Strategic Solutions Engineer, Enterprise (Chicago)

Clickup; United States; Hybrid; USD 140,000 - 210,000; Full time

Job summary

ClickUp is seeking a Strategic Solutions Engineer to partner with Sales and Success, delivering technical presentations and PoV projects for enterprise clients. You will build dashboards and reports, support RFPs, and stay current on new features to enable revenue growth.

The role is hybrid, based near Chicago with travel to the Midwest. Strong AI/LLM fluency and integration experience are essential.

Qualifications

• Proven experience designing and implementing agentic workflow automation using AI platforms.
• 6+ years in a customer facing role with technology; ideally pre-sales.
• 2+ years demonstrable success working with commercial or enterprise clients.
• Understanding deployment processes for Cloud transformation and change management.
• Strong customer-facing skills to influence technical and executive audiences.

Responsibilities

• Partner with sales and success to deliver technical presentations that explain our products and integrations for prospective and current clients.
• Design, develop, deploy and manage customer-specific PoV projects.
• Build custom reports and dynamic dashboards for prospective clients' management teams.
• Assist with the functional and technical elements of RFPs.
• Stay current on new feature releases and maintain updated demo spaces for sales.
• Support customers across the North East.

Skills

Agentic workflow automation

Pre-sales experience

Enterprise client experience

AI & LLMs experience

Integration platforms

Tools

Unito

Workato

Zapier

Integromat

Job description

At the company, 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.

This is a once-in-a-lifetime opportunity to join a hyper-growth startup focused on saving people time and making the world more productive!

The company is looking for a Strategic Solutions Engineer to serve as a technical partner to our Sales and Success orgs for bringing in net new customers, expanding existing accounts, and accelerating our revenue growth. The ideal candidate is a strong strategic thinker, skilled presenter, and has enough technical aptitude to figure out solutions for any technical challenges clients experience.

Teamwork is vital to how the company operates and a significant portion of your responsibilities will include working closely with Managers to understand and coordinate team needs. You should be able to work independently with little supervision, and also enjoy a fast paced and collaborative work environment. It is important that you are able to manage a range of tasks and prioritize their responsibilities, and meet deadlines with urgency and optimism.

The Role

• Partner with sales and success to deliver technical presentations that explain our products and integrations for prospective and current clients.
• Design, develop, deploy and manage customer-specific proof of value (PoV) projects.
• Build custom reports and dynamic dashboards for prospective clients' management teams.
• Assist with the functional and technical elements of RFPs.
• Stay current on new feature releases and maintain updated demo spaces for sales.
• This role will support customers across the North East.

Qualifications

Hybrid role based in Chicago, IL with a strong preference for candidates within reasonable travel distance of Chicago. The role requires periodic in-person availability for customer onsite meetings, enterprise deal support, and team working sessions in the midwest market, including occasional co‑working days with peers.

• Proven experience designing and implementing agentic workflow automation using AI platforms, including autonomous agents for task orchestration, multi‑step decisioning, and cross‑app integrations to deliver scalable enterprise productivity.
• 6+ years in a customer facing role with technology. Ideally pre‑sales, but may also be equivalent consulting, implementation, or sales enablement experience.
• 2+ years demonstrable success working with commercial or enterprise clients
• An understanding of the application deployment processes that enable successful Cloud transformation, change management, and organizational acceptance.
• Strong customer‑facing skills including the ability to influence technical and executive audiences towards the desired outcome.
• Creative problem solver with an eagerness to learn new technologies and sufficient technical background to assist with lightweight custom solutions.
• Demonstrated ability in business process mapping and diagramming, with experience in consumption‑based selling and value selling to drive customer outcomes and align solutions with business objectives.
• Hands‑on experience with AI & LLMs, integration platforms (Unito, Workato, Zapier, Integromat), web services, and APIs.
• Up to 50% of travel is required for this role.

#LI-Remote #LI-JC1

Equal Opportunity Employer

the company 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

the company collects and processes personal data in accordance with applicable data protection laws. You can find further details by viewing our Global Candidate Privacy Notice.

If you are a Philippine Job Applicant, please also see our Philippine Data Privacy Notice 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.