Bookkeeping Software for Small Business

Automatically capture transactions, get live insights, and stay audit-ready—freeing you from spreadsheets and tax-time panic so you can focus on building your business.

Bookkeeping Software for Self-Employed Entrepreneurs: From Chaos to Clarity in Minutes

Otto AI works quietly in the background, syncing your accounts, organizing expenses,
and keeping your books perfectly maintained while our expert team
ensures everything is always accurate.

Stop Spending Hours on Manual Bookkeeping

Otto AI Bookkeeping for small business eliminates the need to download statements, match receipts, and categorize every line item. You focus on the work—you actually get paid for.

  • Auto-categorization trained on creative and service-based spend

  • OCR-powered receipt and invoice capture

  • Audit engine flags errors in real-time

  • Optional bill pay + A/P automation (Growth plan and above)

Otto AI Bookkeeping Software
Bookkeeping Status

Stay Ready for Tax Time—All Year Long

Our small business bookkeeping software keeps your books clean, your paperwork compliant, and your audit risk low—without the scramble.

  • Automatic 1099 prep and e-filing

  • W-9 request workflows for contractors

  • Anomaly detection for out-of-place transactions

  • SOC 2 controls (in progress) + bank-level security

  • Multi-entity support + transparent, no-surprise pricing

See the Full Financial Picture—Anytime You Need It

Outdated spreadsheets can’t help you run a growing business. Otto AI small business bookkeeping software gives you live financial visibility, so you can price work confidently, plan for taxes, and pay yourself—without second-guessing.

  • Real-time dashboards and KPI views built for service businesses

  • Daily reconciliation from dual feeds (Plaid + QuickBooks)

  • Revenue-matching across platforms

AI Expense Tracking
Financial Insights

Real Experts. Not Just a Dashboard

Otto gives you automation when you want it—and a real team when you need it. Your books are reviewed, not just generated.

  • Built-in accountant chat—plain-English answers, instantly

  • Monthly reviews by a finance team (bookkeeper → CPA)

  • Guided onboarding with live support

  • Role-based access for collaborators and teams

How to Use our Bookkeeping
Software - 3 Step Flow

Streamline your finances with an easy, automated process-connect, track, and stay tax ready.

1
Step

Connect & Configure

Click “Get Started Free.” Securely link bank/credit-card feeds, Stripe-PayPal, and (optionally) QuickBooks. Tell Otto about each entity, revenue stream, and any quirky accounts (escrow, pass-through, etc.).

2
Step

Capture & Automate

Upload receipts in the dashboard or auto-forward invoices to your Otto inbox. Ignore spreadsheets forever.

3
Step

Review, Decide & Grow

Open the live dashboard to price projects, plan taxes, and pay yourself with confidence. Chat with a human bookkeeper or CPA inside the app for plain-English answers.

From Smart Categorization to Tax
Prep—Otto Has You Covered

These everyday bookkeeping time-savers come standard—no plug-ins, no extra tools.

Auto-Categorization

Transactions are sorted automatically using smart rules trained on creative and service-based businesses.

OCR for Receipts

Upload receipts or vendor invoices—Otto extracts the data, matches it, and logs it for you.

Multi-Entity Support

Run multiple businesses from a single Otto account. Keep everything clean and separate.

Dashboard Overview

See income, expenses, and trends in one place—real-time, not week-late.

Tax Prep Assistance

Otto generates 1099s, collects W-9s, and keeps your books organized for year-end handoff.

Security Built In

SOC 2 controls in progress, plus bank-level encryption to keep your data safe.

Us vs. them

Other bookkeeping software chains you to clunky spreadsheets, hidden fees, and endless tab-hopping.

Otto AI centralizes everything—bank feeds, categorization, reconciliations, and expert review—all in one sleek dashboard.

Replaces Collective, Keeper, Freshbooks, Quicken, Bench, Doola, Fincent, Finally & more.

Otto AI
Collective
Keeper
FreshBooks
Quicken
Bench
Real-time financial statements & dashboards
24/7 bank-feed reconciliation (continuous close)
Automatic categorisation of transactions
OCR / AI data-capture from receipts & invoices
~
AI insights & KPI dashboards
~
~
Chat-based AI accountant / natural-language Q&A
Chain-of-thought explainability for every entry
Dedicated controller-led finance team
Bill-pay & end-to-end A/P automation
Revenue reconciliation & POS-deposit matching
G/L hygiene & vendor-deduplication tools
Continuous audit, anomaly & error detection
Client collaboration (smart mailroom / 1-click queries)
~
Multi-entity / departmental consolidation
~
Secure document vault & automated backups (G-Drive integration)
Automated 1099 vendor-compliance workflows

One Platform: From Entity Setup
to Closing Reports

Comprehensive financial solutions for your business needs.

The reviews are in.

Straight from our customers—how Otto is changing the way creative businesses manage money.

Owner of Photography Business

"Otto's real-time insights have been incredible for cash flow management and decision-making. The platform is user-friendly, and the team is extremely on top of everything.”

Preston Tietjen

Preston Tietjen

Creative Producer & Founder

Owner of Design Company

“I’m excited to help Otto reach more creators because every creative deserves access to the tools and support they need to grow their businesses and focus on what they love—creating.”

Sophia Yeshi

Sophia Yeshi

Illustrator & Designer

Owner of Production Company

"Keeping my finances stable is crucial, and Otto helps me earn more and pay less in taxes. With its focus on creatives, I keep more of what I earn, fueling my business and creativity."

Kai Byrd

Kai Byrd

Photographer, Creative Director

Bookkeeping FAQs

How does AI Bookkeeping Software save time for entrepreneurs?

When it comes to bookkeeping for small business and bookkeeping for entrepreneurs, AI Bookkeeping Software like Otto AI automatically pulls data from your bank feeds, sorts transactions, and tracks cash flow in real time, giving you back hours each week. This smart approach lets you focus on your creative work and growing your business instead of getting bogged down with manual bookkeeping tasks.

Can I track my cash flow in real-time?

Absolutely. Otto AI bookkeeping for small business gives you a real-time dashboard that updates your balance sheet, income statement, and cash flow metrics as a transaction process. This instant visibility helps you make timely, informed decisions about your business finances—essential for effective bookkeeping for small business.

How does Otto AI categorize transactions automatically?

Our AI Small Business Bookkeeping Software uses advanced machine learning to sort and tag most transactions within 30 minutes after syncing. Any transactions that need extra attention get reviewed by actual humans on our finance team, ensuring your financial reports are accurate and relevant to your bookkeeping for entrepreneurs needs.

Will my books be ready for tax season?

You bet. Otto AI organizes your transactions month-by-month with tax preparation in mind, so your records stay audit-ready and compliant. With ongoing financial reporting and personal support, tax season becomes much more manageable and less stressful—especially for small business bookkeeping.

Is my financial data secure with AI?

Yes, Otto AI Bookkeeping Software keeps your financial data safe using bank-level encryption, strict access controls, and regular third-party security checks. This thorough approach to security protects all your information, giving you peace of mind while managing your finances.

How does Otto AI connect to my bank accounts?

Our AI Bookkeeping Software connects to your bank accounts through trusted security services like Plaid, creating a reliable link with your bank feeds. This direct connection enables real-time tracking and automatic receipt management without manual data entry.

Can I get help from real financial experts?

Yes—when you choose Otto’s AI Bookkeeping Software, you combine smart automation with a team of finance professionals available through SMS, phone calls, and CPA consultations. This blend of technology and human expertise gives you reliable guidance for any complex bookkeeping for entrepreneurs questions.

How simple is the dashboard for non-accountants?

Our AI Bookkeeping Software features a clean, visual dashboard created specifically for people who aren’t accountants. With color-coded insights, clear categories, and straightforward guidance, it makes complicated financial data much easier to understand and act on—perfect for creative entrepreneurs and small business owners.

Will Otto AI integrate with my existing tools and eliminate the need for multiple financial apps?

Otto AI creates your complete financial command center. Our platform seamlessly unifies QuickBooks, banking systems, payment processors, invoicing tools, and tax preparation software into one intuitive dashboard. Instead of toggling between disconnected systems, Otto orchestrates your entire financial ecosystem—from transaction categorization to cash flow tracking to tax preparation—giving you a single source of financial truth with no redundant data entry or manual reconciliation.

How quickly can I set up my bookkeeping?

Most users get fully set up with Otto AI Bookkeeping Software in about an hour, including connecting and syncing their bank feeds. This quick setup means you can start seeing your financial picture right away—ideal for those seeking efficient bookkeeping for small business.

Is Otto AI suitable for bookkeeping for entrepreneurs?

Our AI Bookkeeping Software is designed with entrepreneurs in mind, making it easy for anyone needing self employed bookkeeping or looking for modern solutions in bookkeeping for entrepreneurs. The platform enables you to stay organized, up-to-date, and ready for anything as you grow your business.