Two-way sync
Changes in ConnectWise or Datadog instantly reflect in both systems. No stale data, no manual imports.
Keep ConnectWise and Datadog in sync without custom scripts. Cut weeks of integration work, eliminate silent data drift, and give your team a single, reliable source of truth.
ConnectWise 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 Companies, Contacts, Service Tickets, Opportunities in ConnectWise with Logs, Events, Dashboards, Metrics 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.
Open items, throughput, and error counts from ConnectWise replicate into Datadog, so the operational view reflects what is actually happening in the business.
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.
A ticket or request raised in ConnectWise 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.
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.
| ConnectWise objects | Datadog objects | How this pairing syncs | |
|---|---|---|---|
| Configurations Managed devices and assets tied to companies, useful for asset inventory syncs. | Logs Log events searched via the v2 Logs search endpoint by time window and submittable through the log intake API; commonly streamed to a warehouse for retention beyond Datadog's storage period. | Configurations is specific to ConnectWise and Logs to Datadog — each maps to any object or custom field on the other side. | |
| Members Internal users and technicians referenced by tickets and time entries. | Events The event stream (deploys, alerts, comments) searched via the v2 Events endpoint and posted via POST /api/v1/events; used to correlate deploy and incident timelines or to publish deploy and pipeline events into Datadog. | Members is specific to ConnectWise and Events to Datadog — each maps to any object or custom field on the other side. | |
| Activities Sales and service activity records synced for engagement reporting. | 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. | Activities is specific to ConnectWise and Dashboards to Datadog — each maps to any object or custom field on the other side. | |
| Companies Client and prospect account records that anchor most other PSA data in a sync. | 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. | Companies is specific to ConnectWise and Metrics to Datadog — each maps to any object or custom field on the other side. | |
| Contacts People attached to companies, commonly synced against CRM contact records. | 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. | Contacts is specific to ConnectWise and Incidents to Datadog — each maps to any object or custom field on the other side. | |
| Service Tickets Support and service desk tickets, including status, board, and priority fields. | 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. | Service Tickets is specific to ConnectWise and Service Level Objectives to Datadog — each maps to any object or custom field on the other side. |
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.
DetectionConnectWise notifies Stacksync of record changes through webhook events. Callbacks (webhooks) on record changes, supplemented by polling on last-updated fields.
DeliveryEach detected change is written to Datadog through its API, with automatic retries and rate-limit backoff.
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 ConnectWise through its API, with automatic retries and rate-limit backoff.
Real-time sync, workflow automation, event queues, EDI, and monitoring, for every ConnectWise–Datadog connection.
Changes in ConnectWise or Datadog instantly reflect in both systems. No stale data, no manual imports.
Trigger automated workflows whenever ConnectWise or Datadog data changes, update records, fire webhooks, or kick off sequences without brittle API scripts.
Handle millions of events per minute without losing a single ConnectWise or Datadog record.
Track your ConnectWise ⇄ Datadog sync health, view errors, and replay failed events in one click.
Transform legacy EDI complexity into simple database interactions between ConnectWise and Datadog.
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.
Authenticate ConnectWise and Datadog with each platform's native method — OAuth, API keys, or service accounts — plus secure options like SSH tunneling, IP whitelisting, and VPC peering.
Pick the ConnectWise and Datadog 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.
Fields map automatically even when names and types differ. Stacksync handles transformation and type casting for you, zero configuration required.
Yes. Stacksync provides a managed, real-time two-way integration between ConnectWise and Datadog: authenticate both systems, choose the objects to sync (such as ConnectWise's Configurations and Members), map fields visually, and changes propagate both ways in milliseconds — no code required.
ConnectWise: The ConnectWise PSA REST API is organized by functional module (Company, Service, Sales, Finance, Procurement, Project, System), each with its own resource endpoints. Datadog: Application keys inherit the creating user's permissions and authorization scopes; a key missing a required scope returns 403 even when the API key is valid. Stacksync's field mapping accounts for these differences between ConnectWise and Datadog without custom code.
Stacksync is SOC 2 Type II and ISO 27001 certified with HIPAA BAA support. Data is encrypted in transit, and a zero-persistent-storage architecture means ConnectWise and Datadog records are not retained after a sync operation.
Stacksync pricing is usage-based and starts at $1,000/month, including the managed ConnectWise and Datadog connectors, real-time two-way sync, monitoring, and support. That replaces building and maintaining a custom ConnectWise–Datadog integration in-house.
Yes — Stacksync ships production-grade connectors for both ConnectWise and Datadog. The connectors handle authentication, schema detection, rate limits, and retries; you configure the sync, and Stacksync operates it.
Change detection on ConnectWise: Callbacks (webhooks) on record changes, supplemented by polling on last-updated fields. On Datadog: 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. Each detected change propagates to the other side in milliseconds, with field-level conflict resolution and an inspectable event log.
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.
Let your users access Stacksync from your centralized user management systems. Works with Okta, Azure, Google SSO and more.
Immediately get alerted about record syncing issues over email, Slack, PagerDuty and WhatsApp. Resolve issues from a centralized dashboard with retry and revert options.
Securely connects to your systems with:
Every pair below is a real-time, two-way sync. Search all 378 integrations available for ConnectWise and Datadog.