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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 looking for a Data Steward to support and accelerate the productivity of our Sales organization. You will manage the governance and quality of data in Smartsheet's source CRM system that supports the daily operations of our Sales organization. You will maintain data assets and establish relevant processes with the ultimate goal of making it easier for our Sales reps to find and understand the data they need. You will support our Sales analyst team scrubbing data and researching inconsistencies in reporting. This role reports to a Sr. Manager, Variable Compensation based in the US. This role is eligible for remote work within Costa Rica. You must reside in Costa Rica. You Will: Lead changes and revisions to master data, metadata, and data hierarchies and affiliations within given guidelines Ensure that the Sales organization is operating off a single source of truth that can be reliably queried and accessed Perform initial data quality checks on extracted data Provide recommendations to leadership on needed updates or inputs into data governance policies, practices, and guidelines Other job duties as assigned. You Have: Bachelor's degree in related preferred 2+ years of experience in metadata management beneficial Experience in Cloud and SaaS go-to-market (GTM) Knowledge of data governance challenges and best practices for data quality and data stewardship A high level of proficiency in Excel (can perform complex functions) and Salesforce.com or equivalent CRM tool The ability to serve as a condu
At Squarespace, Customer Operations empowers users to give voice to their ideas and make it easy for them when they need help. Our team runs 24/7 with approximately 450 people between New York, Dublin, and a remote workforce. Customer Support Associates are on the front line working with our customers every single day to ensure that issues with their account are resolved in a timely manner. You will leverage your system knowledge and commitment to delivering an exceptional customer experience to not only solve problems for our users, but be a positive advocate of our brand. This remote role reports to a Customer Support Team Lead. Your first two weeks at Squarespace will include mandatory virtual training from September 28th - October 9th. To be eligible for this role you will need to live in one of the following states: Delaware, Florida, Georgia, Kansas, Michigan, Missouri, Ohio, Oregon, Tennessee, or Utah. Applicants must have a dedicated home office setup with a reliable and stable Wi-Fi connection. Please note that we do not support digital nomad lifestyles or international work arrangements. You'll Get To… Respond to customer live chats and emails in a timely manner - live chat is our primary channel, with queue-based work making up around 90% of the role Troubleshoot and guide customers through questions and issues with their Account, Billing, Domain, or other transactional inquiries Independently meet targets across Quality, Productivity and Customer Satisfaction, in email and live chat Stay up to date on new product features and improvements Identify isolated customer experiences and escalate important issues Who We're Looking For Open availability to work a 40 hour work week that spans weekends and holidays as our customers need us 1+ years customer-facing experience required in a similar role (retail, hospitality, online support) Expertise with written communication and the ability to spot spelling and grammar errors Proficiency with decoding conver
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. We are looking for a skilled and motivated Principal Software Engineer who is passionate about continuous learning and eager to grow along with us in a fast-paced, innovative environment. You will work remotely from Bulgaria and will be reporting to an engineering leader located in Bulgaria. You Will: Lead the design and implementation of Smartsheet's next-generation architecture, ensuring scalability, security, and performance for millions of global users. Define and drive architecture strategy, making key technical decisions that shape the future of the platform. Review and guide technical project designs, providing feedback during design review presentations to ensure system resilience and scalability. Take ownership of cross-functional technical initiatives, aligning teams around common architectural goals while driving large-scale projects to completion. Foster strong technical leadership, mentoring senior engineers and influencing best practices across multiple engineering teams. Lead deployment reviews for high-impact projects, ensuring they meet scalability, performance, and security requirements. Collaborate closely with product management and other business stakeholders to balance market needs with technical constraints, driving innovation while maintaining technical rigor. Advocate for quality and operational excellence, ensuring systems are monitored, tested, and maintained to meet the highest reliability standards. Perform other duties as assigned. You Have: Proven experience in system architecture and the d
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. We are looking for a VP of Product Management to lead AI product strategy at Smartsheet. You will lead a product team responsible for defining our comprehensive AI vision and roadmap, ensuring we build a cohesive, coordinated approach to how AI transforms our product. Your team will establish the strategic direction for specialized AI agents, evaluation infrastructure, and AI-powered capabilities, from platform foundations through to customer-facing features. You will report to our Chief Product and Technology Officer located in our Bellevue, WA office, or you may work remotely from anywhere in the US where Smartsheet is a registered employer. You Will: Lead a high-performing product team focused on defining and executing Smartsheet's comprehensive Applied AI product strategy. Define the strategic roadmap for AI product initiatives — from conversational experiences, MCP, automations, specialized agents, and evaluation infrastructure through to AI-powered features in customer-facing products — ensuring a cohesive, coordinated vision. Own the business outcomes of the AI portfolio — define the success metrics (adoption, retention, expansion, and revenue impact), set the targets, and hold the team accountable to them. Instrument, measure, and iterate: build the data and evaluation foundation that tells us whether AI features are actually working, and use it to make hard prioritization calls — including what to sunset. Move fast in a fast-moving space — ship, learn, and adjust in short cycles rather than waiting for per
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's customers in Europe, the Middle East, and Africa expect our Customer Trust team to understand their compliance challenges, speak their language, and respond quickly to security assessments. We're looking for a Sr. Security Engineer I to lead Customer Trust operations across EMEA—responding to security questionnaires, managing vendor risk assessments, and building trusted relationships with enterprise customers in these regions. You will be responsible for questionnaire triage, completion, and queue management for EMEA customers. You'll work closely with EMEA sales teams, understand regional compliance requirements (GDPR, EU data protection, sector-specific frameworks), and ensure Smartsheet maintains a strong reputation for responsiveness and technical credibility in these high-value markets. You will work remotely from the UK and report to our Sr. Director, GRC Engineering, based in the US You Have 5+ years of experience in customer trust, vendor risk management, security assessment, or customer-facing security roles at SaaS or cloud platform companies. Proven experience completing and responding to customer security questionnaires, vendor assessments, and RFIs. Strong understanding of GDPR, EU data protection, and regional compliance requirements: Familiarity with data residency, data processing agreements, DPIAs, and how cloud services operate within EU regulatory frameworks. Knowledge of GRC frameworks: Working knowledge of SOC 2, ISO 27001, and compliance standards commonly referenced in EMEA asse
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. You independently lead the most complex AI deployments Smartsheet undertakes. You own the full engagement lifecycle from technical discovery through production deployment through solutions org handoff. You architect multi-agent solutions, design client-personalized MCP resource packs, and build the Deployment Kits that transform how 200+ solutions consultants and partners operate. You mentor junior FDEs, drive the intelligence loop, and present field findings at weekly Applied AI strategy sessions. You are building a function, not filling a role. What You Will Do Lead complex, multi-system AI deployments end-to-end scope, architect, build, validate, and manage the customer relationship throughout. Own the AI workshop program for your pod, customize modules per customer, lead technical sessions, translate outputs into production requirements, evolve content from field learning. Architect multi-agent solutions selecting the right coordination pattern for each customer’s workflow characteristics and compliance requirements. Design client-specific and industry-specific MCP resource packs that serve personalized intelligence from the server so every connected AI surface gets smarter for that customer automatically. Own Deployment Kit quality for your pod. If a kit is not documented well enough for a solutions consultant with no engineering background to follow, it isn’t done. Lead Solutions Enablement Sprints: transfer AI deployment patterns to solutions consultants and partners with training materials and certification crite
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. You independently lead the most complex AI deployments Smartsheet undertakes. You own the full engagement lifecycle from technical discovery through production deployment through solutions org handoff. You architect multi-agent solutions, design client-personalized MCP resource packs, and build the Deployment Kits that transform how 200+ solutions consultants and partners operate. You mentor junior FDEs, drive the intelligence loop, and present field findings at weekly Applied AI strategy sessions. You are building a function, not filling a role. What You Will Do Lead complex, multi-system AI deployments end-to-end scope, architect, build, validate, and manage the customer relationship throughout. Own the AI workshop program for your pod, customize modules per customer, lead technical sessions, translate outputs into production requirements, evolve content from field learning. Architect multi-agent solutions selecting the right coordination pattern for each customer’s workflow characteristics and compliance requirements. Design client-specific and industry-specific MCP resource packs that serve personalized intelligence from the server so every connected AI surface gets smarter for that customer automatically. Own Deployment Kit quality for your pod. If a kit is not documented well enough for a solutions consultant with no engineering background to follow, it isn’t done. Lead Solutions Enablement Sprints: transfer AI deployment patterns to solutions consultants and partners with training materials and certification crite
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 looking for a high-impact Client Services Director to join our Professional Services Sales team. This role owns the end-to-end sales cycle for Smartsheet’s Services Portfolio and drives customer value by positioning Smartsheet as a strategic partner. We are seeking candidates who operate by: leading complex, multi-solution pursuits, influencing executive stakeholders, and applying value based selling to measurable business outcomes. You will report to the Director, Customer Outcomes and this is a remote eligible role. You Will: Own the services sales cycle: Lead pursuits from early qualification through signed Statement of Work (SOW), with or without AE/SE support Elevate conversations: Uplevel customer and account team discussions across the Customer Outcomes lifecycle to influence platform adoption, multi solution expansion, and long term value creation Drive value-led selling: Apply value frameworks (e.g., Smartsheet Value Selling, MEDDIC, Challenger) to uncover priorities, link them to Smartsheet solutions, and advise the customer through opportunity closed-won Engage executives: Develop trusted relationships with executive sponsors, procurement, and key decision makers to accelerate deal velocity and eliminate last mile friction Generate and progress pipeline: Maintain ~3× coverage by identifying whitespace, creating new opportunities, and advancing stalled pursuits with clear next steps and mutual action plans Forecast with discipline: Use Salesforce and Clari for precise pipeline hygiene, risk surfac
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. As the Director of Product Design, you will lead and grow a diverse and talented team of Product Designers in applying principles of design thinking to conceptualize engaging and personalized user experiences for our web and mobile apps. You have a solid history of making the people around you better. You drive quality and efficiency by establishing processes, developing talent, and leveraging your own expertise and experience to help coach your team to accomplish more than they might have without you. You see yourself as a team captain more than a coach. You are skilled at scaling your influence and abilities. You love to collaborate with designers, user researchers, engineers, product managers, executives, and inspire them to do their best. You thrive on working well with others… and getting things done. You will represent the end user and evangelize human-centered methodologies across the product team to ensure innovative designs that truly meet people’s needs from first-time users to seasoned experts. You will report to our VP of Product Design located in our Bellevue, WA office, or you may work remotely from anywhere in the US where Smartsheet is a registered employer. You Will: Help establish, drive and articulate a vision for the future of design at Smartsheet. Define the user experience strategy and vision for your areas of oversight. Establish goals and target metrics that design decisions can be mapped to. Manage the day-to-day and strategic activities of UX designers, making sure that the human-cen
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. FedRAMP and GovRAMP (formerly StateRAMP) are transforming how Smartsheet serves government and regulated customers. We need a FedRAMP and GovRAMP subject matter expert to lead these programs—someone with real hands-on experience obtaining and maintaining ATO authorizations, navigating 3PAO assessments, and managing continuous monitoring requirements. In this role, you'll own Smartsheet's FedRAMP and GovRAMP certifications, manage relationships with our 3PAOs, drive annual assessment preparation, manage POA&M processes, and ensure we maintain authorizations at the highest level. You'll understand the nuances of federal compliance, speak fluently with government agencies and authorized assessors, and translate complex regulatory requirements into clear roadmaps for engineering and operations teams. You'll be the voice of federal compliance at Smartsheet and the trusted advisor to government customers on our security posture. You Will: Own FedRAMP and GovRAMP (formerly StateRAMP) certifications and roadmaps: Lead the overall strategy for obtaining and maintaining federal authorizations, including package management, compliance timelines, and authority coordination. Manage 3PAO relationships and assessments: Work with accredited third-party assessment organizations to conduct initial assessments and annual re-assessments. Coordinate scoping, evidence preparation, testing coordination, and results validation. Lead continuous monitoring (ConMon) execution: Oversee the delivery of monthly, annual, and event-driven Fed
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. You independently lead the most complex AI deployments Smartsheet undertakes. You own the full engagement lifecycle from technical discovery through production deployment through solutions org handoff. You architect multi-agent solutions, design client-personalized MCP resource packs, and build the Deployment Kits that transform how 200+ solutions consultants and partners operate. You mentor junior FDEs, drive the intelligence loop, and present field findings at weekly Applied AI strategy sessions. You are building a function, not filling a role. What You Will Do Lead complex, multi-system AI deployments end-to-end scope, architect, build, validate, and manage the customer relationship throughout. Own the AI workshop program for your pod, customize modules per customer, lead technical sessions, translate outputs into production requirements, evolve content from field learning. Architect multi-agent solutions selecting the right coordination pattern for each customer’s workflow characteristics and compliance requirements. Design client-specific and industry-specific MCP resource packs that serve personalized intelligence from the server so every connected AI surface gets smarter for that customer automatically. Own Deployment Kit quality for your pod. If a kit is not documented well enough for a solutions consultant with no engineering background to follow, it isn’t done. Lead Solutions Enablement Sprints: transfer AI deployment patterns to solutions consultants and partners with training materials and certification crite
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. You independently lead the most complex AI deployments Smartsheet undertakes. You own the full engagement lifecycle from technical discovery through production deployment through solutions org handoff. You architect multi-agent solutions, design client-personalized MCP resource packs, and build the Deployment Kits that transform how 200+ solutions consultants and partners operate. You mentor junior FDEs, drive the intelligence loop, and present field findings at weekly Applied AI strategy sessions. You are building a function, not filling a role. You will work remotely from Germany and will be reporting to Sr. Director, Engineering You Will: Lead complex, multi-system AI deployments end-to-end scope, architect, build, validate, and manage the customer relationship throughout. Own the AI workshop program for your pod, customize modules per customer, lead technical sessions, translate outputs into production requirements, evolve content from field learning. Architect multi-agent solutions selecting the right coordination pattern for each customer's workflow characteristics and compliance requirements. Design client-specific and industry-specific MCP resource packs that serve personalized intelligence from the server so every connected AI surface gets smarter for that customer automatically. Own Deployment Kit quality for your pod. If a kit is not documented well enough for a solutions consultant with no engineering background to follow, it isn't done. Lead Solutions Enablement Sprints: transfer AI deployment patterns to so
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 empowering ambitious sales professionals to join our team as Account Executives. In this role, you'll transcend traditional sales, becoming a trusted advisor and strategic partner to our customers. You'll be at the forefront of driving significant revenue growth by managing and expanding relationships within a portfolio of accounts. This is your chance to leverage your strategic thinking and sales acumen to navigate complex deals and deliver transformative solutions that directly impact our clients' success. At Smartsheet, we provide a leading cloud-based platform for work execution, enabling organizations to plan, capture, track, automate, and report on work at scale. We are committed to fostering a culture of trust and innovation, empowering our team to deliver exceptional value to our clients. This role is eligible for remote work within Costa Rica. You must reside in Costa Rica. You will: Drive Strategic Growth: Exceed software and services sales targets by developing and executing strategic account plans for clients. Cultivate Executive Relationships: Build and nurture strong relationships with C-level executives and key decision-makers, positioning Smartsheet as a strategic partner. Navigate Complex Deals: Lead complex, solution-based sales cycles, aligning Smartsheet's capabilities with clients' strategic objectives and driving significant deal closures. Proactive Opportunity Identification: Identify and capitalize on expansion opportunities within existing accounts, ant
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 a dynamic, operationally focused leader to join our team to lead the Office of the Chief Product and Technology Officer (CPTO). As the right-hand to the CPTO, you will play a key role in running the 650-person team’s operations, driving key initiatives to support our transformation strategy, and forging relationships across Smartsheet to ensure seamless execution and operations. Reporting to the CPTO, this is a high-visibility, high-accountability, and high-velocity role. The successful candidate will use their emotional intelligence and business acumen to inform strategic priorities and collaborate across the organization to accomplish our big, audacious goals. Smartsheet is at a pivotal moment in our history as we transition our value proposition, our GTM operations, and our entire product lineup into the agentic era to solidify our position as the leader in Enterprise. This is a remote eligible position and you may work remotely from anywhere in the US where Smartsheet is a registered employer. You Will: Annual Planning and Transformation Operations: Partner with the CPTO to build the org-wide 3-year strategic plan, focused on product adoption, revenue retention & growth, and customer value delivery aligned to the GTM strategy. Provide lift to Executives where needed on strategic initiatives. Serve as business leader in the annual strategic and financial planning process, connecting the various streams of work occurring across all product functions and partnering
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