Freelance taxes, set aside as you get paid
Ashford is tax software for freelancers. It sorts every expense into its Schedule C line, moves the right share of each payment into a tax pocket, and files your federal and state return in April.
Bookkeeping and estimates are free. Filing from $24 a month.
Ashford
Accepted
2025 federal return
Jordan Reyes, product designer, Raleigh, NC
Gross receipts
$104,380.00
Expenses sorted
$19,642.18
Net profit
$84,737.82
Self-employment tax
$11,973.44
Federal income tax
$8,806.00
Estimates paid, 4 of 4 on time
$21,420.00
Refund to you
$640.56
E-filed and accepted by the IRS on April 2, 2026 at 9:14 am. Confirmation 2026-0402-8841-JR.
Keep the books, pay the quarterly estimates, file in April. Each job feeds the next, so the return is mostly written by the time you open it.
app.ashfordtax.app/estimates

Know what to set aside, every payment
Ashford works out your federal, self-employment and state tax as each payment lands, moves the right share into a tax pocket, and tells you what is due on the next deadline.
Estimate refreshed
Every payment
Tax pocket transfer
Automatic
Penalty check
Safe harbor rule
Every expense on the right Schedule C line
Transactions arrive sorted by the line they belong on, with the business share of your phone and internet already split. You approve the week in about ten minutes.
Sorted without you
9 in 10
Receipts by photo or email
Matched in a minute
Mileage
Logged from your phone
app.ashfordtax.app/transactions

app.ashfordtax.app/income

Income matched to the forms you will get
Each payment is tied to a client and the 1099 you should expect, so January is a check, not a search. Gaps over $50 get flagged before you file.
Payment sources
Stripe, PayPal, Venmo, banks
1099-NEC and 1099-K
Matched
Foreign clients
Handled
The IRS wants estimated tax in four payments. Ashford tracks each one, reminds you a week ahead and records the confirmation when you pay. Here is Jordan’s 2026 so far.
Most of the work happens without you. These are the only three things we ask for.
Every rule Ashford uses maps to a line on IRS Schedule C, so your accountant can check any number in seconds.
Bookkeeping and quarterly estimates cost nothing. Pay when you want receipts handled or your return filed and checked by a CPA.
| Plan | Track Books and quarterly estimates for your first year out. $0a month Free for as long as you like Start with Track | Solo Receipts, mileage and 1099s handled, for a steady practice. $12a month Billed $144 once a year Choose Solo | File Everything in Solo, plus your return filed and checked by a CPA. $24a month Billed $288 once a year Choose File |
|---|---|---|---|
| Bank, card and payment app connections | Unlimited | Unlimited | Unlimited |
| Expenses sorted by Schedule C line | |||
| Quarterly estimates, federal and state | |||
| Deadline reminders | |||
| Receipts by photo and email | |||
| Mileage log from your phone | |||
| 1099 matching | |||
| Pay estimates from Ashford | |||
| Export for your CPA | |||
| Federal and one state return, e-filed | |||
| CPA review before you file | |||
| Help with IRS letters |
- Bank, card and payment app connectionsUnlimited
- Expenses sorted by Schedule C lineIncluded
- Quarterly estimates, federal and stateIncluded
- Deadline remindersIncluded
- Bank, card and payment app connectionsUnlimited
- Expenses sorted by Schedule C lineIncluded
- Quarterly estimates, federal and stateIncluded
- Deadline remindersIncluded
- Receipts by photo and emailIncluded
- Mileage log from your phoneIncluded
- 1099 matchingIncluded
- Pay estimates from AshfordIncluded
- Export for your CPAIncluded
- Bank, card and payment app connectionsUnlimited
- Expenses sorted by Schedule C lineIncluded
- Quarterly estimates, federal and stateIncluded
- Deadline remindersIncluded
- Receipts by photo and emailIncluded
- Mileage log from your phoneIncluded
- 1099 matchingIncluded
- Pay estimates from AshfordIncluded
- Export for your CPAIncluded
- Federal and one state return, e-filedIncluded
- CPA review before you fileIncluded
- Help with IRS lettersIncluded
I used to find out what I owed in April. Now I know every Friday, and the money is already sitting in the tax pocket.
Nadia Farouk
Brand designer
Austin, TX
Ashford found $4,100 of software and mileage I had never deducted. That paid for the plan for the next 20 years.
Marcus Bell
Wedding photographer
Asheville, NC
My CPA used to charge me for a week of cleanup. This year I sent the export and she finished in an afternoon.
Elena Ruiz
Freelance developer
Denver, CO
Ashford can see transactions. It cannot move money unless you approve each estimated payment yourself.
Questions freelancers ask before they switch
Something else? Email hello@ashfordtax.app and a person replies within one business day.
Both. Track and Solo keep your books and quarterly estimates. File adds your federal and one state return, prepared from your books, checked by a CPA and e-filed through the IRS system.
On the File plan, yes. A licensed CPA reviews every return before it is filed and signs off in the app. Most reviews finish within two business days in March and April.
No. Connect your accounts and Ashford imports up to 24 months of transactions, sorts them, and works out what you should have paid so far. If you missed a quarter, it shows how to catch up with the smallest penalty.
Add your paycheck withholding in Settings and Ashford subtracts it from what you owe. Many people with a day job and side income need much smaller estimates than they think.
Ashford is built for sole proprietors and single-member LLCs filing Schedule C. If you have elected S corporation status, we will say so on day one and help you export your books to an accountant.
Any time, from Settings. Export every transaction, receipt and report as CSV and PDF. If you cancel a yearly plan within 30 days, we refund the full amount.
Connect the accounts you get paid through and Ashford shows your fourth-quarter estimate in about five minutes. Bookkeeping and estimates are free; filing starts at $24 a month.