Sr. Deal Desk Specialist

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.

Senior Deal Desk Specialist

Summary:

Smartsheet is looking for a Senior Deal Desk Specialist to join our Finance Operations team supporting the Global Sales and Finance Operations teams with facilitation of deals through the Quote to Cash sales cycle. You will work with essential partners across Sales, Professional Services, Legal, Privacy, Finance, Security, Compliance, Product and Revenue Recognition Accounting teams to ensure deals are structured and negotiated to comply with Smartsheet policies.

In 2005, Smartsheet was founded on the idea that teams and millions of people worldwide deserve a better way to achieve their very best work. Today, we provide 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 outcomes.

You will report to our Deal Desk Manager located in our Bellevue office, but this role will be based in Costa Rica.

You Will:

• Be a trusted advisor to the Global Sales Teams for deal structuring and support other company partners throughout the sales cycle to expedite deal execution
• Provide guidance on routine to moderately complex deal structures in a way that maximizes ACV and customer satisfaction, and manages risk for Smartsheet
• Work with multiple teams including Sales, Finance, Legal, Deal Operations, Pricing, Billing, and Compliance to address custom deal requirements
• Enhance specialized issues to appropriate partners and bring resolution to those issues.
• Be the main contact to lead deals through appropriate approval level
• Review deal progression and collaborate with team members to ensure deal cycle times and precise execution.
• Follow a same-day response commitment to set service standards that can be relied upon
• Review submitted Deal Requests for accuracy and conformance to Smartsheet sales order acceptance policies
• Ensure all approved requests have been documented observing Finance Operations and accounting processes
• Ensure compliance with internal controls and work towards zero processing errors
• Establish and lead project improvement plans with defined timeline
• Contribute to different process improvement projects

You Have:

• 5+ years of relevant Deal Desk or Sales Support experience in a SaaS company with Direct, Channel, Government, Services, and International Sales.
• An understanding of sales process, Billing, revenue recognition including structuring of a deal and contract management.
• Consulted on common deal patterns
• Experience supporting Resellers
• Affect change within the organization to improve processes
• Excellent oral/written communication skills
• Work flexible hours on a rotating schedule for coverage to support EMEA and APAC Sales teams
• Working knowledge of Salesforce, CPQ, Netsuite, or similar systems CRM and ERP systems

Perks & Benefits:

• Fully paid Health & Life insurance for full-time employees and family members
• Monthly stipend to support your work and productivity
• 12 days paid Vacation + Flexible Time Away Program
• 20 weeks fully paid Maternity Leave
• 12 weeks fully paid Paternity/Adoption Leave
• Personal paid Volunteer Day to support our community
• Opportunities for professional growth and development including access to LinkedIn Learning online courses
• Company Funded Perks including a counseling membership and your own personal Smartsheet account
• Teleworking options from any registered location in Costa Rica (role specific)

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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