Pilot vs Delve
Side-by-side comparison of AI visibility scores, market position, and capabilities
Outsourced bookkeeping for startups combining human accountants with automation; $1B+ valuation serving funded companies with monthly financials and tax filing.
About
Pilot is an outsourced bookkeeping and accounting service for startups and growing businesses, combining dedicated human accountants with proprietary software automation to deliver accurate monthly financials, tax preparation, and CFO services. Founded in 2017 by serial entrepreneurs Waseem Daher, Jessica McKellar, and Jeff Arnold — all previously at Dropbox — Pilot is headquartered in San Francisco and has raised $150 million in funding from Sequoia, Index Ventures, and others at over $1 billion valuation.
SF YC W24 AI compliance automation for SOC 2/HIPAA/ISO/GDPR at $35.8M total ($32M Insight Partners Series A 2025 at $300M val); 500+ companies, profitable, doubling quarterly competing with Vanta and Drata for AI-native evidence collection.
About
Delve is a San Francisco-based AI-native compliance automation platform — backed by Y Combinator (W24) with $35.8 million in total funding including a $3.3 million seed in 2024 from General Catalyst, FundersClub, Soma Capital, and YC, followed by a $32 million Series A in 2025 led by Insight Partners at a $300 million valuation — providing 500+ high-growth companies and Fortune 500 enterprises with AI agents that automatically collect security compliance evidence, map controls to frameworks, and maintain continuous compliance for SOC 2, HIPAA, ISO 27001, GDPR, PCI DSS, and custom regulatory frameworks. Profitable and doubling revenue quarterly, Delve's AI agents continuously gather compliance evidence from connected systems without the API-only approach that limits traditional compliance tools.
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