Missing auto-reminder feature for invoices after Square update forces manual client follow-up.

Square removed the auto-reminder feature for invoices, leaving users without automated follow-up and forcing manual chases.

Severity

3Medium

Willingness to Pay

implied

Added

Apr 28, 2026

Workarounds Described

texting clients to remind them to pay
calling clients to remind them to pay

Implied Software Gaps

Automated invoice reminder system that sends multi-channel notifications and allows manual one-click reminders

App Concept

RemindLoop

RemindLoop is a smart invoice reminder tool that integrates with Square and other payment processors to automatically send customizable reminders via email, SMS, and voice. It fills the gap left by Square's removal, ensuring clients get timely nudges without manual effort.

Key Features

Auto-send reminder sequences (1st, 2nd, 3rd notice) with customizable timing and messages
Manual 'Send Reminder' button to trigger additional reminders on demand
Multi-channel reminders: email, SMS, and voice call
Integration with Square and major invoicing platforms

Target Users: Small business owners and freelancers using Square invoices who need automated payment reminders.

Revenue Model: Freemium with paid tiers: Free for up to 50 reminders/month, $9/mo for unlimited reminders and SMS/voice, $19/mo for priority support and advanced automation.

Existing Solutions Mentioned

Square invoices

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