Senior Onboarding Specialist

Great Gray

$75K — $95K *
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree and 5+ years in client onboarding or customer success, preferably in financial services, fintech, or SaaS.
  • Proven success in managing high-value client relationships and delivering adoption outcomes.
  • Expertise in adult learning principles and instructional design or training program development.
  • Strong knowledge of the retirement planning or wealth management sector is preferred.
  • Exceptional presentation and communication skills to influence diverse audiences from end users to C-suite.
  • Cross-functional collaboration experience and ability to influence without direct authority.
  • Analytical skills to interpret adoption data and implement strategies.

Responsibilities

  • Own the entire onboarding process for complex, high-priority clients from kickoff to platform activation.
  • Design and continuously enhance structured onboarding programs and client resources.
  • Serve as a platform subject matter expert, offering guidance on features and best practices.
  • Understand individual client goals to tailor onboarding experiences for better adoption.
  • Analyze client engagement data to identify risks and develop mitigation strategies.
  • Mentor junior team members and provide coaching on best practices.
  • Lead the creation of onboarding playbooks and training materials.
  • Collaborate with teams like Sales and Product to align on client experience and feedback.
  • Represent the onboarding team in discussions about product features and client needs.
  • Maintain accurate records of client onboarding progress in Salesforce.

Benefits

  • Integral role in a high-growth organization.
  • Comprehensive benefits package including group medical, dental, and vision insurance.
  • Employer-paid life and disability insurance.
  • Annual well-being stipend.
  • 401(k) plan with advantageous employer contributions.
Full Job Description
The Role

We are adding a Senior Onboarding Specialist to our Customer Success team. Building on a strong foundation in client enablement, the Senior Onboarding Specialist takes ownership of the most complex and high-value client onboarding engagements, while also playing a leadership role in shaping the onboarding function itself. This individual will serve as a platform and process expert - mentoring junior team members, refining the onboarding experience, and acting as a trusted strategic advisor to RPAG's most important clients.

Location

This position will may work from our Las Vegas, NV office. Great Gray currently supports a hybrid work model with 4 days onsite, and 1 day remote. Working hours are 7:30AM PT - 4:30PM PT; Mon-Fri.

Visa sponsorship or transfer of an existing visa is not available for this position. Applicants must be authorized to work directly for any employer in the United States without visa sponsorship or transfer.

Responsibilities
  • Own the end-to-end onboarding experience for complex, high-priority, or enterprise-level advisor clients, from kickoff through full platform activation.
  • Design, deliver, and continuously refine structured onboarding programs, training curricula, and client-facing resources.
  • Act as a senior platform subject matter expert, providing in-depth guidance on RPAG features, workflows, and best practices.
  • Develop a deep understanding of each client's business model and goals, and tailor the onboarding experience accordingly to drive meaningful adoption.
  • Monitor and analyze client adoption and engagement data; proactively identify risk and develop mitigation strategies to ensure successful platform utilization.
  • Mentor and support junior Onboarding Specialists, serving as a resource for escalated questions and providing coaching on best practices.
  • Lead the development and maintenance of onboarding playbooks, scalable training materials, and knowledge base content.
  • Collaborate cross-functionally with Sales, Product, Marketing, and Customer Support to align on client messaging, drive feedback loops, and improve the overall client experience.
  • Represent the onboarding team in product roadmap discussions, contributing the client perspective to feature prioritization.
  • Maintain accurate and detailed records of client engagement and onboarding progress in Salesforce.
  • Travel to client sites, company events, and industry conferences to deliver training and deepen relationships (travel expected approximately 4-6 weeks per year).
  • Complete other related duties as assigned

Qualifications & Experience
  • Bachelor's degree and 5+ years of experience in client onboarding, customer success, training, or a related client-facing discipline, preferably in financial services, fintech, or SaaS.
  • Demonstrated track record of managing complex, high-value client relationships and delivering measurable adoption outcomes.
  • Experience with adult learning principles, instructional design, or formal training program development.
  • Deep familiarity with the retirement planning or wealth management industry strongly preferred.
  • Exceptional presentation, facilitation, and communication skills; able to engage and influence audiences ranging from end users to C-suite stakeholders.
  • Experience working cross-functionally and influencing without direct authority.
  • Proficient in Salesforce or comparable CRM; experience with LMS or digital training platforms is a plus.
  • Strong analytical mindset with the ability to interpret adoption data and translate insights into action.
  • Experience mentoring or informally leading peers; prior team lead or senior individual contributor experience preferred.
  • Highly organized, self-directed, and comfortable operating with independence in a fast-paced environment.
  • Ability to thrive in a fast-paced, dynamic environment and manage multiple priorities effectively.
  • Comfortable navigating ambiguity.
  • Entrepreneurial mindset to bring best practice ideas to the team.
  • Your standards reflect our core values: Growth Mindset, Disciplined Curiosity, Grit, Results Ownership, Collaboration.


Benefits

We have a comprehensive and competitive benefits package at Great Gray. Some of the highlights are:
• Be an integral part of a high-growth organization!
• Competitive compensation package
• Group medical, dental and vision insurance
• Employer-paid life and disability insurance
• Annual well-being stipend
• Eligible employees may also contribute to a 401(k) plan with an advantageous employer contribution model, upholding our mission to support our employees in retirement

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