Head of Sales Enablement

| San Francisco, CA +51 more | Remote | Hybrid
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Grammarly offers a remote-first hybrid working model. Team members can work primarily remotely. Teams will meet in person every quarter in one of Grammarly’s hubs, currently in San Francisco, Vancouver, New York, and Kyiv. To ensure that teams are able to overlap in their working hours and to meet face-to-face when needed, all team members need to live within three time zones of their direct team.

Head of Sales Enablement — San Francisco

Grammarly team members who will be collaborating at our San Francisco hub must be based in the United States.

The opportunity 

Grammarly empowers people to thrive and connect, whenever and wherever they communicate. Every day, 30 million people and 30,000 teams at companies around the world use our AI-powered writing assistant. All of this begins with our team collaborating in a values-driven and learning-oriented environment. 

To achieve our ambitious goals, we’re looking for a Head of Sales Enablement to lead a global build-out of Grammarly’s Sales ecosystem. This role will report directly to the Head of Revenue for Grammarly’s B2B business. The first global Head of Sales Enablement will formalize this function, integrate best-practice lead development motions with Revenue Operations, Product Marketing, and Sales workflows and scale up the teams to support our ambitious growth goals for 2022 and beyond.

Your impact

As the Head of Sales Enablement, your team and work will have high visibility. We will expect you to be part of the leadership team that scales a top-performing Sales ecosystem.

You will be evaluated and compensated based on a mix of the Sales teams’ performance, building the enablement function, and role-modeling Grammarly’s EAGER values (Ethical, Adaptable, Gritty, Empathetic, and Remarkable). Compensation will evolve between year one and year two as the function grows and segmented programs mature for each Sales team. You will work closely with colleagues in Sales, Success, Sales Engineering, Chat, and Revenue Operations. You will also collaborate closely with Marketing (Demand Generation and Product Marketing), HR, and Revenue Operations. 

  • Your first 30 days will be focused on digging in to learn: You will establish command over the product, first meeting doc, pitch, demo, and Command of the Message framework. You will also understand our primary sales processes (MEDDIC and forecasting) and Sales tech tools. Finally, you will understand the different ramp patterns and key success factors for each Sales team.
  • By the end of your second month, you will have established and launched a plan to onboard new hires in the AE and Success teams and will have taken over the existing enablement agenda for weekly trainings of the Sales ecosystem.
  • By month three, you will have launched new operating cadences, performance tracking, and reporting for day-to-day execution and improvement on crucial drivers of Sales productivity.
  • By month six and beyond, you will have built a small team required to maintain and improve newly implemented enablement motions while starting to plan for larger and more specialized training for other teams (e.g., Sales Engineers, Sales Development Reps, and EDU Sales vs. Corporate Sales).
  • By the end of year one, you will have built out a best-in-class Sales Enablement function that is ready to efficiently and effectively support a global and fast-growing Sales ecosystem.

We’re looking for someone who

  • Embodies our EAGER values—is ethical, adaptable, gritty, empathetic, and remarkable.
  • Has 7+ years of experience in top-performing sales environments that sell on business value. 
  • Has successfully sold directly and acted as a sales manager in a quota-driven environment.
  • Has a strong grasp of how to use various data sources to identify productivity improvements
  • Has successfully built 0-to-1 sales enablement function at a SaaS business.
  • Has worked directly as a peer to sales leaders building out their teams.
  • Has built performance management systems to evaluate enablement needs and impact of enablement activities with sales, RevOps and/or HR collaboration.
  • Can consider, play out, and weigh alternative scenarios based on strategic objectives. 
  • Relentlessly sets and pursues aggressive short- and long-term goals.
  • Builds and deepens relationships with people, understanding their feelings, their goals, their fears, and their dreams.

Support for you, professionally and personally

  • Professional growth: We hire people we trust, and we give team members autonomy to do their best work. We also support professional development with training, coaching, and regular feedback.  
  • A connected team: Grammarly builds a product that helps people connect, and we apply this mindset to our own team. We have a highly collaborative culture supported by our EAGER values. We also take time to celebrate our colleagues and accomplishments with global, local, and team-specific events and programs.
  • Comprehensive benefits: Grammarly offers all team members competitive pay along with a benefits package encompassing superior health care (including mental health benefits). We also offer support to set up a home office, ample and defined time off, gym and recreation stipends, 401(k) matching, and more.

We encourage you to apply

At Grammarly, we value our differences, and we encourage all—especially those whose identities are traditionally underrepresented in tech organizations—to apply. We do not discriminate on the basis of race, religion, color, gender expression or identity, sexual orientation, national origin, citizenship, age, marital status, veteran status, disability status, or any other characteristic protected by law. Grammarly will consider qualified applicants with criminal histories in a manner consistent with the San Francisco Fair Chance Ordinance. Grammarly is an equal opportunity employer and participant in the U.S. Federal E-Verify program.

#LI-MC1

Please note that Grammarly’s COVID-19 vaccination policy requires that all team members in North America be vaccinated against COVID-19 to meet in person for Grammarly business or to work from a North America hub location. It is expected that this will be a requirement for this role. Qualified candidates in North America who cannot be vaccinated for medical reasons or because of a sincerely held religious belief may request a reasonable accommodation to this policy. For Ukraine, this policy requires team members to be vaccinated or produce a daily negative COVID-19 test administered at the Kyiv hub to work from the hub or attend in-person meetings.

#LI-Remote

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Candidate Location Eligibility:
Atlanta, GA
Austin, TX
Boston, MA
Buffalo, NY
Charleston, SC
Charlotte, NC
Chicago, IL
Colorado, CO
Dallas-Fort Worth, TX
Greensboro, NC
Hampton Roads, VA
Hartford, CT
Houston, TX
Jacksonville, FL
Las Vegas, NV
Los Angeles, CA
Madison, WI
Miami, FL
Milwaukee, WI
Minneapolis–Saint Paul, MN
New York City, NY
Ogden, UT
Orlando, FL
Other US Location
Pensacola, FL
Peoria, IL
Philadelphia, PA
Phoenix – Mesa – Scottsdale, AZ
Pittsburgh, PA
Portland, ME
Portland, OR
Providence, RI
Provo, UT
Raleigh-Durham, NC
Reno, NV
Richmond, VA
Rochester, NY
Sacramento, CA
Salt Lake City, UT
San Antonio, TX
San Diego, CA
San Francisco, CA
San Luis Obispo, CA
Santa Cruz, CA
Seattle, WA
Spokane, WA
Tallahassee, FL
Tampa Bay, FL
Tucson, AZ
Washington DC
Wilmington, NC

Technology we use

  • Engineering
  • Product
  • Sales & Marketing
    • C++Languages
    • JavaLanguages
    • JavascriptLanguages
    • KotlinLanguages
    • PythonLanguages
    • ScalaLanguages
    • SqlLanguages
    • SwiftLanguages
    • StylusLanguages
    • TypeScriptLanguages
    • Objective-C++Languages
    • ClojureLanguages
    • GoLanguages
    • ReactLibraries
    • ReduxLibraries
    • MobXLibraries
    • PyTorchLibraries
    • RxJava2Libraries
    • RxJSLibraries
    • scikit-learnLibraries
    • Vowpal WabbitLibraries
    • LeakCanaryLibraries
    • AlamofireLibraries
    • StarscreamLibraries
    • LottieLibraries
    • FlatBuffersLibraries
    • XGBoostLibraries
    • OpenNLPLibraries
    • spaCyLibraries
    • AllenNLPLibraries
    • Node.jsFrameworks
    • SparkFrameworks
    • TensorFlowFrameworks
    • MockitoFrameworks
    • EspressoFrameworks
    • UI AutomatorFrameworks
    • OpenNMTFrameworks
    • AWS RDSDatabases
    • Google AnalyticsAnalytics
    • FigmaAnalytics
    • IllustratorDesign
    • InVisionDesign
    • PhotoshopDesign
    • SketchDesign
    • FigmaDesign
    • AsanaManagement
    • ConfluenceManagement
    • JIRAManagement
    • WordpressCMS
    • SalesforceCRM
    • Salesforce Marketing CloudEmail

An Insider's view of Grammarly

What’s the vibe like in the office?

Our values actually represent our team. Discussions about ethical decision-making or tweeting empathetically are common at Grammarly, and I recognize how rare that is.

Celeste

Senior Content Strategy Manager

How do you collaborate with other teams in the company?

We resolve our problems with constructive discussions that are only made possible by the level of empathy and listening skills that team members have here. It makes me happy to know I work with such exceptional people.

Maryna

Engineering Manager

What is your vision for the company?

Writing helps us all achieve personal, professional, and academic success, but effective communication requires talent and time. It can be very challenging, and we may not always be able to effectively express our meaning, convey our intent, and be fully understood—creating a gap with our audience. We’re building Grammarly to close this gap.

Brad

CEO

What projects are you most excited about?

I always feel pumped when I see the positive feedback we get from our users. To know that your work is helping people discover a product that meaningfully improves their lives—it never gets old.

Shanik

Head of Growth

What are Grammarly Perks + Benefits

Grammarly Benefits Overview

Grammarly offers all team members competitive pay along with a comprehensive benefits package that includes health care and ample time off. We also offer ample and defined time off, home office and recreation stipends, admission discounts to events and cultural institutions, and more. We frequently take time to celebrate our colleagues and accomplishments with global, local, and team-specific events and programs.

On top of our programs and policies, Grammarly also believes strongly in making sure that a major benefit is the company’s focus on a culture of collaboration and cooperation. We hire people we trust, and we give team members autonomy to do their best work. We also support professional development with training, coaching, and regular feedback.

Culture
Partners with nonprofits
Diversity
Dedicated diversity and inclusion staff
Mandated unconscious bias training
Diversity employee resource groups
Hiring practices that promote diversity
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Dental insurance
Vision insurance
Health insurance
Life insurance
Wellness programs
Financial & Retirement
401(K)
401(K) matching
Company equity
Child Care & Parental Leave Benefits
Childcare benefits
Generous parental leave
We provide up to 12 weeks of parental leave for the birthing person and 8 weeks of leave for the birthing partner.
Vacation & Time Off Benefits
Generous PTO
Sabbatical
Paid holidays
Paid sick days
Office Perks
Commuter benefits
Company-sponsored outings
Free snacks and drinks
Some meals provided
Company-sponsored happy hours
Relocation assistance
Fitness stipend
Home-office stipend for remote employees
Professional Development Benefits
Job training & conferences
Grammarly offers employees professional development opportunities like an annual individual budget for training along with the ability to attend job-related conferences and seminars.
Lunch and learns
Promote from within
Continuing education stipend

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