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Regional Manager, Commercial Sales

Smartsheet
life insurance, parental leave, paid holidays, sick time, flex time, 401(k)
United States, Massachusetts, Boston
179 Lincoln Street (Show on map)
Aug 12, 2025

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 currently seeking a Regional Manager, Commercial Sales to hire, coach and lead a team of up to 8 Expansion Account Executives. As a Regional Manager of Expansion, you will be accountable for overseeing a team responsible for closing new deals in existing accounts and driving them toward achieving monthly, quarterly and yearly revenue and bookings goals.

This remote role is part of the Commercial Sales team based in the US and reports to a Director, Commercial Sales.

You Will:



  • Build and manage a sales pipeline to meet or exceed software and services sales quotas within your book of business
  • Execute a solution-based sales process encompassing multiple groups within Commercial Accounts or equivalent to (200-4,999) employee size
  • Develop and prospect new business opportunities within existing customers by analyzing and proactively targeting high-value needs across multiple departments and lines of business
  • Leverage existing relationships to expand Smartsheet's footprint into other departments within the account and drive revenue or growth during renewals
  • Articulate and demonstrate Smartsheet's unique organizational solutions and functional value
  • Facilitate and manage the partnerships with Sales Engineers, Solutions Consultants, Sales Development and Customer Success teams to support full sales cycle and close business
  • Create and maintain Joint Engagement Plans for strategic solution deals
  • Maintain accurate and up-to-date records in Salesforce leveraging MEDDICC qualification guidelines to accurately forecast
  • Utilize existing sales enablement tools to successfully implement a territory plan. Identifying top accounts through in-depth account research using internal tools as well as external customer-related resources Smartsheet footprint can add value to the client's business
  • Other duties as assigned


You Have:



  • 3+ years successful sales experience managing and closing complex sales cycles
  • 3+ years of successful sales management experience
  • Experience selling in the technology field and/or SaaS required
  • Sponsored sales engagements with senior executives to develop long-range goals; monitors on-going performance against these objectives; identifies potential problems and initiates appropriate corrective actions to maximize results
  • Ability to continuously improve and adopt best practices, while championing new ideas
  • Strong presentation skills with the ability to negotiate
  • The desire and ability to lead with empathy to ensure that your team's needs are met while simultaneously meeting the goals of the organization
  • Proven success in building, growing and managing highly prolific sales team
  • Ability to work flexible hours
  • Familiarity with Salesforce and Tableau


Current US Perks & 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
  • 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
$115,000 $135,000 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.

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