AI Product Engineer

About the role

We are seeking Forward-Deployed AI Engineers to rapidly prototype AI solutions in real-world advisor workflows. This role is embedded in our discovery team, working alongside Product Managers, UX designers, and researchers to translate ideas into functioning prototypes.

What Success Looks Like

• Prototypes validate advisor workflows quickly and reliably
• Downstream production engineers can operationalize prototypes with minimal friction
• Team moves from idea → evidence → validated workflow efficiently
• Experiments reduce risk and uncertainty for AI product decisions

Key Responsibilities

• Build and iterate AI prototypes for advisor workflows
• Integrate signals, models, and UX designs into working experiments
• Test feasibility and performance of AI behaviors in real workflow scenarios
• Collaborate closely with PMs, UX, and Research & Signals
• LeadCapture technical learnings and provide handoff documentation for production teams
• Rapidly validate ideas before long-term engineering investment

Required Skills

• AI prototyping – Ability to build working AI systems quickly
• Data integration – Connect signals, APIs, and datasets for prototypes
• Collaboration in cross-functional teams – Work side-by-side with PMs, UX, and researchers
• Experimentation and iteration – Rapidly test and refine ideas with user feedback
• Technical documentation – Clearly communicate prototype behavior and limitations

Qualifications

• 3–5 years of AI engineering experience
• Expert user of AI
• Coding tools like Claude Code and/or Cursor
• Expertise with Python, LLMs, prompt engineering, and AI frameworks
• Ability to rapidly prototype with limited infrastructure
• Strong problem-solving and communication skills

Pay

Total Cash Compensation Range: $145,170–182,820 USD

Schedule

This role is based in our Chicago office, and we follow a hybrid policy of 4 days onsite.

Benefits

• Financial Health – 100% 401k match up to 6% of salary
• Stock Ownership Potential
• Company provided life insurance - 1x salary + commission
• Physical Health – Comprehensive health benefits (medical/dental/vision) including potential premium discounts and company-provided HSA contributions (up to $500-$2,000 annually for specific plans and coverages)
• Additional medical Wellness Incentives – up to $300-$600 annually
• Company-provided long- and short-term disability insurance
• Emotional Health – Trust-Based Time Off, 6-week Paid Sabbatical Program, 6-Week Paid Family Caregiving Leave, Competitive 8-24 Week Paid Parental Leave, Adoption Assistance
• Leverage & Mentorship Opportunities – Leadership Coaching & Formal Mentorship Opportunities
• Annual Flex Stipend – $1000 annually to cover personal education & well-being expenses
• Tuition Reimbursement
• Dollars for Doers volunteer program
• Paid volunteering days
• 15+ Employee Resource & Affinity Groups