About Keeper Tax

Keeper Tax is a financial technology company that offers an AI-powered tax filing platform designed to simplify tax preparation for independent contractors, freelancers, and small business owners. The platform utilizes artificial intelligence and machine learning to automatically identify and track potential tax deductions from users’ everyday purchases by connecting to their bank and credit card accounts. This automation aims to reduce the time and effort associated with expense tracking and maximize tax savings.

For physicians with independent contractor income, side hustles, or private practices, Keeper Tax can be particularly useful in streamlining the often-complex process of identifying and claiming business deductions. The service offers year-round expense tracking, tax bill predictions, and refund estimations. While the AI assists in identifying deductions, all filed returns are reviewed and signed by human tax professionals, and users also have access to tax assistants for consultation. Keeper Tax aims to provide a comprehensive solution that combines software, AI, and human expertise to offer a personalized and user-friendly tax filing experience.

Focus Areas

AI-powered tax filing tax deductions expense tracking self-employment taxes freelance taxes gig economy taxes small business taxes tax advice audit protection

Business Intelligence

Key Investorse.ventures, Matrix Partners, Foundation Capital, Y Combinator, Jack Altman, Jeff Seibert, Ilya Volodarsky, Antler, Venture Catalysts, Preethi Kasireddy, Accomplice VC, Alt Capital, Autopilot Fund, Blockchain Founders Fund, Bloomberg Beta, Castle Island Ventures, Champion Hill Labs, Convective Capital, Mathias Schilling, Jude Gomila Rolling Fund, Lakehouse Ventures, Matrix, Outrun Ventures
PartnershipsCareRev
TechnologyAI and machine learning for automatic write-off identification, cloud-native software, integrations with over 20,000 banks and credit cards

What Physicians Need to Know

AI-Powered Deduction Discovery
Keeper Tax utilizes AI to scan bank accounts and credit cards, automatically identifying and categorizing potential tax deductions that users might otherwise miss. It analyzes transactions for up to 18 months to uncover write-offs and ensures they are properly categorized for tax returns.
Comprehensive Tax Filing
The platform offers full tax filing capabilities for federal and state returns, including support for W-2 income, investments, homeowner deductions, and various credits. Tax returns are reviewed and signed by human tax professionals.
Self-Employment & Gig Economy Focus
Keeper Tax is specifically designed for freelancers, independent contractors, and solopreneurs, helping them track business expenses and maximize deductions related to their 1099 income.
Year-Round Expense Tracking
Users can connect multiple bank accounts and credit cards to the app for continuous expense tracking throughout the year, simplifying the process of gathering financial information come tax season.
Expert Review and Support
While AI automates much of the process, all tax returns are reviewed and signed by licensed tax professionals. Keeper also offers access to tax experts for advice and consultations, particularly with Premium and Business plans.
Quarterly Tax Planning
Keeper assists with quarterly tax payment calculations and can even set up automatic withdrawals for estimated taxes for Premium plan users who file with Keeper.
Physician Tip

Physicians, especially those in private practice, locum tenens, or with significant 1099 income, can leverage Keeper Tax to automatically identify and categorize a wide range of business deductions. This includes expenses like wages for staff (nurses, PAs, receptionists), employee benefits, medical supplies, professional development, malpractice insurance, and office overhead. The AI-powered deduction discovery can be particularly beneficial for busy medical professionals who may have commingled personal and business expenses, ensuring that no potential write-offs are missed. The expert review by tax professionals also provides an added layer of confidence for complex financial situations common among physicians. For those with S-Corps or partnerships, Keeper offers add-on services for business tax filings, handled by experienced tax professionals.

Keeper Tax connects directly to bank accounts and credit cards via Plaid to automatically track expenses. While it emphasizes direct financial institution connections, it also offers a two-way sync with QuickBooks Online, allowing for efficient ledger management and streamlined month-end closing for accounting teams. Users can also manually add expenses or upload PDF, XLSX, or CSV files if their bank is not supported. It's worth noting that some popular payment apps like Venmo, Zelle, Cash App, and Square are not yet directly supported for linking.

Products by Keeper Tax

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What the Web Says

Keeper Tax is a financial service platform designed for freelancers, gig workers, and independent contractors to manage their taxes and find deductions. It automates expense tracking by scanning transactions and offers filing support with human tax professional review. While generally praised for its ease of use and ability to identify tax savings, some users have reported issues with customer support and unexpected charges.

Overall: Mixed

Strengths

  • Automated expense tracking and deduction identification.
  • User-friendly interface and ease of use.
  • Real person support for categorizing purchases and answering questions.
  • Tax returns reviewed by a tax professional.
  • Potential for significant tax savings.
  • Helpful for complex tax situations, including W2s and 1099s.

Limitations

  • No customer phone support; support is primarily in-app chat or email.
  • Some users report issues with tax filing, including incorrect filings or unfiled taxes.
  • Higher cost compared to some other tax software options.
  • Complaints about unexpected charges after free trials or billing issues.
  • Limited functionality for complex business management or team bookkeeping.
  • Basic membership may fall short in some areas, and the cheapest plan doesn't include tax filing.

Based on reviews from: G2, Capterra, Reddit, Freelancer Profit, Trustpilot, Finder.com, App Store, TechRadar, Professional Ghostwriter, FinanceBuzz

Last updated: 2026-09-07

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Press & Coverage

PR Newswire
Keeper Tax Raises $13M Series A to Build Complete Tax Platform for Gig Workers and the Creator Economy
Keeper Tax announced a $13 million Series A funding round to expand its tax filing software for gig workers, creators, and freelancers, with participation from e.ventures, Matrix Partners, and Foundation Capital.
2021-04
Built In San Francisco
Keeper Tax Raises $13M Series A to Help Gig Workers File Their 1099s
This article details Keeper Tax's $13 million Series A round, highlighting its AI-powered platform that connects to bank accounts to identify tax write-offs for 1099 workers and its plans to enhance AI capabilities.
2021-04
TechCrunch+
YC alum Keeper raises $1.6M to help gig workers pay taxes
Keeper Tax, a Y Combinator alumnus, raised $1.6 million to assist contract workers in automatically finding tax write-offs by monitoring their expenses through bank account connections.
2019-04
CareRev
Taking Advantage of Your Perks: How to Use Keeper
CareRev highlights its partnership with Keeper Tax, offering healthcare professionals a discount to Keeper's platform, which is designed to help 1099 contractors maximize deductions and simplify tax filing.
2023-04
Keeper Tax Blog
33 Tax Write-Offs for Physicians in Private Practice
This article from Keeper Tax's blog specifically addresses tax write-offs relevant to physicians in private practice, showcasing the company's focus on helping healthcare professionals with their unique tax situations.
2022-12
finder.com
Keeper Tax Review: Designed for Business Owners
A review of Keeper Tax, detailing its features for business owners and freelancers, including bank account integration for expense tracking and AI-powered deduction identification, while also noting its pricing structure.
2026-07
Capterra
Keeper Tax Software Pricing, Alternatives & More 2026
Capterra provides an overview of Keeper Tax's software, highlighting its ability to connect to bank accounts for automatic expense tracking, deduction identification, and tax refund estimation, along with access to tax experts.
2026-08
Keeper Tax Blog
Announcing our Series A - Keeper Tax
Paul Koullick, co-founder of Keeper, announces the company's $13 million Series A funding, emphasizing their mission to help gig and creator economy workers discover tax write-offs and redesign tax filing for this new generation of workers.
2025-04

Frequently Asked Questions

Keeper Tax's AI analyzes your bank and credit card transactions to automatically uncover profession-specific tax write-offs that physicians and healthcare administrators might miss, such as medical equipment, continuing education, professional licenses, and home office expenses. It's designed to identify deductions relevant to both employed and self-employed healthcare professionals, optimizing your tax savings.
Keeper Tax employs a team of human tax assistants who review the AI's findings and provide personalized support, ensuring accuracy and compliance with the latest tax laws. This hybrid approach combines AI efficiency with expert oversight, which is crucial for navigating the intricacies of self-employment and small business taxes common among healthcare professionals.
Keeper Tax offers unlimited chat support with tax assistants to answer your questions throughout the year. For audit protection, their tax experts can represent you in case of an IRS inquiry, providing peace of mind for busy healthcare professionals.
While Keeper Tax directly integrates with your bank and credit card accounts for expense tracking, specific integrations with specialized healthcare practice management systems are not explicitly detailed. However, the platform's ability to categorize transactions from linked accounts significantly streamlines expense tracking for tax purposes.
Keeper Tax offers a subscription-based service, typically billed monthly or annually, with a focus on individual filers and freelancers. While there isn't explicit information on different tiers for small practices, the service is generally geared towards helping self-employed individuals and those with gig economy income maximize their deductions.
Keeper Tax has been operational for several years, demonstrating a commitment to providing tax assistance for the self-employed and gig economy workers. They emphasize bank-level security for your financial data, ensuring your sensitive information is protected.

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