diff --git a/internal/ghmcp/server.go b/internal/ghmcp/server.go
index 250f6b4cc..4ddc76a87 100644
--- a/internal/ghmcp/server.go
+++ b/internal/ghmcp/server.go
@@ -198,6 +198,9 @@ func NewMCPServer(cfg MCPServerConfig) (*mcp.Server, error) {
 	ghServer.AddReceivingMiddleware(addGitHubAPIErrorToContext)
 	ghServer.AddReceivingMiddleware(addUserAgentsMiddleware(cfg, clients.rest, clients.gqlHTTP))
 
+	// Create feature checker
+	featureChecker := createFeatureChecker(cfg.EnabledFeatures)
+
 	// Create dependencies for tool handlers
 	deps := github.NewBaseDeps(
 		clients.rest,
@@ -207,6 +210,7 @@ func NewMCPServer(cfg MCPServerConfig) (*mcp.Server, error) {
 		cfg.Translator,
 		github.FeatureFlags{LockdownMode: cfg.LockdownMode},
 		cfg.ContentWindowSize,
+		featureChecker,
 	)
 
 	// Inject dependencies into context for all tool handlers
@@ -222,7 +226,7 @@ func NewMCPServer(cfg MCPServerConfig) (*mcp.Server, error) {
 		WithReadOnly(cfg.ReadOnly).
 		WithToolsets(enabledToolsets).
 		WithTools(github.CleanTools(cfg.EnabledTools)).
-		WithFeatureChecker(createFeatureChecker(cfg.EnabledFeatures))
+		WithFeatureChecker(featureChecker)
 
 	// Apply token scope filtering if scopes are known (for PAT filtering)
 	if cfg.TokenScopes != nil {
diff --git a/pkg/github/dependencies.go b/pkg/github/dependencies.go
index b41bf0b87..201e434b0 100644
--- a/pkg/github/dependencies.go
+++ b/pkg/github/dependencies.go
@@ -3,6 +3,8 @@ package github
 import (
 	"context"
 	"errors"
+	"fmt"
+	"os"
 
 	"github.com/github/github-mcp-server/pkg/inventory"
 	"github.com/github/github-mcp-server/pkg/lockdown"
@@ -77,6 +79,11 @@ type ToolDependencies interface {
 
 	// GetContentWindowSize returns the content window size for log truncation
 	GetContentWindowSize() int
+
+	// IsFeatureEnabled checks if a feature flag is enabled.
+	// Returns false if checker is nil or flag is not enabled.
+	// This allows tools to conditionally change behavior based on feature flags.
+	IsFeatureEnabled(ctx context.Context, flagName string) bool
 }
 
 // BaseDeps is the standard implementation of ToolDependencies for the local server.
@@ -93,6 +100,9 @@ type BaseDeps struct {
 	T                 translations.TranslationHelperFunc
 	Flags             FeatureFlags
 	ContentWindowSize int
+
+	// Feature flag checker for runtime checks
+	featureChecker inventory.FeatureFlagChecker
 }
 
 // NewBaseDeps creates a BaseDeps with the provided clients and configuration.
@@ -104,6 +114,7 @@ func NewBaseDeps(
 	t translations.TranslationHelperFunc,
 	flags FeatureFlags,
 	contentWindowSize int,
+	featureChecker inventory.FeatureFlagChecker,
 ) *BaseDeps {
 	return &BaseDeps{
 		Client:            client,
@@ -113,6 +124,7 @@ func NewBaseDeps(
 		T:                 t,
 		Flags:             flags,
 		ContentWindowSize: contentWindowSize,
+		featureChecker:    featureChecker,
 	}
 }
 
@@ -143,6 +155,24 @@ func (d BaseDeps) GetFlags() FeatureFlags { return d.Flags }
 // GetContentWindowSize implements ToolDependencies.
 func (d BaseDeps) GetContentWindowSize() int { return d.ContentWindowSize }
 
+// IsFeatureEnabled checks if a feature flag is enabled.
+// Returns false if the feature checker is nil, flag name is empty, or an error occurs.
+// This allows tools to conditionally change behavior based on feature flags.
+func (d BaseDeps) IsFeatureEnabled(ctx context.Context, flagName string) bool {
+	if d.featureChecker == nil || flagName == "" {
+		return false
+	}
+
+	enabled, err := d.featureChecker(ctx, flagName)
+	if err != nil {
+		// Log error but don't fail the tool - treat as disabled
+		fmt.Fprintf(os.Stderr, "Feature flag check error for %q: %v\n", flagName, err)
+		return false
+	}
+
+	return enabled
+}
+
 // NewTool creates a ServerTool that retrieves ToolDependencies from context at call time.
 // This avoids creating closures at registration time, which is important for performance
 // in servers that create a new server instance per request (like the remote server).
diff --git a/pkg/github/dependencies_test.go b/pkg/github/dependencies_test.go
new file mode 100644
index 000000000..8d3d3fa4d
--- /dev/null
+++ b/pkg/github/dependencies_test.go
@@ -0,0 +1,109 @@
+package github_test
+
+import (
+	"context"
+	"errors"
+	"testing"
+
+	"github.com/github/github-mcp-server/pkg/github"
+	"github.com/github/github-mcp-server/pkg/translations"
+	"github.com/stretchr/testify/assert"
+)
+
+func TestIsFeatureEnabled_WithEnabledFlag(t *testing.T) {
+	t.Parallel()
+
+	// Create a feature checker that returns true for "test_flag"
+	checker := func(ctx context.Context, flagName string) (bool, error) {
+		return flagName == "test_flag", nil
+	}
+
+	// Create deps with the checker using NewBaseDeps
+	deps := github.NewBaseDeps(
+		nil, // client
+		nil, // gqlClient
+		nil, // rawClient
+		nil, // repoAccessCache
+		translations.NullTranslationHelper,
+		github.FeatureFlags{},
+		0,       // contentWindowSize
+		checker, // featureChecker
+	)
+
+	// Test enabled flag
+	result := deps.IsFeatureEnabled(context.Background(), "test_flag")
+	assert.True(t, result, "Expected test_flag to be enabled")
+
+	// Test disabled flag
+	result = deps.IsFeatureEnabled(context.Background(), "other_flag")
+	assert.False(t, result, "Expected other_flag to be disabled")
+}
+
+func TestIsFeatureEnabled_WithoutChecker(t *testing.T) {
+	t.Parallel()
+
+	// Create deps without feature checker (nil)
+	deps := github.NewBaseDeps(
+		nil, // client
+		nil, // gqlClient
+		nil, // rawClient
+		nil, // repoAccessCache
+		translations.NullTranslationHelper,
+		github.FeatureFlags{},
+		0,   // contentWindowSize
+		nil, // featureChecker (nil)
+	)
+
+	// Should return false when checker is nil
+	result := deps.IsFeatureEnabled(context.Background(), "any_flag")
+	assert.False(t, result, "Expected false when checker is nil")
+}
+
+func TestIsFeatureEnabled_EmptyFlagName(t *testing.T) {
+	t.Parallel()
+
+	// Create a feature checker
+	checker := func(ctx context.Context, flagName string) (bool, error) {
+		return true, nil
+	}
+
+	deps := github.NewBaseDeps(
+		nil, // client
+		nil, // gqlClient
+		nil, // rawClient
+		nil, // repoAccessCache
+		translations.NullTranslationHelper,
+		github.FeatureFlags{},
+		0,       // contentWindowSize
+		checker, // featureChecker
+	)
+
+	// Should return false for empty flag name
+	result := deps.IsFeatureEnabled(context.Background(), "")
+	assert.False(t, result, "Expected false for empty flag name")
+}
+
+func TestIsFeatureEnabled_CheckerError(t *testing.T) {
+	t.Parallel()
+
+	// Create a feature checker that returns an error
+	checker := func(ctx context.Context, flagName string) (bool, error) {
+		return false, errors.New("checker error")
+	}
+
+	deps := github.NewBaseDeps(
+		nil, // client
+		nil, // gqlClient
+		nil, // rawClient
+		nil, // repoAccessCache
+		translations.NullTranslationHelper,
+		github.FeatureFlags{},
+		0,       // contentWindowSize
+		checker, // featureChecker
+	)
+
+	// Should return false and log error (not crash)
+	result := deps.IsFeatureEnabled(context.Background(), "error_flag")
+	assert.False(t, result, "Expected false when checker returns error")
+}
+
diff --git a/pkg/github/dynamic_tools_test.go b/pkg/github/dynamic_tools_test.go
index 8d12b78c2..3fc701eb4 100644
--- a/pkg/github/dynamic_tools_test.go
+++ b/pkg/github/dynamic_tools_test.go
@@ -133,7 +133,7 @@ func TestDynamicTools_EnableToolset(t *testing.T) {
 	deps := DynamicToolDependencies{
 		Server:    server,
 		Inventory: reg,
-		ToolDeps:  NewBaseDeps(nil, nil, nil, nil, translations.NullTranslationHelper, FeatureFlags{}, 0),
+		ToolDeps:  NewBaseDeps(nil, nil, nil, nil, translations.NullTranslationHelper, FeatureFlags{}, 0, nil),
 		T:         translations.NullTranslationHelper,
 	}
 
diff --git a/pkg/github/feature_flags.go b/pkg/github/feature_flags.go
index 047042e44..04ab4e7c2 100644
--- a/pkg/github/feature_flags.go
+++ b/pkg/github/feature_flags.go
@@ -4,3 +4,7 @@ package github
 type FeatureFlags struct {
 	LockdownMode bool
 }
+
+// RemoteMCPExperimental is a long-lived feature flag for experimental remote MCP features.
+// This flag enables experimental behaviors in tools that are being tested for remote server deployment.
+const RemoteMCPExperimental = "remote_mcp_experimental"
diff --git a/pkg/github/hello.go b/pkg/github/hello.go
new file mode 100644
index 000000000..ff27ede77
--- /dev/null
+++ b/pkg/github/hello.go
@@ -0,0 +1,70 @@
+package github
+
+import (
+	"context"
+	"encoding/json"
+
+	"github.com/github/github-mcp-server/pkg/inventory"
+	"github.com/github/github-mcp-server/pkg/scopes"
+	"github.com/github/github-mcp-server/pkg/translations"
+	"github.com/github/github-mcp-server/pkg/utils"
+	"github.com/google/jsonschema-go/jsonschema"
+	"github.com/modelcontextprotocol/go-sdk/mcp"
+)
+
+// HelloWorld returns a simple greeting tool that demonstrates feature flag conditional behavior.
+// This tool is for testing and demonstration purposes only.
+func HelloWorld(t translations.TranslationHelperFunc) inventory.ServerTool {
+	return NewTool(
+		ToolsetMetadataContext, // Use existing "context" toolset
+		mcp.Tool{
+			Name:        "hello_world",
+			Description: t("TOOL_HELLO_WORLD_DESCRIPTION", "A simple greeting tool that demonstrates feature flag conditional behavior"),
+			Annotations: &mcp.ToolAnnotations{
+				Title:        t("TOOL_HELLO_WORLD_TITLE", "Hello World"),
+				ReadOnlyHint: true,
+			},
+			InputSchema: &jsonschema.Schema{
+				Type: "object",
+				Properties: map[string]*jsonschema.Schema{
+					"name": {
+						Type:        "string",
+						Description: "Name to greet (optional, defaults to 'World')",
+					},
+				},
+			},
+		},
+		[]scopes.Scope{}, // No GitHub scopes required - purely demonstrative
+		func(ctx context.Context, deps ToolDependencies, _ *mcp.CallToolRequest, args map[string]any) (*mcp.CallToolResult, any, error) {
+			// Extract name parameter (optional)
+			name := "World"
+			if nameArg, ok := args["name"].(string); ok && nameArg != "" {
+				name = nameArg
+			}
+
+			// Check feature flag to determine greeting style
+			var greeting string
+			if deps.IsFeatureEnabled(ctx, RemoteMCPExperimental) {
+				// Experimental: More enthusiastic greeting
+				greeting = "🚀 Hello, " + name + "! Welcome to the EXPERIMENTAL future of MCP! 🎉"
+			} else {
+				// Default: Simple greeting
+				greeting = "Hello, " + name + "!"
+			}
+
+			// Build response
+			response := map[string]any{
+				"greeting":          greeting,
+				"experimental_mode": deps.IsFeatureEnabled(ctx, RemoteMCPExperimental),
+				"timestamp":         "2026-01-12", // Static for demonstration
+			}
+
+			jsonBytes, err := json.Marshal(response)
+			if err != nil {
+				return utils.NewToolResultError("failed to marshal response"), nil, nil
+			}
+
+			return utils.NewToolResultText(string(jsonBytes)), nil, nil
+		},
+	)
+}
diff --git a/pkg/github/hello_test.go b/pkg/github/hello_test.go
new file mode 100644
index 000000000..d30c54e8f
--- /dev/null
+++ b/pkg/github/hello_test.go
@@ -0,0 +1,83 @@
+package github_test
+
+import (
+	"context"
+	"testing"
+
+	"github.com/github/github-mcp-server/pkg/github"
+	"github.com/github/github-mcp-server/pkg/translations"
+	"github.com/stretchr/testify/assert"
+	"github.com/stretchr/testify/require"
+)
+
+func TestHelloWorld_ToolDefinition(t *testing.T) {
+	t.Parallel()
+
+	// Create tool
+	tool := github.HelloWorld(translations.NullTranslationHelper)
+
+	// Verify tool definition
+	assert.Equal(t, "hello_world", tool.Tool.Name)
+	assert.NotEmpty(t, tool.Tool.Description)
+	assert.True(t, tool.Tool.Annotations.ReadOnlyHint, "hello_world should be read-only")
+	assert.NotNil(t, tool.Tool.InputSchema)
+	assert.NotNil(t, tool.HandlerFunc, "Tool must have a handler")
+
+	// Verify it's in the context toolset
+	assert.Equal(t, "context", string(tool.Toolset.ID))
+
+	// Verify no scopes required
+	assert.Empty(t, tool.RequiredScopes)
+
+	// Verify no feature flags set (tool itself isn't gated by flags)
+	assert.Empty(t, tool.FeatureFlagEnable)
+	assert.Empty(t, tool.FeatureFlagDisable)
+}
+
+func TestHelloWorld_IsFeatureEnabledIntegration(t *testing.T) {
+	t.Parallel()
+
+	// This test verifies that the feature flag checking mechanism works
+	// by testing deps.IsFeatureEnabled directly
+
+	// Test 1: With feature flag disabled
+	checkerDisabled := func(ctx context.Context, flagName string) (bool, error) {
+		return false, nil
+	}
+	depsDisabled := github.NewBaseDeps(
+		nil, nil, nil, nil,
+		translations.NullTranslationHelper,
+		github.FeatureFlags{},
+		0,
+		checkerDisabled,
+	)
+
+	result := depsDisabled.IsFeatureEnabled(context.Background(), github.RemoteMCPExperimental)
+	assert.False(t, result, "Feature flag should be disabled")
+
+	// Test 2: With feature flag enabled
+	checkerEnabled := func(ctx context.Context, flagName string) (bool, error) {
+		return flagName == github.RemoteMCPExperimental, nil
+	}
+	depsEnabled := github.NewBaseDeps(
+		nil, nil, nil, nil,
+		translations.NullTranslationHelper,
+		github.FeatureFlags{},
+		0,
+		checkerEnabled,
+	)
+
+	result = depsEnabled.IsFeatureEnabled(context.Background(), github.RemoteMCPExperimental)
+	assert.True(t, result, "Feature flag should be enabled")
+
+	result = depsEnabled.IsFeatureEnabled(context.Background(), "other_flag")
+	assert.False(t, result, "Other flag should be disabled")
+}
+
+func TestHelloWorld_FeatureFlagConstant(t *testing.T) {
+	t.Parallel()
+
+	// Verify the constant exists and has the expected value
+	assert.Equal(t, "remote_mcp_experimental", github.RemoteMCPExperimental)
+	require.NotEmpty(t, github.RemoteMCPExperimental, "Feature flag constant should not be empty")
+}
diff --git a/pkg/github/server_test.go b/pkg/github/server_test.go
index a59cd9a93..503ee39d0 100644
--- a/pkg/github/server_test.go
+++ b/pkg/github/server_test.go
@@ -55,6 +55,7 @@ func (s stubDeps) GetRepoAccessCache() *lockdown.RepoAccessCache { return s.repo
 func (s stubDeps) GetT() translations.TranslationHelperFunc      { return s.t }
 func (s stubDeps) GetFlags() FeatureFlags                        { return s.flags }
 func (s stubDeps) GetContentWindowSize() int                     { return s.contentWindowSize }
+func (s stubDeps) IsFeatureEnabled(_ context.Context, _ string) bool { return false }
 
 // Helper functions to create stub client functions for error testing
 func stubClientFnFromHTTP(httpClient *http.Client) func(context.Context) (*github.Client, error) {