The Role

• Drive immigration, benefits, data analytics, engagement, and compliance activities
• Partner with internal and external parties to offer a positive employee experience
• Develop scalable processes to support Pilot’s growth

Key Responsibilities

• Responsible for all health insurance activities such as open enrollment, COBRA administration, enrollments, claims, and inquiries.
• Assist in benefit plan design and implementation of new benefit programs
• Partner with third party leave vendor to ensure disability requests are processed appropriately
• Partner with external immigration attorney to ensure all immigration cases are filed and processed accurately and timely
• Perform audits (for example, CA pay data, EEO, I-9…etc.) and respond to compliance filing as applicable
• Partner with HRBPs to support the delivery of our performance management programs to drive business needs and a successful employee experience
• Handle critical issues from the Pilot support center to resolution
• Primary backup for People Operations role including data entry, reporting, onboarding, and offboarding activities.
• Be an advocate for Pilot’s culture and values
• Remain up to date with relevant state and federal employment laws
• Participate in the ongoing development of all HR programs
• Perform other related duties when assigned

About You

• 3-5 years HR Generalist experience
• BA/BS degree in Human Resource Management, Business, or related field a plus
• HRCI or SHRM certification a plus
• Knowledge of pertinent federal and state regulations, filing and compliance requirements
• Experience administering benefit programs
• Service oriented and self motivated
• Strong relationship building skills
• Excellent organizational and time management skills
• Excellent verbal and written communication skills
• Extremely organized and detail-oriented
• Proficient in Google Suite

About Pilot

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

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.