Manually tallying and sending 1099s to a dozen independent contractors is time-consuming and frustrating, and existing solutions like Bill.com are too bloated.

Bill.com is too bloated and expensive for a small business with only a dozen contractors; Melio may not handle 1099 filings.

Severity

3Medium

Willingness to Pay

implied

Added

May 20, 2026

Workarounds Described

manual tallying and sending of 1099s at year-end

Implied Software Gaps

Automated 1099 calculation and filing software that tracks payments throughout the year and generates forms without manual data entry

App Concept

1099Easy

A lightweight, affordable app that automates 1099 generation and filing for small businesses. It integrates with popular payment platforms, tracks contractor info via W9 collection, and handles e-filing with the IRS, all in a simple dashboard.

Key Features

Automated W9 collection and storage
Auto-calculation of 1099 amounts from payments
E-file and mail 1099-NEC and 1099-MISC directly to IRS and contractors
Integration with PayPal, Stripe, and bank accounts
Annual subscription with multi-year retention

Target Users: Small business owners and bookkeepers in accounting firms who manage under 50 independent contractors annually.

Revenue Model: $99/year per business, with a free tier for up to 5 contractors

Existing Solutions Mentioned

Bill.comMelio

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