Category

Self-Employed AI Tax Software Directory

Tools for sole traders, 1099s, and businesses of one — filing, write-off, AI-plus-accountant, and regional paths. Fit-based, not a ranking.

13companies
8AI features added
5AI-native

TaxAIs’ self-employed listings cover AI-assisted filing, AI-plus-accountant services, business-of-one platforms, automated tax accounts, and regional tools. The directory is fit-based, not a ranking. Start with country, forms, filing method, human-review scope, data terms, and current price. An AI label does not mean a product supports every return or replaces a professional.

When you want a longer decision path, use the freelancers & self-employed guide and the Keeper vs FlyFin comparison. Confirm features and filing coverage with the vendor.

US self-employed tools

  • Keeper: AI plus human accountants; write-off detection, e-file, and year-round support for freelancers and other audiences.
  • FlyFin: AI deduction discovery plus dedicated CPA federal/state review and filing; public dollar pricing is in-app per the roster.
  • Lettuce: US Solo HQ for entity, banking, bookkeeping, payroll, tax set-aside, filing, benefits, and LettuceHead AI.
  • TurboTax: US/Canada consumer software with self-employed coverage, Expert Assist/Full Service, and Intuit Assist Q&A.
  • TaxAct and TaxSlayer: US DIY products with self-employed tiers; verify current forms and state fees.
  • Taxfyle: CPA/EA marketplace for full-service, back-tax, extension, and prior-year filing; quote-based by complexity.

Regional paths

Hnry is listed for NZ, Australia, and the UK as a sole-trader platform that calculates, withholds, pays tax, and files returns. Coconut and Pie cover UK sole-trader workflows. Indy, Fiscozen, and Declarando are listed for France, Italy, and Spain respectively, with country-specific bookkeeping, filing, or AI-support claims.

Directory selection checks

Confirm country, forms, filing method, human-review scope, data terms, and current price. Recheck whether the product is filing software, bookkeeping, a business stack, or a professional service before relying on it.

All 13 listed

K

Keeper

keepertax.com

Modern US tax platform combining AI and human accountants for freelancers, S-Corps, rentals, and investments: write-off detection, e-file, year-round support; IRS authorized e-File Provider.

Self-employed & freelancers ✦ AI-native
US
F

FlyFin

flyfin.tax

AI plus CPA tax filing for freelancers, self-employed, and 1099 & W-2: AI finds deductions and builds the return; dedicated CPA reviews and files federal and state; quarterly estimator and audit insurance claims.

Self-employed & freelancers ✦ AI-native
US
H

Hnry

hnry.co.nz

Accountant plus tax automation for sole traders: income paid into Hnry Account; auto-calculates, deducts, and pays tax; files returns; expenses, invoices, Mastercard, mileage app.

Self-employed & freelancers
NZAUUK
L

Lettuce

lettuce.co

“Solo HQ” for US businesses-of-one: LLC/S-Corp setup, banking, bookkeeping, payroll, tax set-aside and filing, healthcare and Solo 401k access, with AI assistant LettuceHead.

Self-employed & freelancers ✦ AI-native
US
T

TaxScouts

taxscouts.com

UK Self Assessment prepared and filed by accredited accountants via online intake; Accuracy Guarantee; MTD software for landlords/sole traders with accountant support. **TaxScouts is now Taxfix UK** (rebrand after joining Taxfix Group).

Self-employed & freelancers
UKEU
I

Indy

indy.fr

French all-in-one for indépendants: automated bookkeeping, e-invoicing (Plateforme Agréée DGFiP), tax declarations (TVA, URSSAF, bilan…), optional compte pro + cards, and company creation.

Self-employed & freelancers ✦ AI-native
EU
F

Fiscozen

fiscozen.it

Italian Partita IVA management: open P.IVA (<72h claimed), dedicated commercialista (network +60), e-invoicing, tax forecasts, chat with humans, dichiarazione dei redditi and F24 included.

Self-employed & freelancers
EU
T

Thriday

thriday.com.au

Australian banking + invoicing + accounting + tax in one; AI categorisation and tax forecasting; optional human BAS/tax lodgment. Registered tax agent No. 26262416. **Now Tyro Accounting (formerly Thriday)** — Team Thrive entities wholly owned by Tyro Payments Limited.

Self-employed & freelancers ✦ AI-native
AU
SB

Solo by MYOB

myob.com

Mobile-only MYOB app for Australian sole traders: quotes/invoices, Solo Money business bank account, Tap to Pay, snap-n-track expenses, automated tax and GST tracking, with in-built AI features.

Self-employed & freelancers
AU
P

Pie

pie.tax

UK Self Assessment app with a real-time tax figure, open banking bookkeeping, invoicing, direct HMRC submission, and MTD-ready workflow; optional Tax Assistants / “we do it for you.”

Self-employed & freelancers
UK
C

Coconut

getcoconut.com

Self-employed accounting software for UK sole traders and landlords: bank connect, invoicing, receipt capture, Self Assessment, and Making Tax Digital (MTD) for Income Tax.

Self-employed & freelancers
UK
D

Declarando

declarando.es

Software plus fiscal mentoring for Spanish autónomos: alta de autónomo, Verifactu invoicing, expense automation, quarterly tax models, renta, and anti-sanction guarantee.

Self-employed & freelancers
EU
A

Afirmo

afirmo.com

Integrated tax and accounting for NZ micro/small business: real-time GST and income-tax dashboard, invoicing, expense tracking, Afirmo Business Wallet, and accountants filing GST and Business Income Tax within the fee.

Self-employed & freelancers
NZ

Frequently asked

How does AI find tax deductions automatically?
It classifies linked bank and card transactions against deductible expense categories, learning from corrections and from patterns across similar businesses. Purchases that are ambiguous get surfaced for a yes/no confirmation rather than guessed silently.
Do these tools handle quarterly estimated taxes?
Most calculate them; fewer actually pay them. Products like Lettuce and Hnry automate the payment and filing side, while deduction-focused tools typically produce the figure and leave remittance to you.
Is a CPA still needed with AI tax software?
Most products in this category include or offer human review precisely because self-employment raises judgment calls — entity choice, home-office and vehicle allocations, retirement contributions. The AI narrows the work; it rarely eliminates the review.
Which AI tax software is number one for freelancers?
There is no universal number-one. The right product depends on country, entity type, whether you want DIY write-off tracking or a CPA-filed return, and whether you need banking or payroll bundled. TaxAIs is a directory, not a ranking — compare the profiles and verify with the vendor.