Senior Manager, Customer Success Enablement

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 is focused on empowering team members to produce top-notch results while elevating their skills. We’re constantly evolving and improving to make sure we are and always will be “Best in Class” ... and we want that for you too!

We are seeking a strategic, execution-focused, and collaborative Senior Manager, Customer Success Enablement to design and deliver programs that improve retention, expansion, and execution quality across Customer Success and Support.

Reporting into the Director of Revenue Enablement, this is a senior IC role that partners closely with CS/S leadership, CS Operations, Product/Partner Enablement, and Revenue Enablement to translate company and CCO priorities into scalable enablement programs, onboarding, coaching frameworks, and reinforcement models that drive measurable customer and revenue outcomes.

The position ensures Customer Success teams have clear ways of working, strong tool adoption, consistent renewal execution, and faster ramp to productivity, while aligning enablement initiatives to business metrics and operating rhythms.

PRIMARY OUTCOMES – WHAT SUCCESS LOOKS LIKE
Success in this role is measured by:

- Improved retention and expansion execution quality across CS/S teams
- Faster time-to-productivity for new Customer Success hires
- Increased adoption and consistency of core CS workflows (success plans, QBRs, risk reviews, renewals)
- Demonstrated behavior change tied to CS Ops and company performance metrics
- Scalable enablement programs that produce sustained impact beyond one-time training

How you'll add value: :
• CORE RESPONSIBILITIES
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• CS/S Program Design & Execution
• Design and deliver enablement programs that standardize programs including success planning, risk management, QBR execution, and renewals, ensuring consistent execution tied to retention and growth outcomes.
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• Performance Enablement & Coaching
• Partner with the Director of Revenue Enablement to turn CS/S priorities into focused enablement programs that reduce risk, drive adoption and expansion, and strengthen KPI execution. Equip managers with simple coaching, inspection, and reinforcement tools that sustain behavior change.
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• Measurement & Continuous Improvement
• Define success metrics with Director of Revenue Enablement, CS Leadership, and CS Ops and monitor adoption, execution quality, retention signals, and expansion outcomes to continuously refine enablement programs and demonstrate business impact.
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• Tool & Workflow Adoption
• Drive consistent tool usage and workflow execution in Gainsight, Gong, Glean, and related CS technologies through micro-training, job aids, and embedded reinforcement aligned to CS Ops definitions of success.
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• Cross-Functional Alignment
• Partner with CS leadership, CS Ops, RevOps, Product Enablement, and Partner Success to ensure enablement programs align to GTM strategy, shared frameworks, and customer lifecycle execution.
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• Onboarding & Everboarding
• Own role-based onboarding for Customer Success and Support roles, including learning paths, milestones, certifications, and scalable eLearning, to accelerate time-to-impact and raise baseline performance.
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• Enablement Content & Learning Experiences
• Develop scalable enablement assets including: playbooks, facilitator guides, eLearning modules, micro-learning, and workflow documentation, ensuring clarity, usability, and alignment to CS/S priorities.

What you'll need to be successful in this role: :
• 7+ years in Customer Success Enablement or Revenue Enablement roles
• Strong understanding of retention, expansion, adoption, and renewals in SaaS or recurring revenue.
• Experience using data and metrics to guide enablement impact and improvement.
• Familiarity with Gainsight, Gong, Glean, Salesforce, and Showpad.
• Proven ability to deliver measurable training, coaching frameworks, and scalable programs.
• Strong cross-functional collaboration and execution skills.
• Ability to manage multiple priorities in a fast-paced environment.
• Travel up to 10%

R365 Team Member Benefits & Perks :
• Competitive compensation package
• Ability to work remote or hybrid
• Comprehensive medical benefits
• 401k + matching
• Equity Option Grant
• Unlimited PTO + Company holidays
• Wellness initiatives
• Philanthropy events

Why join our amazing team? :
• We're a community that prides itself in creating innovative solutions and producing quality work
• Our product is the secret ingredient that makes a real difference to restaurants nationwide
• The open concept work environment that we've created is causal, collaborative, and cultivates communication

#BI-Remote

DYN365, Inc d/b/a Restaurant365 is an equal opportunity employer.