Senior Director, GTM Finance

Grammarly team members in this role must be based in San Francisco, and they must be able to collaborate in person three days per week (Tuesday, Wednesday, Thursday). 

About Grammarly

Grammarly is the world’s leading AI writing assistance company trusted by over 40 million people and 50,000 organizations. From instantly creating a first draft to perfecting every message, Grammarly helps people at 96% of the Fortune 500 and teams at companies like Atlassian, Databricks, and Zoom get their point across—and get results—with best-in-class security practices that keep data private and protected. Founded in 2009, Grammarly is No. 14 on the Forbes Cloud 100, one of TIME’s 100 Most Influential Companies, one of Fast Company’s Most Innovative Companies in AI, and one of Inc.’s Best Workplaces.

The Opportunity

To achieve our ambitious goals, we’re looking for a Senior Director of GTM Finance to join the Finance team. This role will report to the VP of FP&A and be a strategic partner to Grammarly’s Go-To-Market executives, driving strategic initiatives, driving revenue growth, building scalable processes, and supporting the team in establishing a strong presence in the enterprise market. This segment is quickly scaling and is a significant line of business.

In this role, you will:

• Be the finance business partner to our Chief Revenue Officer and marketing leadership, working collaboratively with their teams to help define and influence financial plans, business plans, and strategies.
• Own end-to-end planning (annual, quarterly re-forecasts, and weekly updates) for the entire managed business P&L, inclusive of revenue, bookings, ARR, and opex metrics.
• Create a data-based performance culture by being the steward of some of Grammarly’s most critical and visible business metrics: Bookings, Annual Contract Value (ACV), Annual Recurring Revenue (ARR),  Churn, Gross and Net Retention, Pipeline, GTM productivity, etc.
• Develop a deep understanding of Grammarly’s Enterprise Sales funnel and build financial models to evaluate sales and marketing initiatives, ROI on campaigns (across channels), and customer lifetime value (and payback).
• Prepare deep dives for the Executive team and the Board of Directors on GTM business performance in collaboration with key stakeholders to inform operating health and future investment decisions.
• Drive headcount, quota capacity, cost of sales analysis, and expense planning for Sales, Post-Sales, and marketing teams.
• Build and lead a world-class team and push the boundaries to produce deeper operational insights.
• Foster a culture of collaboration, innovation, and excellence within the finance organization and across all stakeholders in GTM. 

Qualifications

• Has 10+ years of experience in Finance, with more than 4 years of specific exposure to GTM finance (bonus points for a background in data science).  
• Has a deep fluency in the acquisition and retention dynamics of scaled enterprise subscription/SaaS businesses.
• Deep fluency and understanding of marketing.
• Proficiency in enterprise resource planning tools (Salesforce and Xactly) and financial planning tools (ex. Pigment, Adaptive, etc.)
• Thinks operationally and drives nuanced, detailed analyses.
• Has a collaboration mentality and can partner with and be an informed counterweight to deeply analytical and thoughtful leaders.
• Has experience with and passion for dynamic, driven organizations.
• Successfully built high-impact teams in strategic business partnering.
• Demonstrates excellent verbal and written communication skills.
• Embodies our EAGER values—is ethical, adaptable, gritty, empathetic, and remarkable.
• Is inspired by our MOVE principles: move fast and learn faster; obsess about creating customer value; value impact over activity; and embrace healthy disagreement rooted in trust.

Compensation and benefits

Grammarly offers all team members competitive pay along with a benefits package encompassing the following and more: 

• Excellent health care (including a wide range of medical, dental, vision, mental health, and fertility benefits)
• Disability and life insurance options
• 401(k) and RRSP matching 
• Paid parental leave
• 20 days of paid time off per year, 12 days of paid holidays per year, two floating holidays per year, and flexible sick time
• Generous stipends (including those for caregiving, pet care, wellness, your home office, and more)
• Annual professional development budget and opportunities

Grammarly takes a market-based approach to compensation, which means base pay may vary depending on your location. Our US locations are categorized into two compensation zones based on proximity to our hub locations.

Base pay may vary considerably depending on job-related knowledge, skills, and experience. The expected salary ranges for this position are outlined below by compensation zone and may be modified in the future.

United States: 

Zone 1: $306,000 – $422,000/year (USD)

We encourage you to apply

At Grammarly, we value our differences, and we encourage all to apply—especially those whose identities are traditionally underrepresented in tech organizations. We do not discriminate on the basis of race, religion, color, gender expression or identity, sexual orientation, ancestry, national origin, citizenship, age, marital status, veteran status, disability status, political belief, or any other characteristic protected by law. Grammarly is an equal opportunity employer and a participant in the US federal E-Verify program (US). We also abide by the Employment Equity Act (Canada).

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