[![Image]() Meet Jobicy Copilot — free AI autofill for job applications + remote job alerts ›](#) [All remote jobs](https://jobicy.com/jobs.md)Open role[![ClickUp logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/cd5be0ef-221.jpg)](https://jobicy.com/company/clickup.md)Remote opportunity at[ClickUp](https://jobicy.com/company/clickup.md) # Automations Engineer, Post Sales Systems Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/clickup.md)Share6 Sep 2026Published35Listing views0Application actions6 Oct 2026Apply before Opportunity details ## About this role. AI SummaryClickUp is seeking a Support Automation Engineer to build and operate AI-enabled post-sales support automations across Zendesk and connected CX systems. The role owns the full automation lifecycle, including discovery, design, integration, testing, deployment, monitoring, documentation, and optimization. Core work includes Zendesk workflows, Salesforce integrations, low-code orchestration through Workato or Zapier, data pipelines, reporting, and LLM-based support capabilities. Success depends on reducing manual support effort while improving reliability, customer experience, and operational visibility. This is a hands-on, cross-functional systems engineering role requiring strong ownership and communication with technical and non-technical partners. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 4/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThe position combines production CX-platform administration, API and integration work, data transformation, and safe application of LLM capabilities. It also requires independent ownership of high-impact automations in a fast-moving environment where reliability and customer trust are critical. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianHighly competitive$162,500US market range$130k–$185k0$204k AI insightThe disclosed US yearly salary range is $144,000 to $181,000 USD, with a midpoint of $162,500. This is competitive for a mid-level to senior support systems/automation engineer who combines Zendesk administration, integrations, and AI workflow implementation; a broader estimated US market range is approximately $130,000 to $185,000 annually. ## Core skills Skills and capabilities most closely associated with this opportunity. [Zendesk Administration](https://jobicy.com/jobs?search_keywords=Zendesk%20Administration.md)[Support Automation](https://jobicy.com/jobs?search_keywords=Support%20Automation.md)[AI and LLM Workflows](https://jobicy.com/jobs?search_keywords=AI%20and%20LLM%20Workflows.md)[REST APIs](https://jobicy.com/jobs?search_keywords=REST%20APIs.md)[Webhooks](https://jobicy.com/jobs?search_keywords=Webhooks.md)[Salesforce Integration](https://jobicy.com/jobs?search_keywords=Salesforce%20Integration.md)[Workato](https://jobicy.com/jobs?search_keywords=Workato.md)[Zapier](https://jobicy.com/jobs?search_keywords=Zapier.md)[SQL and Data Pipelines](https://jobicy.com/jobs?search_keywords=SQL%20and%20Data%20Pipelines.md) Sample interview questionsDescribe an automation you built that measurably reduced support-team manual work.I would explain the original workflow and baseline volume, map the decision points and exception paths, then describe the automation architecture, testing approach, and rollout. I would quantify outcomes such as reduced handling time, fewer routing errors, improved SLA adherence, or lower manual-touch volume, and note how I monitored and iterated after launch. How would you design a Zendesk-to-Salesforce integration that remains reliable as schemas and processes change? I would begin with a documented data contract covering object ownership, field mappings, update direction, identifiers, and expected latency. I would use idempotent processing, validation, retries with alerting, dead-letter handling where appropriate, and audit logs; I would also version mappings and maintain runbooks so changes can be tested safely before production. What safeguards would you use before deploying an LLM-powered ticket summarization or response-suggestion workflow? I would define the supported use case, acceptable error thresholds, privacy and data-handling requirements, and a human-review model before deployment. I would test against representative historical tickets, constrain prompts and output formats, include confidence or escalation rules, monitor quality and false positives, and keep a straightforward rollback path. A routing automation begins misclassifying high-priority tickets. How would you troubleshoot it? I would first contain the impact by adding human review or temporarily reverting to a known-safe routing rule. Next, I would inspect recent rule, schema, integration, and model changes; compare misclassified tickets with expected inputs and outputs; identify the failure pattern; deploy a tested correction; and monitor error rates and SLA impact closely after release. How do you gather requirements from support stakeholders who describe problems in non-technical terms? I translate the request into a concrete workflow by asking about trigger events, users, decisions, inputs, outputs, edge cases, volumes, and success measures. I validate the proposed process with examples or a lightweight prototype, document assumptions and ownership, and prioritize work according to customer impact, operational savings, risk, and implementation effort. At ClickUp, we’re building the future of work: the first truly converged AI workspace unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI. We are an AI-native company. Every team member is expected to leverage AI daily, and we evaluate AI fluency as part of our hiring process. Join us and help redefine what’s possible. 🚀 ### Job Summary As a Support Automation Engineer on the Post Sales Systems team, you will design, build, and maintain the automation and AI systems that power ClickUp’s post-sales support organization. You’ll be responsible for translating business workflows in Zendesk and related CX platforms into scalable, intelligent automations that reduce manual effort, improve customer experience, and free up our support team to focus on high-value interactions. This role sits at the intersection of engineering rigor and customer empathy. You’ll partner closely with the Support and Success organizations, GTM Systems Leadership, and cross-functional stakeholders to automate away toil, surface insights through AI, and build systems that adapt to how support teams actually work. The kind of person who thrives here moves fast, takes full ownership of what they build, and is genuinely excited about applying AI to real operational problems. This role is a direct contributor to GTMSOE’s broader mission of operational excellence across the GTM org. ### Key Responsibilities ### AI-Powered Automation Design & Development * Design and build automations in Zendesk that reduce repetitive support work: ticket routing, field population, note summarization, escalation logic, and customer outreach workflows. * Develop AI-driven workflows using Zendesk AI, custom LLM integrations, and ClickUp Super Agents to automate tasks like ticket summarization, sentiment analysis, knowledge base matching, and response suggestions. * Architect low-code/no-code automation solutions using Workato, Zapier, and similar integration platforms to connect Zendesk with Salesforce, ClickUp, Maven chatbot, and other tools. * Own the full lifecycle of an automation: discovery, design, build, testing, deployment, and ongoing optimization based on usage and feedback. ### CX Systems Integration & Data Flow * Ensure seamless data flow between Zendesk, Salesforce, ClickUp, Chili Piper, Maven AGI chatbot, and other tools in the support tech stack. * Design integration patterns that keep data clean, up-to-date, and accessible to downstream systems without creating maintenance nightmares. * Build and maintain reporting dashboards and data pipelines that surface support health, automation impact, and team productivity metrics. * Partner with the Support org to identify pain points, bottlenecks, and opportunities where AI and automation can deliver measurable value. ### AI Capability Expansion * Experiment with emerging AI/LLM capabilities (agents, RAG, fine-tuning) and determine which are production-ready for support workflows. * Build reusable AI templates and patterns that other CX Systems team members can leverage, promoting consistency and reducing duplication. * Collaborate with the broader GTM Systems Engineering team to share learnings and align on AI strategy across post-sales, sales, and finance domains. * Log AI/automation work in the team’s AI Excellence registry to promote transparency and cross-team learning. ### Reliability & Continuous Improvement * Monitor automation health, error rates, and SLAs; proactively identify and resolve issues before they impact support operations. * Gather feedback from support teams and stakeholders; iterate on existing automations to improve accuracy, reduce false positives, and adapt to evolving business needs. * Maintain documentation and runbooks so that support and CX teams understand how automations work and when to escalate issues. * Help simplify and modernize existing architecture in Zendesk and connecting systems to improve long-term maintainability. ### Cross-Functional Collaboration * Work closely with GTM Support teammates and leadership on intake, prioritization, and task execution. * Partner with the Support and Success organizations and key stakeholders to translate business requirements into technical specifications. * Contribute to the GTM Systems Engineering operating model: maintain task hygiene and communicate proactively on large initiatives. ### Qualifications ### Experience * 3–5+ years in systems administration, business systems engineering, or customer support platform work. * Demonstrated experience building automations or integrations that have shipped to production and delivered measurable business value. * Hands-on experience with CX platforms, particularly Zendesk at an admin level or higher. * Experience in a high-velocity, collaborative environment where you wear multiple hats and adapt quickly. * Optional but valued: experience with ClickUp, Maven/chatbots, GTM systems, or support-focused SaaS operations. ### Skills & Competencies Technical * Zendesk expertise: Hands-on experience with automations, triggers, business rules, and configuration (admin-level proficiency or higher). * Integration & API work: Comfortable with REST APIs, webhooks, and integration platforms (Retool, Workato, Zapier, or similar low-code tools). * AI & LLMs: Familiarity with prompt engineering, LLM APIs (OpenAI, Claude, etc.), MCP, and how to safely integrate AI into production workflows. You don’t need to be an ML engineer, but you should understand when and how to apply AI to solve real problems. * Data & scripting: Comfortable working with JSON, SQL, or light scripting (Python, JavaScript) to build data pipelines and transform data between systems. * Salesforce integration: Understanding of Zendesk-to-Salesforce sync workflows, object relationships, and common integration patterns. Operational & Mindset * Ownership: You take full responsibility for the systems you build—reliability, documentation, and continuous improvement included. You don’t hand off and walk away. * Velocity: You move fast, iterate, and ship. You embrace “done is better than perfect” when appropriate, but never at the expense of reliability or customer trust. * AI & Automation mindset: You’re excited about LLMs and AI agents, not intimidated. You experiment, learn quickly, and know when to apply new tools and when to stick with what works. * Collaboration: You’re a skilled communicator who can translate between technical and non-technical stakeholders. You ask clarifying questions, challenge assumptions respectfully, and build trust with the teams you support. * Growth: You’re customer-centric and measure success not just by automation coverage, but by the real impact on support efficiency and quality. ### What You’ll Work With * Zendesk: Primary CX platform—automations, triggers, custom fields, custom apps, and reporting. * ClickUp Super Agents: AI-powered automation and task orchestration within the ClickUp ecosystem. * Salesforce: Zendesk-to-Salesforce integration, data sync, field mapping, and cross-system workflows. * Integration stack: Workato, Zapier, and possibly Retool for custom apps and workflow orchestration. * Maven chatbot & AI tools: In-app support, ticket automation, and AI-driven customer interactions. * Data & reporting: ClickUp, Salesforce dashboards, and custom data pipelines for support metrics and insights. Equal Opportunity Employer ClickUp is an Equal Opportunity Employer, and qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin. Privacy Notice ClickUp collects and processes personal data in accordance with applicable data protection laws. You can find further details by viewing our [Global Candidate Privacy Notice.](https://clickup.com/careers-terms/candidate-privacy-notice) If you are a Philippine Job Applicant, please also see our [Philippine Data Privacy Notice](https://t333.s.clickup-attachments-stg.com/t333/d9a53ce2-6d2c-48cd-84b1-ed4e525f9613/Philippine%20Data%20Privacy%20Notice_2024.pdf?view=open) for further details. Visa Sponsorship Please note we are unable to sponsor or take over sponsorship of an employment visa for roles outside of engineering and product at this time. Sponsorship for engineering and product roles is not guaranteed, but is instead based on the business needs for that specific role at that time. Please reach out to the recruiter with any questions. Fraud Alert ClickUp Talent Acquisition will only initiate contact via an @[clickup.com](http://clickup.com) email or through our official careers portal on [clickup.com](http://clickup.com). We will never request fees, payments, or sensitive personal information. Please disregard any offers received outside these channels and report them to support@clickup.com. AI Processing Notice ClickUp may use artificial intelligence and machine learning technologies to help review and screen candidates’ employment applications against role-related criteria. These tools support, but do not replace, human decision‑making. If you have questions or need an accommodation in the recruitment process, please contact us at AskPeople@ClickUp.com. 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