ENTERPRISE TIER · BY APPLICATION

Stripe webhook architecture for multi-product Series A SaaS.

For founders running multiple products and price tiers through a single Stripe account, where one bad webhook means duplicate charges, missed onboarding, and a Monday morning you can't afford. Built once, monitored continuously, reviewed quarterly.

Book a 30-min intake How it runs ↓ $2,500 setup · $499/mo retainer.
Setup
$2,500 one-time
Retainer
$499/mo
Tier-change window
30 days
Architecture review
Quarterly
Who this is for

Two columns. Pick the one that sounds like you.

This tier is built for a specific shape of company. If you're not in the left column yet, the $199 standard tier ships the same core, faster.

A FIT IF YOU
  • Just closed a Series A or are running ~$2M–$20M ARR.
  • Have one Stripe account spanning 3+ products or pricing tiers.
  • Mix subscriptions and one-time charges in the same account.
  • Send onboarding email branched by product, plan, or seat count.
  • Have at least one founder/operator inbox you don't want spammed.
  • Can't afford a webhook bug to silently drop a customer.
What's included

Eight pieces. Each one is a real failure mode I've seen kill weekends.

01 / ARCHITECTURE

Multi-tier mapping with idempotency

Stripe product IDs and price IDs map to typed handler functions. Idempotency key on event.id with persistent dedupe storage so a Stripe retry never double-fires onboarding, never double-grants seats, never double-charges credits.
02 / EMAIL BRANCHING

Customer email, branched by product & plan

A buyer of your $49 starter and a buyer of your $499 enterprise plan get different copy, different links, and different onboarding sequences. The map is one source-of-truth file your team can read and edit without redeploying logic.
03 / FOUNDER ROUTING

Notifications by tier

High-tier purchases page the founder inbox. Low-tier purchases land in a digest inbox. Refunds and disputes go to ops. Different inboxes, different SLAs, different reply-to.
04 / SUBSCRIPTIONS

Subs handled separately from one-time

Subscription lifecycle (created, updated, paused, canceled, past_due) routes through its own state machine. One-time charges stay simple. No more if (mode === "subscription") sprawl.
05 / MONITORING

Failure alerting that pages you

Sig-verification failures, sustained non-200s, dedupe-store errors, and email-provider rejects all wired to a real alert channel — not buried in a log file you'll find on Tuesday.
06 / SAFETY NET

30-day tier-change support

Adding a new product? Splitting an existing tier? Renaming a plan? For 30 days after launch, tier and routing changes are included. Schema change, copy change, inbox change — covered.
07 / OPERATIONS

Quarterly architecture review

Every 90 days I read the last quarter's webhook traffic with you: failure modes, retry storms, slow handlers, dead code, new products you've added since. You leave with a written punch-list of what to clean up and what to leave alone.
08 / RETAINER

Ongoing on-call backstop

The $499/mo retainer keeps me on-call for webhook failures, Stripe API deprecations, schema drift on your end, and routine tuning. It is not unlimited dev work — it is the difference between a 2 AM page going to me first and a 2 AM page going to you alone.
How a typical engagement runs

Four phases. Roughly two weeks to live, then quarterly cadence.

You're not buying a slide deck. Each phase has a concrete artifact you can point at.

  1. Day 0 · Intake

    30-minute call + read-only Stripe access

    We walk your Stripe dashboard, list every product, every price, every plan. I leave with a written tier map: which products fire which emails, which inboxes get notified, which events you currently care about and which you should. You leave with a fixed scope and start date.

  2. Days 1–7 · Build

    Handler, dedupe store, and routing in your repo

    I implement the multi-tier handler in your stack, wire the idempotency store (Postgres / Redis / KV — whichever you already run), set up Resend or your existing email provider with branched templates, and stand up the founder-routing inboxes. PRs land in branches, not main.

  3. Days 8–10 · Verify

    Live test charges across every tier

    Real $1 charges through every product and price, refunded after. You watch each event return 200 in your logs, watch each branched email land in the right inbox, watch each retry get deduped on event.id. We sign off in writing.

  4. Days 11+ · Operate

    Monitoring, retainer, quarterly review

    Alert channels are live. The 30-day tier-change window starts. The retainer covers on-call. Every 90 days we run an architecture review against the previous quarter's real webhook traffic and produce a written punch-list.

Pricing

Setup once. Retain monthly. Cancel any time after month 3.

Enterprise · By application
$2,500 · setup
+ $499/mo retainer · 3-month minimum
  • Multi-tier mapping with idempotency on event.id
  • Customer email branched by product / plan
  • Founder notifications routed to tier-specific inboxes
  • Subscription event handling separated from one-time charges
  • Monitoring & alerting on webhook failures
  • 30-day support window for tier changes & routing tweaks
  • Quarterly architecture review with written punch-list
  • Direct Slack / email channel during business hours
Book a 30-min intake
3-month retainer minimum after setup. Month-to-month after that. Engagements paused or terminated keep the codebase — you own everything I wrote.
FAQ

The questions Series A founders actually ask first.

How is this different from the $199 standard tier?

The standard tier is a single-file webhook with sig verification, one tier mapping, customer + founder email, and a 7-day support window. It's right for a solo founder shipping their first paid plan.

Enterprise is the architecture work that single file points to: a real idempotency store, branched email, multi-inbox routing, subscription lifecycle handling, alerting, and an ongoing relationship. Different problem, different price.

What does the $499/mo retainer actually buy me?

On-call coverage for webhook failures, Stripe API deprecation patches, schema drift on your side (you add a new product, rename a price, split a plan), routine tuning, and quarterly architecture reviews. It does not buy unlimited net-new feature work; large new builds quote separately.

What stack do you support?

Default: Next.js / Hono / Express on Vercel, Cloudflare Workers, or Render, with Postgres, Redis, or Upstash KV as the idempotency store. Resend for email by default; Postmark and SendGrid swap cleanly. If you're on something exotic (Phoenix, Rails, Django, Go), send the framework and I'll tell you in 30 minutes whether it's a fit.

Why idempotency on event.id specifically?

Stripe will retry an event up to 3 days. Same event.id, same payload, multiple deliveries. Naive handlers double-grant entitlements, double-send onboarding email, double-credit the wrong account. Storing seen event.id values with a TTL is the cheapest correct dedupe; it goes in front of every handler in this build.

What's the 30-day tier-change window?

Within the first 30 days after launch, changes to the tier map (new product, renamed plan, split tier, new email copy variant, new founder inbox) are included. Past 30 days, those changes are covered under the monthly retainer at normal cadence.

What does the quarterly architecture review look like?

A 90-minute working session every quarter where we read the last quarter's webhook traffic together: failure rates by event type, slow handlers, dead code paths, new products you've shipped since, and whether the dedupe store is sized correctly. You leave with a written punch-list of what to clean up next quarter and what to leave alone.

Do you sign NDAs / DPAs / vendor security forms?

Standard NDAs and mutual NDAs, yes. Vendor security questionnaires, yes, within reason. SOC2 / HIPAA / PCI-grade audits, no — this is a single-operator engagement and I'd rather tell you that up front than fake my way through a SIG Lite.

Can I cancel?

The retainer has a 3-month minimum after setup. After that it's month-to-month with 30 days' notice. The codebase is yours; you keep everything I wrote, including the dedupe store schema, the tier map, and the alerting config.

How do we start?

Email jadedfocus@gmail.com with your company, a sentence about your Stripe footprint (rough product count, subs vs one-time mix), and your current pain point. I reply within one business day with intake-call options.