Square Invoices is clean, popular general invoicing for small businesses of every kind. Contractors need more than an invoice, though: a real estimate, a deposit at signing, and pricing built for the trade. Here is the honest fit check.
Full disclosure before the table: this page lives on the SayEstimate website, so you know which side we are on. We have kept it factual anyway, and we tell you below where Square is genuinely the better pick. Square is a trademark of its owner; we are not affiliated. Features and pricing change, so always check their site for current details.
If you sell across a counter or run a shop that just needs to take a payment and send a simple invoice, Square’s hardware, point of sale, and clean payments are hard to beat, and it serves far beyond the trades. For plain invoicing and in-person card payments, Square is excellent.
For contractors, SayEstimate covers the whole job, not just the invoice: talk-the-job AI estimates in your own prices, a signature and deposit collected on the customer’s phone, progress billing, recurring invoices with autopay, financing options, automatic reminders, and Spanish on every customer page, with the money settling straight to your account.
Just need to take a payment: Square is great. Need to win the job, get the deposit, and bill it like a contractor: SayEstimate does the whole thing.
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