Sr. Sales Effectiveness Manager

Smartsheet

3h•Remote

About The Position

For over 20 years, Smartsheet has helped people and teams achieve–well, anything. From seamless work management to smart, scalable solutions, we’ve always worked with flow. We’re building tools that empower teams to automate the manual, uncover insights, and scale smarter. But more than that, we’re creating space– space to think big, take action, and unlock the kind of work that truly matters. Because when challenge meets purpose, and passion turns into progress, that’s magic at work, and it’s what we show up for everyday. We're looking for a Senior Sales Effectiveness Manager to drive the adoption and execution of Smartsheet's value selling methodology across our global sales organization. You'll design training experiences that translate methodology into measurable behavior change, build reinforcement systems that ensure lasting adoption, and use data to continuously optimize how our Account Executives apply our framework in live deals. This is a strategic execution role — you'll own the "how" of enablement delivery while partnering with Sales leadership to ensure programs align with broader revenue goals. 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.

Requirements

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

Responsibilities

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.

Benefits

Employer subsidized medical/vision and dental coverage for full-time employees
401k Match to help you save for your future (50% of your contribution up to the first 6% of your eligible pay)
Monthly stipend to support your work and productivity
Flexible Time Away Program, plus Sick Time Off
US employees are automatically covered under Smartsheet-sponsored life insurance, short-term, and long-term disability plans
US employees receive 12 paid holidays per year
Up to 24 weeks of Parental Leave
Personal paid Volunteer Day to support our community
Opportunities for professional growth and development including access to Udemy online courses
Company Funded Perks, including a counseling membership, local retail discounts, and your own personal Smartsheet account
Teleworking options from any registered location in the U.S. (role specific)