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Trajectory List
Explore roles at AI companies on breakout trajectories. Updated daily.

Gusto, Inc.

Gusto is a cloud platform that handles payroll, HR, benefits administration, and financial tools for small and medium-sized U.S. businesses. Employers use it to run payroll, administer health and dental insurance, offer 401(k) plans, track time and schedules, pay contractors (domestic and international), and stay compliant with ever-changing tax and employment law. Accountants and bookkeepers access a "Gusto Pro" layer to manage multiple client businesses. The company layers on fintech products — business cash flow tools, bill pay, invoicing, and instant pay — directly alongside the core HR stack. It now serves 500,000+ businesses (roughly 1 in 12 in the U.S.) and crossed $1 billion in trailing revenue as of May 2026. CEO Josh Reeves has signaled no imminent IPO despite the milestone. Revenue comes from subscription tiers priced per employee per month, plus attach rates on financial and benefits products.

$9.3B (June 2025 tender offer) valuation · 4,426 employees · 87 open roles

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