Lead Account Executive, Enterprise

At Nylas, we specialize in making it easier for developers to add email, calendar, and contact management features into their applications. We provide APIs, which streamline the integration of these functionalities, ensuring they are secure and effective. This enables better, safer, and more reliable communication within apps. Supporting over 100,000 developers and collaborating with more than 900 companies globally, Nylas plays a pivotal role in how digital communication tools are built and utilized. Our technology spans various sectors, from healthcare to education, simplifying the complex process of app development related to communications. By reducing the barriers in communication technology, we empower developers to innovate and enhance user interaction across platforms. Lead Account Executive, Enterprise We are seeking a Lead Account Executive, Enterprise to spearhead our enterprise sales efforts. In this role, you will serve as the primary enterprise sales leader on our team, owning a portfolio of high‑value accounts and opportunities. You will leverage your 10+ years of SaaS enterprise sales experience to navigate complex, multi‑stakeholder deals and long sales cycles, engaging C‑level executives and championing Nylas’s value at every step. This is a high‑impact, senior individual contributor position – you will develop and execute account strategies, employ a consultative solution‑selling approach, and act as a trusted advisor to our most strategic clients. What You’ll Do Develop and execute comprehensive account plans for a targeted portfolio of enterprise customers. Own and manage the entire sales cycle for complex deals, from initial prospecting and discovery through solution presentation, negotiation, and close. Build and nurture trusted advisor relationships with senior client stakeholders, including VP and C‑suite executives. Take a consultative, value‑driven approach to sales, deeply understanding each customer’s technical requirements and business challenges. Coordinate cross‑functional teams to win and grow enterprise accounts, working closely with Solutions Engineering, Customer Success, Support, Product, and Marketing. Stay informed on industry trends, competition, and evolving needs of enterprise developers and IT teams, advocating for customer feedback to shape the roadmap. What You’ll Bring 10+ years of B2B SaaS sales experience, with several years dedicated to selling into large enterprise accounts. Proven track record of consistently meeting and exceeding ambitious sales targets, including winning multi‑figure deals and managing multi‑year contracts. Extensive experience managing long, complex sales cycles (often 6‑12+ months) with multiple stakeholders. Strong strategic account planning and consultative selling abilities, capable of developing long‑term account plans and upselling opportunities. Proven leadership in cross‑functional environments, influencing decisions across sales engineering, product management, and customer success. Technical acumen with modern cloud software and APIs, and the ability to quickly learn Nylas’s developer platform. Exceptional communication and interpersonal skills, with experience presenting to both technical and non‑technical audiences. Self‑motivated, entrepreneurial mindset, thriving in a fast‑paced, growing startup environment. 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: Three Google Meet discussions with various Nylas members (max 3 hours). Throughout the interview process, we encourage you to discuss concrete examples of your past enterprise sales achievements – be ready to walk us through the what, why, and how of significant deals you’ve led. The estimated total on‑target earnings (OTE) range for this position is $200,000 – $275,000 CAD. Actual compensation will be determined based on individual qualifications and performance during the hiring process. Factors influencing the offer include your depth of experience, proven skills, and track record of results in enterprise sales. Nylas also offers a competitive commission plan and equity package aligned with our stage and growth trajectory. 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