Regional Director, Strategic Accounts

Summary

Join Smartsheet as a Regional Director, Large Enterprise Accounts and lead a team of Account Executives in exceeding sales quotas. This remote Midwest-based role requires a proven track record of success in enterprise sales management, building high-performing teams, and closing transformational deals. You will provide strategic coaching, onboard new team members, and partner with cross-functional teams. The ideal candidate possesses extensive experience in SaaS sales, particularly within business applications, and a demonstrated ability to execute sales methodologies. Smartsheet offers a competitive salary, comprehensive benefits, and opportunities for professional growth.

Requirements

• 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 success
• Demonstrated track record in leading Enterprise sales teams to exceed quotas by winning new business and driving substantial growth in Fortune 500  accounts
• Proven ability to drive Strategic sales teams in executing “land-and-expand” and “top down” value based sales strategies in Large Enterprise accounts
• Relevant sales/sales leadership experience in vertical markets such as financial services, healthcare, insurance and/or public sector
• Excellent communication and interpersonal skills and the ability to multitask, work cross-­functionally within the organization, and thrive in a collaborative environment
• Motivate and lead; embody Smartsheet’s core values; operate with integrity and a sense of urgency
• Demonstrated ability to execute sales methodologies (e.g. MEDDIC)
• Experience working in a fast-­paced, evolving, high growth software company
• Bachelors (BA/BS) degree or equivalent

Responsibilities

• Build and lead a Sales team to exceed quarterly and annual sales quotas
• Effectively predict and deliver sales results through accurate monthly, quarterly, and annual sales forecasting
• Serve as player/coach in the execution of a complex, solution­-based sales process encompassing multiple groups within Large Enterprise accounts
• Provide strategy and coaching in developing new business opportunities and executing account-focused strategies
• Onboard new Account Executives and create/adjust market strategy and accountability
• 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 Large Enterprise accounts
• Proactively identify and address issues that will increase growth velocity in the assigned sales region
• Other duties as assigned

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
• 15 days PTO, plus Sick Time Off
• 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)
• 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