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Documenso Production Checklist

documenso-prod-checklist

Execute Documenso production deployment checklist and rollback procedures. Use when deploying Documenso integrations to production, preparing for launch, or implementing go-live procedures. Trigger with phrases like "documenso production", "deploy documenso", "documenso go-live", "documenso launc...

SKILL.md

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Documenso Production Checklist

Overview

Complete checklist for deploying Documenso document signing integrations to production.

Prerequisites

  • Staging environment tested and verified
  • Production API keys available
  • Deployment pipeline configured
  • Monitoring and alerting ready

Pre-Deployment Checklist

Configuration

  • Production API key generated (separate from staging)
  • API key stored in secure vault (not in code)
  • Environment variables configured in deployment platform
  • Webhook endpoint URL uses HTTPS
  • Webhook secret configured
  • Base URL correct for environment

Code Quality

  • All tests passing (npm test)
  • No hardcoded credentials or API keys
  • Error handling covers all Documenso error types
  • Rate limiting/​backoff implemented
  • Logging is production-appropriate (no sensitive data)
  • TypeScript strict mode enabled

Security

  • API keys have minimal required permissions
  • Webhook signature verification implemented
  • Input validation on all user inputs
  • File upload validation (type, size)
  • Signing URLs not exposed in logs
  • Audit logging enabled

Infrastructure

  • Health check endpoint includes Documenso connectivity
  • Monitoring/​alerting configured for errors
  • Circuit breaker pattern implemented
  • Graceful degradation for Documenso outages

Documentation

  • Incident runbook created
  • API key rotation procedure documented
  • Rollback procedure documented
  • On-call escalation path defined

Deployment Procedure

Step 1: Pre-flight Checks

# Verify staging health
curl -f https://staging.yourapp.com/​health

# Verify Documenso API status
curl -s https://status.documenso.com/​api/​v2/​status.json | jq '.status'

# Run final test suite
npm run test:integration

Step 2: Deploy with Gradual Rollout

# Deploy to production (canary - 10%)
kubectl apply -f k8s/​production.yaml
kubectl set image deployment/​signing-service app=image:new --record
kubectl rollout pause deployment/​signing-service

# Monitor canary for 10 minutes
echo "Monitoring canary deployment..."
sleep 600

# Check error rates
kubectl logs -l app=signing-service --since=10m | grep -c "ERROR"

# If healthy, continue to 50%
kubectl rollout resume deployment/​signing-service
kubectl rollout pause deployment/​signing-service
sleep 300

# Complete rollout to 100%
kubectl rollout resume deployment/​signing-service
kubectl rollout status deployment/​signing-service

Step 3: Health Check Implementation

// src/​health.ts
import { getDocumensoClient } from "./​documenso/​client";

interface HealthStatus {
  status: "healthy" | "degraded" | "unhealthy";
  checks: {
    documenso: {
      connected: boolean;
      latencyMs: number;
      error?: string;
    };
    database?: {
      connected: boolean;
      latencyMs: number;
    };
  };
  version: string;
}

export async function healthCheck(): Promise<HealthStatus> {
  const checks: HealthStatus["checks"] = {
    documenso: { connected: false, latencyMs: 0 },
  };

  // Test Documenso connectivity
  const docStart = Date.now();
  try {
    const client = getDocumensoClient();
    await client.documents.findV0({ perPage: 1 });
    checks.documenso = {
      connected: true,
      latencyMs: Date.now() - docStart,
    };
  } catch (error: any) {
    checks.documenso = {
      connected: false,
      latencyMs: Date.now() - docStart,
      error: error.message,
    };
  }

  // Determine overall status
  const allHealthy = checks.documenso.connected;
  const anyFailed = !checks.documenso.connected;

  return {
    status: allHealthy ? "healthy" : anyFailed ? "unhealthy" : "degraded",
    checks,
    version: process.env.APP_VERSION ?? "unknown",
  };
}

// Express endpoint
app.get("/​health", async (req, res) => {
  const health = await healthCheck();
  const statusCode = health.status === "unhealthy" ? 503 : 200;
  res.status(statusCode).json(health);
});

Step 4: Monitoring Setup

// Monitor key metrics
interface DocumensoMetrics {
  requestsTotal: number;
  errorsTotal: number;
  latencyP50Ms: number;
  latencyP99Ms: number;
  rateLimitHits: number;
}

class MetricsCollector {
  private latencies: number[] = [];
  private errors = 0;
  private requests = 0;
  private rateLimits = 0;

  recordRequest(latencyMs: number, success: boolean): void {
    this.requests++;
    this.latencies.push(latencyMs);
    if (!success) this.errors++;

    // Keep last 1000 latencies
    if (this.latencies.length > 1000) {
      this.latencies = this.latencies.slice(-1000);
    }
  }

  recordRateLimit(): void {
    this.rateLimits++;
  }

  getMetrics(): DocumensoMetrics {
    const sorted = [...this.latencies].sort((a, b) => a - b);
    return {
      requestsTotal: this.requests,
      errorsTotal: this.errors,
      latencyP50Ms: sorted[Math.floor(sorted.length * 0.5)] ?? 0,
      latencyP99Ms: sorted[Math.floor(sorted.length * 0.99)] ?? 0,
      rateLimitHits: this.rateLimits,
    };
  }
}

// Export to Prometheus/​Datadog/​etc
app.get("/​metrics", (req, res) => {
  const metrics = metricsCollector.getMetrics();
  res.json(metrics);
});

Step 5: Alert Configuration

AlertConditionSeverityAction
API Down5xx errors > 10/​minP1Page on-call
High Latencyp99 > 5000msP2Investigate
Rate Limited429 errors > 5/​minP2Reduce throughput
Auth Failures401/​403 errors > 0P1Check API key
Webhook Failures4xx/​5xx on webhookP2Check endpoint
# Example Datadog alert config
alerts:
  - name: documenso_api_errors
    query: sum(last_5m):sum:documenso.errors{env:production} > 10
    message: "High Documenso API error rate"
    priority: P1

  - name: documenso_high_latency
    query: avg(last_5m):avg:documenso.latency.p99{env:production} > 5000
    message: "Documenso API latency elevated"
    priority: P2

  - name: documenso_rate_limits
    query: sum(last_5m):sum:documenso.rate_limits{env:production} > 5
    message: "Hitting Documenso rate limits"
    priority: P2

Rollback Procedure

Immediate Rollback

# Kubernetes rollback
kubectl rollout undo deployment/​signing-service
kubectl rollout status deployment/​signing-service

# Verify rollback
kubectl get pods -l app=signing-service
curl -f https://yourapp.com/​health

Feature Flag Rollback

// Use feature flags to disable Documenso features
const documensoEnabled = await featureFlags.isEnabled("documenso_signing");

if (!documensoEnabled) {
  throw new Error("Document signing temporarily unavailable");
}

Post-Deployment Verification

# Run smoke tests
npm run test:smoke

# Verify document creation
curl -X POST https://yourapp.com/​api/​documents \
  -H "Authorization: Bearer $USER_TOKEN" \
  -H "Content-Type: application/​json" \
  -d '{"title":"Test Document"}'

# Verify webhook delivery
# Check webhook logs in Documenso dashboard

# Monitor for 30 minutes
watch -n 30 'curl -s https://yourapp.com/​health | jq'

Output

  • Deployed Documenso integration
  • Health checks passing
  • Monitoring active
  • Rollback procedure tested

Error Handling

AlertConditionResponse
Deploy failedCI/​CD errorCheck logs, retry
Health check failedDocumenso downImplement degraded mode
Rollback neededError spikeExecute rollback
Rate limits hitToo many requestsReduce throughput

Resources

Next Steps

For version upgrades, see documenso-upgrade-migration.

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