Tailride

Tailride is an enterprise-grade AI accounting automation platform designed to eliminate the tedious, manual process of invoice and receipt management for businesses of all sizes. Unlike simple receipt scanning apps, Tailride connects natively to your email inbox and automatically detects, extracts, and processes invoices and receipts from emails and attachments, including PDFs, images, email bodies, and URLs. The platform includes a powerful Chrome extension for one-click invoice extraction from over 20 online portals such as Amazon, Meta Ads, Notion, ChatGPT, Microsoft, and Adobe. Tailride offers customizable AI rules for automatic categorization, seamless integrations with QuickBooks, Xero, and Google Drive, and comprehensive bank reconciliation features that match transactions with invoices and identify missing documents. Designed for finance teams, accountants, and business owners who want to completely forget about invoice management, Tailride saves hundreds of hours per month by automating the entire invoice lifecycle from capture to reconciliation. It supports retroactive scanning to find past invoices, handles paper receipts via Telegram and WhatsApp bots, and allows you to connect multiple colleagues' inboxes for centralized visibility. Trusted by fast-growing companies worldwide, Tailride replaces tools like Wellybox, SparkReceipt, and GetMyInvoices with a unified, intelligent solution that ensures your accountant remains happy and your tax filings are always accurate.

Inbox Scanning and Monitoring

Tailride connects natively to your email inbox, including Gmail, Outlook, and any IMAP-compatible service, to automatically monitor all incoming emails for invoices and receipts. It detects invoices regardless of format, whether they are attached as PDFs, embedded as images, written in the email body, or hidden behind URLs. This feature eliminates the need for manual forwarding or searching through cluttered inboxes, ensuring that no invoice is ever missed. You can also connect your colleagues' inboxes to create a centralized system for tracking all company expenses, with full visibility into where each invoice originates.

Retroactive Invoice Discovery

When you connect Tailride for the first time, you can choose to retroactively scan your entire inbox history to find past invoices. This feature supports customizable date ranges, including this month, this quarter, this year, all time, or a custom range. Whether you need to catch up on Q1 invoices for tax filing or find all 2024 expenses, Tailride performs a deep scan of your email archives to extract every relevant document. This capability is invaluable for businesses that have fallen behind on invoice management or are transitioning from manual processes to automated workflows.

Online Portal Extraction via Chrome Extension

Tailride includes a dedicated Chrome extension that enables one-click invoice extraction from over 20 online platforms, including Amazon, Meta Ads, Notion, ChatGPT, Microsoft, Adobe, and many more. Instead of manually downloading and organizing invoices from each portal, you simply click the extension while viewing your invoice on any supported website. The AI automatically extracts all relevant data, categorizes it, and adds it to your Tailride dashboard. This feature replaces tools like GetMyInvoices and saves significant time for businesses that purchase services or advertising from multiple online vendors.

AI-Powered Document Processing and Reconciliation

Tailride uses intelligent document recognition to automatically extract key information from invoices and receipts, including vendor names, amounts, dates, line items, and tax details. Customizable AI rules allow you to define automatic categorization based on your company's chart of accounts, ensuring every invoice is properly classified without manual intervention. The platform also includes robust bank reconciliation features that match transactions from your bank feeds with extracted invoices, automatically identifying missing documents or discrepancies. This end-to-end automation ensures that your books are always accurate and up to date for tax filings and financial reporting.

End-of-Quarter Tax Preparation for Fast-Growing Companies

For rapidly scaling businesses, the end of each quarter brings the chaotic task of locating hundreds of missing invoices for tax filings. Tailride automates this process by retroactively scanning inboxes and online portals to find every invoice from the past quarter. The platform organizes all documents by vendor, category, and date, then reconciles them against bank transactions. Finance teams can instantly access a complete, verified set of invoices for their accountants, eliminating the frantic last-minute searches and reducing tax preparation time from days to minutes.

Employee Expense Management with Paper Receipts

Companies with employees who incur physical expenses, such as travel, meals, or supplies, can use Tailride's Telegram and WhatsApp bots to handle paper receipts. Employees simply take a photo of their receipt and send it to the designated bot, which automatically processes the image, extracts the data, and adds it to the central dashboard. Multiple users can be linked to a single account, making it easy for teams to submit expenses without needing access to the main platform. This replaces outdated expense reporting systems and ensures all physical receipts are digitized and categorized.

Multi-Platform Invoice Aggregation for Digital Advertisers

Businesses that run advertising campaigns across platforms like Meta Ads, Google Ads, Amazon, and LinkedIn receive invoices from each platform separately. Tailride's Chrome extension allows advertisers to extract invoices from all these portals with a single click, consolidating them into one unified system. The AI automatically categorizes each invoice by ad platform and campaign type, while the reconciliation feature matches these invoices against bank statements to verify payments. This use case saves digital marketing teams and their finance departments hours of manual data entry each month.

Accountant Collaboration for Multi-Client Firms

Accounting firms managing invoices for 10 or more clients can leverage Tailride's centralized inbox scanning and integration capabilities. Each client's inbox can be connected to a separate Tailride project, with custom AI rules applied per client to match their unique chart of accounts. The platform automatically forwards organized invoices to Google Drive or directly into QuickBooks and Xero, giving accountants real-time access to all client documents. This eliminates the back-and-forth of requesting missing invoices and ensures that tax filings are based on complete, accurate data.

How does Tailride connect to my email inbox without compromising security?

Tailride uses native OAuth connections with Gmail, Outlook, and IMAP protocols, meaning your emails never leave your inbox. The platform only accesses emails that contain invoices or receipts, and it does not store your email credentials. You maintain full control over what Tailride can access, and you can revoke access at any time. For enterprise users, Tailride supports advanced security protocols and compliance standards to ensure data protection.

Can Tailride find invoices from before I signed up?

Yes, Tailride offers retroactive scanning that allows you to search your entire inbox history for past invoices. When you connect your email, you can select a date range such as this month, this quarter, this year, all time, or a custom range. The platform will then scan every email within that period to detect and extract invoices, regardless of format. This feature is particularly useful for catching up on missed invoices before tax filings or when transitioning from a manual process.

What happens if I receive an invoice from a platform not supported by the Chrome extension?

If you receive an invoice from an unsupported platform via email, Tailride's inbox scanning feature will automatically detect and extract it from the email body or attachment. The platform handles PDFs, images, text within emails, and URLs. For invoices from online portals that are not in the extension's supported list, you can manually forward the invoice email to a designated Tailride address, or request that the platform be added to future updates. The AI processing works on any invoice document regardless of its source.

How does Tailride handle reconciliation with my bank accounts?

Tailride's reconciliation feature automatically matches extracted invoices against transactions from your connected bank feeds. The platform identifies which invoices have been paid, which are outstanding, and which transactions lack corresponding invoices. You can view a side-by-side comparison of invoices and bank transactions, with flags for any discrepancies or missing documents. This feature integrates directly with accounting software like QuickBooks and Xero, ensuring your books are always reconciled without manual effort.