.Deployment) bool
+}
+
+// Check returns true if the lint detects an issue
+func (lint DeploymentLint) Check(obj kmeta.Object) bool {
+	cmp := obj.(*v1.Deployment)
+	return lint.f(*cmp)
+}
+
+// Message is a description of the lint
+func (lint DeploymentLint) Message() string {
+	return lint.message
+}
+
+// Version is the ingress-nginx version the lint was added for, or the empty string
+func (lint DeploymentLint) Version() string {
+	return lint.version
+}
+
+// Link is a URL to the issue or PR explaining the lint
+func (lint DeploymentLint) Link() string {
+	if lint.issue > 0 {
+		return fmt.Sprintf("%v%v", util.IssuePrefix, lint.issue)
+	}
+
+	return ""
+}
+
+// GetDeploymentLints retuns all of the lints for ingresses
+func GetDeploymentLints() []DeploymentLint {
+	return []DeploymentLint{
+		removedFlag("sort-backends", 3655, "0.22.0"),
+		removedFlag("force-namespace-isolation", 3887, "0.24.0"),
+	}
+}
+
+func removedFlag(flag string, issueNumber int, version string) DeploymentLint {
+	return DeploymentLint{
+		message: fmt.Sprintf("Uses removed config flag --%v", flag),
+		issue:   issueNumber,
+		version: version,
+		f: func(dep v1.Deployment) bool {
+			if !isIngressNginxDeployment(dep) {
+				return false
+			}
+
+			args := getNginxArgs(dep)
+			for _, arg := range args {
+				if strings.HasPrefix(arg, fmt.Sprintf("--%v", flag)) {
+					return true
+				}
+			}
+
+			return false
+		},
+	}
+}
+
+func getNginxArgs(dep v1.Deployment) []string {
+	for _, container := range dep.Spec.Template.Spec.Containers {
+		if len(container.Args) > 0 && container.Args[0] == "/nginx-ingress-controller" {
+			return container.Args
+		}
+	}
+	return make([]string, 0)
+}
+
+func isIngressNginxDeployment(dep v1.Deployment) bool {
+	containers := dep.Spec.Template.Spec.Containers
+	for _, container := range containers {
+		if len(container.Args) > 0 && container.Args[0] == "/nginx-ingress-controller" {
+			return true
+		}
+	}
+	return false
+}
diff --git a/cmd/plugin/lints/ingress.go b/cmd/plugin/lints/ingress.go
new file mode 100644
index 000000000..3515c3272
--- /dev/null
+++ b/cmd/plugin/lints/ingress.go
@@ -0,0 +1,125 @@
+/*
+Copyright 2019 The Kubernetes Authors.
+
+Licensed under the Apache License, Version 2.0 (the "License");
+you may not use this file except in compliance with the License.
+You may obtain a copy of the License at
+
+    http://www.apache.org/licenses/LICENSE-2.0
+
+Unless required by applicable law or agreed to in writing, software
+distributed under the License is distributed on an "AS IS" BASIS,
+WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+See the License for the specific language governing permissions and
+limitations under the License.
+*/
+
+package lints
+
+import (
+	"fmt"
+	"strings"
+
+	"k8s.io/api/extensions/v1beta1"
+	kmeta "k8s.io/apimachinery/pkg/apis/meta/v1"
+	"k8s.io/ingress-nginx/cmd/plugin/util"
+)
+
+// IngressLint is a validation for an ingress
+type IngressLint struct {
+	message string
+	issue   int
+	version string
+	f       func(ing v1beta1.Ingress) bool
+}
+
+// Check returns true if the lint detects an issue
+func (lint IngressLint) Check(obj kmeta.Object) bool {
+	ing := obj.(*v1beta1.Ingress)
+	return lint.f(*ing)
+}
+
+// Message is a description of the lint
+func (lint IngressLint) Message() string {
+	return lint.message
+}
+
+// Link is a URL to the issue or PR explaining the lint
+func (lint IngressLint) Link() string {
+	if lint.issue > 0 {
+		return fmt.Sprintf("%v%v", util.IssuePrefix, lint.issue)
+	}
+
+	return ""
+}
+
+// Version is the ingress-nginx version the lint was added for, or the empty string
+func (lint IngressLint) Version() string {
+	return lint.version
+}
+
+// GetIngressLints retuns all of the lints for ingresses
+func GetIngressLints() []IngressLint {
+	return []IngressLint{
+		removedAnnotation("add-base-url", 3174, "0.22.0"),
+		removedAnnotation("base-url-scheme", 3174, "0.22.0"),
+		removedAnnotation("session-cookie-hash", 3743, "0.24.0"),
+		{
+			message: "The rewrite-target annotation value does not reference a capture group",
+			issue:   3174,
+			version: "0.22.0",
+			f:       rewriteTargetWithoutCaptureGroup,
+		},
+		{
+			message: "Contains an annotation with the prefix 'nginx.org'. This is a prefix for https://github.com/nginxinc/kubernetes-ingress",
+			f:       annotationPrefixIsNginxOrg,
+		},
+		{
+			message: "Contains an annotation with the prefix 'nginx.com'. This is a prefix for https://github.com/nginxinc/kubernetes-ingress",
+			f:       annotationPrefixIsNginxCom,
+		},
+	}
+}
+
+func annotationPrefixIsNginxCom(ing v1beta1.Ingress) bool {
+	for name := range ing.Annotations {
+		if strings.HasPrefix(name, "nginx.com/") {
+			return true
+		}
+	}
+	return false
+}
+
+func annotationPrefixIsNginxOrg(ing v1beta1.Ingress) bool {
+	for name := range ing.Annotations {
+		if strings.HasPrefix(name, "nginx.org/") {
+			return true
+		}
+	}
+	return false
+}
+
+func rewriteTargetWithoutCaptureGroup(ing v1beta1.Ingress) bool {
+	for name, val := range ing.Annotations {
+		if strings.HasSuffix(name, "/rewrite-target") && !strings.Contains(val, "$1") {
+			return true
+		}
+	}
+	return false
+}
+
+func removedAnnotation(annotationName string, issueNumber int, version string) IngressLint {
+	return IngressLint{
+		message: fmt.Sprintf("Contains the removed %v annotation.", annotationName),
+		issue:   issueNumber,
+		version: version,
+		f: func(ing v1beta1.Ingress) bool {
+			for annotation := range ing.Annotations {
+				if strings.HasSuffix(annotation, "/"+annotationName) {
+					return true
+				}
+			}
+			return false
+		},
+	}
+}
diff --git a/cmd/plugin/main.go b/cmd/plugin/main.go
index 49a339fcc..deea59b51 100644
--- a/cmd/plugin/main.go
+++ b/cmd/plugin/main.go
@@ -18,9 +18,10 @@ package main
 
 import (
 	"fmt"
-	"github.com/spf13/cobra"
 	"os"
 
+	"github.com/spf13/cobra"
+
 	"k8s.io/cli-runtime/pkg/genericclioptions"
 
 	//Just importing this is supposed to allow cloud authentication
@@ -34,6 +35,7 @@ import (
 	"k8s.io/ingress-nginx/cmd/plugin/commands/general"
 	"k8s.io/ingress-nginx/cmd/plugin/commands/info"
 	"k8s.io/ingress-nginx/cmd/plugin/commands/ingresses"
+	"k8s.io/ingress-nginx/cmd/plugin/commands/lint"
 	"k8s.io/ingress-nginx/cmd/plugin/commands/logs"
 	"k8s.io/ingress-nginx/cmd/plugin/commands/ssh"
 )
@@ -57,6 +59,7 @@ func main() {
 	rootCmd.AddCommand(logs.CreateCommand(flags))
 	rootCmd.AddCommand(exec.CreateCommand(flags))
 	rootCmd.AddCommand(ssh.CreateCommand(flags))
+	rootCmd.AddCommand(lint.CreateCommand(flags))
 
 	if err := rootCmd.Execute(); err != nil {
 		fmt.Println(err)
diff --git a/cmd/plugin/request/request.go b/cmd/plugin/request/request.go
index 25561dc23..1e4938479 100644
--- a/cmd/plugin/request/request.go
+++ b/cmd/plugin/request/request.go
@@ -18,10 +18,13 @@ package request
 
 import (
 	"fmt"
+
+	appsv1 "k8s.io/api/apps/v1"
 	apiv1 "k8s.io/api/core/v1"
 	"k8s.io/api/extensions/v1beta1"
 	metav1 "k8s.io/apimachinery/pkg/apis/meta/v1"
 	"k8s.io/cli-runtime/pkg/genericclioptions"
+	appsv1client "k8s.io/client-go/kubernetes/typed/apps/v1"
 	corev1 "k8s.io/client-go/kubernetes/typed/core/v1"
 	extensions "k8s.io/client-go/kubernetes/typed/extensions/v1beta1"
 	"k8s.io/ingress-nginx/cmd/plugin/util"
@@ -66,6 +69,26 @@ func GetDeploymentPod(flags *genericclioptions.ConfigFlags, deployment string) (
 	return ings[0], nil
 }
 
+// GetDeployments returns an array of Deployments
+func GetDeployments(flags *genericclioptions.ConfigFlags, namespace string) ([]appsv1.Deployment, error) {
+	rawConfig, err := flags.ToRESTConfig()
+	if err != nil {
+		return make([]appsv1.Deployment, 0), err
+	}
+
+	api, err := appsv1client.NewForConfig(rawConfig)
+	if err != nil {
+		return make([]appsv1.Deployment, 0), err
+	}
+
+	deployments, err := api.Deployments(namespace).List(metav1.ListOptions{})
+	if err != nil {
+		return make([]appsv1.Deployment, 0), err
+	}
+
+	return deployments.Items, nil
+}
+
 // GetIngressDefinitions returns an array of Ingress resource definitions
 func GetIngressDefinitions(flags *genericclioptions.ConfigFlags, namespace string) ([]v1beta1.Ingress, error) {
 	rawConfig, err := flags.ToRESTConfig()
diff --git a/cmd/plugin/util/util.go b/cmd/plugin/util/util.go
index 8a0753e9f..913eeeb38 100644
--- a/cmd/plugin/util/util.go
+++ b/cmd/plugin/util/util.go
@@ -18,6 +18,9 @@ package util
 
 import (
 	"fmt"
+	"regexp"
+	"strconv"
+
 	"github.com/spf13/cobra"
 	apiv1 "k8s.io/api/core/v1"
 	"k8s.io/cli-runtime/pkg/genericclioptions"
@@ -29,6 +32,11 @@ const (
 	DefaultIngressServiceName    = "ingress-nginx"
 )
 
+// IssuePrefix is the github url that we can append an issue number to to link to it
+const IssuePrefix = "https://github.com/kubernetes/ingress-nginx/issues/"
+
+var versionRegex = regexp.MustCompile(`(\d)+\.(\d)+\.(\d)+.*`)
+
 // PrintError receives an error value and prints it if it exists
 func PrintError(e error) {
 	if e != nil {
@@ -51,6 +59,48 @@ func printOrError(s string, e error) error {
 	return nil
 }
 
+// ParseVersionString returns the major, minor, and patch numbers of a verison string
+func ParseVersionString(v string) (int, int, int, error) {
+	parts := versionRegex.FindStringSubmatch(v)
+
+	if len(parts) != 4 {
+		return 0, 0, 0, fmt.Errorf("Could not parse %v as a version string (like 0.20.3)", v)
+	}
+
+	major, _ := strconv.Atoi(parts[1])
+	minor, _ := strconv.Atoi(parts[2])
+	patch, _ := strconv.Atoi(parts[3])
+
+	return major, minor, patch, nil
+}
+
+// InVersionRangeInclusive checks that the middle version is between the other two versions
+func InVersionRangeInclusive(start, v, stop string) bool {
+	return !isVersionLessThan(v, start) && !isVersionLessThan(stop, v)
+}
+
+func isVersionLessThan(a, b string) bool {
+	aMajor, aMinor, aPatch, err := ParseVersionString(a)
+	if err != nil {
+		panic(err)
+	}
+
+	bMajor, bMinor, bPatch, err := ParseVersionString(b)
+	if err != nil {
+		panic(err)
+	}
+
+	if aMajor != bMajor {
+		return aMajor < bMajor
+	}
+
+	if aMinor != bMinor {
+		return aMinor < bMinor
+	}
+
+	return aPatch < bPatch
+}
+
 // AddPodFlag adds a --pod flag to a cobra command
 func AddPodFlag(cmd *cobra.Command) *string {
 	v := ""