Get Started

Blog / Tailride reviews

Tailride scores 4.1 on Trustpilot, but 17% of its reviews give it one star.

Richard O'Dwyer By Richard O'Dwyer · Every rating read on 18 October 2026

We read Tailride's reviews on 18 October 2026. Trustpilot rates it 4.1 out of 5 from 18 reviews, and its Chrome extension has 5.0 from 4 ratings. But 17% of its Trustpilot reviews give one star. The complaints that repeat are invoices that get missed, support that goes quiet and a setup that takes longer than expected.

Booksmate Our pick

Booksmate logs into your supplier websites and reads your inboxes, so invoices that never reach email get collected too.

  • 500+ ready-made supplier website integrations, and you can add a missing website yourself.
  • Unlimited websites and inboxes on every plan, from $19 a month billed annually.
  • Automatic Fetch All runs every connection on a schedule, so no supplier gets skipped.
  • Human support on every plan, and exports to Xero, DATEV, sevDesk, Lexware Office and Google Drive.
Start 14-day free trial 14-day free trial · $0 today · Cancel anytime

Here is how Tailride is rated on the review sites that list it.

4.1
Trustpilot, 18 reviews · read 18 Oct 2026 How the 18 reviews split, from the Trustpilot page:
5 stars72%
1 star17%
5.0
Chrome Web Store, 4 ratings · read 18 Oct 2026 For the Tailride invoice downloader extension, with about 2,000 users. G2 and Capterra had no rated reviews when we checked.

The sample is small, and Trustpilot notes Tailride hasn't invited reviews recently. The happy reviews are about time saved. The unhappy ones repeat the same three problems below.

Booksmate invoice list for October 2026 with invoices from Amazon, Google Ads, Vodafone, Adobe and Hetzner
The invoice list in Booksmate: every invoice from Amazon, Google Ads, Vodafone and your inboxes in one place.

These are the three complaints Tailride reviewers repeat most.

Invoices get missed or don't match.

Several reviewers say some invoices never arrive. One says the dashboard showed only part of a quarter's invoices and some emails were skipped. Another says none of their invoices were matched, and one says wrong totals reached Xero.

On BooksmateBooksmate pulls invoices from your connected inboxes and logs into supplier websites itself, with 500+ ready-made integrations. Automatic Fetch All runs every connection on a schedule, so a supplier doesn't get skipped because you forgot. Xero exports land as draft bills you review before approving, and Booksmate skips anything already exported so nothing is posted twice.

Support goes quiet.

Three of the unhappy reviews say support was slow or missing, including one who waited weeks for a reply. Tailride has replied and says support was overloaded and has since improved.

On BooksmateEvery Booksmate plan includes human support. Business adds 12-hour priority support and Enterprise 6-hour. When a supplier website changes and an integration breaks, AI self-healing tries to repair it for you, and if it can't, our support team takes over.

Setup takes longer than expected.

Reviewers ask for better onboarding and tutorials. One says it took almost an hour to work out how to scan their email for invoices, and another couldn't find documentation.

On BooksmateIn Booksmate you pick a supplier, sign in once and press start. Our docs walk through each integration and export step by step, and the 14-day free trial gives you time to connect everything before you pay.
Booksmate fetching invoices from supplier websites, with Amazon and Google Ads logged in and Vodafone downloading
Fetch All in Booksmate: it signs in to your supplier websites and downloads the new invoices for you.

This is what Tailride reviewers like, and Booksmate does it too.

It saves hours of invoice hunting.

Most 5-star reviews say the same thing: invoices from email and supplier portals end up in one place without logging into each account.

“Instead of having to remember which services I need invoices from, log into each account individually and download everything manually, Tailride takes care of collecting and organising it for me.”Richard Brus (AU), Trustpilot, 5 stars, 18 Sep 2026
On Booksmate tooBooksmate collects from supplier websites and inboxes and sends everything to your accounting tool.

Receipts by chat app.

Reviewers like sending receipts through WhatsApp so nothing gets lost.

“I can put all my invoices at the same place even using WhatsApp ! So I loose nothing.”Pierre Lilien (BE), Trustpilot, 5 stars, 6 Aug 2025
On Booksmate tooForward a receipt by WhatsApp and Booksmate reads it.
Booksmate exports page, sending invoices straight to your accounting tool, such as Xero, DATEV, sevDesk or Lexware Office
Exports in Booksmate: your invoices go straight to your accounting tool, such as Xero, DATEV, sevDesk or Lexware Office.

Our verdict: Tailride is cheap to start, but its reviewers keep hitting missed invoices and slow support.

  • Trustpilot rates it 4.1 from 18 reviews, and its happy users say it saves real time on email invoices.
  • 17% of its Trustpilot reviews give one star, and the complaints that repeat are missed invoices, slow support and a slow setup.
  • Paid plans start at $13 a month billed annually for 900 invoices a year, with 2 inboxes on Starter. Booksmate starts at $19 a month billed annually with unlimited websites and inboxes.
  • If most of your invoices sit behind supplier logins, or you want human support on every plan, Booksmate is the safer pick for your monthly bookkeeping.
  • If you are still comparing tools, here is Booksmate vs Tailride, feature by feature.

These are the questions people ask about Tailride reviews.

Try Booksmate free for 14 days, with unlimited websites and inboxes on every plan.

Start 14-day free trial

Read these next to compare the other tools.

Richard O'Dwyer

Article by Richard O'Dwyer

Founder of Booksmate, which collects invoices from supplier websites and inboxes for owner-operators.

Stop wasting your time fetching invoices.

Connect once. Booksmate collects invoices from websites and emails, then sends them to your accounting tools.

14-day free trial · Cancel anytime

All systems operational
© 2026 Booksmate. All rights reserved.