Strategic Solutions Engineer (AI)

Location: Hybrid role based in San Diego, California, United States, with periodic in-person availability for customer onsite meetings, enterprise deal support, team sessions, and up to 50% travel. Candidates within reasonable travel distance of the San Diego headquarters are strongly preferred.

Compensation: Estimated OTE of $175,000–$225,000 per year, plus equity.

Company

ClickUp is a hyper-growth startup building an AI-native workspace that unifies tasks, documents, chat, calendar, and enterprise search.

What you will do

• Partner with Sales and Customer Success to deliver technical presentations covering products and integrations.
• Design, develop, deploy, and manage customer-specific proof-of-value projects.
• Build custom reports and dynamic dashboards for prospective clients' management teams.
• Support the functional and technical elements of RFP responses.
• Maintain current product knowledge and updated demo environments for Sales.
• Support customers across the Pacific Northwest and participate in customer travel and onsite engagements.

Requirements

• 6+ years of experience in customer-facing technology roles, preferably in pre-sales, consulting, implementation, or sales enablement.
• At least 2 years of demonstrated success working with commercial or enterprise clients.
• Proven experience designing and implementing agentic workflow automation with autonomous agents, multi-step decisioning, and cross-application integrations.
• Hands-on experience with AI, LLMs, integration platforms such as Unito, Workato, Zapier, or Integromat, web services, and APIs.
• Experience with cloud transformation, application deployment, change management, business process mapping, consumption-based selling, and value selling.
• Strong customer-facing communication, presentation, prioritization, and technical problem-solving skills.

Culture & Benefits

• AI fluency is evaluated during the hiring process, and daily AI use is expected.
• Collaborative, fast-paced environment with autonomy and close coordination with managers.
• Equity, 401(k), health, dental, and vision insurance.
• Spending accounts, life and disability coverage, paid parental leave, and flexible paid time off.
• Employee assistance, wellness, and professional development stipends.