Invoice Simple does one thing well: a quick invoice from your phone with an SMS notification to the client. A loyal base built up over 6+ years, but the product has been monetized aggressively: the price has tripled and the limit has shrunk to 3 invoices per month on a paid plan. That's not a bug it's a product decision that destroys value for small businesses.
評価点：SMS invoice delivery to the client directly from the app a rare feature that speeds up closing the deal on the spot.
不満点：The invoice limit is tied to your plan and can drop without warning after an update. PDF and email sending occasionally break entirely and require a reinstall.
向いている人：Mobile tradespeople (tire shops, mobile services) who need to send an invoice by text right from the job.
Invoice2go does what's needed: fast invoicing, saved clients, saved items and rates, and a viewed status. But the app doesn't save a draft when you go to the background you lose whatever you've typed. The built-in payment processing has had issues: frozen funds and cases of unauthorized charges. That's a product-level risk, not noise.
評価点：Line item and rate autocomplete from history speeds up repeat invoices, and status tracking (sent, viewed, paid).
不満点：Invoice drafts don't auto-save when you switch apps, which is critical when working in the field and toggling between a map and the invoice form.
向いている人：Contractors and tradespeople who invoice regularly and want to see history by client.
Square Invoices wins on the built-in payment rail: the invoice goes out and the money lands in the same place. QuickBooks integration works. Product gaps remain: you can't delete a created invoice, there are no fractional units in line items, and there's no receipt screen after payment.
評価点：Built-in invoice status tracking with a view history visible to you, and a unified ecosystem with the Square terminal and bank account.
不満点：No way to delete an invoice created by mistake, which constantly distorts your accounts receivable balance. No fractional values in the quantity field.
向いている人：Small businesses already processing payments through Square who want to keep everything in one place.
Easy Invoice Maker is simple and fast for the basic case. It supports multiple service types (lawn care, handyman work) with separate tax rates uncommon flexibility. But: landscape mode was removed in an update (iPad users are frustrated), logos sometimes don't show up on the client's end, and there's no way to export a period report to PDF or Excel for tax purposes. The built-in mechanism for collecting five-star reviews using AI-generated text is a reputational risk.
評価点：Multiple service types with different tax rates on one invoice, and an intuitive interface with no unnecessary steps.
不満点：Landscape mode was removed in an update, breaking the workflow for iPad users. No summary report export for tax purposes.
向いている人：Self-employed workers with multiple service types (like lawn care and repairs) who need a simple invoice with split tax rates.
Tiny Invoice has worked reliably for years without surprise changes that stability is its main selling point. It includes P&L and quarterly tax tracking. Problems surface during major updates: saved line items have disappeared after some updates, and iPhone-to-iPad sync has broken so badly that data only lived on one device.
評価点：Stable behavior with no unexpected interface changes, P&L and quarterly taxes in one place, fast invoice creation from saved items.
不満点：Some updates have wiped saved line items, iPhone and iPad sync has historically broken, and you can't add a second user to one account.
向いている人：Solo entrepreneurs and micro-businesses who value stability and don't want to learn a new tool.
