self-employed
(4)
Carry turns a one-person business into its own benefits department
The solo entrepreneur gets the invoices, the freedom and the retirement paperwork. Carry puts the financial machinery in one place - and its move to Lettuce makes the ambition larger.
The Dog Walker’s Poop Bags and the Tax Code
Keeper began by asking freelancers whether everyday purchases were really business expenses. It grew into a tax service built around an awkward truth: the best deduction finder is little help if the return still has to be finished somewhere else.
Catch
Catch is a benefits platform built for the more than 50 million Americans who work for themselves and have no employer to hand them a health plan. It helps freelancers, contractors, gig workers and solopreneurs find, compare and enroll in health, dental and vision insurance, applying tax credits instantly so coverage costs less. The service is free to users. Founded in 2019 as a Y Combinator startup, Catch raised about $20M, was wound down by its original founders in early 2023, then bought and relaunched the same year by two operators who personally believed independent workers deserved a real safety net.
Found
Found is a San Francisco-based financial technology company that bundles business banking, automated bookkeeping, and tax tools into a single platform for self-employed Americans. Founded in 2019 by ex-Square executives Lauren Myrick and Connor Dunn, Found pairs an FDIC-insured business checking account (via Lead Bank) with real-time tax estimates, automatic expense categorization, invoicing, and quarterly tax payments - aimed at the 64 million Americans who work for themselves.