Growth & Adoption Lead

PilotbaseOverland Park, KS
$105,000 - $115,000Remote

About The Position

Flight Schedule Pro powers the world’s flight training ecosystem, supporting over 1,400 flight schools and tens of thousands of pilots each year. We are now building Pilotbase, a connected system that brings together flight schools, pilots, and industry partners into a single, data-driven network. This next phase of growth is focused on expanding within our existing customer base, reaching pilots directly, and creating new revenue streams across the ecosystem. This role sits at the intersection of product, revenue, and customer strategy. You will define how we grow through our customers to reach pilots, shape early monetization models, and build repeatable adoption and expansion playbooks.

Requirements

  • Experience in SaaS, marketplace, or platform-based business models
  • Exposure to pricing, packaging, or monetization strategy
  • Proven ability to work cross-functionally across Sales, Product, Marketing, and Customer Success
  • Strong analytical and strategic thinking, with the ability to translate insight into execution
  • Operate comfortably in ambiguity and build from first principles
  • Balance strategic thinking with hands-on execution
  • Focus on measurable outcomes over activity
  • Communicate clearly across technical and commercial stakeholders
  • All applicants for employment must be legally authorized to work in the United States.
  • Pilotbase does not provide work visa sponsorship at this time.

Nice To Haves

  • Experience in product-led or hybrid go-to-market models
  • Background in growth, expansion, or revenue strategy roles
  • Experience in multi-sided platforms or subscription-based businesses

Responsibilities

  • Lead adoption of Pilotbase across flight school customers
  • Define how schools introduce and operationalize Pilotbase within training programs
  • Partner with Customer Success to ensure strong onboarding, engagement, and retention
  • Contribute to pricing and packaging strategy across multiple models (B2B, B2B2P, and direct-to-pilot)
  • Test and validate pilot subscription and usage-based revenue opportunities
  • Build the foundation for scalable monetization tied to adoption and engagement
  • Identify and execute expansion opportunities tied to Pilotbase adoption
  • Support Sales in positioning Pilotbase within new logo and upsell motions
  • Develop repeatable playbooks for integrating Pilotbase into multi-product deployments
  • Partner with Sales, Customer Success, Product, and Marketing to align on adoption and growth strategy
  • Translate customer and pilot behavior into actionable insights for product and GTM teams
  • Ensure alignment between pilot engagement and flight school value
  • Define how adoption and usage drive retention, expansion, and new revenue streams
  • Establish early frameworks linking engagement to monetization
  • Help shape the long-term growth model for Pilotbase

Benefits

  • Full benefits package (Medical, Dental, Vision, Short-Term Disability, Life Insurance, 401(k) plan)
  • Equity Appreciation Plan
  • Flexible Time Off policy
  • Seven (7) company-wide paid holidays + two (2) floating holidays
  • Two (2) wellness days
  • Employee Assistance Program
  • Professional Development Stipend
  • Home Office Stipend
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