VP, Commercial Sales - SMB

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 looking for a proven enterprise SaaS sales leader to develop and scale the SMB Commercial Sales team. You will be responsible for continuing to refine the sales strategy to accelerate growth across a defined number of high-growth accounts. Leading the efforts of creating account strategies, refining sales plays, expanding executive relationships, incorporating the customer journey and selling high value solutions are essential success factors of this role. These elements need to be synthesized into a cohesive strategy that supports accelerating growth in software and services bookings.

You have a proven track record of consistently exceeding sales goals with solid leadership, tenacity, great attitude, accountability, high energy, integrity, and discipline. As a leader on this team, you will play a crucial role in making Smartsheet the Collaborative Work Management market leader across accounts up to 1,000 in employee size. This role will be managing a team of both US based employees as well as employees based in Costa Rica.

You will report to the SVP of North America and be based in the US.

You Will

• Recruit, hire and develop a high performing enterprise SaaS sales team, including Directors, Managers, Client Development Managers and New Business Representatives
• Drive strategy and lead the Commercial Sales team to consistently exceed quarterly and annual sales objectives
• Develop and lead the plan to significantly increase the number of Smartsheet senior executive relationships with C-level executives
• Develop trust-based relationships with leaders across the business, including Product & Engineering, Marketing, Finance, Operations, Sales Engineering and Customer Excellence
• Successfully develop and execute across all disciplines of sales management, including Account/Territory/Opportunity planning, sales methodology execution, forecasting and professional development
• Be a coach to Directors in the execution of a solution-based sales process encompassing multiple groups within accounts up to 1,000 in employee size.
• Proactively identify and address issues that inhibit growth in Commercial Sales

You Have

• Demonstrated track record of exceeding sales objectives leading enterprise SaaS sales teams by winning new business and driving substantial growth in accounts up to 1,000 in employee size.
• Proven ability to drive sales teams in executing land and expand sales strategies to predictably expand accounts, culminating in being chosen as an enterprise standard
• Demonstrated competence in effectively engaging and developing value-based relationships with C-level executives
• Minimum of 7 years experience, including second line management, leading strategic software, preferably Commercial Sales SaaS, teams
• 10+ years of experience in the software industry with recent enterprise SaaS experience, preferably on the business applications side (selling to sales, marketing, HR, finance, manufacturing)
• Excellent interpersonal skills and the ability to multitask, work cross-functionally within the organization, and thrive in a collaborative environment
• Demonstrated sales methodologies
• Experience working in a fast-paced, high growth software company where change is a constant
• Smartsheet, Salesforce.com, Google Apps, Tableau skills
• Bachelors (BA/BS) degree required, MBA 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

$235,000 - $277,000 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.