Regional Director, Enterprise-West

Smartsheet · San Francisco, CA, USA · Engineering

Posted 2026-08-28

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Smartsheet is seeking an experienced sales leader to lead a team of Account Executives as a Regional Director, Enterprise-West. 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 Enterprise Sales organization and is West Coast based in your own remote home office.

You Will:

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

Play a leadership role in developing new business opportunities by coaching Account Executives to build and execute account-focused 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 Large Enterprise accounts

Proactively identify and address issues that will increase growth velocity in the assigned sales region

Other duties as assigned

Travel as needed (30-50%)

You 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)

5- 10 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” 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

Bachelor’s (BA/BS) degree preferred

Current US Perks & Benefits:

Employer subsidized medical/vision and dental coverage 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

$180,000—$240,000 USD

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