Your Smart Tax Assistant

See the money you may be leaving behind — sorted and ready for your preparer.

Your business, your rentals, and your personal life — one clear, tax-ready picture. Sam keeps track of what you earn and spend, explains deductions in plain English, and hands you a clean packet for your CPA or your own return.

Free to start — no card. Pro comes with a 14-day free trial on the monthly plan.

Built for the self-employed, where no one withholds and no one reports for you Bank-level 256-bit encryption
Read-only bank access
Categories mapped to Schedule C & E lines
Receipts read for you
14-day free trial on monthly
By the numbers

The deduction gap is real.

IRS audit data tells a consistent story: self-employed income is the least-verified category in the U.S. tax system — and inadequate recordkeeping is the primary driver of the gap.

$539B

In taxes understated on filed returns, per year

The IRS projects a $696 billion gross tax gap for tax year 2022. Underreporting on timely filed returns accounts for $539 billion of that — more than three-quarters — with business income as the primary source.

IRS Tax Gap Projections for Tax Year 2022 (Pub. 5869), released October 2024

55%

Noncompliance rate for sole proprietors

For W-2 wage earners, the IRS estimates roughly 1% noncompliance. For Schedule C proprietorship income — with no employer withholding and no third-party reporting — that figure reaches 55%.

U.S. Dept. of the Treasury, "The Case for a Robust Attack on the Tax Gap" (2021); IRS National Research Program audit data

>50%

Of the individual gap flows from small-business income

About half of the individual income tax gap accrues to proprietorships, partnerships, and S-corps — income sources where there is little or no third-party data for the IRS to verify what was filed.

U.S. Dept. of the Treasury, citing IRS Tax Gap Studies

That gap is a recordkeeping problem before it is anything else — and recordkeeping is exactly what DeductSam does for you.

A note from the founder

I'm a firefighter who picked up side income to support my family — a small business and a rental on top of the day job. I never had time for the tax side, so each spring I'd dump a year's paperwork on my CPA, hope for a good return, and move on — with no real understanding, and plenty of missed opportunities.

So I started using AI tools to actually learn the system, built myself an assistant that tracked my expenses and taught me as it went. When friends saw it, they all asked the same thing: could they use it too?

That's how DeductSam was born.

How it works

Three steps. Then we stay out of your way.

Start in 60 seconds

Add your first expense by typing it or snapping a receipt. On Pro, connect your bank and everything flows in on its own — read-only, Sam never moves money.

Sam reads every transaction

Sam sorts each charge, holds anything unclear for your review, and flags receipts that still need a photo.

Ready for your CPA or your own return

Export a Year-End Packet organized to Schedule C or E — business and rental alike, free on every plan — and hand it to your CPA, or give them read-only access on Pro.

Pricing

Start free. Upgrade when you want the busywork done.

DeductSam is free to use — really free, no card needed. When you're ready to have the busywork done for you, Pro is $24.99 a month.

Monthly Annual Save 17% · up to 2 years of bank history
Free
For getting your books in order
$0 / month
  • Track expenses & income by hand
  • Snap & store receipts
  • Mileage log
  • Payroll tracking
  • Year-End Packet, ready for your preparer
  • Tax forms read with you — W-2, 1098-T and more
  • 10 Sam messages a month
  • 1 personal + 1 business or rental workspace

The 14-day free trial applies to the monthly plan. Annual starts billing right away and imports up to 2 years of bank history. One trial per account. Free stays free, forever. How billing and cancellation work.

Free to start · No card needed

Your year, organized for your preparer.

Start free today. See what Sam finds in your own numbers before you decide.