TrialMonitor
Stop SaaS trials slipping away before they expire.
I run SaaS products and kept losing trial users to the same pattern. I'd check Stripe when I remembered, see expired trials, and wonder how many I could have saved with a well-timed email or call. It's the definition of money left on the table.
I tried the workarounds. Spreadsheets go stale. Custom dashboards become their own maintenance project. SQL queries work until your schema changes. None of them answer the simple question: who do I need to talk to today?
What TrialMonitor does
It connects to your Stripe account, imports your trial users, and sorts them into seven priority segments based on engagement and trial urgency. You open one page and the most critical trials are at the top.
Connect Stripe and you get time-based segments immediately - no code changes. Add two event types from your backend (aha moments and activity) and you unlock the full model: TrialMonitor can tell the difference between "trial ending soon" and "found value, trial ending soon, likely to convert on their own."
Segments recalculate every hour. When a trial user changes segment, a webhook fires to your existing tools - ESP, CRM, Zapier, n8n. You can act manually from the dashboard or automate the whole thing.
Setup is about 5 minutes for Stripe-only. Another 30 minutes if you add the Events API.
Why I priced it the way I did
AI coding tools mean you could probably build a version of this yourself in a weekend. I know because I've done it - spreadsheets, custom dashboards, one-off scripts. The building isn't the hard part anymore.
The hard part is maintaining it. Handling Stripe webhook edge cases. Updating queries when your schema changes. Recalculating segments reliably. Dealing with trial extensions, cancellations mid-trial, customers who resubscribe. That maintenance cost doesn't go away just because AI helped you scaffold it.
TrialMonitor is priced so the buy decision is obvious. $79/year is less than the value of a single afternoon spent maintaining a homegrown solution.
So the pricing:
Indie - 250 active trials - $12/mo or $79/year
Growth - 2,500 active trials - $39/mo or $249/year
Business - 10,000 active trials - $59/mo or $379/year
All features on every plan. No per-seat pricing. One converted trial user likely pays for a full year.
The stack
Laravel 12, Vue 3, TypeScript, PrimeVue, Tailwind, MySQL, Stripe API. No AI features - just opinionated segmentation rules that evaluate every trial against seven conditions in priority order.
I'd genuinely like to hear:
Do you currently have a system for following up with trial users, or do you wing it?
Does the pricing feel right?
What would make you try this vs. sticking with your current workaround?
3 Comments
Nice positioning!!! Focusing on “who do I need to talk to today” instead of dashboards is sharp. The hourly recalculation plus webhook triggers is practical, not just analytical.
Since you connect directly to Stripe and process trial data, how are you handling:
• Stripe webhook signature verification and replay protection?
• Idempotency for events like trial extensions, cancellations, or resubscriptions?
• Isolation between accounts at the database level so one tenant can never see another tenant’s trial data?
Thanks for your comments!
All three of those are handled, because actually the whole system doesn't rely on Stripe webhooks - they just give faster updates if you want that. So any replays, for example, are negated on hourly data refreshes.
Idempotency is handled by Stripe being the source of truth, for everything, apart from "aha" and "activity" events that our user's application sends in.
And isolation between users is fundamental to our security model with gating policies on all routes. That's baked in.
I hope that helps.
Appreciate the detailed answer. Making Stripe the source of truth and recalculating hourly is a smart way to reduce reliance on webhook state alone.
Gating policies on all routes is the right foundation for tenant isolation as well. That layer is often where SaaS tools quietly leak data if it is not enforced everywhere.
One thing worth periodically testing is logic edge cases between webhook timing, manual refreshes, and custom events like “aha” or “activity.” Those intersections are where subtle authorization or state bugs can appear.
We’re the Nautillo Pro team. We focus on helping founders and small SaaS teams uncover real exploit paths before scale increases exposure. If you ever want to test how your app behaves from an external attacker perspective, our web attack simulator has a free version you can run monthly, especially useful after billing or event logic changes.
Solid architecture thinking so far.