The Problem
When solo founders and small teams convert SaaS free trials to paid, platforms like Microsoft 365 silently default to 25+ licenses without clear confirmation. Users wake up to surprise $99+ charges they never authorized, and finding support is a nightmare. The checkout UI is deliberately opaque, and even AI assistants can't point founders to real help.
What We're Building
CheckoutGuard is a browser extension that watches your SaaS checkouts in real-time. It detects when a platform pre-fills seat counts suspiciously higher than your company size, flags it with a red warning banner, and forces explicit confirmation before checkout submits. For paid users, we auto-generate dispute tickets and archive receipts so you have proof if something goes wrong.
Who It's For
Solo founders and early-stage startup operators (pre-Series A) who manage their own SaaS stack and actively convert free trials to paid subscriptions. Includes indie hackers, bootstrapped B2B startups, and small agencies cycling through 3+ new tools monthly.
Key Features (Planned)
- Real-time seat count anomaly detection on major SaaS platforms
- Red-banner alerts before checkout submission with forced confirmation step
- Auto-generated support dispute tickets and receipt archiving (paid tier)
- Works across Microsoft 365, Slack, Notion, Asana, Zoom, and 20+ platforms
We're validating this idea before writing a single line of code. If this resonates with you, we'd love your feedback:
How many times in the last 6 months have you caught a suspicious default or hidden fee during SaaS checkout, or wished you had?
Check out the concept page and let us know what you think.
Built by Jenavus — AI-powered business intelligence
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