Bookkeeping Taxes Invoicing Pricing Start free
Built for self-employed creatives

Your finances,
finally under
control.

Bookkeeping, taxes, invoicing, and contracts — all connected. AI handles the day-to-day. A real bookkeeper checks every entry before it goes in your books.

Free to start. No credit card. No accountant required.

PKS+
10,000+ creative entrepreneurs — 4.9/5 stars
Tax savings this year
$5,240
↑ $1,100 more than last year
Hours saved
10h
per month
Books status
Up to date
Q3 estimated tax
$2,180
Due Sep 15 · Set aside automatically
Free tier up to $25K/year revenue
Real bookkeepers verify every entry
Bank-grade encryption
14-day free trial on paid plans
Cancel any time
Connects to tools you already use
Chase
Chase
S
Stripe
PP
PayPal
Sq
Square
V
Venmo
Hg
HoneyBook
Fv
Fiverr
Up
Upwork
+10k
banks & more
10,000+ banks and financial accounts via Plaid. Setup takes 5 minutes.
$5,000+
Average annual tax savings per user
10 hrs
Saved on admin every month
4.9/5
Stars across 2,400+ reviews
How it works

AI handles the speed.
A human guarantees the accuracy.

Every Otto plan includes both. Nothing touches your books until a real bookkeeper approves it.

Step 1 — AI
Reads and categorizes in ~30 min
Otto's AI reads your bank and card transactions and categorizes each one — equipment, software, meals, client payments — drawing on patterns from thousands of creative businesses.
👤
Step 2 — Human
Bookkeeper reviews every entry
A real Otto bookkeeper — not a bot — reviews every categorization before it finalizes. They catch errors, ask clarifying questions, and fix anything the AI got wrong.
Real example: catch from last month
Meals & Entertainment Equipment (photoshoot)
Bookkeeper caught a $180 miscategorization — worth $45 in tax savings
Result
Books you can trust — every month
Tax-ready books, verified by a human. Your P&L, cash flow, and deductions are accurate and up to date. No shoebox of receipts. No surprise corrections at tax time.
Bookkeeper responds within 1 business day
You're notified when books are ready
Ask your bookkeeper questions any time via chat
Everything in one place

Your whole financial life,
finally connected

Otto replaces your bookkeeper, tax preparer, invoicing tool, and contract software — and keeps them all in sync.

Bookkeeping

Done in 30 minutes. Verified by a human.

Otto auto-categorizes your transactions. Your bookkeeper reviews everything before it posts. You get the speed of AI with the accuracy of a professional — without paying $500/month for one.

From a real user

"I used to spend three hours every Sunday reconciling. Otto did my entire March in 28 minutes. My bookkeeper even flagged a lens rental I'd been categorizing wrong for six months — saved me $200 at tax time."

Marcus R. — Freelance photographer, 4 years
Explore bookkeeping →
Recent transactions
Adobe Creative Cloud $54.99 Software
Lens rental — photoshoot Meals Equipment · fixed by bookkeeper $180.00 Corrected
Client payment — Smith Co. +$3,200 Income
Coffee meeting $18.40 Meals
Taxes

No more surprise tax bills in April.

Otto tracks every deduction in real time, calculates your quarterly estimates, and tells you exactly what to set aside — so you're never caught off guard. CPAs on the team review your books quarterly and file your 1099s automatically.

From a real user

"I got hit with a $4,200 surprise bill last April. Since switching to Otto I know exactly what I owe every quarter — I even set aside $2,100 ahead of the September deadline without thinking about it."

Emma W. — Event photographer, 4 years
Explore tax tools →
Q3 Tax summary
Estimated owed$2,180
Deductions found$8,340
Set aside so far$2,180On track
Due dateSep 15
Invoicing

Send it. Track it. Get paid faster.

Create professional invoices in seconds, set up automatic payment reminders, and track exactly who's paid and who hasn't. Every payment syncs to your books in real time — no manual entry, no reconciliation headaches.

From a real user

"I was invoicing 11 clients by hand every month. Different rates, different schedules, always chasing someone. Otto got that down to about 10 minutes a month and the automatic reminders cut my average collection time in half."

Alex R. — Social media manager, 2 years
Explore invoicing →
Invoice tracker
Design retainer — MarchPaid
Brand strategy — Acme Co.Overdue 3d
Photography — Spring eventSent
Reminder sent automatically
Contracts

150+ templates. eSign in minutes.

Industry-specific contract templates for photographers, designers, consultants, and more. Draft, send, eSign, and link directly to an invoice — all in one place. No lawyer required for standard project agreements.

From a real user

"I used to send a Google Doc and hope for the best. Now I send a contract, it gets signed in 20 minutes, and the invoice is already attached. I've had zero payment disputes since I started using it."

Chloe D. — Interior designer, 6 years
Explore contracts →
Contract status
Brand identity projectSigned
Photography retainerSent
Linked invoice$4,500 →
Real users, real numbers

What changed for people like you

Not summaries. Actual before-and-afters from creative entrepreneurs who switched to Otto.

Before Otto

Spending Sunday afternoons reconciling expenses in a spreadsheet. Missed three deductible equipment purchases last year because they were miscategorized. Got a $3,800 tax surprise in April.

After 3 months
$4,100 saved
in deductions found by her bookkeeper

"I haven't touched a spreadsheet since January. My bookkeeper caught two things I would have missed completely — a $340 equipment purchase and a home office I wasn't claiming. The peace of mind alone is worth it."

Before Otto

Eight years freelancing with a patchwork of tools — Wave for invoicing, a CPA for taxes, Dropbox for contracts. $520/month total, and still spending 2 hours per week on financial admin.

After switching
$390/mo back
by replacing bookkeeper + invoicing tools

"I was paying a bookkeeper $350/month and Wave $30/month. Otto replaced both for $49. The books are actually more accurate now — my bookkeeper kept making the same categorization mistake and no one caught it for almost a year."

Before Otto

First year freelancing, doing taxes himself with TurboTax. Didn't know about quarterly estimates. Got hit with a $1,400 underpayment penalty on top of his April bill.

Year two with Otto
Zero surprises
quarterly estimates calculated automatically

"I didn't even know quarterly taxes were a thing until I got fined. Otto set up automatic estimates, tells me exactly what to set aside each month, and my second year was completely stress-free. I should have started with this."

Start free

Try it before you pay for anything.

Free tier covers up to $25,000 in annual revenue. Upgrade when you're ready — no pressure, no hard sell.

  • AI bookkeeping (auto-categorized transactions)
  • Unlimited invoices
  • Basic tax tracking and deduction finder
  • 5 contract templates
  • Real-time financial dashboard
Start free today

No credit card needed. Upgrade or cancel any time.

Already making more than $25K? 14-day free trial on all paid plans, including human bookkeeper review.

Start 14-day trial
Simple pricing

Less than you're paying now.
More than you're getting.

Most users replace a $500/month bookkeeper or a $400/year tax preparer. Otto does both.

What most freelancers pay today
Tool or service Typical cost Otto Pro ($49/mo)
Monthly bookkeeper $300–$600/mo Included
Tax prep (annual) $400–$900/yr Included
Invoicing software $20–$50/mo Included
Contract tool $30–$80/mo Included
Total $500–$800/mo $49/mo
Free
$0
Up to $25K/year revenue
AI bookkeeping
Unlimited invoices
Basic tax tracking
5 contract templates
Human bookkeeper review
CPA access
Start free
Most popular
Pro
$49/mo
Up to $250K/year revenue
Everything in Free
Human bookkeeper review
Quarterly CPA review
All contract templates
Priority chat support
Entity management
Start 14-day trial
No credit card needed
Business
$149/mo
$250K+ revenue or complex needs
Everything in Pro
Named bookkeeper
On-demand CPA calls
Controller-level review
Multi-entity support
Dedicated onboarding
Start 14-day trial
Common questions

Things people ask before signing up

Is the free tier really free? What's the catch?
The free tier covers up to $25,000 in annual revenue — no credit card required, no trial period. If your business grows past $25K, you upgrade to a paid plan. That's the only catch. The free tier includes AI bookkeeping, unlimited invoicing, basic tax tracking, and 5 contract templates. Human bookkeeper review is a paid feature.
What if the AI makes a mistake?
Your bookkeeper catches it before it ever hits your books. Nothing finalizes until a real person reviews it — that's the whole point of the AI + human model. If you spot something after the fact, you can flag it and your bookkeeper will correct it same day. We track correction rates internally: the AI is right about 94% of the time on first pass, and the bookkeeper catches the rest.
How does AI bookkeeping actually work?
Otto connects to your bank and card accounts and reads your transactions automatically. It categorizes each one — equipment, software, meals, client payments — based on patterns trained on thousands of creative businesses. This happens in about 30 minutes. Then a real bookkeeper reviews every categorization before anything posts to your books. You get notified when it's done and can ask questions via chat.
What tools and banks does Otto connect to?
Otto connects to 10,000+ banks and credit unions via Plaid, including Chase, Bank of America, Wells Fargo, and Mercury. On the payments side: Stripe, PayPal, Square, Venmo, HoneyBook, Fiverr, and Upwork. Setup takes about 5 minutes — link your accounts, and Otto starts pulling transactions automatically. No CSV uploads, no spreadsheets.
I already have a CPA or bookkeeper. Why would I switch?
Most Otto users either replace a $500/month bookkeeper (saving $4-5K/year) or upgrade from doing it themselves. If you have a CPA relationship you want to keep, Otto's books export cleanly for your CPA at tax time — many users keep their CPA for strategic advice and use Otto for the day-to-day. Your CPA will thank you for sending clean, categorized books instead of a shoebox.
I'm just starting out and don't have an LLC yet. Can I still use Otto?
Yes — and Otto can help you set one up. Otto files LLCs and S-Corps, opens a Mercury business bank account, and handles registered agent and annual renewals. Many users start as sole proprietors and form an entity through Otto when the time is right.
Is my financial data safe?
Bank-grade encryption, role-based access controls, continuous monitoring, and annual security audits. Your data is never sold or used to train AI models. Otto uses Plaid for bank connections — the same infrastructure behind most major financial apps.
Ready when you are

Your finances shouldn't
feel like a second job.

Start free today. No credit card, no accountant, no stress. Otto handles the money side so you can focus on the work.

Start free today

Free tier covers up to $25K/year revenue. Upgrade when you're ready.