The Role

Pilot is building a first-of-its-kind, software-centric solution to tackle the financial back office (bookkeeping, tax, CFO, etc.) so that founders and business owners don't have to. We already work with 1200+ customers in the tech startup and e-commerce spaces and are expanding rapidly, enabling us to grow our sales team.

As a Strategic Account Executive, you'll join a group of high-performing and motivated salespeople focused on solution sales.  You’ll work closely with our Solutions Architect team and other stakeholders across the business to take create tailored solutions for our most strategic prospects. We are seeking individuals who have previously worked in public accounting (think audit and advisory roles at one of the Big 4) and who also have direct sales experience at SaaS or services-focused companies. You bring a consultative, approach to every prospect interaction and your training in accounting enables you to bring additional value and credibility into your sales conversations. 

Key Responsibilities

• Achieve and consistently exceed sales goals by closing new business
• Full-cycle sales with responsibility for building and maintaining a pipeline of prospective customers 
• Present and demonstrate the value of Pilot’s products and services to prospective buyers on both inbound and outbound sales efforts 
• Understand and own the information regarding Pilot’s numerous financial service offerings
• Work cross-functionally with our solutions, marketing, product, and finance teams—echoing the voice of the customer and providing constructive and actionable feedback to the team
• Work collaboratively to build and iterate day-to-day processes within the role

About You

• 2+ years of Account Executive sales experience (ideally fintech, or financial services) in a closing role
• Previous public accounting/audit experience is required for this role
• CPA is highly desired
• Proven track record of success, quota attainment, and over-achievement
• Highly organized and detailed with an eye towards process
• Excellent prioritization and time management skills
• Exceptional oral and written communication skills
• Experience with Salesforce

Pilot launched in 2017 to bring the back office into the modern era. Pilot provides 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 and financial management and tax services that give entrepreneurs the freedom to focus on their business.
Pilot has over 1,000 customers and has raised over $170 million in financing from Sequoia, Index Ventures, Stripe, Bezos Expeditions, and Whale Rock.  Our investors also include a long list of world-class entrepreneurs, including Patrick and John Collison, Drew Houston, and Diane Greene.  Our most recent funding round doubled our valuation to $1.2 billion – Meet Fintech’s Newest Unicorn.

Why Pilot?

• 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, Headspace, One Medical, Aaptiv and Rightway
• Parental leave for birthing or non-birthing parents – 100% pay for 12 weeks
• 401(k) plan

The on-target earnings (OTE) range target for the role seniority described in this job description is $131,000 - $240,000 in most remote locations, and between $160,000 - $265,000 in San Francisco, CA and New York City, NY (base pay is 50% of OTE). Final offer amounts depend on multiple factors such as candidate experience and expertise, geographic location, total compensation, and market data. In addition to cash pay, full-time regular positions are eligible for equity, 401(k), health benefits, and other benefits; some of these benefits may be available for part-time or temporary positions.

Pilot commits to provide a work environment free of discrimination and harassment, as well as equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. You may view all of Pilot’s recruiting notices here, including our EEO policy, recruitment agency policy, recruitment scam notice, and important E-Verify information.  You may view our job candidate privacy policy here.