Remote Ship Pilot Jobs in Chicago, IL (NOW HIRING)

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About the Role

As a Senior Software Engineer on the MarTech Engineering Team, you'll be a forward deployed engineer embedded in the marketing organization, building production AI agents that solve real campaign, content, social, ABM, and performance problems. You'll work shoulder-to-shoulder with marketing domain experts (SMEs) - sitting in their workflows, learning their systems, and turning their expertise into agents that go live and stay live.

Your remit spans the full lifecycle: rapid prototyping with SMEs to validate ideas, building the integrations and skills needed to ship a working pilot, and hardening pilots into production-grade agents that operate reliably at scale. When something is missing - a CRM that doesn't expose what you need, a data source not yet in the warehouse, a guardrail that doesn't exist - you'll either build a pragmatic workaround to unblock the pilot or translate the gap into a clear, prioritized requirement for our partner platform team - the engineers who own the underlying marketing systems, data plumbing, and AI-native tooling - to address. You sit at the seam between domain expertise and platform infrastructure, and your job is to make sure neither side waits on the other.

The role demands solid technical judgment: when to build vs. wait, when to abstract a one-off solution into a reusable skill, and how to ensure agent outputs translate into safe, brand-aligned, and factually correct actions across a complex marketing stack. Success is measured by the volume and quality of marketing work that agents are actually doing in production - not by demos, not by POCs, but by agents that marketers trust to do the job. This is a fantastic opportunity to build the agentic layer of one of the world's largest commercial real estate platforms from the ground up, and to see your work change how marketing operates at global scale.

Who You Are

We're optimizing for three things ahead of tool-specific experience: solid technical fundamentals, a pragmatic problem-solving disposition, and strong cross-audience communication. The agent tooling landscape changes every few months - what we can't easily teach is how someone thinks, ships, and explains under uncertainty. If you have those three, we'll happily back you while you skill up on whichever runtime, framework, or model provider this quarter favors.

• You have a Bachelor's or Master's degree in Computer Science, Engineering, or a related field, or equivalent work experience
• You are proficient in English, both written and verbal, sufficient for success in a remote and largely asynchronous work environment
• You have 3+ years of software engineering experience working in production systems, including meaningful time integrating against enterprise APIs (CRMs, CMSes, DAMs, ad platforms, marketing automation tools, analytics)
• You have hands-on experience with modern LLM APIs across providers - including prompt engineering, tool use / function calling, structured outputs, and context engineering - and you've worked with enough of them to know that the underlying patterns transfer even as the specific APIs evolve
• You have experience with agent system components: multi-step reasoning, tool orchestration, memory, error recovery, and human-in-the-loop escalation paths
• You've worked through some of the hard parts of agent engineering firsthand - hallucination grounding, tool reliability and silent failures, evals that actually predict real-world behavior (and the gap when they don't), cost and latency tradeoffs, prompt drift, and the difference between "works in a demo" and "still works on day 30." You can talk concretely about what you've tried, what's broken on you, and what you've learned
• You have exposure to RAG systems - embeddings, vector stores, retrieval optimization, and grounding - and a developing intuition for when retrieval is the right answer vs. when a tool call, fine-tune, or schema change is the better lever
• You've deployed LLM-powered services or agents to production cloud environments and understand the operational reality - auth, networking, secrets, observability, rollback, cost monitoring - beyond the demo-day setup. The specific runtime matters less to us than the fact that you've operated something live and learned from it
• You're energized by embedding directly with non-technical domain experts, can translate vague problem statements into shippable scope, and have the patience to learn an unfamiliar domain (marketing, in this case) deeply enough to anticipate where agents will fail
• You have a pragmatic bias for shipping - you can tell when a brittle workaround is the right call to unblock a pilot and when something deserves to be built right the first time
• You communicate effectively across technical levels - from explaining agent failure modes to a non-technical marketing SME, to discussing architectural tradeoffs with your lead and stakeholders, to going deep on protocol details with platform engineers, often within the same day
• You have strong analytical and interpersonal skills, with a proven ability to collaborate in dynamic, product-focused, distributed teams
• You embrace a proactive approach to problem-solving and a willingness to acquire new skills and knowledge as needed to achieve results
• You're comfortable taking ownership of projects from start to finish and enjoy turning nebulous ideas into reality
• You make your coworkers feel included in every interaction

What You'll Do

• Embed with marketing SMEs across campaigns, property marketing, content production, social, ABM, and performance intelligence to design and ship agents that do real work in their day-to-day
• Build, deploy, and operate production marketing AI agents that reason over regional context, brand guidelines, and intent data - and invoke tools to draft content, configure campaigns, monitor performance, and recommend optimizations
• Build and contribute reusable components to the Marketing Domain Skills Library - composable LLM workflows (drafting, scoring, classification, brand-voice tuning) extracted from live agent work as primitives other agents can call
• Build integrations against marketing systems (CMS, DAM, CRM, marketing automation, ad platforms, analytics) - directly when needed to unblock a pilot, and through Marketing MCP servers built by the platform team once those exist
• Translate integration and capability gaps you hit during pilots into clear, prioritized requirements for the platform team, so the platform layer evolves to meet real agent needs rather than speculative ones
• Own reliability, observability, evaluation, and cost efficiency of the LLM-powered workflows you build - including brand-voice checks, factual grounding against property and client data, regression suites, and offline benchmarks wired into CI/CD
• Contribute to multi-agent orchestration patterns for the agents you work on - where to compose vs. where to keep boundaries, and how escalations and handoffs flow to and from adjacent agents (Campaigns, Social, ABM, Content, Property, Performance Intelligence)
• Follow and help refine the pod's playbook for taking an agent from SME conversation to working pilot to deployed prod agent
• Share what you learn through internal write-ups, helping sharpen the team's practices and onboarding
• Stay current on agent engineering practices and bring useful techniques back into your own work
• Bring a willingness to experiment and tackle ambiguous, complex problems within your area of ownership

This position does not provide visa sponsorship. Candidates must be authorized to work in the United States without sponsorship.

Estimated compensation for this position:

This range is an estimate and actual compensation may differ. Final compensation packages are determined by various considerations including but not limited to candidate qualifications, location, market conditions, and internal considerations.

Location:

If this job description resonates with you, we encourage you to apply, even if you don't meet all the requirements. We're interested in getting to know you and what you bring to the table!

Personalized benefits that support personal well-being and growth:

JLL recognizes the impact that the workplace can have on your wellness, so we offer a supportive culture and comprehensive benefits package that prioritizes mental, physical and emotional health. Some of these benefits may include:

• 401(k) plan with matching company contributions

• Comprehensive Medical, Dental & Vision Care

• Paid parental leave at 100% of salary

• Paid Time Off and Company Holidays

• Early access to earned wages through Daily Pay

At JLL, we harness the power of artificial intelligence (AI) to efficiently accelerate meaningful connections between candidates and opportunities. Using AI capabilities, we analyze your application for relevant skills, experiences, and qualifications to generate valuable insights about how your unique profile aligns with the specific requirements of the role you'repursuing.

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