refactor(client): wrap all external requests in retry transport

.env.sample

@@ -3,6 +3,7 @@ ZARINHUB_API_PASSWORD=
 ZARINHUB_AUTH_ENDPOINT=https://zarin-hub.com/api/v5/Authentication/GetToken
 ZARINHUB_ENDPOINT=https://zarin-hub.com/api/v5/KYC/CardToIban
 ZARINHUB_TIMEOUT=5s
+ZARINHUB_RETRIES=2
 
 DATABASE_PATH=./card-to-iban.db
 SERVER_ADDR=127.0.0.1:8080

backend/cmd/api/config.go

@@ -3,6 +3,7 @@ package main
 import (
 	"fmt"
 	"os"
+	"strconv"
 	"strings"
 	"time"
 )
@@ -15,6 +16,7 @@ type config struct {
 	ZarinHubUsername     string
 	ZarinHubPassword     string
 	ZarinHubTimeout      time.Duration
+	ZarinHubRetries      int
 	DatabasePath         string
 }
 
@@ -44,6 +46,18 @@ func readConfig(getenv func(string) string) (config, error) {
 		)
 	}
 
+	retriesText := valueOrDefault(
+		getenv("ZARINHUB_RETRIES"),
+		"2",
+	)
+
+	retries, err := strconv.Atoi(retriesText)
+	if err != nil || retries < 0 {
+		return config{}, fmt.Errorf(
+			"ZARINHUB_RETRIES must be a non-negative integer",
+		)
+	}
+
 	return config{
 		ServerAddr: valueOrDefault(
 			getenv("SERVER_ADDR"),
@@ -64,6 +78,7 @@ func readConfig(getenv func(string) string) (config, error) {
 		ZarinHubUsername: username,
 		ZarinHubPassword: password,
 		ZarinHubTimeout:  timeout,
+		ZarinHubRetries: retries,
 		DatabasePath: valueOrDefault(
 			getenv("DATABASE_PATH"),
 			"./card-to-iban.db",

backend/cmd/api/config_test.go

@@ -31,6 +31,9 @@ func TestReadConfigUsesDefaults(t *testing.T) {
 	if config.ZarinHubTimeout != 5*time.Second {
 		t.Errorf("ZarinHubTimeout = %v", config.ZarinHubTimeout)
 	}
+	if config.ZarinHubRetries != 2 {
+		t.Errorf("ZarinHubRetries = %d, want 2", config.ZarinHubRetries)
+	}
 	if config.DatabasePath != "./card-to-iban.db" {
 		t.Errorf("DatabasePath = %q", config.DatabasePath)
 	}
@@ -70,3 +73,22 @@ func TestReadConfigRejectsInvalidTimeout(t *testing.T) {
 		t.Fatalf("readConfig() error = %v, want timeout error", err)
 	}
 }
+
+func TestReadConfigRejectsInvalidRetries(t *testing.T) {
+	testCases := []string{"-1", "invalid", "2.5"}
+
+	for _, tc := range testCases {
+		values := map[string]string{
+			"ZARINHUB_API_USERNAME": "test-username",
+			"ZARINHUB_API_PASSWORD": "test-password",
+			"ZARINHUB_RETRIES":      tc,
+		}
+
+		_, err := readConfig(func(key string) string {
+			return values[key]
+		})
+		if err == nil || !strings.Contains(err.Error(), "ZARINHUB_RETRIES") {
+			t.Errorf("retries=%q: want error mentioning ZARINHUB_RETRIES, got %v", tc, err)
+		}
+	}
+}

backend/cmd/api/main.go

@@ -38,7 +38,11 @@ func run(logger *slog.Logger) error {
 		return fmt.Errorf("load configuration: %w", err)
 	}
 
-	httpClient := &http.Client{Timeout: config.ZarinHubTimeout}
+	httpClient := zarinhub.NewHTTPClient(
+		config.ZarinHubTimeout,
+		config.ZarinHubRetries,
+		logger,
+	)
 	tokenManager := zarinhub.NewTokenManager(
 		httpClient,
 		config.ZarinHubAuthEndpoint,
@@ -46,9 +50,10 @@ func run(logger *slog.Logger) error {
 		config.ZarinHubPassword,
 	)
 
+	authTimeout := time.Duration(config.ZarinHubRetries+1)*config.ZarinHubTimeout + 10*time.Second
 	authContext, cancelAuth := context.WithTimeout(
 		context.Background(),
-		config.ZarinHubTimeout,
+		authTimeout,
 	)
 	_, err = tokenManager.AccessToken(authContext)
 	cancelAuth()
@@ -79,6 +84,8 @@ func run(logger *slog.Logger) error {
 		httpClient,
 		config.ZarinHubEndpoint,
 		tokenManager,
+		config.ZarinHubRetries,
+		logger,
 	)
 	cardService := service.NewCardService(zarinHubClient)
 	auditRepository := repository.NewAuditRepository(db)

backend/internal/httpapi/client_ip.go

@@ -0,0 +1,63 @@
+package httpapi
+
+import (
+	"net"
+	"net/http"
+	"strings"
+)
+
+func extractClientIP(r *http.Request) *string {
+	if r == nil {
+		return nil
+	}
+
+	// Priority headers commonly set by reverse proxies, load balancers, and CDNs.
+	headers := []string{
+		"CF-Connecting-IP", // Cloudflare
+		"True-Client-IP",   // Cloudflare Enterprise, Akamai
+		"X-Real-IP",        // Nginx, Traefik
+	}
+
+	for _, header := range headers {
+		if val := strings.TrimSpace(r.Header.Get(header)); val != "" {
+			if ip := parseIP(val); ip != "" {
+				return &ip
+			}
+		}
+	}
+
+	// X-Forwarded-For can contain multiple comma-separated IPs: client, proxy1, proxy2. The original client IP is the first entry.
+	if xff := r.Header.Get("X-Forwarded-For"); xff != "" {
+		for _, part := range strings.Split(xff, ",") {
+			if ip := parseIP(part); ip != "" {
+				return &ip
+			}
+		}
+	}
+
+	// Fallback to RemoteAddr (typically "host:port" or "[ipv6]:port").
+	if r.RemoteAddr != "" {
+		host, _, err := net.SplitHostPort(r.RemoteAddr)
+		if err != nil {
+			host = r.RemoteAddr
+		}
+		if ip := parseIP(host); ip != "" {
+			return &ip
+		}
+	}
+
+	return nil
+}
+
+func parseIP(raw string) string {
+	raw = strings.TrimSpace(raw)
+	raw = strings.TrimPrefix(raw, "[")
+	raw = strings.TrimSuffix(raw, "]")
+
+	ip := net.ParseIP(raw)
+	if ip == nil {
+		return ""
+	}
+
+	return ip.String()
+}

backend/internal/httpapi/client_ip_test.go

@@ -0,0 +1,143 @@
+package httpapi
+
+import (
+	"net/http"
+	"net/http/httptest"
+	"testing"
+)
+
+func TestExtractClientIP(t *testing.T) {
+	tests := []struct {
+		name       string
+		request    *http.Request
+		headers    map[string]string
+		remoteAddr string
+		wantIP     *string
+	}{
+		{
+			name:    "nil request",
+			request: nil,
+			wantIP:  nil,
+		},
+		{
+			name: "CF-Connecting-IP takes precedence",
+			headers: map[string]string{
+				"CF-Connecting-IP": "203.0.113.10",
+				"X-Real-IP":        "198.51.100.20",
+				"X-Forwarded-For":  "192.0.2.30",
+			},
+			remoteAddr: "10.0.0.1:54321",
+			wantIP:     ptr("203.0.113.10"),
+		},
+		{
+			name: "True-Client-IP takes precedence over X-Real-IP",
+			headers: map[string]string{
+				"True-Client-IP":  "203.0.113.11",
+				"X-Real-IP":       "198.51.100.20",
+				"X-Forwarded-For": "192.0.2.30",
+			},
+			remoteAddr: "10.0.0.1:54321",
+			wantIP:     ptr("203.0.113.11"),
+		},
+		{
+			name: "X-Real-IP takes precedence over X-Forwarded-For",
+			headers: map[string]string{
+				"X-Real-IP":       "198.51.100.20",
+				"X-Forwarded-For": "192.0.2.30",
+			},
+			remoteAddr: "10.0.0.1:54321",
+			wantIP:     ptr("198.51.100.20"),
+		},
+		{
+			name: "X-Forwarded-For first entry is extracted",
+			headers: map[string]string{
+				"X-Forwarded-For": "192.0.2.30, 10.0.0.2, 172.16.0.5",
+			},
+			remoteAddr: "10.0.0.1:54321",
+			wantIP:     ptr("192.0.2.30"),
+		},
+		{
+			name: "X-Forwarded-For single entry",
+			headers: map[string]string{
+				"X-Forwarded-For": " 192.0.2.31 ",
+			},
+			remoteAddr: "10.0.0.1:54321",
+			wantIP:     ptr("192.0.2.31"),
+		},
+		{
+			name: "X-Forwarded-For skips invalid first entry to find valid IP",
+			headers: map[string]string{
+				"X-Forwarded-For": "unknown, 192.0.2.32",
+			},
+			remoteAddr: "10.0.0.1:54321",
+			wantIP:     ptr("192.0.2.32"),
+		},
+		{
+			name: "Fallback to RemoteAddr with port",
+			headers: map[string]string{},
+			remoteAddr: "192.168.1.100:12345",
+			wantIP:     ptr("192.168.1.100"),
+		},
+		{
+			name: "Fallback to RemoteAddr without port",
+			headers: map[string]string{},
+			remoteAddr: "192.168.1.101",
+			wantIP:     ptr("192.168.1.101"),
+		},
+		{
+			name: "IPv6 in RemoteAddr with port",
+			headers: map[string]string{},
+			remoteAddr: "[2001:db8::1]:8080",
+			wantIP:     ptr("2001:db8::1"),
+		},
+		{
+			name: "IPv6 in header",
+			headers: map[string]string{
+				"X-Real-IP": "2001:db8::2",
+			},
+			remoteAddr: "10.0.0.1:54321",
+			wantIP:     ptr("2001:db8::2"),
+		},
+		{
+			name: "Invalid headers fall back to RemoteAddr",
+			headers: map[string]string{
+				"X-Real-IP":       "not-an-ip",
+				"X-Forwarded-For": "also-not-an-ip",
+			},
+			remoteAddr: "192.168.1.102:443",
+			wantIP:     ptr("192.168.1.102"),
+		},
+		{
+			name: "No headers and empty RemoteAddr",
+			headers: map[string]string{},
+			remoteAddr: "",
+			wantIP:     nil,
+		},
+	}
+
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			var req *http.Request
+			if tt.name != "nil request" {
+				req = httptest.NewRequest(http.MethodGet, "/", nil)
+				for k, v := range tt.headers {
+					req.Header.Set(k, v)
+				}
+				req.RemoteAddr = tt.remoteAddr
+			}
+
+			got := extractClientIP(req)
+			if (got == nil) != (tt.wantIP == nil) {
+				t.Fatalf("extractClientIP() = %v, want %v", got, tt.wantIP)
+			}
+			if got != nil && tt.wantIP != nil && *got != *tt.wantIP {
+				t.Errorf("extractClientIP() = %q, want %q", *got, *tt.wantIP)
+			}
+		})
+	}
+}
+
+func ptr(s string) *string {
+	return &s
+}
+

backend/internal/httpapi/handler.go

@@ -60,6 +60,7 @@ func NewHandler(
 func (h *Handler) Convert(w http.ResponseWriter, r *http.Request) {
 	startedAt := h.now()
 	requestID := h.newRequestID()
+	clientIP := extractClientIP(r)
 
 	w.Header().Set("X-Request-ID", requestID)
 	w.Header().Set("X-Content-Type-Options", "nosniff")
@@ -89,6 +90,7 @@ func (h *Handler) Convert(w http.ResponseWriter, r *http.Request) {
 		RequestID:  requestID,
 		CreatedAt:  startedAt,
 		Duration:   duration,
+		ClientIP:   clientIP,
 		Status:     outcome.auditStatus,
 		MaskedCard: card.Mask(cardNumber),
 		ResponseJSON: audit.SanitizeResponse(
@@ -102,11 +104,17 @@ func (h *Handler) Convert(w http.ResponseWriter, r *http.Request) {
 		record.UpstreamHTTPStatus = &upstreamStatus
 	}
 
+	var clientIPValue string
+	if clientIP != nil {
+		clientIPValue = *clientIP
+	}
+
 	if err := h.audits.Save(r.Context(), record); err != nil {
 		h.logger.ErrorContext(
 			r.Context(),
 			"request audit failed",
 			"request_id", requestID,
+			"client_ip", clientIPValue,
 			"route", "/api/v1/card-to-iban",
 			"http_status", http.StatusInternalServerError,
 			"audit_status", audit.StatusInternalError,
@@ -128,6 +136,7 @@ func (h *Handler) Convert(w http.ResponseWriter, r *http.Request) {
 		r.Context(),
 		"request completed",
 		"request_id", requestID,
+		"client_ip", clientIPValue,
 		"route", "/api/v1/card-to-iban",
 		"http_status", outcome.httpStatus,
 		"audit_status", outcome.auditStatus,

backend/internal/httpapi/handler_test.go

@@ -248,6 +248,10 @@ func TestHandlerConvert(t *testing.T) {
 				t.Errorf("masked card = %q, want %q", record.MaskedCard, tt.wantMaskedCard)
 			}
 
+			if record.ClientIP == nil || *record.ClientIP != "192.0.2.1" {
+				t.Errorf("client IP = %v, want 192.0.2.1", record.ClientIP)
+			}
+
 			if strings.Contains(string(record.ResponseJSON), "6037997512345678") {
 				t.Error("audit response contains the full card number")
 			}
@@ -291,3 +295,75 @@ func TestHandlerFailsClosedWhenAuditSaveFails(t *testing.T) {
 		t.Errorf("response body = %s, want internal_error", response.Body.String())
 	}
 }
+
+func TestHandlerExtractsClientIP(t *testing.T) {
+	tests := []struct {
+		name       string
+		headerKey  string
+		headerVal  string
+		remoteAddr string
+		wantIP     string
+	}{
+		{
+			name:       "prefers CF-Connecting-IP",
+			headerKey:  "CF-Connecting-IP",
+			headerVal:  "203.0.113.88",
+			remoteAddr: "10.0.0.1:1234",
+			wantIP:     "203.0.113.88",
+		},
+		{
+			name:       "prefers X-Forwarded-For over RemoteAddr",
+			headerKey:  "X-Forwarded-For",
+			headerVal:  "198.51.100.77, 10.0.0.2",
+			remoteAddr: "10.0.0.1:1234",
+			wantIP:     "198.51.100.77",
+		},
+		{
+			name:       "uses RemoteAddr host without port",
+			remoteAddr: "192.168.10.5:9999",
+			wantIP:     "192.168.10.5",
+		},
+	}
+
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			audits := &fakeAuditSaver{}
+			handler := NewHandler(
+				&fakeConverter{
+					result: service.ConversionResult{
+						IBAN:               "IR820540102680020817909002",
+						UpstreamHTTPStatus: http.StatusOK,
+					},
+				},
+				audits,
+				slog.New(slog.NewTextHandler(io.Discard, nil)),
+			)
+
+			req := httptest.NewRequest(
+				http.MethodPost,
+				"/api/v1/card-to-iban",
+				strings.NewReader(`{"card":"6037997512345678"}`),
+			)
+			if tt.headerKey != "" {
+				req.Header.Set(tt.headerKey, tt.headerVal)
+			}
+			req.RemoteAddr = tt.remoteAddr
+
+			rec := httptest.NewRecorder()
+			handler.Convert(rec, req)
+
+			if rec.Code != http.StatusOK {
+				t.Fatalf("status = %d, want 200", rec.Code)
+			}
+
+			if len(audits.records) != 1 {
+				t.Fatalf("audit records count = %d, want 1", len(audits.records))
+			}
+
+			recIP := audits.records[0].ClientIP
+			if recIP == nil || *recIP != tt.wantIP {
+				t.Errorf("ClientIP = %v, want %q", recIP, tt.wantIP)
+			}
+		})
+	}
+}

backend/internal/zarinhub/client.go

@@ -7,18 +7,28 @@ import (
 	"errors"
 	"fmt"
 	"io"
+	"log/slog"
 	"net"
 	"net/http"
+	"time"
 
 	"card-to-iban/internal/service"
 )
 
-const maxResponseBodySize = 1 << 20
+const (
+	maxResponseBodySize = 1 << 20
+
+	retryBaseDelay = 200 * time.Millisecond
+	retryMaxDelay  = 2 * time.Second
+)
 
 type Client struct {
 	httpClient    *http.Client
 	endpointURL   string
 	tokenProvider TokenProvider
+	maxRetries    int
+	retryWait     func(ctx context.Context, delay time.Duration) bool
+	logger        *slog.Logger
 }
 
 var _ service.CardToIBANClient = (*Client)(nil)
@@ -32,17 +42,114 @@ func NewClient(
 	httpClient *http.Client,
 	endpointURL string,
 	tokenProvider TokenProvider,
+	maxRetries int,
+	loggers ...*slog.Logger,
 ) *Client {
-	return &Client{
+	if maxRetries < 0 {
+		maxRetries = 0
+	}
+
+	var logger *slog.Logger
+	if len(loggers) > 0 && loggers[0] != nil {
+		logger = loggers[0]
+	}
+
+	if httpClient == nil {
+		httpClient = http.DefaultClient
+	}
+
+	client := &Client{
 		httpClient:    httpClient,
 		endpointURL:   endpointURL,
 		tokenProvider: tokenProvider,
+		maxRetries:    maxRetries,
+		logger:        logger,
+	}
+
+	if _, ok := httpClient.Transport.(*RetryTransport); !ok && maxRetries > 0 {
+		rt := NewRetryTransport(
+			httpClient.Transport,
+			httpClient.Timeout,
+			maxRetries,
+			logger,
+		)
+		rt.retryWait = func(ctx context.Context, delay time.Duration) bool {
+			if client.retryWait != nil {
+				return client.retryWait(ctx, delay)
+			}
+			return waitForRetry(ctx, delay)
+		}
+		client.httpClient = &http.Client{
+			Transport: rt,
+		}
+	} else if rt, ok := httpClient.Transport.(*RetryTransport); ok {
+		origWait := rt.retryWait
+		rt.retryWait = func(ctx context.Context, delay time.Duration) bool {
+			if client.retryWait != nil {
+				return client.retryWait(ctx, delay)
+			}
+			if origWait != nil {
+				return origWait(ctx, delay)
+			}
+			return waitForRetry(ctx, delay)
+		}
+	}
+
+	return client
+}
+
+func (c *Client) log() *slog.Logger {
+	if c.logger != nil {
+		return c.logger
+	}
+	return slog.New(slog.NewTextHandler(io.Discard, nil))
+}
+
+func isRetryable(err error) bool {
+	return errors.Is(err, ErrTimeout) ||
+		errors.Is(err, ErrUnavailable)
+}
+
+func retryDelay(attempt int) time.Duration {
+	delay := retryBaseDelay
+
+	for i := 0; i < attempt; i++ {
+		delay *= 2
+
+		if delay >= retryMaxDelay {
+			return retryMaxDelay
+		}
+	}
+
+	return delay
+}
+
+func waitForRetry(
+	ctx context.Context,
+	delay time.Duration,
+) bool {
+	timer := time.NewTimer(delay)
+	defer timer.Stop()
+
+	select {
+	case <-ctx.Done():
+		return false
+
+	case <-timer.C:
+		return true
 	}
 }
 
 func (c *Client) Convert(
 	ctx context.Context,
 	cardNumber string,
+) (service.ConversionResult, error) {
+	return c.convertOnce(ctx, cardNumber)
+}
+
+func (c *Client) convertOnce(
+	ctx context.Context,
+	cardNumber string,
 ) (service.ConversionResult, error) {
 	accessToken, err := c.tokenProvider.AccessToken(ctx)
 	if err != nil {

backend/internal/zarinhub/client_test.go

@@ -1,12 +1,15 @@
 package zarinhub
 
 import (
+	"bytes"
 	"context"
 	"encoding/json"
 	"errors"
 	"fmt"
+	"log/slog"
 	"net/http"
 	"net/http/httptest"
+	"strings"
 	"testing"
 	"time"
 )
@@ -98,6 +101,7 @@ func TestClientConvertSuccess(t *testing.T) {
 		},
 		server.URL,
 		&fakeTokenProvider{tokens: []string{token}},
+		0,
 	)
 
 	result, err := client.Convert(
@@ -172,6 +176,7 @@ func TestClientReturnsRejectedForApplicationFailure(
 		},
 		server.URL,
 		&fakeTokenProvider{tokens: []string{"test-token"}},
+		0,
 	)
 
 	result, err := client.Convert(
@@ -264,6 +269,7 @@ func TestClientMapsHTTPStatusErrors(t *testing.T) {
 					},
 					server.URL,
 					&fakeTokenProvider{tokens: []string{"test-token"}},
+					0,
 				)
 
 				result, err := client.Convert(
@@ -322,6 +328,7 @@ func TestClientReturnsInvalidResponseForMalformedJSON(
 		},
 		server.URL,
 		&fakeTokenProvider{tokens: []string{"test-token"}},
+		0,
 	)
 
 	result, err := client.Convert(
@@ -367,6 +374,7 @@ func TestClientReturnsTimeout(t *testing.T) {
 		},
 		server.URL,
 		&fakeTokenProvider{tokens: []string{"test-token"}},
+		0,
 	)
 
 	_, err := client.Convert(
@@ -403,6 +411,7 @@ func TestClientRejectsOversizedResponse(t *testing.T) {
 		&http.Client{Timeout: time.Second},
 		server.URL,
 		&fakeTokenProvider{tokens: []string{"test-token"}},
+		0,
 	)
 
 	_, err := client.Convert(
@@ -442,7 +451,7 @@ func TestClientRefreshesAndRetriesUnauthorizedRequest(t *testing.T) {
 	defer server.Close()
 
 	tokens := &fakeTokenProvider{tokens: []string{"expired-token", "fresh-token"}}
-	client := NewClient(server.Client(), server.URL, tokens)
+	client := NewClient(server.Client(), server.URL, tokens, 0)
 
 	result, err := client.Convert(context.Background(), "6037997512345678")
 	if err != nil {
@@ -478,3 +487,280 @@ func (p *fakeTokenProvider) AccessToken(context.Context) (string, error) {
 func (p *fakeTokenProvider) Invalidate(token string) {
 	p.invalidated = append(p.invalidated, token)
 }
+
+func TestRetryDelay(t *testing.T) {
+	tests := []struct {
+		attempt int
+		want    time.Duration
+	}{
+		{attempt: -1, want: 200 * time.Millisecond},
+		{attempt: 0, want: 200 * time.Millisecond},
+		{attempt: 1, want: 400 * time.Millisecond},
+		{attempt: 2, want: 800 * time.Millisecond},
+		{attempt: 3, want: 1600 * time.Millisecond},
+		{attempt: 4, want: 2 * time.Second},
+		{attempt: 10, want: 2 * time.Second},
+	}
+
+	for _, tt := range tests {
+		got := retryDelay(tt.attempt)
+		if got != tt.want {
+			t.Errorf("retryDelay(%d) = %v, want %v", tt.attempt, got, tt.want)
+		}
+	}
+}
+
+func TestNewClientSanitizesNegativeRetries(t *testing.T) {
+	client := NewClient(nil, "", nil, -1)
+	if client.maxRetries != 0 {
+		t.Errorf("maxRetries = %d, want 0", client.maxRetries)
+	}
+}
+
+func TestClientRetriesOnTransientErrorsUntilSuccess(t *testing.T) {
+	const expectedIBAN = "IR820540102680020817909002"
+	requestCount := 0
+
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		requestCount++
+		if requestCount == 1 {
+			w.WriteHeader(http.StatusServiceUnavailable)
+			fmt.Fprint(w, `{"error":"temporary outage"}`)
+			return
+		}
+
+		w.Header().Set("Content-Type", "application/json")
+		fmt.Fprintf(w, `{
+			"data":{"iban":%q},
+			"meta":{"isSuccess":true,"errors":[]}
+		}`, expectedIBAN)
+	}))
+	defer server.Close()
+
+	var recordedDelays []time.Duration
+	client := NewClient(
+		&http.Client{Timeout: time.Second},
+		server.URL,
+		&fakeTokenProvider{tokens: []string{"test-token"}},
+		2,
+	)
+	client.retryWait = func(ctx context.Context, delay time.Duration) bool {
+		recordedDelays = append(recordedDelays, delay)
+		return true
+	}
+
+	result, err := client.Convert(context.Background(), "6037997512345678")
+	if err != nil {
+		t.Fatalf("Convert() unexpected error = %v", err)
+	}
+	if result.IBAN != expectedIBAN {
+		t.Errorf("IBAN = %q, want %q", result.IBAN, expectedIBAN)
+	}
+	if requestCount != 2 {
+		t.Errorf("request count = %d, want 2", requestCount)
+	}
+	if len(recordedDelays) != 1 {
+		t.Fatalf("len(recordedDelays) = %d, want 1", len(recordedDelays))
+	}
+	if recordedDelays[0] != 200*time.Millisecond {
+		t.Errorf("delay[0] = %v, want 200ms", recordedDelays[0])
+	}
+}
+
+func TestClientRetriesExhausted(t *testing.T) {
+	requestCount := 0
+
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		requestCount++
+		w.WriteHeader(http.StatusGatewayTimeout)
+		fmt.Fprint(w, `{"error":"gateway timeout"}`)
+	}))
+	defer server.Close()
+
+	var recordedDelays []time.Duration
+	client := NewClient(
+		&http.Client{Timeout: time.Second},
+		server.URL,
+		&fakeTokenProvider{tokens: []string{"test-token"}},
+		2,
+	)
+	client.retryWait = func(ctx context.Context, delay time.Duration) bool {
+		recordedDelays = append(recordedDelays, delay)
+		return true
+	}
+
+	_, err := client.Convert(context.Background(), "6037997512345678")
+	if !errors.Is(err, ErrUnavailable) {
+		t.Fatalf("error = %v, want ErrUnavailable", err)
+	}
+	if requestCount != 3 {
+		t.Errorf("request count = %d, want 3", requestCount)
+	}
+	if len(recordedDelays) != 2 {
+		t.Fatalf("len(recordedDelays) = %d, want 2", len(recordedDelays))
+	}
+	if recordedDelays[0] != 200*time.Millisecond {
+		t.Errorf("delay[0] = %v, want 200ms", recordedDelays[0])
+	}
+	if recordedDelays[1] != 400*time.Millisecond {
+		t.Errorf("delay[1] = %v, want 400ms", recordedDelays[1])
+	}
+}
+
+func TestClientDoesNotRetryNonTransientErrors(t *testing.T) {
+	requestCount := 0
+
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		requestCount++
+		w.WriteHeader(http.StatusBadRequest)
+		fmt.Fprint(w, `{"error":"invalid card format"}`)
+	}))
+	defer server.Close()
+
+	client := NewClient(
+		&http.Client{Timeout: time.Second},
+		server.URL,
+		&fakeTokenProvider{tokens: []string{"test-token"}},
+		2,
+	)
+	client.retryWait = func(ctx context.Context, delay time.Duration) bool {
+		t.Error("retryWait should not be called for non-transient errors")
+		return true
+	}
+
+	_, err := client.Convert(context.Background(), "6037997512345678")
+	if !errors.Is(err, ErrRejected) {
+		t.Fatalf("error = %v, want ErrRejected", err)
+	}
+	if requestCount != 1 {
+		t.Errorf("request count = %d, want 1", requestCount)
+	}
+}
+
+func TestClientStopsRetryOnContextCancellation(t *testing.T) {
+	requestCount := 0
+
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		requestCount++
+		w.WriteHeader(http.StatusServiceUnavailable)
+	}))
+	defer server.Close()
+
+	ctx, cancel := context.WithCancel(context.Background())
+
+	client := NewClient(
+		&http.Client{Timeout: time.Second},
+		server.URL,
+		&fakeTokenProvider{tokens: []string{"test-token"}},
+		2,
+	)
+	client.retryWait = func(c context.Context, delay time.Duration) bool {
+		cancel()
+		return waitForRetry(ctx, delay)
+	}
+
+	_, err := client.Convert(ctx, "6037997512345678")
+	if err == nil {
+		t.Fatal("expected error, got nil")
+	}
+	if !errors.Is(err, context.Canceled) {
+		t.Errorf("error = %v, want context.Canceled", err)
+	}
+	if requestCount != 1 {
+		t.Errorf("request count = %d, want 1", requestCount)
+	}
+}
+
+func TestClientRetryLogging(t *testing.T) {
+	const expectedIBAN = "IR820540102680020817909002"
+	requestCount := 0
+
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		requestCount++
+		if requestCount == 1 {
+			w.WriteHeader(http.StatusServiceUnavailable)
+			fmt.Fprint(w, `{"error":"temporary outage"}`)
+			return
+		}
+
+		w.Header().Set("Content-Type", "application/json")
+		fmt.Fprintf(w, `{
+			"data":{"iban":%q},
+			"meta":{"isSuccess":true,"errors":[]}
+		}`, expectedIBAN)
+	}))
+	defer server.Close()
+
+	var logBuf bytes.Buffer
+	logger := slog.New(slog.NewJSONHandler(&logBuf, nil))
+
+	client := NewClient(
+		&http.Client{Timeout: time.Second},
+		server.URL,
+		&fakeTokenProvider{tokens: []string{"test-token"}},
+		2,
+		logger,
+	)
+	client.retryWait = func(ctx context.Context, delay time.Duration) bool {
+		return true
+	}
+
+	result, err := client.Convert(context.Background(), "6037997512345678")
+	if err != nil {
+		t.Fatalf("Convert() unexpected error = %v", err)
+	}
+	if result.IBAN != expectedIBAN {
+		t.Errorf("IBAN = %q, want %q", result.IBAN, expectedIBAN)
+	}
+
+	logs := logBuf.String()
+
+	if !strings.Contains(logs, "[INITIAL] zarinhub request") {
+		t.Errorf("expected logs to contain '[INITIAL] zarinhub request', got:\n%s", logs)
+	}
+	if !strings.Contains(logs, `"is_retry":false`) {
+		t.Errorf("expected logs to contain '\"is_retry\":false', got:\n%s", logs)
+	}
+
+	if !strings.Contains(logs, "[RETRY] zarinhub request attempt 1") {
+		t.Errorf("expected logs to contain '[RETRY] zarinhub request attempt 1', got:\n%s", logs)
+	}
+	if !strings.Contains(logs, "[RETRY] zarinhub request failed, retrying in") {
+		t.Errorf("expected logs to contain '[RETRY] zarinhub request failed, retrying in', got:\n%s", logs)
+	}
+	if !strings.Contains(logs, `"is_retry":true`) {
+		t.Errorf("expected logs to contain '\"is_retry\":true', got:\n%s", logs)
+	}
+}
+
+func TestClientRetryLoggingExhausted(t *testing.T) {
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		w.WriteHeader(http.StatusServiceUnavailable)
+		fmt.Fprint(w, `{"error":"down"}`)
+	}))
+	defer server.Close()
+
+	var logBuf bytes.Buffer
+	logger := slog.New(slog.NewJSONHandler(&logBuf, nil))
+
+	client := NewClient(
+		&http.Client{Timeout: time.Second},
+		server.URL,
+		&fakeTokenProvider{tokens: []string{"test-token"}},
+		1,
+		logger,
+	)
+	client.retryWait = func(ctx context.Context, delay time.Duration) bool {
+		return true
+	}
+
+	_, err := client.Convert(context.Background(), "6037997512345678")
+	if !errors.Is(err, ErrUnavailable) {
+		t.Fatalf("error = %v, want ErrUnavailable", err)
+	}
+
+	logs := logBuf.String()
+	if !strings.Contains(logs, "[RETRY] zarinhub request failed: all retries exhausted") {
+		t.Errorf("expected logs to contain exhausted retries message, got:\n%s", logs)
+	}
+}

backend/internal/zarinhub/token_manager_test.go

@@ -3,6 +3,7 @@ package zarinhub
 import (
 	"context"
 	"encoding/json"
+	"errors"
 	"net/http"
 	"net/http/httptest"
 	"sync"
@@ -220,3 +221,120 @@ func writeTokenResponse(
 		t.Fatalf("encode response: %v", err)
 	}
 }
+
+func TestTokenManagerRetriesOnTransientErrorsUntilSuccess(t *testing.T) {
+	var calls int
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		calls++
+		if calls == 1 {
+			w.WriteHeader(http.StatusServiceUnavailable)
+			return
+		}
+		writeTokenResponse(t, w, "retried-access", "retried-refresh", 28800)
+	}))
+	defer server.Close()
+
+	var recordedDelays []time.Duration
+	transport := NewRetryTransport(
+		server.Client().Transport,
+		time.Second,
+		2,
+	)
+	transport.retryWait = func(ctx context.Context, delay time.Duration) bool {
+		recordedDelays = append(recordedDelays, delay)
+		return true
+	}
+	httpClient := &http.Client{Transport: transport}
+
+	manager := NewTokenManager(httpClient, server.URL, "test-user", "test-pass")
+	token, err := manager.AccessToken(context.Background())
+	if err != nil {
+		t.Fatalf("AccessToken() error = %v", err)
+	}
+	if token != "retried-access" {
+		t.Errorf("token = %q, want retried-access", token)
+	}
+	if calls != 2 {
+		t.Errorf("calls = %d, want 2", calls)
+	}
+	if len(recordedDelays) != 1 {
+		t.Fatalf("len(recordedDelays) = %d, want 1", len(recordedDelays))
+	}
+	if recordedDelays[0] != 200*time.Millisecond {
+		t.Errorf("delay[0] = %v, want 200ms", recordedDelays[0])
+	}
+}
+
+func TestTokenManagerRetriesOnTimeoutUntilSuccess(t *testing.T) {
+	var calls int
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		calls++
+		if calls == 1 {
+			time.Sleep(150 * time.Millisecond)
+			w.WriteHeader(http.StatusOK)
+			return
+		}
+		writeTokenResponse(t, w, "timeout-recovered-access", "timeout-recovered-refresh", 28800)
+	}))
+	defer server.Close()
+
+	var recordedDelays []time.Duration
+	transport := NewRetryTransport(
+		server.Client().Transport,
+		50*time.Millisecond,
+		2,
+	)
+	transport.retryWait = func(ctx context.Context, delay time.Duration) bool {
+		recordedDelays = append(recordedDelays, delay)
+		return true
+	}
+	httpClient := &http.Client{Transport: transport}
+
+	manager := NewTokenManager(httpClient, server.URL, "test-user", "test-pass")
+	token, err := manager.AccessToken(context.Background())
+	if err != nil {
+		t.Fatalf("AccessToken() error = %v", err)
+	}
+	if token != "timeout-recovered-access" {
+		t.Errorf("token = %q, want timeout-recovered-access", token)
+	}
+	if calls != 2 {
+		t.Errorf("calls = %d, want 2", calls)
+	}
+	if len(recordedDelays) != 1 {
+		t.Fatalf("len(recordedDelays) = %d, want 1", len(recordedDelays))
+	}
+}
+
+func TestTokenManagerRetriesExhausted(t *testing.T) {
+	var calls int
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		calls++
+		w.WriteHeader(http.StatusBadGateway)
+	}))
+	defer server.Close()
+
+	var recordedDelays []time.Duration
+	transport := NewRetryTransport(
+		server.Client().Transport,
+		time.Second,
+		2,
+	)
+	transport.retryWait = func(ctx context.Context, delay time.Duration) bool {
+		recordedDelays = append(recordedDelays, delay)
+		return true
+	}
+	httpClient := &http.Client{Transport: transport}
+
+	manager := NewTokenManager(httpClient, server.URL, "test-user", "test-pass")
+	_, err := manager.AccessToken(context.Background())
+	if !errors.Is(err, ErrUnavailable) {
+		t.Fatalf("error = %v, want ErrUnavailable", err)
+	}
+	if calls != 3 {
+		t.Errorf("calls = %d, want 3", calls)
+	}
+	if len(recordedDelays) != 2 {
+		t.Fatalf("len(recordedDelays) = %d, want 2", len(recordedDelays))
+	}
+}

backend/internal/zarinhub/transport.go

@@ -0,0 +1,239 @@
+package zarinhub
+
+import (
+	"bytes"
+	"context"
+	"errors"
+	"fmt"
+	"io"
+	"log/slog"
+	"net/http"
+	"time"
+)
+
+type RetryTransport struct {
+	base       http.RoundTripper
+	timeout    time.Duration
+	maxRetries int
+	retryWait  func(ctx context.Context, delay time.Duration) bool
+	logger     *slog.Logger
+}
+
+func NewRetryTransport(
+	base http.RoundTripper,
+	timeout time.Duration,
+	maxRetries int,
+	loggers ...*slog.Logger,
+) *RetryTransport {
+	if base == nil {
+		base = http.DefaultTransport
+	}
+	if maxRetries < 0 {
+		maxRetries = 0
+	}
+
+	var logger *slog.Logger
+	if len(loggers) > 0 && loggers[0] != nil {
+		logger = loggers[0]
+	}
+
+	return &RetryTransport{
+		base:       base,
+		timeout:    timeout,
+		maxRetries: maxRetries,
+		retryWait:  waitForRetry,
+		logger:     logger,
+	}
+}
+
+func NewHTTPClient(
+	timeout time.Duration,
+	maxRetries int,
+	loggers ...*slog.Logger,
+) *http.Client {
+	transport := NewRetryTransport(
+		http.DefaultTransport,
+		timeout,
+		maxRetries,
+		loggers...,
+	)
+
+	return &http.Client{
+		Transport: transport,
+	}
+}
+
+func (t *RetryTransport) log() *slog.Logger {
+	if t.logger != nil {
+		return t.logger
+	}
+	return slog.New(slog.NewTextHandler(io.Discard, nil))
+}
+
+func (t *RetryTransport) RoundTrip(req *http.Request) (*http.Response, error) {
+	waitFn := t.retryWait
+	if waitFn == nil {
+		waitFn = waitForRetry
+	}
+
+	if req.Body != nil && req.GetBody == nil {
+		bodyBytes, err := io.ReadAll(req.Body)
+		if err != nil {
+			return nil, err
+		}
+		_ = req.Body.Close()
+		req.GetBody = func() (io.ReadCloser, error) {
+			return io.NopCloser(bytes.NewReader(bodyBytes)), nil
+		}
+	}
+
+	var (
+		resp *http.Response
+		err  error
+	)
+
+	for attempt := 0; attempt <= t.maxRetries; attempt++ {
+		if attempt > 0 {
+			t.log().InfoContext(
+				req.Context(),
+				fmt.Sprintf("[RETRY] zarinhub request attempt %d", attempt),
+				"is_retry", true,
+				"retry_count", attempt,
+			)
+		} else {
+			t.log().InfoContext(
+				req.Context(),
+				"[INITIAL] zarinhub request",
+				"is_retry", false,
+				"retry_count", 0,
+			)
+		}
+
+		var (
+			attemptCtx    context.Context
+			cancelAttempt context.CancelFunc
+		)
+		if t.timeout > 0 {
+			attemptCtx, cancelAttempt = context.WithTimeout(req.Context(), t.timeout)
+		} else {
+			attemptCtx = req.Context()
+			cancelAttempt = func() {}
+		}
+
+		attemptReq := req.Clone(attemptCtx)
+		if req.GetBody != nil {
+			body, bodyErr := req.GetBody()
+			if bodyErr != nil {
+				cancelAttempt()
+				return nil, bodyErr
+			}
+			attemptReq.Body = body
+		}
+
+		resp, err = t.base.RoundTrip(attemptReq)
+
+		if req.Context().Err() != nil {
+			cancelAttempt()
+			if resp != nil && resp.Body != nil {
+				_ = resp.Body.Close()
+			}
+			if errors.Is(req.Context().Err(), context.Canceled) {
+				return nil, fmt.Errorf("zarinhub request canceled: %w", req.Context().Err())
+			}
+			return nil, req.Context().Err()
+		}
+
+		isErrRetryable := false
+		var retryReason error
+
+		if err != nil {
+			isErrRetryable = isTransportErrorRetryable(err)
+			retryReason = err
+		} else if isStatusCodeRetryable(resp.StatusCode) {
+			isErrRetryable = true
+			retryReason = fmt.Errorf("upstream returned status %d", resp.StatusCode)
+		}
+
+		if !isErrRetryable {
+			if resp != nil && resp.Body != nil {
+				resp.Body = &bodyWithCancel{
+					ReadCloser: resp.Body,
+					cancel:     cancelAttempt,
+				}
+			} else {
+				cancelAttempt()
+			}
+			return resp, err
+		}
+
+		if attempt == t.maxRetries {
+			if attempt > 0 {
+				t.log().ErrorContext(
+					req.Context(),
+					"[RETRY] zarinhub request failed: all retries exhausted",
+					"is_retry", true,
+					"retry_count", attempt,
+					"error", retryReason,
+				)
+			}
+			if resp != nil && resp.Body != nil {
+				resp.Body = &bodyWithCancel{
+					ReadCloser: resp.Body,
+					cancel:     cancelAttempt,
+				}
+			} else {
+				cancelAttempt()
+			}
+			return resp, err
+		}
+
+		if resp != nil && resp.Body != nil {
+			_, _ = io.Copy(io.Discard, io.LimitReader(resp.Body, 4096))
+			_ = resp.Body.Close()
+		}
+		cancelAttempt()
+
+		delay := retryDelay(attempt)
+		t.log().WarnContext(
+			req.Context(),
+			fmt.Sprintf("[RETRY] zarinhub request failed, retrying in %v (retry %d)", delay, attempt+1),
+			"is_retry", true,
+			"next_retry", attempt+1,
+			"delay_ms", delay.Milliseconds(),
+			"error", retryReason,
+		)
+
+		if !waitFn(req.Context(), delay) {
+			if req.Context().Err() != nil {
+				if errors.Is(req.Context().Err(), context.Canceled) {
+					return nil, fmt.Errorf("zarinhub request canceled: %w", req.Context().Err())
+				}
+				return nil, req.Context().Err()
+			}
+			return nil, context.Canceled
+		}
+	}
+
+	return resp, err
+}
+
+func isTransportErrorRetryable(err error) bool {
+	return !errors.Is(err, context.Canceled)
+}
+
+func isStatusCodeRetryable(statusCode int) bool {
+	return statusCode == http.StatusRequestTimeout ||
+		statusCode == http.StatusTooManyRequests ||
+		statusCode >= http.StatusInternalServerError
+}
+
+type bodyWithCancel struct {
+	io.ReadCloser
+	cancel context.CancelFunc
+}
+
+func (b *bodyWithCancel) Close() error {
+	err := b.ReadCloser.Close()
+	b.cancel()
+	return err
+}

backend/internal/zarinhub/transport_test.go

@@ -0,0 +1,211 @@
+package zarinhub
+
+import (
+	"bytes"
+	"context"
+	"errors"
+	"fmt"
+	"io"
+	"log/slog"
+	"net/http"
+	"net/http/httptest"
+	"strings"
+	"sync/atomic"
+	"testing"
+	"time"
+)
+
+func TestRetryTransportPreservesAndRewindsBody(t *testing.T) {
+	var attempts int32
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		att := atomic.AddInt32(&attempts, 1)
+		body, err := io.ReadAll(r.Body)
+		if err != nil {
+			t.Errorf("read body error: %v", err)
+		}
+		if string(body) != `{"payload":"important"}` {
+			t.Errorf("unexpected body on attempt %d: %q", att, string(body))
+		}
+		if att < 3 {
+			w.WriteHeader(http.StatusServiceUnavailable)
+			return
+		}
+		w.WriteHeader(http.StatusOK)
+		_, _ = w.Write([]byte(`{"status":"ok"}`))
+	}))
+	defer server.Close()
+
+	transport := NewRetryTransport(server.Client().Transport, time.Second, 3)
+	transport.retryWait = func(ctx context.Context, delay time.Duration) bool {
+		return true
+	}
+	client := &http.Client{Transport: transport}
+
+	req, err := http.NewRequestWithContext(
+		context.Background(),
+		http.MethodPost,
+		server.URL,
+		bytes.NewReader([]byte(`{"payload":"important"}`)),
+	)
+	if err != nil {
+		t.Fatalf("NewRequest error: %v", err)
+	}
+
+	resp, err := client.Do(req)
+	if err != nil {
+		t.Fatalf("client.Do error: %v", err)
+	}
+	defer resp.Body.Close()
+
+	if resp.StatusCode != http.StatusOK {
+		t.Errorf("status = %d, want %d", resp.StatusCode, http.StatusOK)
+	}
+	if attempts != 3 {
+		t.Errorf("attempts = %d, want 3", attempts)
+	}
+}
+
+func TestRetryTransportDoesNotRetryClientErrors(t *testing.T) {
+	tests := []int{
+		http.StatusBadRequest,
+		http.StatusUnauthorized,
+		http.StatusForbidden,
+		http.StatusNotFound,
+		http.StatusUnprocessableEntity,
+	}
+
+	for _, statusCode := range tests {
+		t.Run(fmt.Sprintf("status_%d", statusCode), func(t *testing.T) {
+			var attempts int32
+			server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+				atomic.AddInt32(&attempts, 1)
+				w.WriteHeader(statusCode)
+			}))
+			defer server.Close()
+
+			transport := NewRetryTransport(server.Client().Transport, time.Second, 2)
+			client := &http.Client{Transport: transport}
+
+			req, _ := http.NewRequestWithContext(context.Background(), http.MethodGet, server.URL, nil)
+			resp, err := client.Do(req)
+			if err != nil {
+				t.Fatalf("client.Do error: %v", err)
+			}
+			defer resp.Body.Close()
+
+			if resp.StatusCode != statusCode {
+				t.Errorf("statusCode = %d, want %d", resp.StatusCode, statusCode)
+			}
+			if attempts != 1 {
+				t.Errorf("attempts = %d, want 1", attempts)
+			}
+		})
+	}
+}
+
+func TestRetryTransportPerAttemptTimeout(t *testing.T) {
+	var attempts int32
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		att := atomic.AddInt32(&attempts, 1)
+		if att == 1 {
+			time.Sleep(150 * time.Millisecond)
+			w.WriteHeader(http.StatusOK)
+			return
+		}
+		w.WriteHeader(http.StatusOK)
+	}))
+	defer server.Close()
+
+	transport := NewRetryTransport(server.Client().Transport, 40*time.Millisecond, 2)
+	transport.retryWait = func(ctx context.Context, delay time.Duration) bool {
+		return true
+	}
+	client := &http.Client{Transport: transport}
+
+	// Parent context has plenty of time (5s)
+	ctx, cancel := context.WithTimeout(context.Background(), 5*time.Second)
+	defer cancel()
+
+	req, _ := http.NewRequestWithContext(ctx, http.MethodGet, server.URL, nil)
+	resp, err := client.Do(req)
+	if err != nil {
+		t.Fatalf("client.Do error: %v", err)
+	}
+	defer resp.Body.Close()
+
+	if resp.StatusCode != http.StatusOK {
+		t.Errorf("status = %d, want 200", resp.StatusCode)
+	}
+	if attempts != 2 {
+		t.Errorf("attempts = %d, want 2", attempts)
+	}
+}
+
+func TestRetryTransportParentContextCancellation(t *testing.T) {
+	var attempts int32
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		atomic.AddInt32(&attempts, 1)
+		w.WriteHeader(http.StatusServiceUnavailable)
+	}))
+	defer server.Close()
+
+	ctx, cancel := context.WithCancel(context.Background())
+	transport := NewRetryTransport(server.Client().Transport, time.Second, 3)
+	transport.retryWait = func(c context.Context, delay time.Duration) bool {
+		cancel() // cancel parent context during backoff
+		return waitForRetry(ctx, delay)
+	}
+	client := &http.Client{Transport: transport}
+
+	req, _ := http.NewRequestWithContext(ctx, http.MethodGet, server.URL, nil)
+	_, err := client.Do(req)
+	if err == nil {
+		t.Fatal("expected error, got nil")
+	}
+	if !errors.Is(err, context.Canceled) {
+		t.Errorf("error = %v, want context.Canceled", err)
+	}
+	if attempts != 1 {
+		t.Errorf("attempts = %d, want 1", attempts)
+	}
+}
+
+func TestRetryTransportLoggingFormat(t *testing.T) {
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		w.WriteHeader(http.StatusServiceUnavailable)
+	}))
+	defer server.Close()
+
+	var buf bytes.Buffer
+	logger := slog.New(slog.NewJSONHandler(&buf, nil))
+
+	transport := NewRetryTransport(server.Client().Transport, time.Second, 1, logger)
+	transport.retryWait = func(ctx context.Context, delay time.Duration) bool {
+		return true
+	}
+	client := &http.Client{Transport: transport}
+
+	req, _ := http.NewRequestWithContext(context.Background(), http.MethodGet, server.URL, nil)
+	resp, err := client.Do(req)
+	if err != nil {
+		t.Fatalf("unexpected error: %v", err)
+	}
+	defer resp.Body.Close()
+
+	logStr := buf.String()
+	if !strings.Contains(logStr, "[INITIAL] zarinhub request") {
+		t.Errorf("expected logs to contain '[INITIAL] zarinhub request', got: %s", logStr)
+	}
+	if !strings.Contains(logStr, `"is_retry":false`) {
+		t.Errorf("expected logs to contain '\"is_retry\":false', got: %s", logStr)
+	}
+	if !strings.Contains(logStr, "[RETRY] zarinhub request attempt 1") {
+		t.Errorf("expected logs to contain '[RETRY] zarinhub request attempt 1', got: %s", logStr)
+	}
+	if !strings.Contains(logStr, "[RETRY] zarinhub request failed, retrying in") {
+		t.Errorf("expected logs to contain retry warning, got: %s", logStr)
+	}
+	if !strings.Contains(logStr, "[RETRY] zarinhub request failed: all retries exhausted") {
+		t.Errorf("expected logs to contain exhausted message, got: %s", logStr)
+	}
+}

frontend/app/components/CardConverter.vue

@@ -252,7 +252,7 @@ onBeforeUnmount(dismissToast)
       v-if="iban"
       ref="resultElement"
       data-result="iban"
-      class="border-border bg-accent/55 border-t p-5 outline-none sm:p-6"
+      class="border-border bg-accent/55 border-t px-4 py-5 outline-none sm:p-6"
       tabindex="-1"
       aria-live="polite"
     >
@@ -270,7 +270,7 @@ onBeforeUnmount(dismissToast)
       </div>
 
       <output
-        class="border-brand/15 bg-surface block overflow-x-auto rounded-lg border px-4 py-5 text-center font-mono text-lg font-bold tracking-[0.04em] whitespace-nowrap sm:text-xl"
+        class="border-brand/15 bg-surface block overflow-x-auto rounded-lg border px-2.5 py-4 text-center font-mono text-xs font-bold tracking-normal whitespace-nowrap min-[390px]:text-sm sm:px-4 sm:py-5 sm:text-xl sm:tracking-[0.04em]"
         dir="ltr"
       >{{ formattedIBAN }}</output>
     </div>