Overview
Restaurant365 is a SaaS company disrupting the restaurant industry. Our cloud-based platform provides a unique, centralized solution for accounting and back-office operations for restaurants. Restaurant365’s culture focuses on empowering team members to produce top-notch results while elevating their skills. We’re constantly evolving to ensure we are and always will be “Best in Class.”
Senior Implementation Specialist – Responsibilities
The Senior Implementation Specialist is a key expert within the Professional Services team, responsible for delivering high-touch, high-complexity onboarding experiences for our most strategic customers—typically enterprise-level or multi-unit restaurant groups. This role combines advanced solution knowledge, project leadership, and customer relationship skills to ensure implementations are executed efficiently, drive rapid adoption, and set the foundation for long-term customer success.
The Senior Specialist will partner closely with Project Managers, Solutions Architects, and Customer Success Managers to design and execute tailored onboarding plans that address unique customer workflows, integrations, and operational structures. Beyond direct delivery, this role will mentor and serve as a quality benchmark for other Implementation Specialists, helping raise the bar on consistency, methodology, and customer experience across the team.
What you’ll add value in
- Lead complex, enterprise-scale implementations from discovery to adoption, ensuring alignment between customer requirements and R365’s platform capabilities to manage milestones on time and within budget, delivering a smooth and complete project experience for customers.
- Conduct advanced discovery sessions to deeply understand multi-location, multi-system workflows, and configure solutions to maximize operational efficiency.
- Deliver expert-level training (virtual or onsite) that drives confident end-user adoption, tailoring content to different audience levels—from executives to frontline staff.
- Apply deep product expertise to advise on complex use cases, integrations, and best practices, ensuring customers maximize the full value of the platform.
- Mentor and coach junior Implementation Specialists, providing feedback, sharing best practices, and contributing to internal training programs.
- Collaborate cross-functionally with Project Management, Solutions Architecture, Product, and Support to resolve issues, address custom requirements, and ensure delivery excellence.
- Contribute to continuous improvement by identifying process gaps, suggesting enhancements to implementation playbooks, and piloting new delivery approaches.
- Proactively manage risk, surfacing adoption blockers early and developing mitigation strategies to keep projects on track.
- Other duties as assigned.
Qualifications
- 5+ years of hands-on SaaS onboarding or implementation experience, with a proven track record of guiding customers through technical setup, training, and go-live across varied business types and user groups while consistently achieving key performance metrics.
- Experience managing complex, high-touch implementations with proven project management skills.
- Deep understanding of multiple Restaurant365 product lines: Accounting, Operations, ExpandShare, and HIRE.
- Exceptional organizational and time management skills, with the ability to manage multiple projects simultaneously, prioritize effectively, and meet tight deadlines without sacrificing quality.
- Excellent verbal and written communication skills, including the ability to lead client-facing trainings and translate technical concepts into clear, actionable guidance for both technical and non-technical stakeholders.
- Highly analytical and solutions-oriented, able to assess requirements, troubleshoot issues, and make timely, data-informed decisions that support customer success.
- Self-starter with the ability to work independently, while also collaborating cross-functionally with Project Managers, Engineers, Product, and Customer Success.
- Demonstrated coaching or mentorship experience.
- Strong analytical and problem-solving skills.
- Proven SaaS tool fluency, sound technical knowledge, and attention to detail.
Preferred
- Familiarity with restaurant or hospitality environments.
- Experience with structured certification programs or internal training content.
- Experience shaping onboarding frameworks and internal tools.
- Ability to adapt to evolving playbooks and tools.
Key Metrics for Success
- Utilization Rate
- Project Completion Throughput
- On-Time Delivery Rate
- Customer Satisfaction (CSAT)
R365 Team Member Benefits & Compensation
- This position has a salary range of COMP. The above range represents the expected salary range for this position. The actual salary may vary based on skills/experience, time in the role, business line, and geographic location. Restaurant365 focuses on equitable pay and transparency in our pay practices.
- Comprehensive medical benefits, 100% paid for employee
- 401k + matching
- Equity Option Grant
- Unlimited PTO + Company holidays
- Wellness initiatives
Equal Opportunity Employer statement available upon request.