Smartsheet

Role Description As a Senior Software Engineer I (Automation), you will lead the design, build, and operation of systems and workflows that directly support business execution at scale. You will own complex technical initiatives, partner with Product Managers and stakeholders on technical roadmaps, and mentor junior engineers. This full-time position reports to the Sr. Director, Development and can be located in our Bellevue, WA office, or you may work remotely from anywhere in the US where Smartsheet is a registered employer. - Architect AI Agents: Take a leading role in designing Agentic Workflows using AWS Step Functions and Bedrock Agents that reason through multi-step business problems. - Standardize Context via MCP: Drive the implementation of the Model Context Protocol (MCP) across the org to unify how AI interacts with Smartsheet, CRM, and ERP data. - Design Human-in-the-Loop: Own the end-to-end design of high-stakes automations where UiPath Action Center acts as the safety gate for AI-driven decisions. - Optimize RAG Performance: Manage vector database indexing and retrieval strategies (e.g., chunking, embedding) to eliminate hallucinations in enterprise search. - Collaborate Across Teams: Partner with the Integration & Application Engineering Teams to consume the REST APIs they build, transforming them into user-facing AI tools. - Take part in and lead code reviews and architectural discussions, acting as a technical gatekeeper for code quality and system integrity. - Forge a strong partnership with Product Management and business stakeholders to translate high-level business goals into technical roadmaps. - Mentor & Elevate: Mentor junior/mid-level engineers on AI prompt engineering, MCP server development, and UiPath best practices. - Participate in a production support weekly rotation, taking ownership of complex issue resolution and driving root-cause analysis to improve system resiliency. - Drive Agile/Scrum processes, helping to refine team velocity and ensuring the consistent delivery of high-impact features. Qualifications - 5+ years of experience building highly scalable applications or enterprise-grade integration services. - Advanced AWS Expertise: Step Functions, EventBridge, and SQS/SNS for orchestrating complex, asynchronous logic. - 5+ years of programming experience with modern languages such as Javascript (Node.JS), TypeScript, or Python. - AI Native: 1+ years of experience building AI features using Generative AI or Agentic workflows with a measurable business impact. - MCP & Protocol Mastery: Deep knowledge of MCP, REST APIs, and modern authentication (OAuth) for secure data retrieval. - UiPath Expertise: Expertise in UiPath Integration Service and Action Center to bridge the gap between AI and human reviewers. - Expertise in observability platforms (e.g., Datadog, CloudWatch) to proactively manage system health and lead troubleshooting and conducting root cause analysis for production-grade environments. - Work autonomously leading development aspects within large projects, breaking tasks into accurate work breakdown plans and providing regular feedback to the product managers/project team. - A degree in Computer Science, Engineering, or a related field, or equivalent practical industry experience. - Legally eligible to work in the U.S. on an ongoing basis. 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: $145,000 — $193,750 USD.

• Define a set of features/experiences based on customer needs, market trends, and business outcomes • Socialize your work and drive alignment with cross-functional leaders; work closely with design and engineering to create compelling, high-quality customer experiences • Regularly present strategy, product concepts and roadmap to educate, influence and align with senior leadership • Use internal and external data to guide experimentation, A/B testing, decisions, opportunities and evaluation of success • Partner with research, product design, data science and analytics teams to run quantitative experiments and analysis to test hypotheses and iteratively develop product capabilities that our customers love • Support other duties as needed

• Lead analytics engineering strategy and execution, owning the design and evolution of core data models using modern practices — Data Vault, dimensional modeling, dbt on Snowflake — with a clear roadmap toward a Databricks lakehouse architecture. • Own the company-wide semantic layer and metrics store, ensuring Bookings, ARR, NDRR, and other critical business metrics have a single, version-controlled, trusted definition consumable by every downstream tool and AI agent. • Drive Finance Analytics, including ownership of Bookings, ARR, NDRR, segment and territory reporting, and month-end close pipelines, partnering closely with Finance and Revenue Operations. • Set the standard for data governance and data quality, including discoverability, lineage, access controls, and data contracts between upstream producers and downstream consumers — leveraging Atlan, Unity Catalog, and Monte Carlo. • Own data egress and reverse-ETL strategy, governing pipelines from the data warehouse to downstream platforms including Salesforce, Marketo, Gainsight, Outreach, Thoughtspot, Tableau, and Amplitude. • Shape our AI data strategy, ensuring data assets are structured, documented, and governed to serve as reliable foundations for AI agents, LLM-based analytics, and intelligent product features — while driving data-as-a-product principles and platform cost discipline. • Lead cross-functional strategic programs including Quote-to-Cash modernization, unified customer data modeling, and the Snowflake-to-Databricks migration, acting as a key decision-maker across multi-quarter initiatives. • Develop cross-team relationships across functional leadership and BI partners to ensure we are meeting existing analytics needs and are well-positioned to meet the needs of the future. • Build, develop, and lead a high-performing team, managing vendor and partner relationships, and evolving team capabilities to meet the demands of a rapidly maturing data platform.

• Conduct security reviews and threat modeling of AI-integrated product features • Own end-to-end security assessments for high-risk features and services • Operate and evolve the security scanning controls embedded in Smartsheet's GitLab pipelines • Serve as the expert validation layer for Smartsheet's bug bounty program

• Own and evolve the edge proxy platform: Maintain, upgrade, and extend a high-performance reverse proxy — including maintaining the proxy binary and its configuration tooling, writing Go and Python automation, managing the full container image lifecycle on hardened Linux base images, and working across the broader edge layer, including CDN, WAF, and traffic management capabilities. • Build and maintain cloud infrastructure as code: Design and implement Terraform/Terragrunt modules and live environment configurations managing EKS clusters, load balancers, IAM roles, VPC networking, ECR registries, and supporting AWS services across multiple regions including GovCloud. • Operate Kubernetes clusters at scale: Manage multi-region, multi-cluster EKS deployments via FluxCD GitOps workflows and Helm charts, including node AMI rotation, add-on lifecycle management, and horizontal pod autoscaling. • Build and own CI/CD pipelines: Design, maintain, and improve shared GitLab CI/CD pipeline templates used across all team repositories; build and operate alternative pipeline workflows for isolated government cloud environments. • Automate operational toil: Build and maintain tooling for tasks such as container image patching, EKS AMI rotation, air-gapped ECR image sync to GovCloud, and automated MR creation for monthly version-bump patching cycles. • Manage observability and on-call: Provision and maintain Datadog SLOs, monitors, and dashboards via Terraform; participate in the team's on-call rotation responding to edge proxy incidents across production and GovCloud environments. • Support FedRAMP/GovCloud operations: Operate the GovCloud environment with its unique constraints — air-gapped image distribution, infrastructure automation in isolated networks, and alert management with compliance-aware data handling. • Evaluate and adopt internal developer tooling: Research, prototype, and drive the adoption of internal tools that improve engineering productivity across the company — including developer portals, platform self-service capabilities, and other tooling that raises the bar for the developer experience at Smartsheet. • Mentor and collaborate: Share knowledge across the team through code reviews, architecture discussions, and runbook authorship; foster a culture of engineering excellence and operational rigour. • Strategically apply AI tools: Strategically apply and champion AI tools within your team's domain to improve project execution, infrastructure design, quality, and debugging, leading adoption of AI best practices.

Role Description Smartsheet is looking for a Support Specialist who will be responsible for tackling complex technical issues. Successful individuals in this role will enjoy troubleshooting, testing, and documenting complicated and often unique technical issues. This position requires a highly motivated individual who can collaborate in an environment that fosters knowledge sharing and rapid problem-solving in order to resolve customer technical issues efficiently. You will report to a Support Pod Manager. This role is eligible for remote work within Costa Rica. You must reside in Costa Rica. - Handle customer technical issues with a high sense of urgency and ownership while keeping stakeholders appropriately apprised of the investigation - Troubleshoot issues using internal & external documentation, analyze log files, use various tools and other resources to identify root causes and resolve customer issues - Contribute to your team’s goals by thoroughly researching, testing, and documenting your investigations as you collaborate with colleagues to help them progress their cases as well as your own - Share your expertise, provide guidance on troubleshooting techniques, and help upskill your colleagues - Work with customers through a variety of channels including email, phone, and chat - Work closely & collaboratively with colleagues on a daily basis to help research and resolve the most complex customer impacting issues - Contribute to internal & external documentation - Manage other responsibilities as assigned - Other job duties as assigned Qualifications - 2+ years technical or customer support experience, or equivalent - Ability to demonstrate empathetic and confident issue ownership, assuring customers that if you can't solve their problem, you will ensure they are directed to the right resource - Confidence and strong interest in problem solving - Excellent written, verbal, and interpersonal communication skills - Ability to work independently or collaboratively in a fast-paced environment - Working knowledge of assigned feature strongly preferred - A firm grasp of and comfort using cloud applications - Desire and aptitude to quickly ramp up on new technologies, languages, and frameworks - Conceptual understanding of a RESTful service - Willingness to engage on complex matters - Comfortable working in ambiguous situations with little to no direction - Flexibility in your working hours as this position will require work outside of standard business hours Benefits - Fully paid Health & Life insurance for full-time employees and family members - Monthly stipend to support your work and productivity - Asociacion Solidarista with employee and employer contributions as well as potential alliances with entities such as universities, gyms, etc. - 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 Udemy 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)

• Own the Workflow UI Experience by architecting and building the Workflow Builder front-end. • Develop with React & UI Libraries, integrating component libraries for consistency. • Build scalable and secure back-end services with a security-first mindset. • Deliver high-quality at scale through comprehensive tests and monitoring performance metrics. • Mentor and lead junior engineers and contribute to technical roadmap planning.

Role Description Smartsheet is currently seeking a Regional Manager, Commercial Sales to hire, coach and lead a team of up to 9 Expansion Account Executives. As a Regional Manager of SMB 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 Regional Vice President, 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 (200-500) 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 Qualifications - 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 ongoing 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 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: $85,000 — $140,000 USD

• Serve as a trusted finance partner to G&A and Marketing leaders, bringing financial rigor and a business lens to the questions they're working through. • Build decision-grade models with scenario and sensitivity analysis to evaluate new programs, vendor selections, and capability builds. Examples include marketing pipeline contribution modeling, product-led growth (PLG) investment cases, personnel and organizational cost modeling, and build-vs.-buy or outsourcing analyses. • Help Marketing leaders connect spend to pipeline, bookings, and brand outcomes across paid, owned, earned, PLG, events, and partner motions. Partner with G&A leaders on the cost and benefit of process improvements, automation, and organizational design decisions. • Actively engage in annual planning, quarterly forecasts, monthly close, and variance cycles—owning the narrative behind the numbers and ensuring accuracy and consistency. • Translate complex analyses into clear recommendations for VP- and C-level audiences, and partner across Accounting, HRBPs, Procurement, and other FP&A teams to drive decisions forward. • Leverage AI, BI, and FP&A platforms to elevate the quality and speed of analysis and move the team toward real-time decision support. • Own and contribute to other projects and duties as assigned.

Role Description We are looking for a Senior Director, Customer Experience Strategy & Programs to join Smartsheet’s Customer Excellence leadership team. This role will be at the center of defining and scaling Smartsheet’s end-to-end Customer experience as the company continues to grow and serve increasingly complex customers. You will lead the strategy, design, and execution of global Customer Excellence programs that drive adoption, retention, and customer value at scale. This is a high-visibility, high-accountability role that partners closely with senior leaders across Product, Sales, Revenue Operations, and the Executive Team to shape the future of Customer Excellence at Smartsheet. You will report to the Chief Customer Officer. This is a remote eligible position and you may work remotely from anywhere in the US where Smartsheet is registered. You Will: - Create and implement programs and strategy across Customer Excellence, including customer success methodology, digital success and scaled engagement, customer education, executive escalations, voice of customer, and retention & value strategy, consistently fostering product adoption and reducing churn across Smartsheet’s business. - Act as a strategic partner to executive leaders and teams across Product, Sales, Support, and Revenue Operations, shaping adoption, retention, and growth strategies for Smartsheet’s customers. - Build, lead and inspire a high-performing global team, developing talent and establishing clear ownership, operating rhythms, and accountability. Establish and build core capabilities in our India Center of Excellence. - Operate as an essential member of the Customer Excellence Leadership team and trusted teammate with peer executives to design, mobilize, and deliver on our vision for a world class Customer Success organization. - Leverage customer insights, data, and emerging capabilities (including AI) to anticipate customer needs, innovate Customer Excellence programs, and improve business outcomes at scale. Qualifications - 15+ years of experience in Customer Success, Sales, Product Marketing, Product management or GTM strategy within a SaaS environment - 5+ years experience in people management - A proven track record building and scaling global Customer Success programs and methodologies, particularly in enterprise or multi-product environments - Demonstrated experience with interpreting data analytics to derive insight and drive customer value, then turning insights into action to improve results - Proven track record of operating at both strategic and operational levels, translating long-term vision into executable programs and measurable results - Strong cross-functional leadership experience, with a history of partnering with Product, Sales, Marketing, Support, and Analytics leaders to drive aligned outcomes - Executive presence and influence, with comfort engaging C-level stakeholders internally and with customers, and leading through transformation and change - Bachelor's degree, MBA preferred - Able to travel up to 25%, with some international travel required 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: $187,500 — $267,500 USD Company Description 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. 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.