STR Tax Loophole

STR Tax Loophole is a time-tracking platform for short-term rental investors seeking to qualify for the passive loss deduction under IRS §469. Qualifying requires 100+ hours of documented material participation — contemporaneous records that a spreadsheet cannot provide. Logging is with voice-to-text entry, creating timestamped, property-categorized records in under 30 seconds. Investors can attach photos, receipts, invoices, and contractor documents to any entry, building an audit-ready evidence trail as they go. A live dashboard tracks hours by week, month, and year-to-date across all properties, always showing progress toward the 100-hour IRS threshold. Team members, including spouses and property managers, can be tracked separately. CPA-ready reports and supporting evidence export in a single click.

Features

• Voice-to-text activity logging

• Timestamped activity entries

• Property-based hour tracking

• Activity categories and tags

• Team member participation tracking

• Evidence file uploads (photos, receipts, and invoices)

• Live dashboard with weekly, monthly, and annual reporting

• IRS §469 material participation documentation

• CPA-ready CSV export

• Tax report export

• Proof bundle export

• CSV import

• Activity search and filtering

• Cloud synchronization across iOS, Android, and web

• Two-factor authentication

• Passkey support

• 30-day free trial