Full-Time

Head of Revenue Operations

Confirmed live in the last 24 hours

Pilot

Pilot

201-500 employees

Financial services for startups and small businesses

Fintech
Financial Services

Compensation Overview

$211k - $286kAnnually

+ Equity

Senior

San Francisco, CA, USA

Category
Business Research
Business Development
Business & Strategy
Required Skills
Salesforce
Data Analysis
Requirements
  • Proven ability to lead and scale Sales/Revenue Operations of significant scope through growth periods.
  • 8+ years of experience in a fast-paced environment (consulting, business operations, RevOps or SalesOps or combination of).
  • 2+ years of people management experience.
  • Excellent at Salesforce reporting and field and automation creation.
  • Can-do attitude; if you don’t know how to do something, you’ll learn it.
  • Strong analytical skills with the ability to translate ambiguous problems into actionable insights using data.
  • Strong capabilities in data analysis and modeling expertise.
  • Previous experience scaling SaaS companies strongly preferred.
Responsibilities
  • Create a clean, centralized, and standardized view of the end-to-end revenue funnel and associated KPIs enabling Pilot to (1) set the right targets, (2) surface risks & opportunities around execution, and (3) identify efficiencies.
  • Own the weekly sales forecast of the GTM business as well as partner closely with Finance on the GTM planning processes (ex: fiscal half, fiscal year, and long range).
  • Analyze data and generate insights to answer the next most important question for key stakeholders.
  • Own the calculation and execution of commission payments.
  • Develop and implement a strategy for the tools, processes, and people that make up GTM infrastructure.
  • Manage and develop current RevOps individual contributors.

Pilot provides financial services tailored for startups and small businesses, helping them manage their financial tasks such as bookkeeping, tax preparation, and CFO services. By outsourcing these functions to Pilot, businesses can focus on growth while ensuring their finances are handled accurately by professionals. The company operates on a subscription-based model, where clients pay a recurring fee for access to a team of finance experts, allowing for predictable costs in financial management. Unlike many competitors, Pilot specifically targets the unique needs of startups and small businesses, offering a range of services that scale with the client's size and requirements. With significant funding from notable investors, Pilot aims to continually enhance its offerings and expand its reach in the financial services market.

Company Stage

Series C

Total Funding

$154M

Headquarters

San Francisco, California

Founded

2016

Growth & Insights
Headcount

6 month growth

-7%

1 year growth

-10%

2 year growth

-20%
Simplify Jobs

Simplify's Take

What believers are saying

  • Pilot's comprehensive service offerings, from bookkeeping to CFO-level advice, make it a one-stop-shop for financial management needs.
  • The company's strong financial backing allows for continuous improvement and expansion, ensuring long-term growth and stability.
  • Clients benefit from professional and accurate financial management, freeing them to focus on business growth.

What critics are saying

  • The competitive landscape in financial services is intense, requiring Pilot to continuously innovate to maintain its edge.
  • Reliance on a subscription model means that customer retention is crucial; losing clients could significantly impact revenue.

What makes Pilot unique

  • Pilot focuses exclusively on startups and small businesses, unlike many financial service providers who target a broader market.
  • Their subscription-based model offers predictable costs for clients, which is particularly appealing for startups with limited budgets.
  • Significant backing from high-profile investors like Sequoia and Stripe provides Pilot with the financial stability to continually enhance its services.

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Benefits

We invest in our employees’ development and happiness because our employees are the keys to our success and ensuring happy customers

The opportunity to join a seasoned founding team that has led companies through two prior successful startups and acquisitions (by Oracle and Dropbox).

Flexible vacation/time-off policy

All federal holidays are observed

Competitive benefits package including wellness benefits such as Modern Health, Headscape, One Medical, Aaptiv and Rightway

Parental leave for birthing or non-birthing parents – 100% pay for 12 weeks

401(k) plan