Merge branch 'master' into benvin/gc-grace-period

## Why
`master` does not compile. Three PRs that each built individually combined badly:
- #92 changed `fetchBearerToken` to return `(string, time.Duration, error)` and added `cachedBearerToken` (which hashes the challenge via `sha256Hash`).
- #94 (streaming) removed the now-unused-in-that-PR `sha256Hash` helper and its `crypto/sha256` / `encoding/hex` imports.
- #89 (HEAD) added `headUpstream`, which calls `fetchBearerToken` expecting two return values.

Result on `master`: `internal/proxy/engine.go` fails to build (`assignment mismatch: 2 variables but fetchBearerToken returns 3 values`; `undefined: sha256Hash`).

## Changes
- Re-add the `sha256Hash` helper and its `crypto/sha256` + `encoding/hex` imports.
- Fix the `headUpstream` 401 path to handle `fetchBearerToken`s three return values.

## Validation
- `go build ./...`, `go vet`, and `make e2e` all pass.

Should merge before the other in-flight branches so they rebase onto a compiling `master`.

Reviewed-on: #96
Co-authored-by: Ben Vincent <ben@unkin.net>
Co-committed-by: Ben Vincent <ben@unkin.net>

e2e/e2e_test.go

@@ -95,7 +95,7 @@ func TestMain(m *testing.M) {
 	}
 	cfg.ListenAddr = "127.0.0.1:0"
 
-	srv, err := server.New(cfg)
+	srv, err := server.New(cfg, "e2e-test")
 	if err != nil {
 		log.Fatalf("server: %v", err)
 	}

e2e/management_test.go

@@ -24,6 +24,30 @@ func TestRoot(t *testing.T) {
 	}
 }
 
+func TestRemoteUpstreamTimeouts(t *testing.T) {
+	createRemote(t, `{
+		"name": "timeout-test",
+		"package_type": "generic",
+		"base_url": "https://example.com",
+		"stale_on_error": true,
+		"upstream_dial_timeout": 3,
+		"upstream_tls_timeout": 4,
+		"upstream_response_header_timeout": 5
+	}`)
+	defer deleteRemote(t, "timeout-test")
+
+	remote := getJSON(t, apiURL("/api/v2/remotes/timeout-test"))
+	for field, want := range map[string]float64{
+		"upstream_dial_timeout":            3,
+		"upstream_tls_timeout":             4,
+		"upstream_response_header_timeout": 5,
+	} {
+		if got, _ := remote[field].(float64); got != want {
+			t.Errorf("%s: got %v, want %v", field, remote[field], want)
+		}
+	}
+}
+
 func TestRemoteCRUD(t *testing.T) {
 	createRemote(t, `{
 		"name": "test-generic",

e2e/proxy_test.go

@@ -24,6 +24,39 @@ func TestProxyBlocklist(t *testing.T) {
 	assertStatus(t, apiURL("/api/v1/remote/blocklist-test/malware.exe"), http.StatusForbidden)
 }
 
+func TestProxyHeadBlocklist(t *testing.T) {
+	createRemote(t, `{
+		"name": "head-block-test",
+		"package_type": "generic",
+		"base_url": "https://example.com",
+		"blocklist": ["\\.exe$"],
+		"stale_on_error": true
+	}`)
+	defer deleteRemote(t, "head-block-test")
+
+	req, _ := http.NewRequest(http.MethodHead, apiURL("/v2/head-block-test/malware.exe"), nil)
+	resp, err := http.DefaultClient.Do(req)
+	if err != nil {
+		t.Fatalf("HEAD: %v", err)
+	}
+	resp.Body.Close()
+	if resp.StatusCode != http.StatusForbidden {
+		t.Fatalf("HEAD blocklisted path: got %d, want 403", resp.StatusCode)
+	}
+}
+
+func TestProxyHeadUnknownRemote(t *testing.T) {
+	req, _ := http.NewRequest(http.MethodHead, apiURL("/v2/nonexistent/some/path"), nil)
+	resp, err := http.DefaultClient.Do(req)
+	if err != nil {
+		t.Fatalf("HEAD: %v", err)
+	}
+	resp.Body.Close()
+	if resp.StatusCode != http.StatusNotFound {
+		t.Fatalf("HEAD unknown remote: got %d, want 404", resp.StatusCode)
+	}
+}
+
 func TestProxyPatterns(t *testing.T) {
 	createRemote(t, `{
 		"name": "patterns-test",

internal/api/v1/proxy.go

@@ -42,7 +42,7 @@ func (h *ProxyHandler) DockerV2Routes() chi.Router {
 	r.Get("/", h.handleDockerPing)
 	r.Head("/", h.handleDockerPing)
 	r.Get("/{remoteName}/*", h.handleProxy)
-	r.Head("/{remoteName}/*", h.handleProxy)
+	r.Head("/{remoteName}/*", h.handleProxyHead)
 	return r
 }
 
@@ -89,6 +89,42 @@ func (h *ProxyHandler) handleProxy(w http.ResponseWriter, r *http.Request) {
 	io.Copy(w, result.Reader)
 }
 
+func (h *ProxyHandler) handleProxyHead(w http.ResponseWriter, r *http.Request) {
+	remoteName := chi.URLParam(r, "remoteName")
+	path := chi.URLParam(r, "*")
+
+	remote, err := h.db.GetRemote(r.Context(), remoteName)
+	if err != nil {
+		http.Error(w, fmt.Sprintf("remote %q not found", remoteName), http.StatusNotFound)
+		return
+	}
+
+	prov, err := provider.Get(remote.PackageType)
+	if err != nil {
+		http.Error(w, fmt.Sprintf("no provider for %q", remote.PackageType), http.StatusInternalServerError)
+		return
+	}
+
+	result, err := h.engine.Head(r.Context(), *remote, path, prov)
+	if err != nil {
+		var proxyErr *proxy.ProxyError
+		if errors.As(err, &proxyErr) {
+			http.Error(w, proxyErr.Message, proxyErr.Status)
+			return
+		}
+		slog.Error("proxy head failed", "remote", remoteName, "path", path, "error", err)
+		http.Error(w, "bad gateway", http.StatusBadGateway)
+		return
+	}
+
+	w.Header().Set("Content-Type", result.ContentType)
+	w.Header().Set("X-Artifact-Source", result.Source)
+	if result.Size > 0 {
+		w.Header().Set("Content-Length", fmt.Sprintf("%d", result.Size))
+	}
+	w.WriteHeader(http.StatusOK)
+}
+
 func (h *ProxyHandler) handleVirtual(w http.ResponseWriter, r *http.Request) {
 	virtualName := chi.URLParam(r, "virtualName")
 	path := chi.URLParam(r, "*")

internal/api/v2/remotes.go

@@ -69,6 +69,10 @@ func (h *RemotesHandler) create(w http.ResponseWriter, r *http.Request) {
 		http.Error(w, "base_url is required for remote repositories", http.StatusBadRequest)
 		return
 	}
+	if err := remote.ValidatePatterns(); err != nil {
+		http.Error(w, err.Error(), http.StatusBadRequest)
+		return
+	}
 	if err := h.db.CreateRemote(r.Context(), &remote); err != nil {
 		http.Error(w, err.Error(), http.StatusInternalServerError)
 		return
@@ -84,6 +88,10 @@ func (h *RemotesHandler) update(w http.ResponseWriter, r *http.Request) {
 		return
 	}
 	remote.Name = name
+	if err := remote.ValidatePatterns(); err != nil {
+		http.Error(w, err.Error(), http.StatusBadRequest)
+		return
+	}
 	if err := h.db.UpdateRemote(r.Context(), &remote); err != nil {
 		http.Error(w, err.Error(), http.StatusInternalServerError)
 		return

internal/cache/redis.go

@@ -70,6 +70,18 @@ func (r *Redis) GetETag(ctx context.Context, remote, path string) (string, error
 	return val, err
 }
 
+func (r *Redis) GetToken(ctx context.Context, key string) (string, error) {
+	val, err := r.client.Get(ctx, "token:"+key).Result()
+	if err == redis.Nil {
+		return "", nil
+	}
+	return val, err
+}
+
+func (r *Redis) SetToken(ctx context.Context, key, token string, ttl time.Duration) error {
+	return r.client.Set(ctx, "token:"+key, token, ttl).Err()
+}
+
 func (r *Redis) IncrCircuitFailure(ctx context.Context, remote string, cooldown time.Duration) (int64, error) {
 	key := fmt.Sprintf("circuit:%s", remote)
 	pipe := r.client.Pipeline()

internal/config/env.go

@@ -65,7 +65,7 @@ func Load() (*Config, error) {
 }
 
 func getenv(key, fallback string) string {
-	if v := os.Getenv(key); v != "" {
+	if v, ok := os.LookupEnv(key); ok {
 		return v
 	}
 	return fallback

internal/database/artifacts.go

@@ -4,6 +4,8 @@ import (
 	"context"
 	"time"
 
+	"github.com/jackc/pgx/v5"
+
 	"git.unkin.net/unkin/artifactapi/pkg/models"
 )
 
@@ -109,16 +111,49 @@ func (db *DB) InsertAccessLog(ctx context.Context, remoteName, path string, cach
 	return err
 }
 
-func (db *DB) FindOrphanedBlobs(ctx context.Context) ([]models.Blob, error) {
+// AccessLogEntry is one buffered access-log record.
+type AccessLogEntry struct {
+	RemoteName string
+	Path       string
+	CacheHit   bool
+	SizeBytes  int64
+	UpstreamMS int
+	ClientIP   string
+}
+
+// InsertAccessLogBatch bulk-inserts access-log rows with a single COPY.
+func (db *DB) InsertAccessLogBatch(ctx context.Context, entries []AccessLogEntry) error {
+	if len(entries) == 0 {
+		return nil
+	}
+	rows := make([][]any, len(entries))
+	for i, e := range entries {
+		rows[i] = []any{e.RemoteName, e.Path, e.CacheHit, e.SizeBytes, e.UpstreamMS, e.ClientIP}
+	}
+	_, err := db.Pool.CopyFrom(ctx,
+		pgx.Identifier{"access_log"},
+		[]string{"remote_name", "path", "cache_hit", "size_bytes", "upstream_ms", "client_ip"},
+		pgx.CopyFromRows(rows),
+	)
+	return err
+}
+
+// FindOrphanedBlobs returns blobs no longer referenced by any artifact or
+// local file, restricted to those created before now()-minAge. The age cutoff
+// is a grace period that avoids a TOCTOU race with in-flight dedup uploads,
+// which insert the blob row before the referencing artifact/local_files row.
+func (db *DB) FindOrphanedBlobs(ctx context.Context, minAge time.Duration) ([]models.Blob, error) {
+	cutoff := time.Now().Add(-minAge)
 	rows, err := db.Pool.Query(ctx, `
 		SELECT b.content_hash, b.s3_key, b.size_bytes, b.content_type, b.created_at
 		FROM blobs b
-		WHERE b.content_hash NOT IN (
+		WHERE b.created_at < $1
+		  AND b.content_hash NOT IN (
 			SELECT content_hash FROM artifacts
 			UNION
 			SELECT content_hash FROM local_files
 		)
-	`)
+	`, cutoff)
 	if err != nil {
 		return nil, err
 	}

internal/database/postgres.go

@@ -124,6 +124,9 @@ func (db *DB) migrate() error {
 		CREATE INDEX IF NOT EXISTS idx_access_log_remote_time ON access_log(remote_name, created_at);
 
 		ALTER TABLE remotes ADD COLUMN IF NOT EXISTS repo_type TEXT DEFAULT 'remote';
+		ALTER TABLE remotes ADD COLUMN IF NOT EXISTS upstream_dial_timeout INTEGER DEFAULT 0;
+		ALTER TABLE remotes ADD COLUMN IF NOT EXISTS upstream_tls_timeout INTEGER DEFAULT 0;
+		ALTER TABLE remotes ADD COLUMN IF NOT EXISTS upstream_response_header_timeout INTEGER DEFAULT 0;
 
 		CREATE TABLE IF NOT EXISTS rpm_metadata (
 			id              BIGSERIAL PRIMARY KEY,

internal/database/remotes.go

@@ -11,7 +11,9 @@ const remoteCols = `name, package_type, repo_type, base_url, description, userna
 	patterns, blocklist, mutable_patterns, immutable_patterns,
 	ban_tags_enabled, ban_tags,
 	quarantine_enabled, quarantine_days, stale_on_error,
-	releases_remote, managed_by, created_at, updated_at`
+	releases_remote, managed_by,
+	upstream_dial_timeout, upstream_tls_timeout, upstream_response_header_timeout,
+	created_at, updated_at`
 
 func scanRemote(scanner interface{ Scan(...any) error }, r *models.Remote) error {
 	return scanner.Scan(
@@ -20,7 +22,9 @@ func scanRemote(scanner interface{ Scan(...any) error }, r *models.Remote) error
 		&r.Patterns, &r.Blocklist, &r.MutablePatterns, &r.ImmutablePatterns,
 		&r.BanTagsEnabled, &r.BanTags,
 		&r.QuarantineEnabled, &r.QuarantineDays, &r.StaleOnError,
-		&r.ReleasesRemote, &r.ManagedBy, &r.CreatedAt, &r.UpdatedAt,
+		&r.ReleasesRemote, &r.ManagedBy,
+		&r.UpstreamDialTimeout, &r.UpstreamTLSTimeout, &r.UpstreamResponseHeaderTimeout,
+		&r.CreatedAt, &r.UpdatedAt,
 	)
 }
 
@@ -59,8 +63,9 @@ func (db *DB) CreateRemote(ctx context.Context, r *models.Remote) error {
 			patterns, blocklist, mutable_patterns, immutable_patterns,
 			ban_tags_enabled, ban_tags,
 			quarantine_enabled, quarantine_days, stale_on_error,
-			releases_remote, managed_by
-		) VALUES ($1,$2,$3,$4,$5,$6,$7,$8,$9,$10,$11,$12,$13,$14,$15,$16,$17,$18,$19,$20,$21)
+			releases_remote, managed_by,
+			upstream_dial_timeout, upstream_tls_timeout, upstream_response_header_timeout
+		) VALUES ($1,$2,$3,$4,$5,$6,$7,$8,$9,$10,$11,$12,$13,$14,$15,$16,$17,$18,$19,$20,$21,$22,$23,$24)
 	`,
 		r.Name, r.PackageType, r.RepoType, r.BaseURL, r.Description, r.Username, r.Password,
 		r.ImmutableTTL, r.MutableTTL, r.CheckMutable,
@@ -68,6 +73,7 @@ func (db *DB) CreateRemote(ctx context.Context, r *models.Remote) error {
 		r.BanTagsEnabled, r.BanTags,
 		r.QuarantineEnabled, r.QuarantineDays, r.StaleOnError,
 		r.ReleasesRemote, r.ManagedBy,
+		r.UpstreamDialTimeout, r.UpstreamTLSTimeout, r.UpstreamResponseHeaderTimeout,
 	)
 	return err
 }
@@ -80,7 +86,9 @@ func (db *DB) UpdateRemote(ctx context.Context, r *models.Remote) error {
 			patterns=$11, blocklist=$12, mutable_patterns=$13, immutable_patterns=$14,
 			ban_tags_enabled=$15, ban_tags=$16,
 			quarantine_enabled=$17, quarantine_days=$18, stale_on_error=$19,
-			releases_remote=$20, managed_by=$21, updated_at=NOW()
+			releases_remote=$20, managed_by=$21,
+			upstream_dial_timeout=$22, upstream_tls_timeout=$23, upstream_response_header_timeout=$24,
+			updated_at=NOW()
 		WHERE name=$1
 	`,
 		r.Name, r.PackageType, r.RepoType, r.BaseURL, r.Description, r.Username, r.Password,
@@ -89,6 +97,7 @@ func (db *DB) UpdateRemote(ctx context.Context, r *models.Remote) error {
 		r.BanTagsEnabled, r.BanTags,
 		r.QuarantineEnabled, r.QuarantineDays, r.StaleOnError,
 		r.ReleasesRemote, r.ManagedBy,
+		r.UpstreamDialTimeout, r.UpstreamTLSTimeout, r.UpstreamResponseHeaderTimeout,
 	)
 	return err
 }

internal/gc/gc.go

@@ -9,6 +9,11 @@ import (
 	"git.unkin.net/unkin/artifactapi/internal/storage"
 )
 
+// blobGracePeriod is how old an orphaned blob must be before GC will delete
+// it. This avoids racing in-flight dedup uploads that insert the blob row
+// before the referencing artifact/local_files row exists.
+const blobGracePeriod = 1 * time.Hour
+
 type Collector struct {
 	db       *database.DB
 	store    *storage.S3
@@ -38,7 +43,7 @@ func (c *Collector) Run(ctx context.Context) {
 func (c *Collector) sweep(ctx context.Context) {
 	start := time.Now()
 
-	orphaned, err := c.db.FindOrphanedBlobs(ctx)
+	orphaned, err := c.db.FindOrphanedBlobs(ctx, blobGracePeriod)
 	if err != nil {
 		slog.Error("gc: find orphaned blobs", "error", err)
 		return

internal/proxy/classifier.go

@@ -2,6 +2,7 @@ package proxy
 
 import (
 	"regexp"
+	"sync"
 
 	"git.unkin.net/unkin/artifactapi/internal/provider"
 	"git.unkin.net/unkin/artifactapi/pkg/models"
@@ -60,10 +61,29 @@ func (c *Classifier) Classify(remote models.Remote, path string) Classification
 	return ClassImmutable
 }
 
+// patternCache memoises regex compilation. Classify runs on every proxied
+// request and previously recompiled each remote's pattern lists every time;
+// keying by the pattern string lets each distinct pattern compile once and
+// then be reused, with no invalidation needed (the pattern text is the key).
+// A pattern that fails to compile is cached as a typed nil so we don't retry.
+var patternCache sync.Map // map[string]*regexp.Regexp
+
+func compileCached(pattern string) *regexp.Regexp {
+	if v, ok := patternCache.Load(pattern); ok {
+		return v.(*regexp.Regexp)
+	}
+	re, err := regexp.Compile(pattern)
+	if err != nil {
+		re = nil
+	}
+	patternCache.Store(pattern, re)
+	return re
+}
+
 func compilePatterns(patterns []string) []*regexp.Regexp {
 	compiled := make([]*regexp.Regexp, 0, len(patterns))
 	for _, p := range patterns {
-		if re, err := regexp.Compile(p); err == nil {
+		if re := compileCached(p); re != nil {
 			compiled = append(compiled, re)
 		}
 	}

internal/proxy/engine.go

@@ -5,6 +5,7 @@ import (
 	"crypto/sha256"
 	"encoding/hex"
 	"encoding/json"
+	"errors"
 	"fmt"
 	"io"
 	"log/slog"
@@ -21,19 +22,63 @@ import (
 
 const fetchLockTTL = 30 * time.Second
 
+const (
+	accessLogBufferSize = 4096
+	accessLogBatchSize  = 128
+	accessLogFlushEvery = 2 * time.Second
+)
+
 type Engine struct {
-	db    *database.DB
-	cache *cache.Redis
-	store *storage.S3
-	cas   *storage.CAS
+	db        *database.DB
+	cache     *cache.Redis
+	store     *storage.S3
+	cas       *storage.CAS
+	accessLog chan database.AccessLogEntry
 }
 
 func NewEngine(db *database.DB, c *cache.Redis, s *storage.S3) *Engine {
-	return &Engine{
-		db:    db,
-		cache: c,
-		store: s,
-		cas:   storage.NewCAS(s),
+	e := &Engine{
+		db:        db,
+		cache:     c,
+		store:     s,
+		cas:       storage.NewCAS(s),
+		accessLog: make(chan database.AccessLogEntry, accessLogBufferSize),
+	}
+	go e.runAccessLogWriter()
+	return e
+}
+
+// runAccessLogWriter drains the access-log channel and writes rows in batches,
+// replacing a goroutine-per-request insert. It runs for the process lifetime;
+// access logs are best-effort telemetry, so a small tail may be lost on abrupt
+// shutdown.
+func (e *Engine) runAccessLogWriter() {
+	ticker := time.NewTicker(accessLogFlushEvery)
+	defer ticker.Stop()
+
+	batch := make([]database.AccessLogEntry, 0, accessLogBatchSize)
+	flush := func() {
+		if len(batch) == 0 {
+			return
+		}
+		ctx, cancel := context.WithTimeout(context.Background(), 5*time.Second)
+		if err := e.db.InsertAccessLogBatch(ctx, batch); err != nil {
+			slog.Warn("access log batch insert failed", "error", err, "count", len(batch))
+		}
+		cancel()
+		batch = batch[:0]
+	}
+
+	for {
+		select {
+		case entry := <-e.accessLog:
+			batch = append(batch, entry)
+			if len(batch) >= accessLogBatchSize {
+				flush()
+			}
+		case <-ticker.C:
+			flush()
+		}
 	}
 }
 
@@ -63,7 +108,7 @@ func (e *Engine) Fetch(ctx context.Context, remote models.Remote, path string, p
 		result, err := e.serveFromStore(ctx, remote, path)
 		if err == nil {
 			result.Source = "cache"
-			go e.logAccess(remote.Name, path, true, result.Size, 0)
+			e.logAccess(remote.Name, path, true, result.Size, 0)
 			return result, nil
 		}
 		slog.Warn("cache hit but S3 miss, re-fetching", "remote", remote.Name, "path", path)
@@ -75,11 +120,12 @@ func (e *Engine) Fetch(ctx context.Context, remote models.Remote, path string, p
 	}
 
 	if !locked {
-		time.Sleep(500 * time.Millisecond)
-		result, err := e.serveFromStore(ctx, remote, path)
-		if err == nil {
+		// Another request holds the fetch lock. Poll the store until the leader
+		// populates it rather than immediately racing to fetch upstream too; a
+		// cold-cache stampede otherwise hits upstream once per waiter.
+		if result := e.waitForStore(ctx, remote, path); result != nil {
 			result.Source = "cache"
-			go e.logAccess(remote.Name, path, true, result.Size, 0)
+			e.logAccess(remote.Name, path, true, result.Size, 0)
 			return result, nil
 		}
 	}
@@ -98,7 +144,7 @@ func (e *Engine) Fetch(ctx context.Context, remote models.Remote, path string, p
 				result, err := e.serveFromStore(ctx, remote, path)
 				if err == nil {
 					result.Source = "cache"
-					go e.logAccess(remote.Name, path, true, result.Size, 0)
+					e.logAccess(remote.Name, path, true, result.Size, 0)
 					return result, nil
 				}
 			}
@@ -120,17 +166,98 @@ func (e *Engine) Fetch(ctx context.Context, remote models.Remote, path string, p
 			if serr == nil {
 				slog.Warn("serving stale on upstream error", "remote", remote.Name, "path", path, "error", err)
 				stale.Source = "cache"
-				go e.logAccess(remote.Name, path, true, stale.Size, 0)
+				e.logAccess(remote.Name, path, true, stale.Size, 0)
 				return stale, nil
 			}
 		}
 		return nil, err
 	}
 
-	go e.logAccess(remote.Name, path, false, result.Size, upstreamMS)
+	e.logAccess(remote.Name, path, false, result.Size, upstreamMS)
 	return result, nil
 }
 
+// HeadResult carries artifact metadata for a HEAD request. There is no body.
+type HeadResult struct {
+	ContentType string
+	Size        int64
+	Source      string // "cache" or "remote"
+}
+
+// Head resolves artifact metadata without fetching or streaming the body.
+// Cached artifacts/indexes are answered from the store metadata; on a miss it
+// issues an upstream HEAD. It never downloads or caches the body.
+func (e *Engine) Head(ctx context.Context, remote models.Remote, path string, prov provider.Provider) (*HeadResult, error) {
+	class := NewClassifier(prov).Classify(remote, path)
+	if class == ClassDenied {
+		return nil, &ProxyError{Status: http.StatusForbidden, Message: "access denied"}
+	}
+
+	if artifact, err := e.db.GetArtifact(ctx, remote.Name, path); err == nil && artifact != nil {
+		return &HeadResult{ContentType: artifact.ContentType, Size: artifact.SizeBytes, Source: "cache"}, nil
+	}
+	if info, err := e.store.Stat(ctx, storage.IndexKey(remote.Name, path)); err == nil {
+		return &HeadResult{ContentType: info.ContentType, Size: info.Size, Source: "cache"}, nil
+	}
+
+	return e.headUpstream(ctx, remote, path, prov)
+}
+
+func (e *Engine) headUpstream(ctx context.Context, remote models.Remote, path string, prov provider.Provider) (*HeadResult, error) {
+	url := prov.UpstreamURL(remote, path)
+
+	authHeaders, err := prov.AuthHeaders(ctx, remote)
+	if err != nil {
+		return nil, fmt.Errorf("auth headers: %w", err)
+	}
+
+	doHead := func(extra http.Header) (*http.Response, error) {
+		req, err := http.NewRequestWithContext(ctx, http.MethodHead, url, nil)
+		if err != nil {
+			return nil, fmt.Errorf("create request: %w", err)
+		}
+		for k, vv := range authHeaders {
+			for _, v := range vv {
+				req.Header.Add(k, v)
+			}
+		}
+		for k, vv := range extra {
+			for _, v := range vv {
+				req.Header.Set(k, v)
+			}
+		}
+		return http.DefaultClient.Do(req)
+	}
+
+	resp, err := doHead(nil)
+	if err != nil {
+		return nil, &UpstreamError{Err: err}
+	}
+	if resp.StatusCode == http.StatusUnauthorized {
+		resp.Body.Close()
+		token, _, terr := fetchBearerToken(ctx, resp.Header.Get("Www-Authenticate"), remote)
+		if terr == nil && token != "" {
+			resp, err = doHead(http.Header{"Authorization": []string{"Bearer " + token}})
+			if err != nil {
+				return nil, &UpstreamError{Err: err}
+			}
+		} else {
+			return nil, &ProxyError{Status: http.StatusUnauthorized, Message: "upstream returned 401"}
+		}
+	}
+	resp.Body.Close()
+
+	if resp.StatusCode != http.StatusOK {
+		return nil, &ProxyError{Status: resp.StatusCode, Message: fmt.Sprintf("upstream returned %d", resp.StatusCode)}
+	}
+
+	contentType := prov.ContentType(path)
+	if ct := resp.Header.Get("Content-Type"); ct != "" {
+		contentType = ct
+	}
+	return &HeadResult{ContentType: contentType, Size: resp.ContentLength, Source: "remote"}, nil
+}
+
 func (e *Engine) fetchFromUpstream(ctx context.Context, remote models.Remote, path string, prov provider.Provider, class Classification, ttl time.Duration, clientHeaders http.Header) (*FetchResult, error) {
 	url := prov.UpstreamURL(remote, path)
 
@@ -154,14 +281,14 @@ func (e *Engine) fetchFromUpstream(ctx context.Context, remote models.Remote, pa
 		}
 	}
 
-	resp, err := http.DefaultClient.Do(req)
+	resp, err := clientForRemote(remote).Do(req)
 	if err != nil {
 		return nil, &UpstreamError{Err: err}
 	}
 
 	if resp.StatusCode == http.StatusUnauthorized {
 		resp.Body.Close()
-		token, err := fetchBearerToken(ctx, resp.Header.Get("Www-Authenticate"), remote)
+		token, err := e.cachedBearerToken(ctx, resp.Header.Get("Www-Authenticate"), remote)
 		if err == nil && token != "" {
 			req2, _ := http.NewRequestWithContext(ctx, http.MethodGet, url, nil)
 			req2.Header.Set("Authorization", "Bearer "+token)
@@ -170,7 +297,7 @@ func (e *Engine) fetchFromUpstream(ctx context.Context, remote models.Remote, pa
 					req2.Header.Set("Accept", accept)
 				}
 			}
-			resp, err = http.DefaultClient.Do(req2)
+			resp, err = clientForRemote(remote).Do(req2)
 			if err != nil {
 				return nil, &UpstreamError{Err: err}
 			}
@@ -184,83 +311,108 @@ func (e *Engine) fetchFromUpstream(ctx context.Context, remote models.Remote, pa
 		return nil, &ProxyError{Status: resp.StatusCode, Message: fmt.Sprintf("upstream returned %d", resp.StatusCode)}
 	}
 
-	body, err := io.ReadAll(resp.Body)
-	resp.Body.Close()
-	if err != nil {
-		return nil, fmt.Errorf("read upstream body: %w", err)
-	}
-
-	rewritten, err := prov.RewriteResponse(body, remote, "")
-	if err != nil {
-		return nil, fmt.Errorf("rewrite response: %w", err)
-	}
-	if rewritten != nil {
-		body = rewritten
-	}
-
 	contentType := prov.ContentType(path)
 	if ct := resp.Header.Get("Content-Type"); ct != "" {
 		contentType = ct
 	}
 
+	// Mutable indexes are small and may be rewritten, so buffer them in memory.
 	if class == ClassMutable {
+		body, err := io.ReadAll(resp.Body)
+		resp.Body.Close()
+		if err != nil {
+			return nil, fmt.Errorf("read upstream body: %w", err)
+		}
+
+		rewritten, err := prov.RewriteResponse(body, remote, "")
+		if err != nil {
+			return nil, fmt.Errorf("rewrite response: %w", err)
+		}
+		if rewritten != nil {
+			body = rewritten
+		}
+
 		s3Key := storage.IndexKey(remote.Name, path)
 		if err := e.store.Upload(ctx, s3Key, bytesReader(body), int64(len(body)), contentType); err != nil {
 			return nil, fmt.Errorf("upload index: %w", err)
 		}
 
-		etag := resp.Header.Get("ETag")
-		_ = e.cache.SetTTL(ctx, remote.Name, path, ttl)
-		if etag != "" {
-			_ = e.cache.SetETag(ctx, remote.Name, path, etag, ttl)
-		}
-	} else {
-		hash := sha256Hash(body)
-		s3Key := storage.BlobKey(hash)
-
-		exists, _ := e.store.Exists(ctx, s3Key)
-		if !exists {
-			if err := e.store.Upload(ctx, s3Key, bytesReader(body), int64(len(body)), contentType); err != nil {
-				return nil, fmt.Errorf("upload blob: %w", err)
-			}
-		}
-
-		contentHash := fmt.Sprintf("sha256:%s", hash)
-		if err := e.db.UpsertBlob(ctx, contentHash, s3Key, int64(len(body)), contentType); err != nil {
-			slog.Warn("upsert blob failed", "error", err)
-		}
-		if err := e.db.UpsertArtifact(ctx, remote.Name, path, contentHash, resp.Header.Get("ETag")); err != nil {
-			slog.Warn("upsert artifact failed", "error", err)
-		}
-
 		_ = e.cache.SetTTL(ctx, remote.Name, path, ttl)
 		if etag := resp.Header.Get("ETag"); etag != "" {
 			_ = e.cache.SetETag(ctx, remote.Name, path, etag, ttl)
 		}
+
+		return &FetchResult{
+			Reader:      io.NopCloser(bytesReader(body)),
+			ContentType: contentType,
+			Size:        int64(len(body)),
+			Source:      "remote",
+		}, nil
 	}
 
+	// Immutable blobs are streamed through the content-addressable store
+	// (tempfile -> sha256 -> S3) so arbitrarily large artifacts never sit
+	// fully in memory. Immutable content is never rewritten in the proxy path.
+	casResult, err := e.cas.Store(ctx, resp.Body, contentType)
+	resp.Body.Close()
+	if err != nil {
+		return nil, fmt.Errorf("store blob: %w", err)
+	}
+
+	if err := e.db.UpsertBlob(ctx, casResult.ContentHash, casResult.S3Key, casResult.SizeBytes, contentType); err != nil {
+		slog.Warn("upsert blob failed", "error", err)
+	}
+	if err := e.db.UpsertArtifact(ctx, remote.Name, path, casResult.ContentHash, resp.Header.Get("ETag")); err != nil {
+		slog.Warn("upsert artifact failed", "error", err)
+	}
+
+	_ = e.cache.SetTTL(ctx, remote.Name, path, ttl)
+	if etag := resp.Header.Get("ETag"); etag != "" {
+		_ = e.cache.SetETag(ctx, remote.Name, path, etag, ttl)
+	}
+
+	reader, info, err := e.store.Download(ctx, casResult.S3Key)
+	if err != nil {
+		return nil, fmt.Errorf("serve stored blob: %w", err)
+	}
 	return &FetchResult{
-		Reader:      io.NopCloser(bytesReader(body)),
-		ContentType: contentType,
-		Size:        int64(len(body)),
+		Reader:      reader,
+		ContentType: info.ContentType,
+		Size:        casResult.SizeBytes,
 		Source:      "remote",
 	}, nil
 }
 
+// waitForStore polls the store for an artifact populated by the request that
+// holds the fetch lock, returning it once available or nil if it does not
+// appear within the wait budget (after which the caller fetches upstream
+// itself). It stops early if the request context is cancelled.
+func (e *Engine) waitForStore(ctx context.Context, remote models.Remote, path string) *FetchResult {
+	const (
+		pollInterval = 100 * time.Millisecond
+		maxWait      = 5 * time.Second
+	)
+	deadline := time.Now().Add(maxWait)
+	for {
+		if result, err := e.serveFromStore(ctx, remote, path); err == nil {
+			return result
+		}
+		if time.Now().After(deadline) {
+			return nil
+		}
+		select {
+		case <-ctx.Done():
+			return nil
+		case <-time.After(pollInterval):
+		}
+	}
+}
+
 func (e *Engine) serveFromStore(ctx context.Context, remote models.Remote, path string) (*FetchResult, error) {
 	artifact, err := e.db.GetArtifact(ctx, remote.Name, path)
 	if err == nil && artifact != nil {
-		reader, info, err := e.store.Download(ctx, artifact.ContentHash[len("sha256:"):])
-		if err == nil {
-			_ = e.db.TouchArtifactAccess(ctx, remote.Name, path)
-			return &FetchResult{
-				Reader:      reader,
-				ContentType: info.ContentType,
-				Size:        info.Size,
-			}, nil
-		}
 		s3Key := storage.BlobKey(artifact.ContentHash[len("sha256:"):])
-		reader, info, err = e.store.Download(ctx, s3Key)
+		reader, info, err := e.store.Download(ctx, s3Key)
 		if err == nil {
 			_ = e.db.TouchArtifactAccess(ctx, remote.Name, path)
 			return &FetchResult{
@@ -302,7 +454,7 @@ func (e *Engine) checkUpstream(ctx context.Context, remote models.Remote, path,
 		}
 	}
 
-	resp, err := http.DefaultClient.Do(req)
+	resp, err := clientForRemote(remote).Do(req)
 	if err != nil {
 		return false, &UpstreamError{Err: err}
 	}
@@ -323,15 +475,20 @@ func (e *Engine) ttlFor(remote models.Remote, class Classification) time.Duratio
 	}
 }
 
+// logAccess enqueues an access-log entry for the batch writer. It never blocks
+// the request path: if the buffer is full the entry is dropped.
 func (e *Engine) logAccess(remoteName, path string, cacheHit bool, size int64, upstreamMS int) {
-	ctx, cancel := context.WithTimeout(context.Background(), 5*time.Second)
-	defer cancel()
-	_ = e.db.InsertAccessLog(ctx, remoteName, path, cacheHit, size, upstreamMS, "")
-}
-
-func sha256Hash(data []byte) string {
-	h := sha256.Sum256(data)
-	return hex.EncodeToString(h[:])
+	select {
+	case e.accessLog <- database.AccessLogEntry{
+		RemoteName: remoteName,
+		Path:       path,
+		CacheHit:   cacheHit,
+		SizeBytes:  size,
+		UpstreamMS: upstreamMS,
+	}:
+	default:
+		slog.Warn("access log buffer full, dropping entry", "remote", remoteName, "path", path)
+	}
 }
 
 func bytesReader(data []byte) io.Reader {
@@ -351,9 +508,46 @@ func (r readerAt) ReadAt(p []byte, off int64) (n int, err error) {
 	return
 }
 
-func fetchBearerToken(ctx context.Context, wwwAuth string, remote models.Remote) (string, error) {
+// bearerTokenTTLDefault/Margin bound how long a token is cached: the default
+// is used when the token endpoint omits expires_in, and the margin is
+// subtracted so a cached token is refreshed slightly before it actually expires.
+const (
+	bearerTokenTTLDefault = 60 * time.Second
+	bearerTokenTTLMargin  = 10 * time.Second
+)
+
+func sha256Hash(data []byte) string {
+	h := sha256.Sum256(data)
+	return hex.EncodeToString(h[:])
+}
+
+// cachedBearerToken returns a bearer token for the given challenge, reusing a
+// Redis-cached token for the same remote+challenge while it is still valid.
+func (e *Engine) cachedBearerToken(ctx context.Context, wwwAuth string, remote models.Remote) (string, error) {
+	key := remote.Name + ":" + sha256Hash([]byte(wwwAuth))
+	if tok, err := e.cache.GetToken(ctx, key); err == nil && tok != "" {
+		return tok, nil
+	}
+
+	tok, ttl, err := fetchBearerToken(ctx, wwwAuth, remote)
+	if err != nil {
+		return "", err
+	}
+	if tok != "" {
+		if ttl <= 0 {
+			ttl = bearerTokenTTLDefault
+		}
+		if ttl > bearerTokenTTLMargin {
+			ttl -= bearerTokenTTLMargin
+		}
+		_ = e.cache.SetToken(ctx, key, tok, ttl)
+	}
+	return tok, nil
+}
+
+func fetchBearerToken(ctx context.Context, wwwAuth string, remote models.Remote) (string, time.Duration, error) {
 	if !strings.HasPrefix(wwwAuth, "Bearer ") {
-		return "", fmt.Errorf("not a Bearer challenge")
+		return "", 0, fmt.Errorf("not a Bearer challenge")
 	}
 
 	params := map[string]string{}
@@ -370,7 +564,7 @@ func fetchBearerToken(ctx context.Context, wwwAuth string, remote models.Remote)
 
 	realm := params["realm"]
 	if realm == "" {
-		return "", fmt.Errorf("no realm in Bearer challenge")
+		return "", 0, fmt.Errorf("no realm in Bearer challenge")
 	}
 
 	tokenURL := realm
@@ -385,35 +579,37 @@ func fetchBearerToken(ctx context.Context, wwwAuth string, remote models.Remote)
 
 	req, err := http.NewRequestWithContext(ctx, http.MethodGet, tokenURL, nil)
 	if err != nil {
-		return "", err
+		return "", 0, err
 	}
 
 	if remote.Username != "" && remote.Password != "" {
 		req.SetBasicAuth(remote.Username, remote.Password)
 	}
 
-	resp, err := http.DefaultClient.Do(req)
+	resp, err := clientForRemote(remote).Do(req)
 	if err != nil {
-		return "", err
+		return "", 0, err
 	}
 	defer resp.Body.Close()
 
 	if resp.StatusCode != http.StatusOK {
-		return "", fmt.Errorf("token endpoint returned %d", resp.StatusCode)
+		return "", 0, fmt.Errorf("token endpoint returned %d", resp.StatusCode)
 	}
 
 	var tokenResp struct {
 		Token       string `json:"token"`
 		AccessToken string `json:"access_token"`
+		ExpiresIn   int    `json:"expires_in"`
 	}
 	if err := json.NewDecoder(resp.Body).Decode(&tokenResp); err != nil {
-		return "", err
+		return "", 0, err
 	}
 
+	ttl := time.Duration(tokenResp.ExpiresIn) * time.Second
 	if tokenResp.Token != "" {
-		return tokenResp.Token, nil
+		return tokenResp.Token, ttl, nil
 	}
-	return tokenResp.AccessToken, nil
+	return tokenResp.AccessToken, ttl, nil
 }
 
 type ProxyError struct {
@@ -431,8 +627,6 @@ func (e *UpstreamError) Error() string { return fmt.Sprintf("upstream error: %v"
 func (e *UpstreamError) Unwrap() error { return e.Err }
 
 func isNetworkError(err error) bool {
-	if _, ok := err.(*UpstreamError); ok {
-		return true
-	}
-	return false
+	var ue *UpstreamError
+	return errors.As(err, &ue)
 }

internal/proxy/httpclient.go

@@ -0,0 +1,83 @@
+package proxy
+
+import (
+	"net"
+	"net/http"
+	"sync"
+	"time"
+
+	"git.unkin.net/unkin/artifactapi/pkg/models"
+)
+
+// Default upstream timeouts. A remote may override any of these; a zero
+// override falls back to the default here. There is deliberately no overall
+// Client.Timeout: the proxy streams arbitrarily large artifacts and total time
+// is bounded by the request context instead. We only constrain the phases that
+// must never hang — connect, TLS handshake, and time-to-first-response-header —
+// so a slow or wedged upstream cannot pin a goroutine and connection.
+const (
+	defaultDialTimeout           = 10 * time.Second
+	defaultTLSTimeout            = 10 * time.Second
+	defaultResponseHeaderTimeout = 30 * time.Second
+)
+
+type clientKey struct {
+	dial       time.Duration
+	tls        time.Duration
+	respHeader time.Duration
+}
+
+var (
+	clientCacheMu sync.Mutex
+	clientCache   = map[clientKey]*http.Client{}
+)
+
+// upstreamClientFor returns an HTTP client configured with the given timeouts,
+// reusing a cached client (and its connection pool) for identical timeout sets.
+// Zero values fall back to the defaults.
+func upstreamClientFor(dial, tls, respHeader time.Duration) *http.Client {
+	if dial <= 0 {
+		dial = defaultDialTimeout
+	}
+	if tls <= 0 {
+		tls = defaultTLSTimeout
+	}
+	if respHeader <= 0 {
+		respHeader = defaultResponseHeaderTimeout
+	}
+	key := clientKey{dial: dial, tls: tls, respHeader: respHeader}
+
+	clientCacheMu.Lock()
+	defer clientCacheMu.Unlock()
+	if c, ok := clientCache[key]; ok {
+		return c
+	}
+
+	c := &http.Client{
+		Transport: &http.Transport{
+			Proxy: http.ProxyFromEnvironment,
+			DialContext: (&net.Dialer{
+				Timeout:   dial,
+				KeepAlive: 30 * time.Second,
+			}).DialContext,
+			MaxIdleConns:          100,
+			MaxIdleConnsPerHost:   10,
+			IdleConnTimeout:       90 * time.Second,
+			TLSHandshakeTimeout:   tls,
+			ExpectContinueTimeout: 1 * time.Second,
+			ResponseHeaderTimeout: respHeader,
+		},
+	}
+	clientCache[key] = c
+	return c
+}
+
+// clientForRemote returns the upstream client for a remote, applying its
+// per-remote timeout overrides (in seconds) on top of the defaults.
+func clientForRemote(remote models.Remote) *http.Client {
+	return upstreamClientFor(
+		time.Duration(remote.UpstreamDialTimeout)*time.Second,
+		time.Duration(remote.UpstreamTLSTimeout)*time.Second,
+		time.Duration(remote.UpstreamResponseHeaderTimeout)*time.Second,
+	)
+}

pkg/models/remote.go

@@ -2,6 +2,7 @@ package models
 
 import (
 	"fmt"
+	"regexp"
 	"time"
 )
 
@@ -46,6 +47,11 @@ type Remote struct {
 	MutableTTL   int  `json:"mutable_ttl"`
 	CheckMutable bool `json:"check_mutable"`
 
+	// Upstream HTTP timeouts in seconds. 0 means use the server default.
+	UpstreamDialTimeout           int `json:"upstream_dial_timeout,omitempty"`
+	UpstreamTLSTimeout            int `json:"upstream_tls_timeout,omitempty"`
+	UpstreamResponseHeaderTimeout int `json:"upstream_response_header_timeout,omitempty"`
+
 	Patterns          []string `json:"patterns,omitempty"`
 	Blocklist         []string `json:"blocklist,omitempty"`
 	MutablePatterns   []string `json:"mutable_patterns,omitempty"`
@@ -66,6 +72,30 @@ type Remote struct {
 	UpdatedAt time.Time `json:"updated_at"`
 }
 
+// ValidatePatterns ensures every configured regex compiles. Storing an
+// invalid pattern would otherwise be silently dropped at match time, which
+// for the blocklist is a fail-open: a mistyped deny rule becomes a no-op.
+func (r *Remote) ValidatePatterns() error {
+	groups := []struct {
+		field    string
+		patterns []string
+	}{
+		{"patterns", r.Patterns},
+		{"blocklist", r.Blocklist},
+		{"mutable_patterns", r.MutablePatterns},
+		{"immutable_patterns", r.ImmutablePatterns},
+		{"ban_tags", r.BanTags},
+	}
+	for _, g := range groups {
+		for _, p := range g.patterns {
+			if _, err := regexp.Compile(p); err != nil {
+				return fmt.Errorf("invalid regex in %s: %q: %w", g.field, p, err)
+			}
+		}
+	}
+	return nil
+}
+
 type RemoteWithStats struct {
 	Remote
 	Stats RemoteStats `json:"stats"`

pkg/models/remote_test.go

@@ -0,0 +1,19 @@
+package models
+
+import "testing"
+
+func TestRemote_ValidatePatterns(t *testing.T) {
+	valid := &Remote{
+		Patterns:          []string{`.*\.tar\.gz$`},
+		Blocklist:         []string{`^secret/`},
+		ImmutablePatterns: []string{`\.rpm$`},
+	}
+	if err := valid.ValidatePatterns(); err != nil {
+		t.Fatalf("expected valid patterns, got %v", err)
+	}
+
+	bad := &Remote{Blocklist: []string{`[unterminated`}}
+	if err := bad.ValidatePatterns(); err == nil {
+		t.Fatal("expected error for invalid blocklist regex, got nil")
+	}
+}