Account Success Specialist

RentvineEstero, FL
Onsite

About The Position

We’re seeking an engaging and organized Account Success Specialist to deliver high-quality, in-person training for customers implementing and using our SaaS platform in the property technology (prop tech) space. This role is responsible for facilitating onsite training sessions, guiding customers through product workflows, and ensuring they feel confident using the system. This is a highly interactive, customer-facing role with approximately 20% travel. The ideal candidate enjoys working directly with customers, can adapt to different audiences, and is comfortable delivering structured training in a dynamic, real-world environment.

Requirements

  • 2–5 years of experience delivering training, teaching, or facilitating group sessions
  • Strong presentation and communication skills—you can confidently lead a room
  • Ability to explain software workflows clearly to non-technical users
  • Comfort with frequent travel (approximately 50%)
  • Strong interpersonal skills and ability to build rapport quickly
  • Organized and able to manage multiple training engagements
  • Adaptable—you can think on your feet and adjust as needed

Nice To Haves

  • Experience in SaaS, prop tech, or B2B software
  • Experience with customer onboarding or implementation
  • Familiarity with training materials (guides, decks, exercises)
  • Experience delivering both onsite and virtual training

Responsibilities

  • Facilitate engaging, hands-on training tailored to customer needs and use cases, in group and 1:1 setting
  • Deliver onsite training sessions for customers, including new implementations and ongoing education
  • Guide users through product workflows, best practices, and real-world scenarios
  • Adapt training delivery based on audience skill level and feedback in real time
  • Support virtual training sessions as needed (e.g., follow-ups or smaller groups)
  • Partner with customer success and implementation teams to align on customer goals
  • Provide feedback on training materials and suggest improvements based on field experience
  • Ensure a consistent, high-quality training experience across all customer interactions

Benefits

  • All travel expenses are covered, including flights, hotels, and meals
  • Opportunity to earn and retain travel rewards (airline/hotel points)
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