[Hiring] Head of Enablement @Portside

Role Description

• Own the enablement strategy, roadmap, and budget across Sales and Customer Success, and report results to leadership.
• Design and run onboarding, training, and certification for AEs, SEs, BDRs, CSMs, and front-line managers, covering:
  • Product
  • Positioning
  • Discovery
  • Demos
  • Objection handling
  • Renewals
• Build domain training so team members new to aviation get up to speed quickly.
• Build and maintain playbooks, battlecards, pitch decks, and a content library the field actually uses.
• Launch new products, pricing, and campaigns to the field with clear messaging and training.
• Create the CSM playbook for onboarding, adoption, renewal, and expansion, and train CSMs on:
  • Health scoring
  • Business reviews
  • At-risk accounts
• Partner with front-line managers on call coaching, and build a clean handoff from Sales to Customer Success.
• Work with Product, Marketing, and Support to turn customer feedback into product, process, and content improvements.
• Evaluate and implement enablement tooling as needs grow, including:
  • Learning platform
  • Content platform
  • Conversation intelligence tool
• Hire and manage enablement specialists as the function scales.

Qualifications

• 7+ years of experience in sales enablement, customer success enablement, or customer education within a B2B SaaS company, including leading a function or a major program end to end.
• Proven track record building onboarding or training programs that improved ramp time, win rate, or retention.
• Experience working with Sales and Customer Success leaders, front-line managers, and executives.
• Strong facilitation and program design skills, able to build effective training with simple tools across live, virtual, and self-serve formats.
• Excellent communication skills, with the ability to turn complex products into simple, usable content.
• Data-driven approach to setting goals, measuring impact, and adjusting programs.
• Experience with a CRM such as Salesforce or HubSpot and a CS platform or conversation intelligence tool.
• Bachelor's degree in Business, Communications, Education, or a related field.
• Background in evaluating, procuring, or launching a modern learning management platform is preferred.
• Track record as a player-coach establishing an enablement practice from the ground up is a strong plus.
• Familiarity with aviation tech or similarly intricate B2B enterprise domains is a strong plus.

Benefits

• Competitive base salary.
• Fully remote work.
• Generous time off policy.
• Health, dental, and vision insurance.
• Opportunities for professional development and career advancement.
• Dynamic, collaborative, and fast-growing work environment.