diff --git a/.gitignore b/.gitignore
index 2703e13..eed529f 100644
--- a/.gitignore
+++ b/.gitignore
@@ -34,3 +34,5 @@ goreleaser/
 .netrc
 
 .dispatch
+
+docs/
diff --git a/Makefile b/Makefile
index 0364577..d8b7d9e 100644
--- a/Makefile
+++ b/Makefile
@@ -39,3 +39,7 @@ push: image
 update:
 	for ref in $$(yq -r '.deps[] | .remote + "/gen/go/" + .owner + "/" + .repository + "/protocolbuffers/go@" + .commit' proto/buf.lock); do go get $$ref; done
 	go mod tidy
+
+dispatch-docs:
+	${GO} build -tags docs -o ${DISPATCH} .
+	${DISPATCH}
diff --git a/cli/generate_docs.go b/cli/generate_docs.go
new file mode 100644
index 0000000..04c7430
--- /dev/null
+++ b/cli/generate_docs.go
@@ -0,0 +1,49 @@
+//go:build docs
+
+package cli
+
+import (
+	"os"
+	"path"
+	"strings"
+
+	"github.com/spf13/cobra"
+	"github.com/spf13/cobra/doc"
+)
+
+var isDocsBuild = true
+
+func generateDocs(cmd *cobra.Command, filename string, title string) {
+	cmd.DisableAutoGenTag = true
+
+	// create docs directory
+	_ = os.Mkdir("./docs", 0755)
+
+	err := doc.GenMarkdownTreeCustom(cmd, "./docs",
+		func(_ string) string {
+			return `---
+title: ` + title + `
+---
+
+`
+		},
+		func(name string) string {
+			// err := doc.GenMarkdownCustom(cmd, out, func(name string) string {
+			base := strings.TrimSuffix(name, path.Ext(name))
+			return "/cli/" + strings.ToLower(base) + "/"
+		})
+	if err != nil {
+		panic(err)
+	}
+
+	// if command has subcommands, generate markdown for each subcommand
+	if cmd.HasSubCommands() {
+		for _, c := range cmd.Commands() {
+			// if c.Use starts with "help", skip it
+			if strings.HasPrefix(c.Use, "help") {
+				continue
+			}
+			generateDocs(c, filename, title+" "+c.Use)
+		}
+	}
+}
diff --git a/cli/generate_docs_default.go b/cli/generate_docs_default.go
new file mode 100644
index 0000000..851f719
--- /dev/null
+++ b/cli/generate_docs_default.go
@@ -0,0 +1,11 @@
+//go:build !docs
+
+package cli
+
+import "github.com/spf13/cobra"
+
+var isDocsBuild = false
+
+func generateDocs(_ *cobra.Command, _ string, _ string) {
+	// do nothing if the build tag "docs" is not set
+}
diff --git a/cli/main.go b/cli/main.go
index 0d807d0..ccb4d66 100644
--- a/cli/main.go
+++ b/cli/main.go
@@ -17,11 +17,19 @@ Support: support@dispatch.run
 `
 )
 
+var mainCommandText string
+
 func createMainCommand() *cobra.Command {
+	if isDocsBuild {
+		mainCommandText = "This is the main command for Dispatch CLI. Add a subcommand to make it useful."
+	} else {
+		mainCommandText = DispatchCmdLong
+	}
 	cmd := &cobra.Command{
 		Version: version(),
 		Use:     "dispatch",
-		Long:    DispatchCmdLong,
+		Long:    mainCommandText,
+		Short:   "Main command for Dispatch CLI",
 		PersistentPreRunE: func(cmd *cobra.Command, args []string) error {
 			return loadEnvFromFile(DotEnvFilePath)
 		},
@@ -50,6 +58,14 @@ func createMainCommand() *cobra.Command {
 	cmd.AddCommand(runCommand())
 	cmd.AddCommand(versionCommand())
 
+	// Generate markdown documentation
+	generateDocs(loginCommand(), "dispatch_login.md", "dispatch login")
+	generateDocs(initCommand(), "dispatch_init.md", "dispatch init")
+	generateDocs(switchCommand(DispatchConfigPath), "dispatch_switch.md", "dispatch switch")
+	generateDocs(verificationCommand(), "dispatch_verification.md", "dispatch verification")
+	generateDocs(runCommand(), "dispatch_run.md", "dispatch run")
+	generateDocs(versionCommand(), "dispatch_version.md", "dispatch version")
+
 	return cmd
 }
 
diff --git a/cli/run.go b/cli/run.go
index 7a809bd..9ae1eb9 100644
--- a/cli/run.go
+++ b/cli/run.go
@@ -56,7 +56,15 @@ var (
 	logPrefixSeparatorStyle = lipgloss.NewStyle().Foreground(grayColor)
 )
 
+var runExampleText string
+
 func runCommand() *cobra.Command {
+	if isDocsBuild {
+		runExampleText = "```\ndispatch run [options] -- <command>\n```"
+	} else {
+		runExampleText = "  dispatch run [options] -- <command>"
+	}
+
 	cmd := &cobra.Command{
 		Use:   "run",
 		Short: "Run a Dispatch application",
@@ -65,7 +73,7 @@ func runCommand() *cobra.Command {
 The command to start the local application endpoint should be
 specified after the run command and its options:
 
-  dispatch run [options] -- <command>
+`+runExampleText+`
 
 Dispatch spawns the local application endpoint and then dispatches
 function calls to it continuously.
diff --git a/go.mod b/go.mod
index 0c93a43..c23ccbd 100644
--- a/go.mod
+++ b/go.mod
@@ -22,6 +22,7 @@ require (
 	github.com/atotto/clipboard v0.1.4 // indirect
 	github.com/aymanbagabas/go-osc52/v2 v2.0.1 // indirect
 	github.com/containerd/console v1.0.4-0.20230313162750-1ae8d489ac81 // indirect
+	github.com/cpuguy83/go-md2man/v2 v2.0.3 // indirect
 	github.com/davecgh/go-spew v1.1.1 // indirect
 	github.com/inconshreveable/mousetrap v1.1.0 // indirect
 	github.com/lucasb-eyer/go-colorful v1.2.0 // indirect
@@ -33,6 +34,7 @@ require (
 	github.com/muesli/termenv v0.15.2 // indirect
 	github.com/pmezard/go-difflib v1.0.0 // indirect
 	github.com/rivo/uniseg v0.4.6 // indirect
+	github.com/russross/blackfriday/v2 v2.1.0 // indirect
 	github.com/spf13/pflag v1.0.5 // indirect
 	golang.org/x/sync v0.1.0 // indirect
 	golang.org/x/sys v0.19.0 // indirect
diff --git a/go.sum b/go.sum
index 82b63e9..72b86de 100644
--- a/go.sum
+++ b/go.sum
@@ -14,6 +14,7 @@ github.com/charmbracelet/lipgloss v0.9.1 h1:PNyd3jvaJbg4jRHKWXnCj1akQm4rh8dbEzN1
 github.com/charmbracelet/lipgloss v0.9.1/go.mod h1:1mPmG4cxScwUQALAAnacHaigiiHB9Pmr+v1VEawJl6I=
 github.com/containerd/console v1.0.4-0.20230313162750-1ae8d489ac81 h1:q2hJAaP1k2wIvVRd/hEHD7lacgqrCPS+k8g1MndzfWY=
 github.com/containerd/console v1.0.4-0.20230313162750-1ae8d489ac81/go.mod h1:YynlIjWYF8myEu6sdkwKIvGQq+cOckRm6So2avqoYAk=
+github.com/cpuguy83/go-md2man/v2 v2.0.3 h1:qMCsGGgs+MAzDFyp9LpAe1Lqy/fY/qCovCm0qnXZOBM=
 github.com/cpuguy83/go-md2man/v2 v2.0.3/go.mod h1:tgQtvFlXSQOSOSIRvRPT7W67SCa46tRHOmNcaadrF8o=
 github.com/davecgh/go-spew v1.1.0/go.mod h1:J7Y8YcW2NihsgmVo/mv3lAwl/skON4iLHjSsI+c5H38=
 github.com/davecgh/go-spew v1.1.1 h1:vj9j/u1bqnvCEfJOwUhtlOARqs3+rkHYY13jYWTU97c=
@@ -51,6 +52,7 @@ github.com/rivo/uniseg v0.1.0/go.mod h1:J6wj4VEh+S6ZtnVlnTBMWIodfgj8LQOQFoIToxlJ
 github.com/rivo/uniseg v0.2.0/go.mod h1:J6wj4VEh+S6ZtnVlnTBMWIodfgj8LQOQFoIToxlJtxc=
 github.com/rivo/uniseg v0.4.6 h1:Sovz9sDSwbOz9tgUy8JpT+KgCkPYJEN/oYzlJiYTNLg=
 github.com/rivo/uniseg v0.4.6/go.mod h1:FN3SvrM+Zdj16jyLfmOkMNblXMcoc8DfTHruCPUcx88=
+github.com/russross/blackfriday/v2 v2.1.0 h1:JIOH55/0cWyOuilr9/qlrm0BSXldqnqwMsf35Ld67mk=
 github.com/russross/blackfriday/v2 v2.1.0/go.mod h1:+Rmxgy9KzJVeS9/2gXHxylqXiyQDYRxCVz55jmeOWTM=
 github.com/spf13/cobra v1.8.0 h1:7aJaZx1B85qltLMc546zn58BxxfZdR/W22ej9CFoEf0=
 github.com/spf13/cobra v1.8.0/go.mod h1:WXLWApfZ71AjXPya3WOlMsY9yMs7YeiHhFVlvLyhcho=