About this role.
Smartsheet seeks a Commercial Mid-Market Account Executive to expand software and services revenue across an existing US Central/East territory of 500–4,999-employee customers. The role owns full-cycle, solution-based SaaS sales, including pipeline creation, account research, multi-threading, renewals, upsells, forecasting, and strategic deal planning. Success requires at least five years of SaaS full-cycle sales experience, strong B2B relationship management, and disciplined use of Salesforce, Tableau, and MEDDICC. The AE will work closely with Sales Engineers, Solutions Consultants, and Customer Success to close complex opportunities and grow customer adoption. This is a US-remote role with a disclosed base salary plus a competitive incentive opportunity.
Role DNA
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Job Complexity
4/5Pace & Pressure
5/5Autonomy Level
4/5Communication Load
5/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
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Sample interview questions
I start with account research, product usage and renewal data, organizational changes, and business priorities. I map stakeholders across departments, identify workflow gaps that the platform can address, then prioritize opportunities by customer impact, deal viability, and expected value. I create a mutual engagement plan with clear next steps, owners, and success criteria.
I validate measurable customer outcomes, identify the economic buyer, define decision criteria and process, clarify procurement and legal requirements, uncover pain points, and develop an internal champion. I document these elements in Salesforce and address gaps early, which improves forecast quality and ensures the sales team is pursuing validated opportunities rather than assumptions.
I align the team around the customer's business problem, desired outcomes, stakeholder map, and mutual close plan. Sales Engineering supports technical validation, Solutions Consulting connects the platform to the target workflow, and Customer Success contributes adoption history and value realization insights. I maintain one coordinated customer narrative, set regular internal checkpoints, and ensure each participant has clear responsibilities.
I first assess the pipeline by stage, conversion rate, account potential, and next-step quality to determine whether the issue is volume, qualification, or deal progression. I then increase targeted account research and outreach, activate relevant partners, pursue near-term expansion paths, and strengthen multi-threading in priority accounts. I track leading indicators weekly and adjust the territory plan based on outcomes.
I prepare by understanding the executive's strategic priorities, market pressures, and the organization's current use of our platform. Rather than leading with features, I frame discussions around measurable business outcomes, risk reduction, and scalable operational improvement. I bring relevant insights, involve internal experts when useful, and consistently follow through on commitments to earn trust over time.
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 it’s what we show up for every day.
Smartsheet is seeking change agents to join our Central/East Commercial Sales Team as an Account Executive. You will be responsible for increasing software sales and driving expansion across a territory of accounts. You will be motivated, passionate, and opportunistic. You will be a proactive and curious member of the commercial sales team, identifying growth opportunities for clients before they identify a need or gap for themselves.
This remote role is part of the Commercial Sales team based in the US and reports a Manager, 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 our commercial mature accounts equivalent to (500-4,999 employee size)
- Develop 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 and drive revenue or growth during renewals
- Expand Smartsheet brand awareness at the c-suite, operational and team level
- Facilitate and manage partnerships with Sales Engineers, Solutions Consultants 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
You Have:
- 5+ years full sales cycle management with a history of proven performance in the SaaS space
- 3+ years of experience managing customer relationships and maintaining relationships in a B2B environment
- A thorough understanding of a SaaS evaluation process and have the ability to execute on each stage in the sales cycle
- 3+ years of experience working with multiple functional departments and roles to manage customer life cycle from initial engagement through implementation to renewal
- The ability to research accounts to uncover opportunities for up-sell within existing plans, and multi-thread opportunities across the organization
- Experience using CRM and power BI software (Salesforce and Tableau) to track daily activities, key metrics and gain territory insights
- Passion for working with new technologies and technical concepts
- Bachelor’s degree or the equivalent combination of other post-secondary education
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
- 15 days PTO, plus Sick Time Off
- 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)
- 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
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
$75,000—$95,000 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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