About The Position

We are seeking a results-driven, customer-focused Senior SalesPro Onboarding Specialist responsible for driving customer adoption, accelerating time-to-value, and ensuring successful product launch and early-stage account health. This role blends structured project execution, consultative onboarding, and proactive risk management. The ideal candidate is confident leading client-facing conversations, managing multiple complex projects simultaneously, and holding customers accountable to timelines and outcomes. This is not a passive training role. This is an ownership role. You will serve as the quarterback of the onboarding experience - ensuring customers launch successfully, adopt effectively, and transition smoothly into long-term partnership.

Requirements

  • 4-5+ years of experience in SaaS onboarding, implementation, or customer-facing delivery
  • Experience managing multiple concurrent client projects
  • Experience driving customer adoption and behavioral change
  • Strong project management and organizational skills
  • Experience navigating difficult client conversations and managing expectations
  • Education:Associate or Bachelor’s degree in a relevant field or equivalent work experience

Nice To Haves

  • Experience in CRM or sales enablement platforms
  • Experience in startup or high-growth SaaS environments
  • Familiarity with structured project management methodologies

Responsibilities

  • Drive Customer Adoption & Time-to-Value
  • Technical account builds and configuration
  • Lead structured, outcome-focused onboarding engagements
  • Deliver engaging, role-based training aligned to customer business goals
  • Reinforce best practices to drive behavioral change across sales teams
  • Ensure customers are prepared operationally and technically for go-live
  • Own Structured Project Execution
  • Build and maintain detailed onboarding project plans
  • Establish clear timelines, milestones, and customer deliverables
  • Drive accountability with customer stakeholders to prevent project delays
  • Maintain consistent communication cadence and documentation
  • Track time accurately and manage utilization effectively
  • Launch & Hypercare Management
  • Own customer readiness for go-live
  • Monitor adoption, system usage, and early health indicators post-launch
  • Identify and address gaps during the hypercare period
  • Proactively escalate risks with mitigation plans
  • Partner with Customer Success to ensure smooth transition post-hypercare
  • Stakeholder & Executive Communication
  • Identify and engage 2–5 key stakeholders per account
  • Lead milestone reviews and launch readiness conversations
  • Communicate risks, dependencies, and expectations clearly and professionally
  • Navigate stalled projects and re-engage decision-makers effectively
  • Scope & Services Alignment
  • Clearly distinguish onboarding services from Professional Services engagements
  • Identify out-of-scope requests and route appropriately
  • Protect company revenue while maintaining customer trust
  • Collaborate with Professional Services for expansion opportunities
  • Cross-Functional Collaboration
  • Partner with Sales, Customer Success, Product, and Support teams to ensure alignment
  • Provide structured feedback on common onboarding challenges
  • Contribute to continuous improvement of onboarding processes and playbooks

Benefits

  • Affordable Health & Wellness Coverage – comprehensive and competitive benefits package, starting the first of the month following your hire date..
  • Invest in Your Future – 401(k) company match to help you build financial security.
  • Time to Recharge – We believe time to rest and recharge matters. Leap offers a Flexible Time Off (FTO) policy, 10 paid sick days, and 8 paid company holidays.
  • Comprehensive Employee Assistance Program (EAP) – resources to support your mental health, financial well-being, and everyday challenges.
  • Exclusive Discounts with LifeMart (via ADP) – save on groceries, restaurants, entertainment, pet insurance, cell phones, child care, and more!
  • MoveSpring Wellness App – stay active and engaged with company step challenges, workout content, meditation tools, and wellness blogs for a healthier you!
  • Culture & Team-Building Activities – we love to connect, celebrate, and grow together through team events, fun challenges, and company traditions like our Annual Summit!
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