diff --git a/pkg/cli/bootstrap_profile_actions_repo.go b/pkg/cli/bootstrap_profile_actions_repo.go
index 2b5f081c9d6..c1972c80fc9 100644
--- a/pkg/cli/bootstrap_profile_actions_repo.go
+++ b/pkg/cli/bootstrap_profile_actions_repo.go
@@ -7,12 +7,17 @@ import (
 
 	"github.com/cli/go-gh/v2/pkg/api"
 	"github.com/github/gh-aw/pkg/console"
+	"github.com/github/gh-aw/pkg/logger"
 	"github.com/github/gh-aw/pkg/repoutil"
 	"github.com/github/gh-aw/pkg/stringutil"
 )
 
+var bootstrapActionsRepoLog = logger.New("cli:bootstrap_profile_actions_repo")
+
 func runBootstrapRepoVariableAction(ctx context.Context, repo string, action repositoryPackageBootstrapAction, state *bootstrapProfileExistingState) (bool, error) {
+	bootstrapActionsRepoLog.Printf("Running repo variable action: repo=%s, name=%s", repo, action.Name)
 	if _, exists := state.variables[action.Name]; exists {
+		bootstrapActionsRepoLog.Printf("Skipping variable %s: already set on repo", action.Name)
 		return false, nil
 	}
 	value, ok, err := resolveBootstrapTextValue(bootstrapRepositoryVariableEnvName(action.Name), action.Prompt, action.Description, action.Default, action.Enum, action.Optional)
@@ -30,7 +35,9 @@ func runBootstrapRepoVariableAction(ctx context.Context, repo string, action rep
 }
 
 func runBootstrapRepoSecretAction(ctx context.Context, repo string, action repositoryPackageBootstrapAction, state *bootstrapProfileExistingState) (bool, error) {
+	bootstrapActionsRepoLog.Printf("Running repo secret action: repo=%s, name=%s", repo, action.Name)
 	if _, exists := state.secrets[action.Name]; exists {
+		bootstrapActionsRepoLog.Printf("Skipping secret %s: already set on repo", action.Name)
 		return false, nil
 	}
 	value, ok, err := resolveBootstrapSecretValue(bootstrapRepositorySecretEnvName(action.Name), action.Prompt, action.Description, action.Optional)
@@ -48,7 +55,9 @@ func runBootstrapRepoSecretAction(ctx context.Context, repo string, action repos
 }
 
 func runBootstrapCopilotAuthAction(ctx context.Context, repo string, action repositoryPackageBootstrapAction, state *bootstrapProfileExistingState, usesActionsToken bool) (bool, error) {
+	bootstrapActionsRepoLog.Printf("Running Copilot auth action: repo=%s, usesActionsToken=%v", repo, usesActionsToken)
 	if usesActionsToken {
+		bootstrapActionsRepoLog.Print("Skipping Copilot PAT setup: workflows already support Actions token auth")
 		fmt.Fprintln(os.Stderr, console.FormatInfoMessage("Skipping Copilot PAT setup because selected workflows already support GitHub Actions token auth."))
 		return false, nil
 	}
diff --git a/pkg/cli/bootstrap_profile_git.go b/pkg/cli/bootstrap_profile_git.go
index 6e057c08ecd..f0459ab4d1a 100644
--- a/pkg/cli/bootstrap_profile_git.go
+++ b/pkg/cli/bootstrap_profile_git.go
@@ -9,10 +9,15 @@ import (
 	"strings"
 
 	"github.com/github/gh-aw/pkg/console"
+	"github.com/github/gh-aw/pkg/logger"
 )
 
+var bootstrapGitLog = logger.New("cli:bootstrap_profile_git")
+
 func runBootstrapCommitAndPushAction(ctx context.Context, repoDir string, action repositoryPackageBootstrapAction) error {
+	bootstrapGitLog.Printf("Running commit-and-push action: repoDir=%q", repoDir)
 	if repoDir == "" {
+		bootstrapGitLog.Print("Rejecting commit-and-push: no local checkout directory provided")
 		return errors.New("bootstrap commit-and-push requires a local checkout directory. Example: rerun from a git checkout and then rerun gh aw add from that checkout")
 	}
 
@@ -21,6 +26,7 @@ func runBootstrapCommitAndPushAction(ctx context.Context, repoDir string, action
 		return err
 	}
 	if !pending {
+		bootstrapGitLog.Print("Skipping commit-and-push: local checkout is already clean")
 		fmt.Fprintln(os.Stderr, console.FormatInfoMessage("Skipping commit and push because the local checkout is already clean."))
 		return nil
 	}
@@ -35,10 +41,12 @@ func runBootstrapCommitAndPushAction(ctx context.Context, repoDir string, action
 	if err != nil {
 		return fmt.Errorf("failed to determine current branch for bootstrap commit-and-push: %w", err)
 	}
+	bootstrapGitLog.Printf("Pushing bootstrap changes to origin: branch=%s", branch)
 	if _, err := runBootstrapGitCommand(ctx, repoDir, "push", "-u", "origin", branch); err != nil {
 		return err
 	}
 
+	bootstrapGitLog.Print("Committed and pushed bootstrap changes successfully")
 	fmt.Fprintln(os.Stderr, console.FormatSuccessMessage("Committed and pushed bootstrap changes"))
 	return nil
 }
@@ -52,6 +60,7 @@ func bootstrapRepoHasPendingChanges(ctx context.Context, repoDir string) (bool,
 }
 
 func runBootstrapGitCommand(ctx context.Context, repoDir string, args ...string) ([]byte, error) {
+	bootstrapGitLog.Printf("Running git command in %s: git %s", repoDir, strings.Join(args, " "))
 	cmd := exec.CommandContext(ctx, "git", args...)
 	cmd.Dir = repoDir
 	output, err := cmd.CombinedOutput()
diff --git a/pkg/cli/bootstrap_profile_helpers.go b/pkg/cli/bootstrap_profile_helpers.go
index 7e329057fbd..6a9417867e0 100644
--- a/pkg/cli/bootstrap_profile_helpers.go
+++ b/pkg/cli/bootstrap_profile_helpers.go
@@ -18,12 +18,15 @@ import (
 
 	"charm.land/huh/v2"
 	"github.com/github/gh-aw/pkg/console"
+	"github.com/github/gh-aw/pkg/logger"
 	"github.com/github/gh-aw/pkg/parser"
 	"github.com/github/gh-aw/pkg/repoutil"
 	"github.com/github/gh-aw/pkg/tty"
 	"github.com/github/gh-aw/pkg/workflow"
 )
 
+var bootstrapProfileHelpersLog = logger.New("cli:bootstrap_profile_helpers")
+
 func runBootstrapRequireOwnerType(ctx context.Context, repo string, action repositoryPackageBootstrapAction) error {
 	owner, _, err := repoutil.SplitRepoSlug(repo)
 	if err != nil {
@@ -69,13 +72,16 @@ func parseBootstrapNames(output []byte) []string {
 }
 
 func resolveBootstrapTextValue(envName, title, description, defaultValue string, allowed []string, optional bool) (string, bool, error) {
+	bootstrapProfileHelpersLog.Printf("Resolving text value: env=%s, optional=%v, hasDefault=%v", envName, optional, defaultValue != "")
 	if envValue := strings.TrimSpace(os.Getenv(envName)); envValue != "" {
+		bootstrapProfileHelpersLog.Printf("Resolved %s from environment variable", envName)
 		if err := validateBootstrapEnumValue(envValue, allowed, optional); err != nil {
 			return "", false, err
 		}
 		return envValue, true, nil
 	}
 	if !tty.IsStderrTerminal() {
+		bootstrapProfileHelpersLog.Printf("Resolving %s non-interactively (stderr is not a terminal)", envName)
 		if defaultValue != "" {
 			if err := validateBootstrapEnumValue(defaultValue, allowed, optional); err != nil {
 				return "", false, err
@@ -321,6 +327,7 @@ func htmlEscape(value string) string {
 }
 
 func openBootstrapBrowser(url string) bool {
+	bootstrapProfileHelpersLog.Printf("Opening browser for bootstrap URL: goos=%s", runtime.GOOS)
 	commands := [][]string{{"gh", "browse", url}}
 	switch runtime.GOOS {
 	case "darwin":
@@ -333,12 +340,14 @@ func openBootstrapBrowser(url string) bool {
 	for _, args := range commands {
 		cmd := exec.Command(args[0], args[1:]...)
 		if err := cmd.Start(); err == nil {
+			bootstrapProfileHelpersLog.Printf("Launched browser via %q", args[0])
 			go func() {
 				_ = cmd.Wait()
 			}()
 			return true
 		}
 	}
+	bootstrapProfileHelpersLog.Print("Failed to launch a browser: no launcher command succeeded")
 	return false
 }
 
diff --git a/pkg/console/timezone.go b/pkg/console/timezone.go
index 546dd9e1e63..5765627d2d0 100644
--- a/pkg/console/timezone.go
+++ b/pkg/console/timezone.go
@@ -4,8 +4,12 @@ import (
 	"fmt"
 	"sync"
 	"time"
+
+	"github.com/github/gh-aw/pkg/logger"
 )
 
+var timezoneLog = logger.New("console:timezone")
+
 var (
 	timeLocationMu sync.RWMutex
 	timeLocation   *time.Location
@@ -13,6 +17,7 @@ var (
 
 // SetTimeLocation configures the location used when rendering time.Time values.
 func SetTimeLocation(location *time.Location) {
+	timezoneLog.Printf("Setting time location override: location=%v", location)
 	timeLocationMu.Lock()
 	defer timeLocationMu.Unlock()
 	timeLocation = location
@@ -35,6 +40,7 @@ func formatConfiguredTimeValue(timeVal time.Time) string {
 		return timeVal.Format("2006-01-02 15:04:05")
 	}
 
+	timezoneLog.Printf("Formatting time value in configured location: %v", location)
 	localTime := timeVal.In(location)
 	_, offsetSeconds := localTime.Zone()
 	return fmt.Sprintf("%s UTC%s", localTime.Format("2006-01-02 15:04:05"), formatUTCOffset(offsetSeconds))
diff --git a/pkg/workflow/compiler_yaml_line_writer.go b/pkg/workflow/compiler_yaml_line_writer.go
index 3f343260b16..7c9c55b7147 100644
--- a/pkg/workflow/compiler_yaml_line_writer.go
+++ b/pkg/workflow/compiler_yaml_line_writer.go
@@ -1,6 +1,12 @@
 package workflow
 
-import "strings"
+import (
+	"strings"
+
+	"github.com/github/gh-aw/pkg/logger"
+)
+
+var yamlLineWriterLog = logger.New("workflow:compiler_yaml_line_writer")
 
 // yamlBlockScalarState tracks whether the scanner is currently inside a YAML
 // literal (|) or folded (>) block scalar. It is used by appendYAMLLine to
@@ -39,6 +45,7 @@ func (s *yamlBlockScalarState) update(sourceLine string) bool {
 				s.bodyIndent = lineIndent
 				s.active = true
 				s.pending = false
+				yamlLineWriterLog.Printf("Entering block scalar payload: headerIndent=%d, bodyIndent=%d", s.headerIndent, s.bodyIndent)
 				return true // first payload line
 			}
 		}
@@ -46,6 +53,7 @@ func (s *yamlBlockScalarState) update(sourceLine string) bool {
 			if lineIndent < s.bodyIndent {
 				// Outdented non-blank line: we have left the block scalar.
 				s.active = false
+				yamlLineWriterLog.Printf("Leaving block scalar payload: lineIndent=%d < bodyIndent=%d", lineIndent, s.bodyIndent)
 				// Fall through to structural handling below.
 			} else {
 				return true // still inside the block scalar
@@ -58,6 +66,7 @@ func (s *yamlBlockScalarState) update(sourceLine string) bool {
 		if headerIndent, ok := blockScalarHeaderIndentForLine(trimmed); ok {
 			s.pending = true
 			s.headerIndent = headerIndent
+			yamlLineWriterLog.Printf("Detected block scalar header: headerIndent=%d", headerIndent)
 		}
 	}
 	return false