Pilot

VP of Operations

Pilot is the leading provider of bookkeeping services for startups and small businesses. They provide small businesses with dedicated finance experts - which Pilot hires as full-time, U.S.-based employees - who learn the ins and outs of their business. Pilot integrates directly with the billing, banking, expense, and payroll systems customers already use. With a special blend of custom software and expert bookkeepers, Pilot delivers accurate, consistent bookkeeping, financial management, and tax services that give entrepreneurs the freedom to focus on their business.

STAGE Series C
INDUSTRY FinTech, Software
FUNDING $172MM
INVESTORS Index Ventures, Sequoia Capital, Stripe, Bezos Expeditions

Days to Close

79 days

Candidates Interviewed by Pilot

8

Days to Intro

31

Ariel Avila

Ariel began his career at J.P. Morgan as an investment banking analyst and equity research associate. Before joining Pilot, he helped scale teams from 100 to 2,000 at Sonder and Trunk Club, overseeing P&Ls over $100M and managing teams of 200+ through hyper-growth. Ariel brings extensive operational expertise in retail, hospitality, and fintech to Pilot.

Role Criteria

10+ years of operations/customer management experience
Proven track record in scaling full-time, customer-facing teams to 100+ with layers of management, including GMs
Responsibility for overseeing a P&L of 100M+
Expertise in building and fostering cultures obsessed with customer experience and achieving record NPS