Tailride

Stop drowning in a sea of PDFs and chasing down missing invoices. Tailride is the AI-powered accounting automation platform that finally lets you forget about manual data entry. It's built for fast-growing startups, savvy business owners, and forward-thinking accounting firms who are tired of administrative chaos. The core magic? Tailride connects directly to your company's email inboxes (Gmail, Outlook, IMAP) and acts as a 24/7 sentinel, automatically detecting, extracting, and processing every invoice and receipt that arrives—whether it's buried in an attachment, hidden in an email body, or behind a link. But it doesn't stop at your inbox. With a powerful Chrome extension, you can one-click extract invoices from over 20 online portals like Amazon, Meta Ads, Notion, and ChatGPT. Tailride then uses intelligent document recognition and customizable AI rules to categorize everything, before seamlessly syncing the organized data to QuickBooks, Xero, or Google Drive. Complete with robust bank reconciliation to match transactions and spot missing documents, Tailride transforms accounting from a monthly headache into a fully automated, flawless process. Hundreds of hours saved, complete visibility, and one very happy accountant.

Inbox Scanning & Monitoring

Tailride plugs natively into your email (and your team's emails) to continuously monitor for incoming invoices and receipts. It doesn't matter if the document is a PDF, image, in the email body, or behind a URL—our intelligent system finds and extracts it all automatically. No more forwarding emails to random addresses or frantic quarter-end searches for hundreds of missing documents. Your emails stay in your inbox, and all your financial documents are captured and organized without you lifting a finger.

Chrome Extension for Online Portals

Why log into dozens of accounts manually? Tailride's Chrome extension is your one-click solution for extracting invoices from over 20 major platforms including Amazon, Meta Ads, Adobe, Notion, Microsoft, and ChatGPT. This feature seamlessly bridges the gap for services that don't automatically email receipts, saving immense time and ensuring no business expense slips through the cracks, directly from the source.

AI-Powered Processing & Custom Rules

Beyond simple extraction, Tailride's AI intelligently reads each document. It extracts key data like date, amount, vendor, and tax. You can then train it further by setting up custom, company-specific rules for automatic categorization, approval workflows, and tagging. This means your SaaS subscriptions, ad spends, and operational costs are automatically sorted, making bookkeeping accurate and effortless.

Seamless Integrations & Reconciliation

Tailride doesn't create another data silo. It seamlessly pushes all organized invoice data directly into your existing accounting stack, including QuickBooks, Xero, and Google Drive. The powerful reconciliation feature then matches bank transactions with the extracted invoices, instantly identifying any missing documents or discrepancies. This closes the loop, ensuring your books are always complete, accurate, and audit-ready.

For Fast-Growing Startups

Startups drowning in operational scale will find a lifesaver in Tailride. Connect the entire team's inboxes, automate the capture of expenses from every tool (via the Chrome extension), and set rules to categorize all spending. Within a week, achieve 100% invoice capture, eliminate manual data entry for the team, and save hundreds of hours monthly, allowing focus on growth, not admin.

For Accounting Firms & Bookkeepers

Accounting professionals managing multiple clients can use Tailride to streamline client onboarding and data collection. Instead of chasing clients for documents, simply connect their inboxes (with permission). Tailride automatically aggregates all invoices and receipts, organizes them, and syncs clean data to QuickBooks Online or Xero, slashing preparation time and enabling service for more clients.

For E-commerce & Digital Marketing Agencies

Businesses with heavy spending on platforms like Amazon, Meta Ads, and Google Ads need precise expense tracking. Tailride's Chrome extension extracts invoices directly from these portals in one click, while the inbox scanner catches everything else. All ad spend is automatically categorized and reconciled, making monthly client reporting and profit analysis swift and accurate.

For Managing Physical & Employee Expenses

Even in a digital world, paper receipts and employee expenses exist. Employees can simply take a picture of a physical receipt and send it to Tailride's dedicated Telegram or WhatsApp bot. The AI processes it instantly, adding it to the central dashboard. This creates a foolproof, user-friendly system for tracking all out-of-pocket expenses without manual forms or spreadsheets.

How does Tailride access my emails? Is it secure?

Tailride establishes a secure, native connection with your email provider (like Gmail or Outlook) using OAuth, the same secure protocol used by other trusted apps. Your emails never leave your inbox; we only scan for and extract invoice and receipt data. You maintain full control, and you can revoke access at any time.

Can Tailride find and process old invoices from my inbox?

Absolutely! When you first connect, Tailride gives you the option to perform a retroactive scan. You can choose to find all invoices from "This Month," "This Quarter," "This Year," or even a custom date range. This lets you catch up on past bookkeeping instantly and start with a clean, complete record.

What if an invoice is not in an email but on a website like Amazon?

This is exactly why we built the Tailride Chrome extension. For over 20 platforms (Amazon, Meta Ads, Notion, etc.) that don't always email invoices, you simply navigate to your account, click the Tailride extension, and extract the invoice directly. It then flows into the same automated processing pipeline as your email invoices.

Can I connect multiple team members or client inboxes?

Yes, and this is a core strength of Tailride. You can connect as many email inboxes as needed—whether they belong to your colleagues or your clients (with their permission). This provides complete visibility into all incoming expenses across the entire organization or your client base, eliminating information silos.

Tailride offers a free plan to get started with core features, requiring no credit card. For businesses and accounting firms with more advanced needs, such as those with 10+ clients, they offer tailored plans. You can begin by signing up for free and explore the platform's capabilities to see which tier best suits your automation requirements.