1099 Autopilot

A one-line product concept, no code: a subscription app that pulls together income from multiple gig platforms, estimates quarterly self-employment taxes, and pings you before each IRS deadline. At $8, you're buying the framing and the tags, not an asset.

The pain is real and recurring — 1099 workers genuinely get blindsided by quarterly estimates, and 'nag me before the deadline' is a crisp, buildable wedge that doesn't require full tax filing to be useful. For eight dollars this is a cheap head start on a thesis you'd otherwise spend a weekend writing yourself: a buyer's fastest path is a Plaid-only MVP (bank/deposit-based income detection) plus a simple 15.3% + bracket estimator, then add platform integrations later. Worth checking before you buy: whether the platforms you care about (Uber, DoorDash, Upwork) expose usable income APIs or force you into email/PDF parsing, and how you'd differentiate from Keeper, Found, and QuickBooks Self-Employed, all of which already do a version of this. Also size CAC honestly — B2C tax tools are seasonal and churny — but the incumbents' existence is evidence the wallet is open, not that the door is c

Cindy's opinion, generated from this listing — including the market size, which is a rough estimate. Not financial advice; do your own diligence.