Build vs Buy Webhook Infrastructure

When building webhook handling and delivery stops being "just an endpoint and a retry loop".

A practical, technical breakdown for engineers evaluating their options.

Why Teams Consider Building Webhook Infrastructure

At first glance, webhooks seem straightforward. You need an HTTP endpoint, some signature verification, and a retry mechanism. How hard could it be?

This reasoning is not unreasonable. Early on, webhook volume is low. Your team already has message queues and background workers. You want control over your infrastructure. Building feels like the obvious choice.

For many teams, this initial assessment is correct. A simple webhook system can work well for months or even years, especially if your requirements remain constrained.

The question is not whether building is possible. It is whether the ongoing cost remains acceptable as requirements evolve.

What a "Simple" Webhook System Looks Like

The typical first implementation includes:

HTTP Endpoint

A POST handler that receives webhook payloads from external services.

Signature Verification

HMAC validation to ensure requests are authentic.

Background Job

Queue the payload for asynchronous processing.

Basic Retries

Retry failed deliveries a few times before giving up.

Logging

Basic request/response logging for debugging.

This works. For a while.

What Gets Added After the First Incident

Production requirements emerge after the first failure. What started as a simple system accumulates complexity.

Inbound Requirements

Backpressure Handling

When a webhook source sends faster than you can process, you need rate limiting, queue depth monitoring, and graceful degradation.

Payload Inspection and Filtering

Not all events are relevant. You need to inspect, filter, and route based on payload content without processing everything.

Transformation

External webhook formats rarely match your internal schemas. Transformation logic accumulates over time.

Replay Without Re-Sending

When debugging or recovering from failures, you need to replay events without asking the sender to re-send them.

Per-Source Isolation

One misbehaving webhook source should not affect others. Isolation requires separate queues, rate limits, and failure tracking.

Outbound Requirements

Per-Destination Retries

Each destination has different reliability characteristics. Retry strategies must be configurable per endpoint.

Backoff Strategies

Exponential backoff, jitter, circuit breakers, and dead letter queues become necessary to handle persistent failures.

Fan-Out

A single inbound event often needs to be delivered to multiple destinations. Fan-out multiplies failure modes.

Partial Failure Handling

When delivering to multiple destinations, some succeed and some fail. You need to track partial success and retry only failures.

Customer-Level Isolation

In multi-tenant systems, one customer's failing endpoint should not affect others. Isolation is non-trivial.

Operational Requirements

Dashboards and Observability

You need visibility into delivery rates, failure rates, retry queues, and latency across all sources and destinations.

Manual Intervention

Operators need tools to pause, resume, purge, or manually retry specific events or entire queues.

Alerts and On-Call

Webhook failures require alerting, escalation policies, and runbooks. Someone gets paged when things break.

Audit Logs

For compliance and debugging, you need immutable logs of every webhook received, processed, and delivered.

Schema and Version Drift

External APIs change. You need versioning, schema validation, and migration strategies to handle breaking changes.

Complexity compounds over time. Each requirement adds code, tests, monitoring, and maintenance burden.

Hidden Costs Teams Underestimate

The initial build is only the beginning. Ongoing costs are often underestimated.

Ongoing Engineering Maintenance

Webhook infrastructure is not a one-time project. External APIs change, new edge cases emerge, and performance optimization is continuous. Engineers spend time maintaining code that does not differentiate your product.

Edge Cases and Failure Modes

Distributed systems have unbounded failure modes. Timeouts, partial failures, duplicate deliveries, ordering issues, and clock skew all require handling. Each edge case takes time to discover, reproduce, and fix.

On-Call Burden

Webhook failures often happen outside business hours. Someone gets paged. Runbooks need to be written and maintained. Incident response takes time away from planned work.

Knowledge Silos

Webhook infrastructure becomes tribal knowledge. The engineer who built it understands it. When they leave, the next person has to reverse-engineer the system. Documentation lags behind reality.

Opportunity Cost

Every hour spent on webhook infrastructure is an hour not spent on your core product. This is the most significant cost and the hardest to measure.

Why Webhooks Are Harder Than They Look

Webhooks are uniquely difficult because they operate at system boundaries.

System Boundary Problem

Webhooks cross organizational and technical boundaries. You do not control the sender or the receiver. This fundamentally changes the failure model compared to internal services.

No Control Over Sender or Receiver

External services have their own rate limits, downtime, and breaking changes. Destination endpoints have unpredictable latency and availability. You cannot fix problems on either side.

Retries Amplify Failures

A naive retry strategy can make problems worse. Retrying too aggressively overwhelms failing systems. Retrying too conservatively loses data. Finding the right balance requires tuning and monitoring.

Timeouts Are Unreliable

Network timeouts do not tell you whether the request succeeded. The destination might have processed the webhook even if you did not receive a response. Idempotency becomes critical.

Fan-Out Multiplies Complexity

Delivering one event to multiple destinations means multiple independent failure modes. Partial success is common. Tracking state across fan-out is non-trivial.

When Building Makes Sense

Building in-house is reasonable in specific scenarios.

Very Low Volume

If you receive or send fewer than a few hundred webhooks per day, complexity remains manageable.

Internal-Only Usage

If webhooks are only used internally between services you control, you can coordinate changes and tolerate downtime.

Single Consumer

If you only deliver to one destination, fan-out complexity disappears. Failure handling is simpler.

No Replay or Fan-Out Needs

If you never need to replay events or deliver to multiple destinations, the system remains straightforward.

No SLAs or External Customers

If webhook delivery is best-effort and failures do not affect customers, operational burden is lower.

If your use case fits these constraints, building may be the right choice.

When Buying Makes Sense

Certain signals indicate that a managed solution becomes more cost-effective than building.

Multiple Webhook Sources

Each external webhook source has different authentication, payload formats, and reliability characteristics. Managing multiple sources multiplies complexity.

External Customers or Partners

When customers or partners depend on webhook delivery, reliability becomes a contractual obligation. Failures affect relationships and revenue.

Reliability Requirements

If you need guaranteed delivery, retry guarantees, or SLAs, building and maintaining the necessary infrastructure is expensive.

Need for Replay and Observability

Debugging webhook issues requires detailed logs, replay capabilities, and visibility into delivery status. Building these tools takes significant time.

Multiple Delivery Destinations

Fan-out to multiple destinations introduces partial failure handling, per-destination retries, and isolation requirements. This is where complexity escalates quickly.

When these conditions apply, the total cost of ownership for a custom solution often exceeds the cost of a managed service.

Where hookVM Fits

hookVM operates as a control plane at the boundary of your system.

Rather than replacing your entire webhook infrastructure, hookVM provides the capabilities that are expensive to build and maintain in-house.

For inbound webhooks, hookVM handles safe ingestion, inspection, filtering, transformation, and replay without re-sending. You get isolation per source and visibility into what is being received.

For outbound webhooks, hookVM manages delivery to multiple destinations with per-destination retries, backoff strategies, and partial failure handling. Customer-level isolation ensures one failing endpoint does not affect others.

Observability is built in. You can see delivery status, retry queues, and failure rates without building dashboards or alerting infrastructure.

Safe Inbound Handling

Receive webhooks from external sources with signature verification, rate limiting, and backpressure handling.

Inspection and Filtering

Examine payloads, filter events, and transform formats before they reach your internal systems.

Replay Without Re-Sending

Replay events for debugging or recovery without asking external services to re-send them.

Outbound Delivery

Deliver events to multiple destinations with retries, backoff, and failure isolation.

Isolation and Observability

Per-source and per-destination isolation with detailed visibility into delivery status and failures.

Build vs Buy Comparison

CapabilityBuild In-HouseManaged Solution
Inbound IsolationRequires custom queue architectureBuilt-in per-source isolation
ReplayMust store and index all payloadsReplay from stored events
Fan-OutComplex partial failure handlingManaged fan-out with per-destination tracking
Destination RetriesCustom retry logic per destinationConfigurable retry strategies
ObservabilityBuild dashboards and alertingBuilt-in visibility and logs
Ongoing MaintenanceContinuous engineering timeVendor maintains infrastructure

Migration and Incremental Adoption

Adopting a managed solution does not require rewriting your existing webhook infrastructure.

Start with Inbound Debugging

Route inbound webhooks through hookVM for inspection and replay capabilities while keeping your existing processing logic unchanged.

Add Outbound Destinations Later

When you need to deliver to multiple destinations, add them incrementally without changing your event publishing code.

Keep Existing Webhooks

Your current webhook endpoints continue to work. Migrate sources and destinations one at a time as needed.

Adopt Incrementally

Use hookVM for new webhook sources or destinations while leaving stable, low-volume webhooks unchanged.

Incremental adoption reduces risk and allows you to validate the solution before committing fully.

Focus on Your Product, Not Webhook Plumbing

If webhook reliability and delivery are becoming a distraction, hookVM provides control at your system boundaries without forcing a rewrite.