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Datadog to Ironclad integration — real-time, two-way sync

Keep Datadog and Ironclad in sync without custom scripts. Cut weeks of integration work, eliminate silent data drift, and give your team a single, reliable source of truth.

  • SOC 2 and 6 other compliance frameworks
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Adopted by fast-scaling companies moving mission-critical data in real time

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Why teams connect Datadog and Ironclad

Connect the tickets, records, and events in Ironclad to the systems engineering runs in Datadog, kept current in real time and in both directions.

Ironclad is where customer-facing and operational work happens: the tickets, conversations, contacts, and records a team touches every day. Datadog is where engineering runs the systems behind that work — the issue trackers, message brokers, directories, and monitors that keep services moving. The same items, people, and events matter to both, and when the only link between them is a manual hand-off or an overnight export, each side acts on a stale copy of what the other already knows.

Stacksync syncs Entities, Obligations, Webhooks, Workflow Approvals in Ironclad with Service Level Objectives, Hosts, Monitors, Logs in Datadog field by field, in real time, and in both directions. You decide which system owns which fields; Stacksync maps the overlap, resolves conflicts by rules you set, and keeps every copy current, with no middleware to build and no API limits to babysit.

Common use cases

  • 01 Two-way sync Ironclad Records with a warehouse or ERP so executed-contract value, counterparty, renewal dates, and status stay current without manual re-keying.
  • 02 Sync Entities (counterparties) two-way with a CRM or ERP so company and vendor master data matches across the CLM and the systems of record.
  • 03 Publish deploy and pipeline Events, and submit custom Metrics, into Datadog from CI/CD or a data pipeline to enrich dashboards and correlation.
  • 04 Load Events and Incidents into a warehouse to correlate deploys, alerts, and outages on one timeline for post-incident review.

Common sync patterns

Where Datadog watches operations: live volumes for visibility

Open items, throughput, and error counts from Ironclad replicate into Datadog, so the operational view reflects what is actually happening in the business.

One shared record across both systems

Where both systems keep records for the same contacts, items, or users, a correction in either updates the other, ending dual maintenance and keeping IDs aligned for every other flow.

Where Datadog tracks engineering work: requests become issues

A ticket or request raised in Ironclad opens or updates a matching issue in Datadog, and status, comments, and resolution flow back, so support and engineering work the same item instead of retyping it.

What you can sync between Datadog and Ironclad

Representative objects on each side — any object or custom field can map to any target. Schemas are auto-detected; types are converted between the two systems.

Datadog objects Ironclad objects How this pairing syncs
Dashboards Dashboard definitions and widgets via the v1 Dashboards API with full CRUD; exported for backup and audit, or created and updated programmatically from a source of truth. Records The Repository of executed and stored contracts with metadata (value, counterparty, key dates, type) and attachments; full create, read, update, and delete so signed-contract data and PDFs sync to a warehouse, ERP, or CRM. Dashboards is specific to Datadog and Records to Ironclad — each maps to any object or custom field on the other side.
Metrics Time-series metrics queried in aggregate windows through the query API and submitted via POST /api/v1/series; individual raw points cannot be extracted beyond retention. Entities Structured records for counterparties and other parties linked to workflows and records; read and written to keep company and vendor master data aligned with a CRM or ERP. Metrics is specific to Datadog and Entities to Ironclad — each maps to any object or custom field on the other side.
Incidents Incident records from the v2 Incidents API with full CRUD, including status and timeline fields; landed in a database for MTTR reporting or created and updated from an external incident workflow. Obligations Post-signature commitments, milestones, and renewal dates tied to contracts; synced two-way to drive renewal, compliance, and finance reporting in downstream systems. Incidents is specific to Datadog and Obligations to Ironclad — each maps to any object or custom field on the other side.
Service Level Objectives SLO definitions and status history via the v1 SLO API with full CRUD; read out for reliability and error-budget reporting, or provisioned and updated from a reliability config. Webhooks Event subscriptions that push workflow, approval, signature, document, and comment changes to Stacksync in near real time; created, listed, and deleted through the API across 40+ event types. Service Level Objectives is specific to Datadog and Webhooks to Ironclad — each maps to any object or custom field on the other side.
Hosts Infrastructure host inventory with tags and metadata from the v1 host list API; loaded into a CMDB or warehouse for asset tracking, and hosts can be muted or unmuted via the API. Workflow Approvals Per-workflow approval requests and their state; read to report approval status and cycle time, and status changes arrive live through the workflow_approval_status_changed event. Hosts is specific to Datadog and Workflow Approvals to Ironclad — each maps to any object or custom field on the other side.
Monitors Alert definitions with query, thresholds, and current state via the v1 Monitors API, which supports full create, update, and delete; Stacksync reads alert state into a warehouse or provisions and updates monitors from a config source. Signature Packets The e-signature packets on a workflow (sent, signatures collected, fully signed); read to track signing progress, with packet events delivered by webhook for real-time status. Monitors is specific to Datadog and Signature Packets to Ironclad — each maps to any object or custom field on the other side.

How changes propagate between Datadog and Ironclad

Each direction of the sync is driven by what the source system can signal and what the destination accepts — detection, delivery, and expected latency below.

Datadog Ironclad Sub-second propagation

DetectionDatadog notifies Stacksync of record changes through webhook events. Polling with time-windowed search queries on Logs and Events (timestamp cursor).

DeliveryEach detected change is written to Ironclad through its API, with automatic retries and rate-limit backoff.

Ironclad Datadog Sub-second propagation

DetectionIronclad notifies Stacksync of record changes through webhook events. Native webhook subscriptions (POST /webhooks) fire on 40+ workflow, approval, signature, document, and comment events, and Ironclad retries a failing.

DeliveryEach detected change is written to Datadog through its API, with automatic retries and rate-limit backoff.

Rate-limit considerations

  • Datadog: Per-endpoint limits return HTTP 429 with X-RateLimit-Limit/-Remaining/-Period/-Reset headers. Log ingestion and metric submission are not rate limited; search endpoints such as Logs and Events queries carry quotas that Datadog Support can raise.
  • Ironclad: Limits are enforced per account per minute by endpoint: GET Workflows 400 and POST/PATCH Workflows 40; GET Records 600 and POST/PATCH Records 200; GET Entities 600 and POST/PATCH Entities 200; Webhooks 600; all other endpoints 800. Exceeding a limit returns HTTP 429, and Ironclad recommends exponential backoff with jitter.
What ships with Datadog ⇄ Ironclad

Connect Datadog and Ironclad for flexible, real-time data sync.

Real-time sync, workflow automation, event queues, EDI, and monitoring, for every Datadog–Ironclad connection.

Real-time

Two-way sync

Changes in Datadog or Ironclad instantly reflect in both systems. No stale data, no manual imports.

No-code + pro-code

Workflow automation

Trigger automated workflows whenever Datadog or Ironclad data changes, update records, fire webhooks, or kick off sequences without brittle API scripts.

At scale

Event queues

Handle millions of events per minute without losing a single Datadog or Ironclad record.

Observability

Monitoring

Track your Datadog ⇄ Ironclad sync health, view errors, and replay failed events in one click.

Trading partners

EDI

Transform legacy EDI complexity into simple database interactions between Datadog and Ironclad.

How the Datadog and Ironclad connectors work

Datadog

Integration surface
REST API (v1 and v2)
Authentication
API key (DD-API-KEY) plus an Application key (DD-APPLICATION-KEY) sent as request headers; application keys are tied to the creating user and inherit that user's permissions and authorization scopes.
Change detection
Polling with time-windowed search queries on Logs and Events (timestamp cursor); monitor alerts can also push via the Webhooks notification integration. No modified-date CDC on mutable objects.
Capabilities
read · write · webhooks
Rate limits
Per-endpoint limits return HTTP 429 with X-RateLimit-Limit/-Remaining/-Period/-Reset headers. Log ingestion and metric submission are not rate limited; search endpoints such as Logs and Events queries carry quotas that Datadog Support can raise.

Ironclad

Integration surface
REST/JSON Public API (CLM API) at https://na1.ironcladapp.com/public/api/v1 (NA1 and EU1 regions plus a demo/sandbox), with a native Webhooks subscription API; described by an OpenAPI 3.1 spec.
Authentication
OAuth 2.0 - Authorization Code grant (PKCE for public clients) and Client Credentials grant for server-to-server; access tokens are Bearer, expire after 6 hours, and every endpoint is gated by a resource scope. The legacy static API bearer token was deprecated on 2024-11-22.
Change detection
Native webhook subscriptions (POST /webhooks) fire on 40+ workflow, approval, signature, document, and comment events, and Ironclad retries a failing endpoint up to 10 times over about 13.6 hours with exponential backoff. Otherwise poll the list endpoints by last-updated. There is no database change-data-capture log.
Capabilities
read · write · webhooks
Rate limits
Limits are enforced per account per minute by endpoint: GET Workflows 400 and POST/PATCH Workflows 40; GET Records 600 and POST/PATCH Records 200; GET Entities 600 and POST/PATCH Entities 200; Webhooks 600; all other endpoints 800. Exceeding a limit returns HTTP 429, and Ironclad recommends exponential backoff with jitter.
How it works

How to connect Datadog to Ironclad — three steps, no code

Configure and sync within minutes, no code. Whether you sync 50k or 100M+ records, Stacksync handles the queues, infra, and plumbing. Integrations are non-invasive and need zero setup on your systems.

  1. 01

    Connect your apps

    Authenticate Datadog and Ironclad with each platform's native method — OAuth, API keys, or service accounts — plus secure options like SSH tunneling, IP whitelisting, and VPC peering.

    • OAuth 2.0
    • SSH tunnel
    • VPC peering
    Datadog connected
    Ironclad connected
    OAuth 2.0
    SSH tunnel
    SSL certificate
    VPC peering
  2. 02

    Choose tables

    Pick the Datadog and Ironclad objects to sync — Stacksync auto-detects both schemas, including custom fields where the platform exposes them. Sync to existing tables, or let Stacksync create new ones with ideal data types.

    • Standard objects
    • Custom objects
    • Auto-schema
    objects · Datadog ⇄ Ironclad
    Customers 12,480
    Sales Orders 8,213
    Invoices 5,902
    Items 1,344
  3. 03

    Map fields

    Fields map automatically even when names and types differ. Stacksync handles transformation and type casting for you, zero configuration required.

    • Auto-map
    • Type casting
    • Transforms
    Datadog Ironclad
    Company company_name text
    Email email text
    Amount amount numeric
    Created created_at timestamp
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FAQ

Datadog and Ironclad integration FAQ

SECURITY

Security teams trust Stacksync

As a data company, we understand the importance of keeping your data secure. Stacksync is built with security best practices to keep your data safe at every layer, and is DPF-certified for US, EU, UK and CH data transfers.

Learn more about security
SOC 2 Type II
ISO 27001
HIPAA BAA
GDPR
CCPA
DPF US-EU-UK-CH
→ SECURITY WITH BENEFITS

SSO & SCIM

Let your users access Stacksync from your centralized user management systems. Works with Okta, Azure, Google SSO and more.

Alerts

Immediately get alerted about record syncing issues over email, Slack, PagerDuty and WhatsApp. Resolve issues from a centralized dashboard with retry and revert options.

Secure connection options

Securely connects to your systems with:

OAuth 2 SSH Tunnelling SSL certificates IP Whitelisting VPN gateway VPC peering and more

Related integrations

Every pair below is a real-time, two-way sync. Search all 390 integrations available for Datadog and Ironclad.

Popular · 7 of 390
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