Principal, Strategy & Operations - M&A

Grammarly offers a dynamic hybrid working model for this role. This flexible approach gives team members the best of both worlds: plenty of focus time along with in-person collaboration that helps foster trust, innovation, and a strong team culture.

Grammarly is the trusted AI assistant for communication and productivity, helping over 40 million people and 50,000 organizations do their best work. Companies like Atlassian, Databricks, and Zoom rely on Grammarly to brainstorm, compose, and enhance communication that moves work forward. Grammarly works where you work, integrating seamlessly with over 500,000 applications and websites. Founded in 2009, Grammarly is No. 7 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.

We’re looking for an experienced M&A operations specialist to drive the execution of Grammarly’s acquisition strategy from due diligence through integration in partnership with Corporate Development and the Grammarly executive team. Acquisitions are a critical component to the company’s growth strategy, making this a high-visibility, high-impact role — and ensuring you’ll be busy!  

Here are more specific responsibilities:

• Support deal execution, notably cross-functional due diligence and integration planning
• Define and lead integration governance for future acquisitions. Get your hands dirty and “pinch hit” by leading core cross-functional workstreams that lack ownership
• Cultivate a community of functional integration leaders across company. Build and refine playbooks to drive integration excellence
• Outside of integration leadership, act as fractional COO across newly-acquired businesses. Drive important initiatives, lead incorporation into Grammarly rituals, etc.
• Build out Corp Dev Operations — namely our information systems and pipeline processes
• Play an integral role in strategic projects such as future capital raise, IPO readiness, BOD updates, etc.

We’re seeking an experienced integration leader who combines proven playbooks with in-the-moment business acumen, recognizing that every acquisition is different. The ideal candidate will bring:

• 10+ years of experience in strategy, operations, and/ or program management, with at least 5 years of specific merger integration experience. Bonus points for time spent building these experiences in an advisory / consulting capacity
• A proven ability to manage high-visibility, cross-functional programs with limited oversight.
• Exceptional stakeholder management skills — able to build trust quickly with senior leaders and influence without authority.
• Clear, crisp communication — especially in moments of ambiguity or tension.
• A systems-thinking mindset with strong judgment on how and when to bring structure.
• Comfort saying “no,” “not yet,” or “yes, but here’s how” — and doing so without damaging relationships.
• Deep organizational awareness, with a high EQ and the instincts of a people whisperer.
• Has a demonstrated ability to work independently with minimal guidance, proactively manages tasks and priorities across multiple projects, analyzes and executes work efficiently, collaborates effectively with cross-functional teams, and thrives in fast-paced, results-driven environments.
• 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.

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.

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).