diff --git a/cli/root.go b/cli/root.go
index b38b7c72441f5..a39e0a3b5cc57 100644
--- a/cli/root.go
+++ b/cli/root.go
@@ -471,8 +471,8 @@ download the server version with: 'curl -L https://coder.com/install.sh | sh -s
 	if !buildinfo.VersionsMatch(clientVersion, info.Version) {
 		warn := cliui.Styles.Warn.Copy().Align(lipgloss.Left)
 		// Trim the leading 'v', our install.sh script does not handle this case well.
-		_, _ = fmt.Fprintf(cmd.OutOrStdout(), warn.Render(fmtWarningText), clientVersion, info.Version, strings.TrimPrefix(info.CanonicalVersion(), "v"))
-		_, _ = fmt.Fprintln(cmd.OutOrStdout())
+		_, _ = fmt.Fprintf(cmd.ErrOrStderr(), warn.Render(fmtWarningText), clientVersion, info.Version, strings.TrimPrefix(info.CanonicalVersion(), "v"))
+		_, _ = fmt.Fprintln(cmd.ErrOrStderr())
 	}
 
 	return nil
diff --git a/cli/userlist.go b/cli/userlist.go
index 23325611d47fb..dcd3ecb7d3a6b 100644
--- a/cli/userlist.go
+++ b/cli/userlist.go
@@ -1,15 +1,27 @@
 package cli
 
 import (
+	"context"
+	"encoding/json"
 	"fmt"
+	"io"
+	"time"
 
+	"github.com/charmbracelet/lipgloss"
+	"github.com/jedib0t/go-pretty/v6/table"
 	"github.com/spf13/cobra"
+	"golang.org/x/xerrors"
 
+	"github.com/coder/coder/cli/cliui"
 	"github.com/coder/coder/codersdk"
 )
 
 func userList() *cobra.Command {
-	var columns []string
+	var (
+		columns      []string
+		outputFormat string
+	)
+
 	cmd := &cobra.Command{
 		Use:     "list",
 		Aliases: []string{"ls"},
@@ -23,17 +35,34 @@ func userList() *cobra.Command {
 				return err
 			}
 
-			_, err = fmt.Fprintln(cmd.OutOrStdout(), displayUsers(columns, users...))
+			out := ""
+			switch outputFormat {
+			case "table", "":
+				out = displayUsers(columns, users...)
+			case "json":
+				outBytes, err := json.Marshal(users)
+				if err != nil {
+					return xerrors.Errorf("marshal users to JSON: %w", err)
+				}
+
+				out = string(outBytes)
+			default:
+				return xerrors.Errorf(`unknown output format %q, only "table" and "json" are supported`, outputFormat)
+			}
+
+			_, err = fmt.Fprintln(cmd.OutOrStdout(), out)
 			return err
 		},
 	}
-	cmd.Flags().StringArrayVarP(&columns, "column", "c", []string{"username", "email", "created_at"},
-		"Specify a column to filter in the table.")
+
+	cmd.Flags().StringArrayVarP(&columns, "column", "c", []string{"username", "email", "created_at", "status"},
+		"Specify a column to filter in the table. Available columns are: id, username, email, created_at, status.")
+	cmd.Flags().StringVarP(&outputFormat, "output", "o", "table", "Output format. Available formats are: table, json.")
 	return cmd
 }
 
 func userSingle() *cobra.Command {
-	var columns []string
+	var outputFormat string
 	cmd := &cobra.Command{
 		Use:   "show <username|user_id|'me'>",
 		Short: "Show a single user. Use 'me' to indicate the currently authenticated user.",
@@ -54,11 +83,89 @@ func userSingle() *cobra.Command {
 				return err
 			}
 
-			_, err = fmt.Fprintln(cmd.OutOrStdout(), displayUsers(columns, user))
+			out := ""
+			switch outputFormat {
+			case "table", "":
+				out = displayUser(cmd.Context(), cmd.ErrOrStderr(), client, user)
+			case "json":
+				outBytes, err := json.Marshal(user)
+				if err != nil {
+					return xerrors.Errorf("marshal user to JSON: %w", err)
+				}
+
+				out = string(outBytes)
+			default:
+				return xerrors.Errorf(`unknown output format %q, only "table" and "json" are supported`, outputFormat)
+			}
+
+			_, err = fmt.Fprintln(cmd.OutOrStdout(), out)
 			return err
 		},
 	}
-	cmd.Flags().StringArrayVarP(&columns, "column", "c", []string{"username", "email", "created_at"},
-		"Specify a column to filter in the table.")
+
+	cmd.Flags().StringVarP(&outputFormat, "output", "o", "table", "Output format. Available formats are: table, json.")
 	return cmd
 }
+
+func displayUser(ctx context.Context, stderr io.Writer, client *codersdk.Client, user codersdk.User) string {
+	tableWriter := cliui.Table()
+	addRow := func(name string, value interface{}) {
+		key := ""
+		if name != "" {
+			key = name + ":"
+		}
+		tableWriter.AppendRow(table.Row{
+			key, value,
+		})
+	}
+
+	// Add rows for each of the user's fields.
+	addRow("ID", user.ID.String())
+	addRow("Username", user.Username)
+	addRow("Email", user.Email)
+	addRow("Status", user.Status)
+	addRow("Created At", user.CreatedAt.Format(time.Stamp))
+
+	addRow("", "")
+	firstRole := true
+	for _, role := range user.Roles {
+		if role.DisplayName == "" {
+			// Skip roles with no display name.
+			continue
+		}
+
+		key := ""
+		if firstRole {
+			key = "Roles"
+			firstRole = false
+		}
+		addRow(key, role.DisplayName)
+	}
+	if firstRole {
+		addRow("Roles", "(none)")
+	}
+
+	addRow("", "")
+	firstOrg := true
+	for _, orgID := range user.OrganizationIDs {
+		org, err := client.Organization(ctx, orgID)
+		if err != nil {
+			warn := cliui.Styles.Warn.Copy().Align(lipgloss.Left)
+			_, _ = fmt.Fprintf(stderr, warn.Render("Could not fetch organization %s: %+v"), orgID, err)
+			continue
+		}
+
+		key := ""
+		if firstOrg {
+			key = "Organizations"
+			firstOrg = false
+		}
+
+		addRow(key, org.Name)
+	}
+	if firstOrg {
+		addRow("Organizations", "(none)")
+	}
+
+	return tableWriter.Render()
+}
diff --git a/cli/userlist_test.go b/cli/userlist_test.go
index c8b207a0a92fb..35ba24aeec064 100644
--- a/cli/userlist_test.go
+++ b/cli/userlist_test.go
@@ -1,7 +1,9 @@
 package cli_test
 
 import (
+	"bytes"
 	"context"
+	"encoding/json"
 	"testing"
 
 	"github.com/stretchr/testify/assert"
@@ -15,7 +17,7 @@ import (
 
 func TestUserList(t *testing.T) {
 	t.Parallel()
-	t.Run("List", func(t *testing.T) {
+	t.Run("Table", func(t *testing.T) {
 		t.Parallel()
 		client := coderdtest.New(t, nil)
 		coderdtest.CreateFirstUser(t, client)
@@ -31,6 +33,31 @@ func TestUserList(t *testing.T) {
 		require.NoError(t, <-errC)
 		pty.ExpectMatch("coder.com")
 	})
+	t.Run("JSON", func(t *testing.T) {
+		t.Parallel()
+
+		client := coderdtest.New(t, nil)
+		coderdtest.CreateFirstUser(t, client)
+		cmd, root := clitest.New(t, "users", "list", "-o", "json")
+		clitest.SetupConfig(t, client, root)
+		doneChan := make(chan struct{})
+
+		buf := bytes.NewBuffer(nil)
+		cmd.SetOut(buf)
+		go func() {
+			defer close(doneChan)
+			err := cmd.Execute()
+			assert.NoError(t, err)
+		}()
+
+		<-doneChan
+
+		var users []codersdk.User
+		err := json.Unmarshal(buf.Bytes(), &users)
+		require.NoError(t, err, "unmarshal JSON output")
+		require.Len(t, users, 1)
+		require.Contains(t, users[0].Email, "coder.com")
+	})
 	t.Run("NoURLFileErrorHasHelperText", func(t *testing.T) {
 		t.Parallel()
 
@@ -57,23 +84,58 @@ func TestUserList(t *testing.T) {
 
 func TestUserShow(t *testing.T) {
 	t.Parallel()
-	ctx := context.Background()
-	client := coderdtest.New(t, nil)
-	admin := coderdtest.CreateFirstUser(t, client)
-	other := coderdtest.CreateAnotherUser(t, client, admin.OrganizationID)
-	otherUser, err := other.User(ctx, codersdk.Me)
-	require.NoError(t, err, "fetch other user")
-	cmd, root := clitest.New(t, "users", "show", otherUser.Username)
-	clitest.SetupConfig(t, client, root)
-	doneChan := make(chan struct{})
-	pty := ptytest.New(t)
-	cmd.SetIn(pty.Input())
-	cmd.SetOut(pty.Output())
-	go func() {
-		defer close(doneChan)
-		err := cmd.Execute()
-		assert.NoError(t, err)
-	}()
-	pty.ExpectMatch(otherUser.Email)
-	<-doneChan
+
+	t.Run("Table", func(t *testing.T) {
+		t.Parallel()
+		ctx := context.Background()
+		client := coderdtest.New(t, nil)
+		admin := coderdtest.CreateFirstUser(t, client)
+		other := coderdtest.CreateAnotherUser(t, client, admin.OrganizationID)
+		otherUser, err := other.User(ctx, codersdk.Me)
+		require.NoError(t, err, "fetch other user")
+		cmd, root := clitest.New(t, "users", "show", otherUser.Username)
+		clitest.SetupConfig(t, client, root)
+		doneChan := make(chan struct{})
+		pty := ptytest.New(t)
+		cmd.SetIn(pty.Input())
+		cmd.SetOut(pty.Output())
+		go func() {
+			defer close(doneChan)
+			err := cmd.Execute()
+			assert.NoError(t, err)
+		}()
+		pty.ExpectMatch(otherUser.Email)
+		<-doneChan
+	})
+
+	t.Run("JSON", func(t *testing.T) {
+		t.Parallel()
+
+		ctx := context.Background()
+		client := coderdtest.New(t, nil)
+		admin := coderdtest.CreateFirstUser(t, client)
+		other := coderdtest.CreateAnotherUser(t, client, admin.OrganizationID)
+		otherUser, err := other.User(ctx, codersdk.Me)
+		require.NoError(t, err, "fetch other user")
+		cmd, root := clitest.New(t, "users", "show", otherUser.Username, "-o", "json")
+		clitest.SetupConfig(t, client, root)
+		doneChan := make(chan struct{})
+
+		buf := bytes.NewBuffer(nil)
+		cmd.SetOut(buf)
+		go func() {
+			defer close(doneChan)
+			err := cmd.Execute()
+			assert.NoError(t, err)
+		}()
+
+		<-doneChan
+
+		var newUser codersdk.User
+		err = json.Unmarshal(buf.Bytes(), &newUser)
+		require.NoError(t, err, "unmarshal JSON output")
+		require.Equal(t, otherUser.ID, newUser.ID)
+		require.Equal(t, otherUser.Username, newUser.Username)
+		require.Equal(t, otherUser.Email, newUser.Email)
+	})
 }
diff --git a/cli/users.go b/cli/users.go
index 9e8e075b56082..009c4216dcca4 100644
--- a/cli/users.go
+++ b/cli/users.go
@@ -35,7 +35,7 @@ func displayUsers(filterColumns []string, users ...codersdk.User) string {
 	tableWriter.AppendHeader(header)
 	tableWriter.SetColumnConfigs(cliui.FilterTableColumns(header, filterColumns))
 	tableWriter.SortBy([]table.SortBy{{
-		Name: "Username",
+		Name: "username",
 	}})
 	for _, user := range users {
 		tableWriter.AppendRow(table.Row{