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Phil Smy @psmy

Rails + Stripe rescue for bootstrapped SaaS Founder @zonmasterteam | #SharkTank I diagnose & fix revenue leaks DMs open linktr.ee/philsmy Miyagi, Japan Joined March 2009
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Phil Smy @psmy

3 months ago

Rails SaaS founders: If Stripe billing is messy in your app, I offer a billing audit. I review: webhooks event handling idempotency job retries subscription state You get a clear report and fixes. DM if interested.

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Phil Smy @psmy

3 months ago

Most SaaS founders spend months building features. But the thing that breaks revenue is usually: Stripe events background jobs failed retries state drift Boring infrastructure. If you run a Rails SaaS and billing feels fragile, I can audit it. DM me.

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Phil Smy @psmy

3 months ago

If an AI agent had direct access to your database and your APIs — would it still need your product? I've been sitting with that question for months. Here's where I landed. open.substack.com/pub/philonrail…

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Phil Smy @psmy

3 months ago

Rails founders rarely monitor this metric: Webhook failure rate. If webhooks fail quietly, subscriptions drift out of sync. Customers get wrong access. Refunds start appearing. I fix this for SaaS companies. DM if your billing stack worries you.

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Phil Smy @psmy

3 months ago

One of the easiest SaaS bugs to miss: A Stripe webhook fails once. Your app processes the next event. Now Stripe and your database disagree. Nothing crashes. Revenue slowly drifts. I help Rails SaaS founders audit and fix billing systems. DM if you want me to look at yours.

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Phil Smy @psmy

3 months ago

I asked ChatGPT to write Japanese song lyrics out in romanji. This was its response (after doing it).

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Phil Smy @psmy

3 months ago

When I audit a Rails SaaS billing system, I check 5 things first: Webhook delivery logs Idempotency handling Subscription state sync Retry logic Background job health If one of those is wrong, revenue leaks usually follow.

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Phil Smy @psmy

3 months ago

@GregNotSure @heygurisingh Please stop trying to bring logic and reason to X.

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Phil Smy @psmy

3 months ago

Rails actually makes Stripe integrations easier than most stacks. ActiveJob background workers good ORM clear service layers The problem is rarely Rails. It’s production discipline around the system.

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Phil Smy @psmy

3 months ago

Most SaaS founders think Stripe solves billing. Stripe solves payments. You still have to solve: webhook reliability idempotency background job retries state reconciliation I fix Stripe billing problems in Rails apps. If your billing system feels fragile, DM me.

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Phil Smy @psmy

3 months ago

@corbin_braun Shipping fast is great. The part that usually bites later is the webhook layer. Retries, duplicate events, and partial state updates can quietly break billing or email flows if the handlers aren’t idempotent.

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Phil Smy @psmy

3 months ago

Creating the transaction in a pending state usually works well. Another pattern is creating the record when the Checkout Session or PaymentIntent is created, not when the webhook arrives. Then the webhook only updates state instead of creating the transaction. It avoids the race between the UI and the webhook.

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Phil Smy @psmy

3 months ago

@stoictraderke @mysticwillz Yes, Stripe signs webhook payloads with the Stripe-Signature header. That prevents forged requests, but it does not solve duplicates. You still need idempotent processing because Stripe can retry the same event multiple times.

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Phil Smy @psmy

3 months ago

@Laikmosh @mysticwillz Stripe idempotency keys apply to API requests you send to Stripe. Webhook events are different. The usual pattern is storing the Stripe event.id and rejecting duplicates. Also make the handler idempotent because Stripe retries events if your endpoint fails.

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Phil Smy @psmy

3 months ago

@mysticwillz The Stripe event id is the key. Store processed event ids in a table and reject duplicates. Also make the handler idempotent so retries don’t corrupt state. Stripe retries events for hours if your endpoint fails. Most real bugs come from partial updates before the retry.

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Phil Smy @psmy

3 months ago

@DanKulkov @MiguelFdezDev Stripe webhooks quietly breaking is one of the most common SaaS issues. Nothing crashes. But subscriptions drift out of sync with the app. I’ve audited Rails apps where this went unnoticed for weeks. Billing infrastructure needs monitoring too.

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Phil Smy @psmy

3 months ago

@WorkflowWhisper Stripe webhooks must verify the signature before parsing the payload. If the endpoint trusts the JSON body, someone can POST a fake payment_intent.succeeded event. I’ve seen this in production systems more than once.

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Phil Smy @psmy

3 months ago

@bloggersarvesh I’m curious why this is focused on local businesses only. I guess because it is about optimizing Google maps searches?

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Phil Smy @psmy

3 months ago

@thisdudelikesAI That is quite old. Not ‘someone just’

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Phil Smy @psmy

3 months ago

@TechLayoffLover Why do people believe this garbage?

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