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Director of Commercial Sales

| Greater Boston Area

Smartsheet is seeking an experienced sales leader to oversee a team of sales managers as a Director of Commercial Sales. The ideal candidate will scale, operate and continuously improve our commercial sales business through high performing teams, strategies and execution. This leadership role is based in Smartsheet’s office in Boston, MA and reports directly to the Regional VP of Commercial Sales.


  • Recruit, hire, coach, and develop sales talent across 40+ individual contributors and 5+ managers
  • Ensure the team exceeds sales and operational targets on a monthly and quarterly basis
  • Engage directly on strategic sales opportunities
  • Provide day-to-day leadership of inside sales team and ensure proper application of sales methodology and departmental standards
  • Develop, execute, evaluate and refine aspects of sales strategy, process, and workflow to deliver maximum customer engagement, bookings and revenue growth
  • Monitor performance of sales representatives and teams for quota attainment, adherence to policies, and development of action plans, as needed. Develop and deliver business operational reviews summarizing key performance drivers and critical insight to increase future sales opportunities and required strategies and tactics.
  • Create a high-performing, energized, and supportive culture, emphasizing reward and recognition


  • Minimum of 7+ years of sales management experience, preferably in a multi-contact, high volume inbound and outbound environment
  • +2 years experience managing and developing a team of managers
  • B2B and SaaS experience is required
  • Strong leadership, organizational, communication and interpersonal skills
  • Experience hiring, developing, and managing sales representatives and managers
  • Highly proficient with SFDC and other sales- and customer-related systems
  • Excellent presentation skills, both verbal and written Trained and practiced in the art of consultative, needs-benefits selling; proficiency with “Challenger Sale” methodology preferred
  • Skilled in solution packaging, proposal design, and contract negotiations
  • Experience in navigating enterprise level contracts including security assessments and legal review
  • Experience managing complex, enterprise customer sales cycles with implementation and change management requirements
  • Ability to be creative, flexible, and objective in a highly dynamic, rapidly changing environment
  • Working knowledge of SaaS based collaboration products and Salesforce.com
  • BS/BA degree required; advanced degree preferred

About Smartsheet:

In 2005, Smartsheet was founded on the idea that teams and millions of people worldwide deserve a better way to deliver their very best work. Today, the company delivers a leading cloud-based platform for work execution, empowering organizations to plan, capture, track, automate, and report on work at scale, resulting in more efficient processes and better business outcomes. Smartsheet went public on the New York Stock Exchange in April 2018 and currently enables collaboration, better decision making, and accelerated innovation for over 76,000 domain-based customers in 190 countries, including 96 of the Fortune 100.

How We’re Different:

Smartsheet is the best way to plan, capture, track, automate, and report on work at scale, enabling teams to move from idea to impact – fast.

Customer Base:
Over 76,000 brands, and millions of information workers, trust Smartsheet to help them accelerate business execution and address the volume and velocity of today’s collaborative work. Named to the Forbes “Cloud 100” list of the best private companies in cloud computing, and by Gartner as a “Cool Vendor”, Smartsheet is used by over 96 of the Fortune 100 and maintains rich data integrations with mission-critical applications from Microsoft, Google, Salesforce, Atlassian, and many others.

Smartsheet is an Equal Opportunity Employer. Individuals seeking employment at Smartsheet are considered without regard to race, ethnicity, color, age, sex, religion, national origin, ancestry, pregnancy, sexual orientation, gender, gender identity, gender expression, genetic information, physical or mental disability, registered domestic partner status, caregiver status, marital status, veteran or military status, citizenship status, or any other legally protected category.

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Technology we use

  • Engineering
    • C#Languages
    • JavaLanguages
    • JavascriptLanguages


We are located in Boston's Leather District near a host of great restaurants and bars, as well as 6 minutes walking distance from South Station.

An Insider's view of Smartsheet

How would you describe the company’s work-life balance?

“Working at Smartsheet, you quickly realize that everyone is Smart and driven. That being said, you also find a culture built on honesty, authenticity and support. The work-life balance is paramount to Smartsheet and teammates are empowered to have a schedule that works for them best. "No one size fits all."


Tech Support

What does your typical day look like?

“Working at Smartsheet is challenging, but rewarding. Change happens quickly, innovation is encouraged, and we are constantly improving our product and how we serve our customers.”


Senior Product Trainer

What makes someone successful on your team?

“Working at Smartsheet has epitomized what a successful SaaS organization should look like. Every day, I am held to the highest standard by my peers, leadership, and our customers. What I enjoy most in particular about Smartsheet is how the entire team is driven by the same identity: To empower everyone to improve how the work.”


Solutions Implementation Manager

How do you empower your team to be more creative?

"Our employees have a track record of innovating and problem solving. Too often hiring managers give out high points for the type of logos recruits have on their resume or for their impressive academic background. We take a different approach by focusing on who has the technical chops to get stuff done and make a positive impact for our customer"


Senior Director of Engineering

What’s the vibe like in the office?

“As Senior Software Development Engineer at Smartsheet I am excited to go to work every day. I love collaborating with all my wonderful teammates building amazing products at Smartsheet. I work with a team of talented and driven people, striving to build the best work management and collaboration product on the market.”


Senior Software Development Engineer

What are Smartsheet Perks + Benefits

Health Insurance & Wellness Benefits
Dental Benefits
Health Insurance Benefits
Perks & Discounts
Casual Dress
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