Founded Year

2016

Stage

Series C - II | Alive

Total Raised

$161.3M

Valuation

$0000 

Last Raised

$40M | 4 yrs ago

Mosaic Score
The Mosaic Score is an algorithm that measures the overall financial health and market potential of private companies.

+19 points in the past 30 days

About Pilot

Pilot provides bookkeeping, tax, and chief financial officer (CFO) services to startups and small businesses. It manages users' financial recordkeeping, including invoicing, expense tracking, bank reconciliation, and more. It offers solutions for startups, consumer goods retail companies, and more. It was formerly known as Zapgram. It was founded in 2017 and is based in San Francisco, California.

Headquarters Location

353 Sacramento Street Suite 1900

San Francisco, California, 94111,

United States

415-745-8101

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Pilot's Products & Differentiators

    Bookkeeping

    Pilot Bookkeeping helps SMBs complete the monthly close process to generate financial statements needed to track the business' growth.

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Expert Collections containing Pilot

Expert Collections are analyst-curated lists that highlight the companies you need to know in the most important technology spaces.

Pilot is included in 4 Expert Collections, including Unicorns- Billion Dollar Startups.

U

Unicorns- Billion Dollar Startups

1,270 items

S

SMB Fintech

2,003 items

F

Fintech

9,464 items

Companies and startups in this collection provide technology to streamline, improve, and transform financial services, products, and operations for individuals and businesses.

F

Fintech 100

749 items

250 of the most promising private companies applying a mix of software and technology to transform the financial services industry.

Latest Pilot News

The Future Of The Accounting IT Industry: Tech-Enabled Services Versus SaaS

Mar 6, 2025

getty During the 2010s, numerous startups emerged worldwide—from the United States to Singapore—seeking to transform the accounting industry and significantly reduce labor costs. In the U.S., companies like Pilot and Bench gained traction, while in Singapore and other Commonwealth countries, Osome (where I previously served as head of engineering) and Sleek made similar advancements. The 2020s saw the rise of accounting software-as-a-service (SaaS) solutions such as Pennylane, Puzzle and Kick, where I work as head of analytics. These startups, representing diverse business models, have collectively advanced the industry's understanding of which accounting tasks can be automated through AI and which still require human intervention or additional processing. In this article, I will compare the performance of SaaS and tech-enabled service business models in the accounting industry from two key perspectives: 1. Offering insights into two major business models for AI-driven products in high-skill industries. 2. Examining the primary challenges in achieving full AI automation for high-intelligence occupations. Understanding The Bookkeeping Workflow To ensure consistent validation of financial records before filing tax reports, accountants must complete several essential tasks: Gathering Transactions In most cases, accountants receive all client transactions via software integrated with open banking providers like Plaid or direct integrations with financial institutions. However, some legacy banks remain unconnected to universal providers, forcing clients to manually download and upload bank statements. Validating Transaction Completeness Even in 2025, no open banking provider guarantees 100% accuracy. Many banks deprioritize API reliability, so experienced accountants still rely on PDF statements to verify closing balances. Linking Supporting Documents Categorizing Transactions While AI can automate a large portion of transaction categorization using bank descriptions, supporting documents and client business contexts, achieving 95% automation does not necessarily lead to substantial productivity gains unless other bottlenecks are addressed. Detecting Anomalies Accountants check for irregularities in financial reports to prevent errors or audit triggers (e.g., a restaurant reporting a 10-to-1 income-to-expense ratio). Businesses may need to provide written explanations to tax authorities if anomalies arise. Key Bottlenecks Preventing Exponential Automation Despite advancements in AI and automation, significant obstacles remain: Inaccurate Automated Data Feeds Manual verification is still necessary due to unreliable banking APIs. Banks have little incentive to facilitate external access to their data. AI-based crawlers scanning banking apps could mitigate this issue, but implementation complexities require further exploration. Manual Client Input Clients must upload statements, provide supporting documents and clarify business contexts for accurate categorization. The industry's primary challenge in achieving full automation is minimizing client involvement. Since clients typically prefer to spend as little time as possible on accounting tasks, they often provide information reactively—only when prompted by accountants. Based on my experience, when this process is delegated to a product UI or AI agent, motivation to respond decreases even more. A long-term solution requires software that can extract maximum information without client intervention. Over time, more products will likely integrate automatic data sharing from private sources such as emails and messaging platforms. However, balancing automation with data privacy concerns is crucial. Users will only consent to such data sharing if they are certain their private information is neither stored indefinitely nor misused. In this context, open-source AI agents on blockchain platforms could provide a promising solution, allowing users to verify how their data is processed. Comparing Business Models: Tech-Enabled Services Versus SaaS Let's dive deeper into key differences between business models. Broader Scope Of Client Responsibilities Tech-enabled services often handle tax preparation and filing, whereas SaaS platforms focus primarily on transaction management and financial reporting. Different Client Expectations Service-based customers expect immediate support from dedicated professionals, creating a challenge between maintaining high service quality and preserving profit margins. SaaS customers, on the other hand, prioritize intuitive tools, making scalability more feasible without the same labor cost constraints. Lower Operational Margins Based on my own experience, I've found that while SaaS businesses can achieve operational margins of up to 90%, tech-enabled services typically can't exceed 50% without risking damage to service quality. This is because when service-based companies attempt to increase margins, service quality often declines. Given that late-stage startups spend roughly 30% on sales and marketing and, on top of that, have to allocate a significant portion of the budget into R&D to stay competitive, smaller operational margins make tech-enabled service models less attractive to venture capital. Deferred Reality Check Due To Seasonality Since most tax filings occur at the end of the fiscal year, many clients remain inactive for months after paying for services. This pattern makes it difficult for tech-enabled businesses to assess true margins and service quality until tax season arrives when demand surges. Given these constraints, tech-enabled services have generally underperformed compared to SaaS providers. However, rapid advances in AI may shift this dynamic. As soon as people become comfortable trusting and communicating with AI agents instead of human representatives, tech-enabled services may see a significant improvement in margins. In Summary As AI continues to evolve, the distinction between SaaS and service-based models will likely blur. However, business fundamentals remain unchanged. The key to success lies in solving data ingestion and client interaction challenges without compromising trust or user experience. Future advancements may come from improved open banking standards, AI-driven data extraction or blockchain-powered AI agents ensuring transparency. Ultimately, the drive to reduce human involvement while maintaining accuracy will shape the future of accounting. Companies that master this balance at scale will emerge as industry leaders.

Pilot Frequently Asked Questions (FAQ)

  • When was Pilot founded?

    Pilot was founded in 2016.

  • Where is Pilot's headquarters?

    Pilot's headquarters is located at 353 Sacramento Street, San Francisco.

  • What is Pilot's latest funding round?

    Pilot's latest funding round is Series C - II.

  • How much did Pilot raise?

    Pilot raised a total of $161.3M.

  • Who are the investors of Pilot?

    Investors of Pilot include Index Ventures, Sequoia Capital, Whale Rock Capital Management, Bezos Expeditions, Authentic Ventures and 20 more.

  • Who are Pilot's competitors?

    Competitors of Pilot include Bench, Fondo, Marcum, Finaloop, Pennylane and 7 more.

  • What products does Pilot offer?

    Pilot's products include Bookkeeping and 4 more.

  • Who are Pilot's customers?

    Customers of Pilot include Pinch of Yum, Medcorder, Online Stampede, Trash and Passage AI.

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Compare Pilot to Competitors

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Bookkeeper360

Bookkeeper360 is a financial technology company that provides bookkeeping, accounting, and advisory services for small to medium-sized businesses. The company offers various financial solutions including accounting, payroll, tax, and advisory services, supported by software that delivers financial dashboards and insights. Bookkeeper360 serves sectors such as eCommerce, SaaS, service industries, healthcare, real estate, nonprofit, and cryptocurrency. It was founded in 2012 and is based in Woodbury, New York.

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Digits

Digits specializes in automated accounting solutions within the financial technology sector. It offers a suite of services, including AI-powered bookkeeping, bill payment, and financial analysis designed to provide intuitive and real-time insights for businesses. Digits primarily serves technology startups and accounting firms looking to streamline their financial processes. It was founded in 2018 and is based in San Francisco, California.

S
SALAMNDR Group

SALAMNDR Group provides financial guidance and operational CFO services for startups. Its offerings include building finance organizations, financial modeling, fundraising strategy, and creating key performance indicators and processes. The company primarily serves startups at the Pre-Seed to Series A stages, offering a flat fee for CFO services without the unpredictability of hourly rates. It was founded in 2019 and is based in Charlotte, North Carolina.

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Docyt

Docyt provides bookkeeping solutions within the financial technology sector. The company has an AI bookkeeping platform that automates financial processes such as expense management, revenue reconciliation, month-end closing, and real-time financial reporting. Docyt's services serve accounting firms, hospitality, retail, franchise management, and startups. It was founded in 2016 and is based in Santa Clara, California.

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Intuit QuickBooks

Intuit QuickBooks provides cloud-based accounting solutions for businesses across various sectors. The company offers financial management tools including invoicing, billing, payroll processing, and financial reporting. Intuit QuickBooks serves small to medium-sized businesses that require accounting and bookkeeping services. It was founded in 1983 and is based in Mountain View, California. Intuit QuickBooks operates as a subsidiary of Intuit.

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Kruze Consulting

Kruze Consulting is a CPA firm that provides accounting, tax, finance, and HR consulting services to venture capital backed startups. The company offers services including monthly bookkeeping, tax advisory, CFO consulting, and financial modeling to assist startups with financial due diligence and exits. It was founded in 2012 and is based in San Francisco, California.

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