Regional Director, Enterprise-West

Smartsheet; United States; Remote; USD 180,000 - 240,000; Full time

Benefits offered by this job

Medical/Dental/Vision

401k Match

Monthly stipend

Time Off

Life Insurance & Disability

Job summary

Smartsheet is seeking an experienced sales leader to head a team of Account Executives as Regional Director, Enterprise-West. 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 high-performing team, forecast results, drive land-and-expand in Fortune 500 accounts, and partner across Sales Engineering, Customer Success, and Marketing to close software and professional services deals.

Qualifications

• 10+ years of experience in software with SaaS background, preferably business apps
• 5–10 years in sales management
• Demonstrated track record leading Enterprise sales teams to exceed quotas
• Proven ability to drive land-and-expand in Large Enterprise accounts
• Experience in vertical markets such as financial services, healthcare, insurance or public sector
• Strong communication and cross-functional collaboration skills
• BA/BS degree preferred

Responsibilities

• Build and lead a Sales team to exceed quarterly and annual sales quotas
• Forecast monthly, quarterly, and annual results
• Lead complex, solution-based sales across Large Enterprise accounts
• Coach Account Executives on account-focused strategies
• Drive senior executive engagement with target accounts
• Manage Account/Opportunity/Relationship planning and sales methodologies
• Collaborate with Sales Engineering, Consulting, Customer Success and Marketing to close software and services deals
• Identify and address issues to accelerate growth in the region
• Travel 30–50% as needed

Skills

Sales leadership

Enterprise sales

MEDDIC

Forecasting

Coaching

Strategic selling

Cross-functional teamwork

Communication

Territory management

Education

Bachelor’s degree

Job description

For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and\’s what we show up for every day.

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

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, India, and Singapore. 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.

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