New

Regional Director, Enterprise

Smartsheet
life insurance, parental leave, paid holidays, sick time, flex time, 401(k)
United States, Massachusetts, Boston
179 Lincoln Street (Show on map)
Aug 07, 2025
For over 20 years, Smartsheet has helped people and teams achieve-well, anything. From seamless work management to smart, scalable solutions, we've always worked with flow. We're building tools that empower teams to automate the manual, uncover insights, and scale smarter. But more than that, we're creating space- space to think big, take action, and unlock the kind of work that truly matters. Because when challenge meets purpose, and passion turns into progress, that's magic at work, and it's what we show up for everyday. Smartsheet is seeking an experienced sales leader to lead a team of Enterprise Account Executives as a Regional Director, Enterprise GEO.The ideal candidate will have a history of leading a team to over performance in quota attainment and developing customer accounts in the Enterprise space. This role is part of the Sales organization and is based in Boston, Massachusetts. Reports to RVP, Enterprise Sales. You Will: Lead a team of Account Executives to exceed quarterly and annual sales quotas Serve as player/coach in the execution of a complex, solution-based sales process encompassing multiple groups within Enterprise accounts Play leadership role in developing and growing existing business opportunities by coaching account executives to build and execute account strategies Drive Smartsheet senior executive engagement in target accounts Successfully execute across all disciplines of sales management, including Account/Opportunity/Relationship planning and sales methodology execution Partner with Sales Engineering, Consulting, Customer Success and Marketing management to identify and close software and professional services solutions in EDU accounts Proactively identify and address issues that will increase growth velocity in the East/Central sales region Effectively predict and deliver sales results through accurate sales forecasting Actively use company's core applications to manage business, including Smartsheet, Salesforce.com, Tableau, LinkedIn, DiscoverOrg and others Deep understanding of the unique challenges and opportunities in the Enterprise market Knowledge of budget cycles, funding sources, and compliance requirements Experience navigating the complexities of public sector procurement processes You Have: Experience working with government officials, educators, and IT professionals Demonstrated track record in leading sales teams to exceed quotas by winning new business and driving substantial growth in Enterprise accounts Proven ability to drive Strategic sales teams in executing land-and-expand sales strategies to predictably drive aggressive growth in Enterprise accounts Minimum of 5 years experience in sales management of enterprise software, preferably Enterprise SaaS teams 7+ years of experience in the software industry with current SaaS experience preferably on the business applications side (selling to sales, marketing, HR, finance, manufacturing within Enterprise accounts) Excellent interpersonal skills and the ability to multitask, work cross-functionally within the organization, and thrive in a collaborative environment Excellent communication (written and verbal), interpersonal and presentation skills Motivate and lead embody Smartsheet's core values operate with grit and a sense of urgency Demonstrated ability to execute sales methodologies (e.g. The Challenger Sale) Experience working in a fast-paced, high growth software company where change is a constant Smartsheet, Salesforce.com, Google Apps, Tableau skills Bachelor's degree or equivalent Current US Perks & Benefits: HSA, 100% employer-paid premiums, or Buy-up medical/vision and dental coverage options for full-time employees 401k Match to help you save for your future (50% of your contribution up to the first 6% of your eligible pay) Monthly stipend to support your work and productivity Flexible Time Away Program, plus Sick Time Off US employees are automatically covered under Smartsheet-sponsored life insurance, short-term, and long-term disability plans US employees receive 12 paid holidays per year Up to 24 weeks of Parental Leave Personal paid Volunteer Day to support our community Opportunities for professional growth and development including access to Udemy online courses Company Funded Perks, including a counseling membership, local retail discounts, and your own personal Smartsheet account Teleworking options from any registered location in the U.S. (role specific) Smartsheet provides a competitive base salary range for roles that may be hired in different geographic areas we are licensed to operate our business from. Actual compensation is determined by several factors including, but not limited to, level of professional, educational experience, skills, and specific candidate location. In addition, this role will be eligible for a market competitive incentive opportunity. US Base Salary Pay Range $125,000 — $175,000 USD Get to Know Us: At Smartsheet, your ideas are heard, your potential is supported, and your contributions have real impact. You'll have the freedom to explore, push boundaries, and grow beyond your role. We welcome diverse perspectives and nontraditional paths-because we know that impact comes from individuals who care deeply and challenge thoughtfully. When you're doing work that stretches you, excites you, and connects you to something bigger, that's magic at work. Let's build what's next, together. Equal Opportunity Employer: Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, and India. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information. If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know. #LI-Remote