tax-filing
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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.
Cifrato
Cifrato is a Colombian, Y Combinator-backed (W25) startup building an AI accountant for accounting firms and retail businesses across Latin America. Its AI agents run end-to-end accounting workflows - pulling electronic invoices straight from tax authorities like Colombia's DIAN, classifying them, applying taxes, reconciling payments, and pushing accounting-ready data into ERP and POS systems. Founded in 2025 by Juan Pisco and Yerson Cacua, the company reached roughly $1M ARR and processed over a million invoices for 270+ clients within its first year.
april
april is a New York-based fintech that embeds tax filing, planning, and estimation directly into the apps people already use - banks, payroll providers, fintechs, and wealth platforms. Founded in 2021 by Ben Borodach, Daniel Marcous, and Raj Doshi, april built its own AI-powered tax engine and became the first company in over 15 years to earn national e-file coverage. Its white-label, mobile-first product turns tax from a once-a-year chore into a year-round layer of financial decision-making, and it raised a $38M Series B in July 2025 led by QED Investors, bringing total funding to $78M.
Check
Check is a New York-based fintech that provides embedded payroll infrastructure, letting software platforms build and sell their own payroll product through a single API. It handles the hard parts - tax calculation, money movement, tax filing, and multi-state compliance - so vertical SaaS, HR, and workforce-management companies can offer payroll without becoming payroll experts. Backed by Stripe, Thrive, Bedrock and Index, Check powers payroll for platforms like Wave, Homebase, Housecall Pro and 7shifts.
ADP (Automatic Data Processing)
ADP is one of the world's largest providers of payroll and human capital management (HCM) technology and services. Founded in 1949 as a manual payroll bureau in New Jersey, it now runs cloud-based platforms that pay and manage the workforces of more than a million clients across 140 countries, processing pay for roughly 42 million workers. Its business spans payroll, tax filing, benefits, talent, time and attendance, retirement services, and full HR outsourcing through its PEO arm.
Plane
Plane (formerly Pilot) is a San Francisco-based global payroll, HR, and compliance platform that lets fast-growing companies pay U.S. employees, international employees, and contractors from a single system. Founded in 2017 out of Y Combinator's Winter 2017 batch, Plane runs domestic payroll, hires people abroad through employer-of-record services, and pays contractors in 240+ countries and 130+ currencies - pitching itself as the easiest-to-set-up multi-country payroll tool, with an unusual approach of charging foreign-exchange fees at cost rather than marking them up.