Sr. Sales Effectiveness Manager

You will report to the Senior Manager, Sales Effectiveness. This is a remote eligible position and you may work remotely from anywhere in the US where Smartsheet is registered.

You Will:

• Drive value selling adoption and reinforcement across the field. Design and deliver training programs, workshops, and certifications that operationalize Smartsheet Value Selling (SVS) — our framework built on the Value Map and Power Map. Build continuous reinforcement mechanisms including role-play scenarios, deal review frameworks, self-assessment tools, and ongoing coaching content so the methodology becomes muscle memory, not a one-time event.
• Facilitate live training and enablement sessions. Lead virtual and in-person sessions for Account Executives and new hires globally. Your facilitation style is clear, engaging, and grounded in practical application. You're equally comfortable running a 60-person onboarding cohort and a 6-person workshop, and you adapt in real time based on what the room needs.
• Leverage AI to scale enablement impact. Identify opportunities to use AI tools for personalized learning paths, content generation, coaching simulations, and performance reinforcement. You see technology as a force multiplier for human impact and know how to evaluate what's hype versus what delivers measurable results.
• Monitor adoption and optimize based on performance data. Track leading and lagging indicators of methodology adoption — certification rates, deal application, win rates by adherence. Pull data from Salesforce, synthesize front-line feedback, and diagnose where sellers struggle with discovery, objection handling, multi-threading, or quantifying business impact. Build targeted interventions that move the needle on quota attainment.
• Partner cross-functionally to ensure alignment. Collaborate with Sales leadership, Revenue Operations, Marketing, and Business Development teams to ensure enablement initiatives support strategic priorities. You're the bridge between strategy and execution — translating business goals into field-ready programs and surfacing adoption barriers to leadership.
• Own program infrastructure and the enablement library. Build and maintain the SVS playbook including templates, battle cards, email frameworks, call prep guides, certification checklists, and self-service resources. Track adoption metrics, maintain version control, and ensure reinforcement programs run on schedule with documented workflows. Everything you build is practical and continuously improved based on what's actually getting used.

You Have:

• 7+ years in sales enablement, sales training, or direct sales — ideally supporting enterprise and/or commercial business to business teams
• Deep understanding of value selling or consultative methodologies such as MEDDPICC, Challenger, MEDDICC, or similar frameworks
• Proven facilitation skills — you've delivered training to sales audiences and know how to engage a room (virtual or in-person)
• Strong process discipline — you build systems that scale, maintain documentation rigor, and ensure programs don't drift after launch. You're comfortable prioritizing ruthlessly and saying no to good ideas that don't ladder up to core business goals
• Data fluency — you pull adoption metrics from Salesforce or similar CRM platforms, identify trends in certification or usage data, and translate findings into clear recommendations for leadership
• Comfort with AI tools and a bias toward experimentation — you evaluate new technologies based on impact, not novelty
• Experience leading cross-functional projects and influencing stakeholders across Sales, Marketing, and Revenue Operations
• Bias toward action and iteration — you'd rather ship version one, measure impact, and refine than perfect in a vacuum

Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, and India. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information.