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Senior Onboarding Specialist
Great Gray Trust CompanySenior Onboarding Specialist managing complex client onboarding engagements. Taking ownership of high-value client onboarding while mentoring junior team members with a focus on the retirement services industry.
About the role
Key responsibilities & impact- 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
Requirements
What you’ll need- 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.
Benefits
Comp & perks- 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
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
client onboardingcustomer successtraining program developmentadult learning principlesanalytical mindsetinstructional designmeasurable adoption outcomesmentoringcross-functional collaborationrisk mitigation strategies
Soft Skills
presentation skillsfacilitation skillscommunication skillsinfluencing skillsorganizational skillsself-directedability to manage multiple prioritiescomfort with ambiguityentrepreneurial mindsetcoaching