Why Your API Webhooks Need a Retry Strategy episode artwork

EPISODE · May 28, 2026 · 7 MIN

Why Your API Webhooks Need a Retry Strategy

from The Developer Tools Podcast with Fexingo: APIs, Infrastructure, and Software for Engineers · host Fexingo

Webhooks are a standard way to deliver real-time events from APIs, but most teams treat them as fire-and-forget. Lucas and Luna dig into the mechanics of webhook delivery—why they fail silently, what exponential backoff actually looks like in production, and how Stripe, GitHub, and Twilio handle retries differently. They walk through a real-world case: a SaaS billing integration that lost $12,000 in monthly recurring revenue because the webhook consumer couldn't handle a transient database outage. If you build or operate systems that depend on webhooks, this episode gives you a concrete checklist: idempotency keys, delivery guarantees, monitoring dead-letter queues, and the one pattern that saves you during scale. #Webhooks #APIReliability #ExponentialBackoff #IdempotencyKeys #DeadLetterQueue #Stripe #GitHub #Twilio #EventDrivenArchitecture #SaaS #RetryStrategy #APIResilience #DeveloperExperience #BusinessAndTechnology #FexingoBusiness #BusinessPodcast #EngineeringLeadership #OperationalExcellence Keep every episode free: buymeacoffee.com/fexingo

Webhooks are a standard way to deliver real-time events from APIs, but most teams treat them as fire-and-forget. Lucas and Luna dig into the mechanics of webhook delivery—why they fail silently, what exponential backoff actually looks like in production, and how Stripe, GitHub, and Twilio handle retries differently. They walk through a real-world case: a SaaS billing integration that lost $12,000 in monthly recurring revenue because the webhook consumer couldn't handle a transient database outage. If you build or operate systems that depend on webhooks, this episode gives you a concrete checklist: idempotency keys, delivery guarantees, monitoring dead-letter queues, and the one pattern that saves you during scale. #Webhooks #APIReliability #ExponentialBackoff #IdempotencyKeys #DeadLetterQueue #Stripe #GitHub #Twilio #EventDrivenArchitecture #SaaS #RetryStrategy #APIResilience #DeveloperExperience #BusinessAndTechnology #FexingoBusiness #BusinessPodcast #EngineeringLeadership #OperationalExcellence Keep every episode free: buymeacoffee.com/fexingo

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Why Your API Webhooks Need a Retry Strategy

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This episode is 7 minutes long.

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This episode was published on May 28, 2026.

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Webhooks are a standard way to deliver real-time events from APIs, but most teams treat them as fire-and-forget. Lucas and Luna dig into the mechanics of webhook delivery—why they fail silently, what exponential backoff actually looks like in...

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