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Regional Director, Strategic Accounts (Midwest)
Regional Director, Strategic Accounts (Midwest)-February 2024
Clyde Hill
Feb 18, 2026
About Regional Director, Strategic Accounts (Midwest)

  Regional Director, Large Enterpriseat SmartsheetSmartsheet is seeking an experienced sales leader to lead a team of Account Executives as a Regional Director, Large Enterprise Accounts. The ideal candidate will have a history of building and leading teams to overperform in quota attainment, close transformational transactions, and align strategically with large customers.This role is part of the Sales organization and is based in the midwest region in your own remote home office.You Will:Build and lead a Sales team to exceed quarterly and annual sales quotasEffectively predict and deliver sales results through accurate monthly, quarterly, and annual sales forecastingServe as player/coach in the execution of a complex, solution-based sales process encompassing multiple groups within Large Enterprise accountsProvide strategy and coaching in developing new business opportunities and executing account-focused strategiesOnboard new Account Executives and create/adjust market strategy and accountabilityDrive Smartsheet senior executive engagement in target accountsSuccessfully execute across all disciplines of sales management, including Account/Opportunity/Relationship planning and sales methodology executionPartner with Sales Engineering, Consulting, Customer Success and Marketing management to identify and close software and professional services solutions in Large Enterprise accountsProactively identify and address issues that will increase growth velocity in the assigned sales regionOther duties as assignedYou Have:10+ years of experience in the software industry with current SaaS experience preferably on the business applications side (selling to sales, marketing, HR, finance, manufacturing, IT)Minimum of 5 years experience in sales management providing the tools, training and support to ensure team successDemonstrated track record in leading Enterprise sales teams to exceed quotas by winning new business and driving substantial growth in Fortune 500 accountsProven ability to drive Strategic sales teams in executing "land-and-expand" and "top down" value based sales strategies in Large Enterprise accountsRelevant sales/sales leadership experience in vertical markets such as financial services, healthcare, insurance and/or public sectorExcellent communication and interpersonal skills and the ability to multitask, work cross-functionally within the organization, and thrive in a collaborative environmentMotivate and lead embody Smartsheet's core values operate with integrity and a sense of urgencyDemonstrated ability to execute sales methodologies (e.g. MEDDIC)Experience working in a fast-paced, evolving, high growth software companyBachelors (BA/BS) degree or equivalentPerks & Benefits:HSA, 100% employer-paid premiums, or Buy-up medical/vision and dental coverage options for full-time employeesStock - Restricted Stock Units (RSUs) for eligible rolesLucrative Employee Stock Purchase Program (15% discount)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 productivityFlexible Time Away Program, plus Incidental Sick LeaveUp to 24 weeks of Parental LeavePersonal paid Volunteer Day to support our communityOpportunities for professional growth and development including access LinkedIn Learning online coursesCompany Funded Perks, including a counseling membership, primary care membership, local retail discounts, and your own personal Smartsheet accountTeleworking options from any registered location in the U.S. (role specific)Smartsheet provides a competitive range of compensation for roles that may be hired in different geographic areas we are licensed to operate our business from. Actual compensation is determined by several facto

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