The Role

• Provide a vision and strategy of Pilot’s training objective focused on delivery and stakeholder relationships
• Identify needs, create materials, and deliver internal L&D programs
• Drive the evaluation of existing initiatives and build new strategies based on internal stakeholder demands
• Partner with internal and external parties to offer learning opportunities at different levels of the organization

Key Responsibilities

• Deliver live and virtual training sessions, workshops and other training programs covering existing and newly developed content
• Produce course materials such as workbooks, instructional guides, presentations, collateral, internal communication, and other content to meet company learning objectives
• Evaluate individual and organizational development needs through engagement surveys and internal relationships to further improve existing initiatives
• Partner with internal resources and subject matter experts across the organization to harness their collective expertise to design, develop, and deliver the most effective training programs
• Collaborate with SMEs in understanding Pilot’s application/platform to teach technical concepts and product functionality clearly.
• Design and develop management training
• Implement and report on metrics to evaluate success of L&D initiatives
• Help managers develop growth plans or individual development plans
• Facilitate and plan training events from concept to fruition
• Streamline L&D processes
• Manage the implementation of LMS or measurement tools
• Perform other related duties when assigned

About You

• 10+ years of developing & delivering learning programs required
• BA/BS degree or equivalent experience
• Finance or Accounting experience preferred and/or experience with FinTech companies a plus
• Must have leadership development experience
• Experience in developing and delivering technical program classes
• Technical competence and ability to learn technology quickly through self training
• Significant knowledge of training techniques & learning program delivery formats
• Experience facilitating the delivery of training programs both in person and virtually
• Current knowledge of effective learning and development methods
• Familiarity with e-learning platforms and practices. LMS experience a plus
• Ability to moderate large groups
• 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.