Account Executive, Enterprise

Account Executive, Enterprise Join Nylas, a company that makes it easier for developers to add email, calendar, and contact management features into their applications. By providing APIs that streamline the integration of these functionalities, Nylas ensures secure, efficient, and reliable communication within apps. About the Company Supporting over 100,000 developers and more than 900 companies globally, Nylas plays a pivotal role in how digital communication tools are built and utilized. Our technology spans healthcare, education and other sectors, simplifying the complex process of app development related to communications and empowering developers to innovate. About the Team The Enterprise Sales team drives strategic growth by helping large organizations modernize their communication and automation capabilities. The team is collaborative, performance‑oriented and works closely with Customer Success, Product and Engineering to deliver exceptional customer outcomes. About the Role We’re expanding our Enterprise Sales team and hiring two Account Executives with complementary focus areas: Finance/Insurance and CRM applications. In this role you will acquire new enterprise customers and expand existing strategic accounts, delivering seven‑figure outcomes and navigating multi‑stakeholder environments. Responsibilities Own and manage the full enterprise sales cycle, from prospecting and qualification through negotiation and close. Develop and execute strategic account plans to identify land opportunities and drive expansion across large organizations. Engage with senior stakeholders to understand their business priorities and align Nylas’s value to strategic outcomes. Lead discovery and solution‑selling conversations that uncover customer pain points, technical requirements and desired business results. Partner with internal teams to deliver cohesive, high‑impact customer experiences. Manage complex deal cycles involving procurement, legal and security reviews. Consistently achieve and exceed revenue targets while maintaining a healthy pipeline of qualified opportunities. Serve as a trusted advisor to customers, helping them accelerate digital transformation and automation initiatives through Nylas APIs. Provide market feedback and insights to influence product roadmap and go‑to‑market strategy for the enterprise segment. Qualifications 5‑8 years of B2B SaaS sales experience, with at least 3+ years selling into enterprise accounts (Fortune 1000 or equivalent). Proven track record of exceeding annual quotas of $1M+ ARR, including closing large, multi‑year, or multi‑stakeholder deals. Skilled in managing complex sales cycles (6–12+ months), navigating enterprise procurement and security processes, and executing land‑and‑expand strategies. Strong discovery, relationship‑building and solution‑selling abilities—adept at crafting ROI‑driven business cases. Familiarity with modern APIs and SaaS infrastructure; able to communicate technical concepts to both technical and non‑technical audiences. Team‑oriented mindset with experience working cross‑functionally to deliver customer success. Exceptional verbal and written communication skills with the ability to influence executive stakeholders. Highly motivated, organized and adaptable; thrives in a fast‑paced startup environment and is passionate about driving impact through technology. Interview Process Round 1: 30‑minute Google‑Meet discussion with the Recruiter. Round 2: 45‑minute Google‑Meet discussion with the CEO. Round 3: Take‑home assignment followed by a 60‑minute panel discussion. Round 4: 2–3 Google‑Meet discussions with various Nylas members (maximum 3 hours). Compensation The estimated total on‑target earnings (OTE) for this position range from $140,000 to $190,000 CAD. Actual compensation will be determined based on individual qualifications and performance during the hiring process. Nylas offers a competitive commission plan and an equity package aligned with the company’s stage and growth trajectory. Equal Opportunity Nylas is registered as an employer in many, but not all, states/provinces. If you are not located in or able to work from a state/province where Nylas is registered, you will not be eligible for employment. Visa sponsorship may not be available in certain remote locations. #J-18808-Ljbffr