Affiliate disclosure: SoloFinanceStack may earn a commission when you buy or sign up through links on this page. This does not affect our recommendations. Full disclosure.

Keeper is a tax app built around one job: catching write-offs from your bank and card transactions, then filing your return with what it finds. For a sole proprietor or single-member LLC filing a Schedule C, that combination is genuinely useful and fairly priced — the Filing + Deductions plan runs $199 a year as of mid-2026 and includes federal filing plus up to two state returns while your subscription stays active. Once you need real bookkeeping (income tracking, invoicing, a profit-and-loss statement) or you are running payroll through an S-corp, Keeper stops looking like a $20 app and starts looking like a bundled tax service with its own add-on price sheet.

This review runs Keeper's actual 2026 pricing against three solo income levels, points out where Keeper says outright it will not help (income tracking, automatic mileage), and shows exactly where the S-corp version of Keeper turns into a quote you need to price before committing.

What is Keeper Tax, and who is it actually for?

Keeper links to your bank and card accounts, flags transactions that look like business expenses, and asks you to confirm or reject each one as a write-off. On the annual filing plans, confirmed deductions flow directly into a federal and state tax return, which Keeper says is reviewed by a tax professional before it is filed. The product is built around freelancers, independent contractors, and small business owners filing personal returns off self-employment income — not around businesses that need employee payroll, inventory accounting, or investor-grade financial statements.

Keeper offers a 14-day free trial before it starts billing automatically for whichever plan you picked. The trial itself does not include deduction export or IRS filing submission, so you are testing the categorization experience, not the finished product, before your card gets charged.

Keeper Tax pricing as of mid-2026

Four tiers, and the gap between them is where most of the decision-making happens.

PlanPriceCoversExcludes
Only Deductions$20/monthExpense tracking, deduction exportNo Keeper tax filing
Filing + Deductions$199/yearDeduction tracking plus federal filing and up to two state returnsS-corp/partnership returns, bookkeeping
Premium$399/yearEverything above, plus quarterly tax-pro calls, prior-year returns, amendments, audit resolution support, complex individual itemsS-corp/partnership filing, expat taxes, P&L bookkeeping
Business Plan$1,199/yearEverything in Premium, plus S-corp/partnership return prep and filing for up to five members, quarterly estimated tax guidancePayroll filings, reasonable-salary analysis, 1099 issuance — priced separately

Notice the gap between Filing + Deductions and Premium is only $200 a year. The real dividing line is the $800 jump from Premium to Business Plan — that is the point where Keeper stops being consumer tax software and becomes a bundled service with add-ons priced individually.

What does Keeper actually cost at $45K, $90K, and $180K?

A feature list will not tell you what a tool costs you personally. Here is Keeper's full 12-month cost, plan plus realistic add-ons, at three solo income levels.

The $45,000 side-hustle freelancer

Sole proprietor, one state, no employees, mostly needs help finding write-offs and filing a clean Schedule C. Filing + Deductions at $199/year works out to about 0.44% of gross revenue. The $20/month Only Deductions plan actually costs more over a year — $240 — and does not include filing, so it only makes sense if you plan to file somewhere else entirely.

The risk at this income level is not the price. It is paying $199 for filing and deduction tracking, then discovering mid-year that you still need a separate system for income tracking or mileage, because Keeper does neither automatically.

The $90,000 consultant with quarterly-tax anxiety

Filing + Deductions costs $199/year here, about 0.22% of gross. Premium costs $399/year, about 0.44% of gross. The $200 delta buys quarterly tax-pro calls, prior-year return and amendment support, audit resolution support, and help with more complex individual items.

The decision is less “can I afford Premium” and more whether that $200 replaces even one paid CPA consultation, or whether you would genuinely use quarterly calls as your estimated-tax check-in instead of guessing.

The $180,000 agency-of-one running payroll

Business Plan is $1,199/year. Add a realistic slate of add-ons for an S-corp owner: annual payroll filings around $400, a reasonable-salary analysis around $200, and 1099 issuance for a few contractors around $155. That puts a plausible 12-month total near $1,954 — about 1.09% of gross revenue, before any state-specific fees or bookkeeping add-ons.

PersonaLikely plan12-month costCost as % of gross
$45K freelancerFiling + Deductions$199≈0.44%
$90K consultantPremium$399≈0.44%
$180K S-corp ownerBusiness Plan + add-ons≈$1,954≈1.09%

Treat the $1,954 figure as an estimate, not a quote — Keeper's own pricing pages describe 1099 issuance as priced “per client setup” without fully clarifying whether that means per business or per recipient, and payroll scope inside Business Plan needs confirming directly with Keeper before you commit. For the S-corp path specifically, the better comparison is against a CPA-plus-payroll stack, not against consumer tax software.

A simple decision tree

  1. Sole proprietor or single-member LLC with no payroll? Start with Filing + Deductions at $199/year.
  2. Want quarterly calls, amended or prior-year returns, audit resolution support, or help with K-1s, rental, or foreign income? Premium at $399/year fills that gap.
  3. Running an S-corp, partnership, payroll, or issuing 1099s to contractors? Price out Business Plan and its add-ons before you assume a single number covers everything.
  4. Need full bookkeeping, income tracking, or automatic mileage logging year-round? Keeper needs to sit next to another tool, or you may want to skip it.

Where Keeper genuinely helps a solo filer

Where Keeper falls short

Does Keeper work if you only have an SSN, no EIN?

Yes, for the most common solo setup. For a sole proprietor or single-member LLC, the IRS treats the owner and the business as one entity for income tax purposes, and Keeper says it files using the owner's Social Security number — no EIN or separate LLC information required for that filing flow. If you do not have an SSN, Keeper says you need an ITIN to file. Worth flagging: if a spouse lacks an SSN or ITIN, that can block e-filing for a joint or separate return, pushing you to a paper filing that Premium can help prepare for mailing.

Can Keeper actually handle an S-corp?

It can, through the Business Plan or individual add-ons, but not through the base or Premium plans alone. Business Plan covers S-corp and partnership return preparation and filing for up to five members, along with the individual Premium features. Payroll filings, W-2 issuance, and reasonable-salary analysis show up as separate line items rather than automatically bundled in. If you are weighing an S-corp election itself — not just who files the paperwork — that decision depends on your reasonable salary, payroll costs, state rules, and how it interacts with retirement contributions. Run your specific numbers past a CPA before electing; Keeper can support the filing once the election is made, but it is not the tool that should make that decision for you.

What changed for freelancers under the 2025 tax law, and why it matters here

A few 2026 numbers shape why deduction tracking and filing accuracy matter more this year. Self-employment tax stays at 15.3% — 12.4% Social Security plus 2.9% Medicare — and for 2026 earnings, the Social Security wage base is $184,500, with no wage base limit on the Medicare portion. An Additional Medicare Tax kicks in on self-employment income above $200,000 for single filers, $250,000 for married filing jointly, and $125,000 for married filing separately.

On the reporting side, the One Big Beautiful Bill retroactively reverted the Form 1099-K threshold, so payment apps and marketplaces generally only have to issue that form once you cross $20,000 and 200 transactions — but you still owe tax on income that never generates a 1099-K. Separately, the Form 1099-NEC threshold that businesses use to report payments to contractors rose to $2,000 for payments made in 2026, up from $600. Eligible gig workers can also deduct up to $25,000 in qualified tips for tax years 2025 through 2028, and certain business assets bought after January 19, 2025 may qualify for 100% bonus depreciation. If you drive for work, note that the standard mileage rate itself split mid-year: 72.5 cents per mile before July 1, 2026, and 76 cents per mile on or after that date.

None of this is Keeper-specific, but it is exactly the kind of shifting detail that a deduction-tracking tool is meant to help you not miss — while still leaving multi-state filings, entity elections, and anything with penalties attached to a CPA or enrolled agent.

Skip Keeper if...

Where Keeper fits in your financial OS stack

Keeper sits in the Foundation layer of a solo financial stack — it is a tax tool, not an accounting system. It works best paired with a dedicated business checking account and a separate tax reserve account so the deductions Keeper finds translate into an accurate number for what you actually owe. If income tracking matters to you — most consultants past their first year need it — plan on running an invoicing or bookkeeping tool alongside Keeper rather than expecting one app to do both jobs.

For the estimated-tax side of this equation, see how to pay quarterly estimated taxes as a freelancer or consultant and how to figure out how much to set aside for taxes before Keeper's deduction totals ever reach your return. If Keeper's S-corp add-on pricing has you weighing an entity change, read through LLC vs S-corp for freelancers first, and if you are still assembling your tools from scratch, a first financial stack for freelancers lays out where a tax app like this should sit relative to banking and bookkeeping. Anyone selling through marketplaces or payment apps should also check the current 1099-K rules for freelancers before assuming a missing form means no tax owed.

Bottom line: is Keeper Tax worth it?

At $199 a year, Keeper is a reasonable bet for a sole proprietor who wants deduction detection bundled with an actual filed return, and it is one of the few products built specifically around the freelancer's SSN-only filing path rather than treating solos as an afterthought. It stops being the obvious choice once you need income tracking, automatic mileage, or S-corp payroll — at that point, price out the add-ons before assuming $1,199 covers everything, and bring the entity-election and reasonable-salary questions to a CPA rather than a subscription tier.

Related Articles